Title: Book The Best Hotels in Islamorada, FL for 2025 from CA $121 - Compare prices by date | Expedia.ca

  

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![Islamorada showing landscape views, general coastal views and a sunset](https://images.trvl-media.com/place/10768/5f12d505-684d-458a-a8ca-d2c8ab39b576.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

# Find hotels in Islamorada, FL from CA $121

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## Go beyond your typical stay in Islamorada

Ocean view

[](https://www.expedia.ca/Hotel-Search?destination=Islamorada%2C+Florida%2C+United+States+of+America&regionId=10768&latLong=24.924294%2C-80.627838&adults=2&startDate=2025-10-24&d1=2025-10-24&endDate=2025-10-26&d2=2025-10-26&amenities=OCEAN_VIEW)

Resort

[](https://www.expedia.ca/Hotel-Search?destination=Islamorada%2C+Florida%2C+United+States+of+America&regionId=10768&latLong=24.924294%2C-80.627838&adults=2&startDate=2025-10-24&d1=2025-10-24&endDate=2025-10-26&d2=2025-10-26&lodging=HOTEL_RESORT)

Family friendly

[](https://www.expedia.ca/Hotel-Search?destination=Islamorada%2C+Florida%2C+United+States+of+America&regionId=10768&latLong=24.924294%2C-80.627838&adults=2&startDate=2025-10-24&d1=2025-10-24&endDate=2025-10-26&d2=2025-10-26&travelerType=family_friendly)

Spa

[](https://www.expedia.ca/Hotel-Search?destination=Islamorada%2C+Florida%2C+United+States+of+America&regionId=10768&latLong=24.924294%2C-80.627838&adults=2&startDate=2025-10-24&d1=2025-10-24&endDate=2025-10-26&d2=2025-10-26&amenities=SPA_ON_SITE)

Pool

[](https://www.expedia.ca/Hotel-Search?destination=Islamorada%2C+Florida%2C+United+States+of+America&regionId=10768&latLong=24.924294%2C-80.627838&adults=2&startDate=2025-10-24&d1=2025-10-24&endDate=2025-10-26&d2=2025-10-26&amenities=POOL)

Apart hotel

[](https://www.expedia.ca/Hotel-Search?destination=Islamorada%2C+Florida%2C+United+States+of+America&regionId=10768&latLong=24.924294%2C-80.627838&adults=2&startDate=2025-10-24&d1=2025-10-24&endDate=2025-10-26&d2=2025-10-26&lodging=APART_HOTEL)

Pet friendly

[](https://www.expedia.ca/Hotel-Search?destination=Islamorada%2C+Florida%2C+United+States+of+America&regionId=10768&latLong=24.924294%2C-80.627838&adults=2&startDate=2025-10-24&d1=2025-10-24&endDate=2025-10-26&d2=2025-10-26&amenities=PETS)

Hot tub

[](https://www.expedia.ca/Hotel-Search?destination=Islamorada%2C+Florida%2C+United+States+of+America&regionId=10768&latLong=24.924294%2C-80.627838&adults=2&startDate=2025-10-24&d1=2025-10-24&endDate=2025-10-26&d2=2025-10-26&amenities=HOT_TUB)

Apart­ment

[](https://www.expedia.ca/Hotel-Search?destination=Islamorada%2C+Florida%2C+United+States+of+America&regionId=10768&latLong=24.924294%2C-80.627838&adults=2&startDate=2025-10-24&d1=2025-10-24&endDate=2025-10-26&d2=2025-10-26&lodging=APARTMENT)

House­boat

[](https://www.expedia.ca/Hotel-Search?destination=Islamorada%2C+Florida%2C+United+States+of+America&regionId=10768&latLong=24.924294%2C-80.627838&adults=2&startDate=2025-10-24&d1=2025-10-24&endDate=2025-10-26&d2=2025-10-26&lodging=HOUSE_BOAT)

Condo

[](https://www.expedia.ca/Hotel-Search?destination=Islamorada%2C+Florida%2C+United+States+of+America&regionId=10768&latLong=24.924294%2C-80.627838&adults=2&startDate=2025-10-24&d1=2025-10-24&endDate=2025-10-26&d2=2025-10-26&lodging=CONDO)

## Check prices for these dates

Tonight

[Oct 10 - Oct 11](https://www.expedia.ca/Hotel-Search?regionId=10768&startDate=2025-10-10&endDate=2025-10-11&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Tomorrow

[Oct 11 - Oct 12](https://www.expedia.ca/Hotel-Search?regionId=10768&startDate=2025-10-11&endDate=2025-10-12&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

This weekend

[Oct 10 - Oct 12](https://www.expedia.ca/Hotel-Search?regionId=10768&startDate=2025-10-10&endDate=2025-10-12&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Next weekend

[Oct 17 - Oct 19](https://www.expedia.ca/Hotel-Search?regionId=10768&startDate=2025-10-17&endDate=2025-10-19&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Compare 2,216 hotels, room rates, hotel reviews and availability. Most hotels are fully refundable.

![Private beach, sun loungers, beach umbrellas, beach towels](https://images.trvl-media.com/lodging/1000000/10000/5800/5780/617c0723.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/1000000/10000/5800/5780/981feca1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/1000000/10000/5800/5780/e32d7e53.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Balcony](https://images.trvl-media.com/lodging/1000000/10000/5800/5780/79d31a44.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cheeca Lodge & Spa

Matecumbe

9.2/10

Wonderful

(1222)

"Beautiful and relaxing hotel!!"

CA $167

CA $282 total

includes taxes & fees

Oct 16 - Oct 17

[](https://www.expedia.ca/Islamorada-Hotels-Cheeca-Lodge-Spa.h5780.Hotel-Information)

![Private beach, white sand, sun loungers, beach towels](https://images.trvl-media.com/lodging/1000000/10000/4200/4170/689f4306.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Balcony](https://images.trvl-media.com/lodging/1000000/10000/4200/4170/fa9b6bdf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Water view](https://images.trvl-media.com/lodging/1000000/10000/4200/4170/8979e9b1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, hypo-allergenic bedding, pillowtop beds, laptop workspace](https://images.trvl-media.com/lodging/1000000/10000/4200/4170/43f5c138.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Chesapeake Beach Resort

Matecumbe

9.2/10

Wonderful

(1536)

"Wonderful property, breakfast was awesome "

CA $210

CA $316 total

includes taxes & fees

Oct 13 - Oct 14

[](https://www.expedia.ca/Islamorada-Hotels-Chesapeake-Beach-Resort.h4170.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/1000000/70000/62000/61976/84b50729.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![3 bars/lounges, poolside bar](https://images.trvl-media.com/lodging/1000000/70000/62000/61976/60b7c04d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![3 bars/lounges, poolside bar](https://images.trvl-media.com/lodging/1000000/70000/62000/61976/28233e0b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![One Bedroom Oceanfront Suite King](https://images.trvl-media.com/lodging/1000000/70000/62000/61976/2f598fe7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Amara Cay Resort

Matecumbe

8.8/10

Excellent

(1254)

"Great hotel with a perfect location and friendly staff."

CA $175

CA $290 total

includes taxes & fees

Oct 22 - Oct 23

[](https://www.expedia.ca/Islamorada-Hotels-Amara-Cay-Resort.h61976.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/1000000/480000/475500/475438/5adae4af.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, premium bedding, in-room safe, desk](https://images.trvl-media.com/lodging/1000000/480000/475500/475438/6ec44483.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Daily full breakfast for a fee](https://images.trvl-media.com/lodging/1000000/480000/475500/475438/3ea0faf0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 outdoor pools, cabanas (surcharge), pool umbrellas](https://images.trvl-media.com/lodging/1000000/480000/475500/475438/b513b652.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Islander Resort

Matecumbe

9.2/10

Wonderful

(1007)

"Stunning resort with great amenities and excellent service! "

CA $285

CA $416 total

includes taxes & fees

Oct 26 - Oct 27

[](https://www.expedia.ca/Islamorada-Hotels-Islander-Resort.h475438.Hotel-Information)

![Private beach, sun loungers, beach towels, scuba diving](https://images.trvl-media.com/lodging/1000000/20000/11900/11864/d10a018b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Meeting facility](https://images.trvl-media.com/lodging/1000000/20000/11900/11864/4dfe75fc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![3 outdoor pools, a heated pool, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/1000000/20000/11900/11864/8de2bfdc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Meeting facility](https://images.trvl-media.com/lodging/1000000/20000/11900/11864/c5948ba3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort

Islamorada

9.0/10

Wonderful

(95)

"Beautiful place to stay"

CA $261

CA $387 total

includes taxes & fees

Oct 21 - Oct 22

[](https://www.expedia.ca/Islamorada-Hotels-Three-Waters-Resort-And-Marina.h11864.Hotel-Information)

![Outdoor pool, sun loungers](https://images.trvl-media.com/lodging/3000000/2480000/2477600/2477508/eda54a36.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Beach/ocean view](https://images.trvl-media.com/lodging/3000000/2480000/2477600/2477508/a11bb47b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/3000000/2480000/2477600/2477508/a375b426.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor pool, sun loungers](https://images.trvl-media.com/lodging/3000000/2480000/2477600/2477508/7578de06.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### La Siesta Resort & Villas

Matecumbe

8.6/10

Excellent

(1004)

"Great rooms"

CA $152

CA $265 total

includes taxes & fees

Oct 19 - Oct 20

[](https://www.expedia.ca/Islamorada-Hotels-La-Siesta-Resort-Marina.h2477508.Hotel-Information)

![Outdoor pool, free cabanas](https://images.trvl-media.com/lodging/31000000/30570000/30568100/30568049/25606792.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Garden](https://images.trvl-media.com/lodging/31000000/30570000/30568100/30568049/92298919.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/31000000/30570000/30568100/30568049/711b38d6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Deluxe Room, 2 Double Beds, Kitchenette](https://images.trvl-media.com/lodging/31000000/30570000/30568100/30568049/4c5cb130.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Sunset Inn

Matecumbe

9.4/10

Exceptional

(1002)

"Great place to stay!"

CA $156

CA $191 total

includes taxes & fees

Oct 20 - Oct 21

[](https://www.expedia.ca/Islamorada-Hotels-Sunset-Inn.h30568049.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/1000000/1000000/990500/990422/6ac4045c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Oceanfront Pool View King Room | Terrace/patio](https://images.trvl-media.com/lodging/1000000/1000000/990500/990422/a348bb16.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/1000000/1000000/990500/990422/45deddf9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor pool, a heated pool, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/1000000/1000000/990500/990422/a571015b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Pines & Palms Resort

Matecumbe

9.2/10

Wonderful

(1002)

"Very nice place to stay "

CA $215

CA $319 total

includes taxes & fees

Oct 13 - Oct 14

[](https://www.expedia.ca/Islamorada-Hotels-Pines-Palms-Resort.h990422.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/5000000/4190000/4182600/4182524/667446d9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor wedding area](https://images.trvl-media.com/lodging/5000000/4190000/4182600/4182524/ca67d5ec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/5000000/4190000/4182600/4182524/b10fe59f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/5000000/4190000/4182600/4182524/be3c8b08.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Coconut Cove Resort and Marina

Islamorada

7.6/10

Good

(822)

"Staff was very friendly and accommodating and the facility was clean and quiet."

CA $173

CA $195 total

includes taxes & fees

Oct 13 - Oct 14

[](https://www.expedia.ca/Islamorada-Hotels-Coconut-Cove-Resort-And-Marina.h4182524.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/4000000/3280000/3274400/3274374/9ae0ece9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, premium bedding, individually decorated](https://images.trvl-media.com/lodging/4000000/3280000/3274400/3274374/711bb33e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/4000000/3280000/3274400/3274374/7c261d0b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, premium bedding, individually decorated](https://images.trvl-media.com/lodging/4000000/3280000/3274400/3274374/9e08c794.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Fisher Inn Resort & Marina

Islamorada

8.0/10

Very good

(1001)

"Beautiful water and attentive staff."

CA $163

CA $229 total

includes taxes & fees

Oct 19 - Oct 20

[](https://www.expedia.ca/Islamorada-Hotels-Fisher-Inn-Resort-Marina.h3274374.Hotel-Information)

![Dock](https://images.trvl-media.com/lodging/1000000/20000/12200/12200/9afce9bd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/1000000/20000/12200/12200/00476fee.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/1000000/20000/12200/12200/61b3d4d0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor pool, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/1000000/20000/12200/12200/8f06ee9a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Hadley Resort and Marina

Matecumbe

7.8/10

Good

(1002)

"Loved the rooms very spacious. Ocean view was amazing very close to restaurants "

CA $138

CA $200 total

includes taxes & fees

Oct 13 - Oct 14

[](https://www.expedia.ca/Islamorada-Hotels-Hadley-House-Islamorada.h12200.Hotel-Information)

![Oceanfront King Suite w/ Kitchen & Private Balcony | Beach/ocean view](https://images.trvl-media.com/lodging/5000000/4290000/4287400/4287368/7fd0f78d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Oceanfront King Suite w/ Kitchen & Private Balcony](https://images.trvl-media.com/lodging/5000000/4290000/4287400/4287368/d0b4fd2b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Oceanfront King Suite w/ Kitchen & Private Balcony | Water view](https://images.trvl-media.com/lodging/5000000/4290000/4287400/4287368/3997e962.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/5000000/4290000/4287400/4287368/29680b52.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Drop Anchor

Islamorada

8.8/10

Excellent

(1000)

"Clean, comfortable room, friendly staff. Grounds clean and properly taken care of. Would stay here again. "

CA $165

CA $234 total

includes taxes & fees

Oct 12 - Oct 13

[](https://www.expedia.ca/Islamorada-Hotels-Drop-Anchor.h4287368.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/12000000/11950000/11945900/11945889/96b58c48.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/12000000/11950000/11945900/11945889/98496c0f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Standard Room, 1 Bedroom, Kitchen, Pool View | Living area](https://images.trvl-media.com/lodging/12000000/11950000/11945900/11945889/5e728c12.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Deluxe Cottage | Living area](https://images.trvl-media.com/lodging/12000000/11950000/11945900/11945889/7a0bffa6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Breezy Palms Resort

Matecumbe

8.8/10

Excellent

(543)

"Spacious rooms and location was great for what we needed. "

CA $99

CA $184 total

includes taxes & fees

Oct 13 - Oct 14

[](https://www.expedia.ca/Islamorada-Hotels-Breezy-Palms-Resort.h11945889.Hotel-Information)

![Beach nearby, white sand, sun loungers, beach umbrellas](https://images.trvl-media.com/lodging/1000000/910000/900500/900424/46d4fa27.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/1000000/910000/900500/900424/b7eb418d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Jungles Suite](https://images.trvl-media.com/lodging/1000000/910000/900500/900424/w762h679x132y4-fc33a6d9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![View from property](https://images.trvl-media.com/lodging/1000000/910000/900500/900424/w1009h683x7y0-80f60840.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Casa Morada

Matecumbe

9.4/10

Exceptional

(409)

"The marina was clean and convenient."

CA $339

CA $420 total

includes taxes & fees

Oct 13 - Oct 14

[](https://www.expedia.ca/Islamorada-Hotels-Casa-Morada.h900424.Hotel-Information)

![Private beach, fishing](https://images.trvl-media.com/lodging/17000000/16580000/16574700/16574668/74e26d92.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Superior Suite, 2 Queen Beds, Kitchenette, Bay View](https://images.trvl-media.com/lodging/17000000/16580000/16574700/16574668/c0d44f4e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Private beach, fishing](https://images.trvl-media.com/lodging/17000000/16580000/16574700/16574668/d330cb53.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Front of property](https://images.trvl-media.com/lodging/17000000/16580000/16574700/16574668/31d6a642.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### La Jolla Resort

Matecumbe

9.0/10

Wonderful

(1002)

"The location is great..nice beach and dock area..room was very nice.. will definitely plan to return for a longer stay"

CA $125

CA $180 total

includes taxes & fees

Oct 14 - Oct 15

[](https://www.expedia.ca/Islamorada-Hotels-La-Jolla-Resort.h16574668.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/57000000/56960000/56952700/56952622/b0a43673.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/57000000/56960000/56952700/56952622/67c8f76f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/57000000/56960000/56952700/56952622/b1bfc483.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/57000000/56960000/56952700/56952622/b442c959.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Ragged Edge Resort & Marina

Islamorada

9.4/10

Exceptional

(194)

"We enjoyed our stay very much and have already recommended this hotel to friends. Thanks for accommodating our check in and check out. "

CA $155

CA $174 total

includes taxes & fees

Oct 20 - Oct 21

[](https://www.expedia.ca/Islamorada-Hotels-Ragged-Edge-Resort-Marina.h56952622.Hotel-Information)

![Sundeck](https://images.trvl-media.com/lodging/58000000/57190000/57185500/57185414/6ddda999.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Panoramic Suite](https://images.trvl-media.com/lodging/58000000/57190000/57185500/57185414/w1485h1001x15y0-19c35a33.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Premier Cabin, 1 King Bed, Bay View](https://images.trvl-media.com/lodging/58000000/57190000/57185500/57185414/w1498h1001x2y0-11d0c529.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Private beach, beach towels, kayaking](https://images.trvl-media.com/lodging/58000000/57190000/57185500/57185414/528adcf7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Rock Reef Resort

Key Largo

9.2/10

Wonderful

(1035)

"Beautiful pool and beach areas "

CA $107

CA $121 total

includes taxes & fees

Oct 15 - Oct 16

[](https://www.expedia.ca/Key-Largo-Hotels-Rock-Reef-Resort.h57185414.Hotel-Information)

![2 outdoor pools, open 8:00 AM to 6:00 PM, sun loungers](https://images.trvl-media.com/lodging/55000000/54780000/54774300/54774228/61575cce.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Boating](https://images.trvl-media.com/lodging/55000000/54780000/54774300/54774228/a93dc7d6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Marina](https://images.trvl-media.com/lodging/55000000/54780000/54774300/54774228/fa0090c9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fireplace](https://images.trvl-media.com/lodging/55000000/54780000/54774300/54774228/531fe0b4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Islands of Islamorada

Matecumbe

9.8/10

Exceptional

(66)

"Absolutely outstanding resort. Legitimate 5 star property. "

CA $771

CA $945 total

includes taxes & fees

Oct 12 - Oct 13

[](https://www.expedia.ca/Islamorada-Hotels-The-Islands-Of-Islamorada.h54774228.Hotel-Information)

![Terrace/patio](https://images.trvl-media.com/lodging/1000000/30000/22700/22657/419b7787.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Premier One Bedroom Waterfront Suite Bayview with Sofabed](https://images.trvl-media.com/lodging/1000000/30000/22700/22657/dd3dbaaa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor pool](https://images.trvl-media.com/lodging/1000000/30000/22700/22657/46aade65.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/1000000/30000/22700/22657/ad31d180.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Bayside Inn Key Largo

Key Largo

8.6/10

Excellent

(1582)

"The staff was so nice and I loved the little beach/ pool area!"

CA $152

CA $207 total

includes taxes & fees

Oct 15 - Oct 16

[](https://www.expedia.ca/Key-Largo-Hotels-Bayside-Inn-Key-Largo.h22657.Hotel-Information)

![Restaurant](https://images.trvl-media.com/lodging/4000000/3870000/3861400/3861342/70514579.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Bar (on property)](https://images.trvl-media.com/lodging/4000000/3870000/3861400/3861342/8ad54011.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Restaurant](https://images.trvl-media.com/lodging/4000000/3870000/3861400/3861342/29faa902.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Brand New Two King Bay Front | Private kitchen](https://images.trvl-media.com/lodging/4000000/3870000/3861400/3861342/4b05ab7b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Bayside Villas by Islander Resort

Matecumbe

8.8/10

Excellent

(391)

"Great place to stay"

CA $276

CA $406 total

includes taxes & fees

Oct 16 - Oct 17

[](https://www.expedia.ca/Islamorada-Hotels-Islander-Bayside-Villas-And-Boatslips.h3861342.Hotel-Information)

Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

[View all properties](https://expedia.ca/Hotel-Search?startDate=2025-10-24&endDate=2025-10-25&regionId=10768&adults=2&sort=RECOMMENDED&openPlayBack=true)

## Great weekend hotel deals in Islamorada, FL

Showing deals for:Oct 17 - Oct 19

![Outdoor pool, cabanas (surcharge), pool umbrellas](https://images.trvl-media.com/lodging/12000000/11920000/11919100/11919055/489feb58.jpg?impolicy=fcrop&w=600&h=400&p=1&q=high)

### Playa Largo Resort & Spa, Autograph Collection

Key Largo

9.0/10Wonderful (1,008 reviews)

15% off

CA $630

CA $1,573 total

includes taxes & fees

[](https://www.expedia.ca/Hotel-Search?startDate=2025-10-17&endDate=2025-10-19&selected=11919055&adults=2)

![Beach nearby, white sand, sun loungers, beach umbrellas](https://images.trvl-media.com/lodging/1000000/910000/900500/900424/46d4fa27.jpg?impolicy=fcrop&w=600&h=400&p=1&q=high)

### Casa Morada

Islamorada

9.4/10Exceptional (409 reviews)

36% off

CA $361

CA $895 total

includes taxes & fees

[](https://www.expedia.ca/Hotel-Search?startDate=2025-10-17&endDate=2025-10-19&selected=900424&adults=2)

![Terrace/patio](https://images.trvl-media.com/lodging/54000000/53830000/53826700/53826692/43f0ebf9.jpg?impolicy=fcrop&w=600&h=400&p=1&q=high)

### Bahia Bay Resort

Key Largo

8.8/10Excellent (122 reviews)

18% off

CA $378

CA $852 total

includes taxes & fees

[](https://www.expedia.ca/Hotel-Search?startDate=2025-10-17&endDate=2025-10-19&selected=53826692&adults=2)

![Exterior](https://images.trvl-media.com/lodging/1000000/70000/62000/61976/84b50729.jpg?impolicy=fcrop&w=600&h=400&p=1&q=high)

### Amara Cay Resort

Islamorada

8.8/10Excellent (1,254 reviews)

14% off

CA $368

CA $1,015 total

includes taxes & fees

[](https://www.expedia.ca/Hotel-Search?startDate=2025-10-17&endDate=2025-10-19&selected=61976&adults=2)

![Oceanfront King Suite w/ Kitchen & Private Balcony | Beach/ocean view](https://images.trvl-media.com/lodging/5000000/4290000/4287400/4287368/7fd0f78d.jpg?impolicy=fcrop&w=600&h=400&p=1&q=high)

### Drop Anchor

Islamorada

8.8/10Excellent (1,000 reviews)

15% off

CA $301

CA $774 total

includes taxes & fees

[](https://www.expedia.ca/Hotel-Search?startDate=2025-10-17&endDate=2025-10-19&selected=4287368&adults=2)

![Exterior](https://images.trvl-media.com/lodging/1000000/480000/475500/475438/5adae4af.jpg?impolicy=fcrop&w=600&h=400&p=1&q=high)

### Islander Resort

Islamorada

9.2/10Wonderful (1,007 reviews)

10% off

CA $579

CA $1,493 total

includes taxes & fees

[](https://www.expedia.ca/Hotel-Search?startDate=2025-10-17&endDate=2025-10-19&selected=475438&adults=2)

![Restaurant](https://images.trvl-media.com/lodging/4000000/3870000/3861400/3861342/70514579.jpg?impolicy=fcrop&w=600&h=400&p=1&q=high)

### Bayside Villas by Islander Resort

Islamorada

8.8/10Excellent (391 reviews)

Member Price available

CA $467

CA $1,240 total

includes taxes & fees

[Sign in for Member Price](https://www.expedia.ca/user/signin?uurl=e3id%3Dredr%26rurl%3D%2FHotel-Search%3FstartDate%3D2025-10-17%26endDate%3D2025-10-19%26selected%3D3861342%26adults%3D2)

[](https://www.expedia.ca/Hotel-Search?startDate=2025-10-17&endDate=2025-10-19&selected=3861342&adults=2)

![Private beach, white sand, sun loungers, beach towels](https://images.trvl-media.com/lodging/1000000/10000/4200/4170/689f4306.jpg?impolicy=fcrop&w=600&h=400&p=1&q=high)

### Chesapeake Beach Resort

Islamorada

9.2/10Wonderful (1,536 reviews)

6% off

CA $539

CA $1,372 total

includes taxes & fees

[](https://www.expedia.ca/Hotel-Search?startDate=2025-10-17&endDate=2025-10-19&selected=4170&adults=2)

![Private beach, sun loungers, beach towels, scuba diving](https://images.trvl-media.com/lodging/1000000/20000/11900/11864/d10a018b.jpg?impolicy=fcrop&w=600&h=400&p=1&q=high)

### Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort

Islamorada

9.0/10Wonderful (95 reviews)

5% off

CA $611

CA $1,562 total

includes taxes & fees

[](https://www.expedia.ca/Hotel-Search?startDate=2025-10-17&endDate=2025-10-19&selected=11864&adults=2)

![Private beach, sun loungers, beach umbrellas, beach towels](https://images.trvl-media.com/lodging/14000000/13280000/13279700/13279636/7f2e2269.jpg?impolicy=fcrop&w=600&h=400&p=1&q=high)

### Island Bay Resort

Tavernier

10/10Exceptional (132 reviews)

7% off

CA $484

CA $1,090 total

includes taxes & fees

[](https://www.expedia.ca/Hotel-Search?startDate=2025-10-17&endDate=2025-10-19&selected=13279636&adults=2)

![Outdoor pool, sun loungers](https://images.trvl-media.com/lodging/3000000/2480000/2477600/2477508/eda54a36.jpg?impolicy=fcrop&w=600&h=400&p=1&q=high)

### La Siesta Resort & Villas

Islamorada

8.6/10Excellent (1,004 reviews)

18% off

CA $404

CA $1,096 total

includes taxes & fees

[](https://www.expedia.ca/Hotel-Search?startDate=2025-10-17&endDate=2025-10-19&selected=2477508&adults=2)

![Exterior](https://images.trvl-media.com/lodging/112000000/111560000/111555900/111555855/2a78a3da.jpg?impolicy=fcrop&w=600&h=400&p=1&q=high)

### Seafarer Key Largo

Key Largo

9.4/10Exceptional (117 reviews)

12% off

CA $220

CA $536 total

includes taxes & fees

[](https://www.expedia.ca/Hotel-Search?startDate=2025-10-17&endDate=2025-10-19&selected=111555855&adults=2)

![Exterior](https://images.trvl-media.com/lodging/1000000/890000/882300/882254/6f2246e8.jpg?impolicy=fcrop&w=600&h=400&p=1&q=high)

### Lime Tree Bay Resort

Long Key

9.2/10Wonderful (1,077 reviews)

30% off

CA $281

CA $758 total

includes taxes & fees

[](https://www.expedia.ca/Hotel-Search?startDate=2025-10-17&endDate=2025-10-19&selected=882254&adults=2)

![Exterior](https://images.trvl-media.com/lodging/4000000/3280000/3274400/3274374/9ae0ece9.jpg?impolicy=fcrop&w=600&h=400&p=1&q=high)

### Fisher Inn Resort & Marina

Islamorada

8.0/10Very good (1,001 reviews)

15% off

CA $267

CA $692 total

includes taxes & fees

[](https://www.expedia.ca/Hotel-Search?startDate=2025-10-17&endDate=2025-10-19&selected=3274374&adults=2)

![Gazebo](https://images.trvl-media.com/lodging/6000000/5030000/5027500/5027403/fe271bae.jpg?impolicy=fcrop&w=600&h=400&p=1&q=high)

### Sunset Cove Beach Resort

Key Largo

9.0/10Wonderful (1,007 reviews)

10% off

CA $372

CA $838 total

includes taxes & fees

[](https://www.expedia.ca/Hotel-Search?startDate=2025-10-17&endDate=2025-10-19&selected=5027403&adults=2)

![On the beach, sun loungers, snorkeling, kayaking](https://images.trvl-media.com/lodging/14000000/13210000/13209600/13209518/f3e504e7.jpg?impolicy=fcrop&w=600&h=400&p=1&q=high)

### Drift Hotel

Key Largo

9.0/10Wonderful (1,005 reviews)

15% off

CA $320

CA $751 total

includes taxes & fees

[](https://www.expedia.ca/Hotel-Search?startDate=2025-10-17&endDate=2025-10-19&selected=13209518&adults=2)

![Marina](https://images.trvl-media.com/lodging/7000000/6840000/6839400/6839376/f35b06df.jpg?impolicy=fcrop&w=600&h=400&p=1&q=high)

### The Pelican Key Largo Cottages

Key Largo

8.8/10Excellent (1,004 reviews)

28% off

CA $303

CA $681 total

includes taxes & fees

[](https://www.expedia.ca/Hotel-Search?startDate=2025-10-17&endDate=2025-10-19&selected=6839376&adults=2)

![Water view](https://images.trvl-media.com/lodging/2000000/1580000/1576800/1576773/5e43c05b.jpg?impolicy=fcrop&w=600&h=400&p=1&q=high)

### Creekside Inn

Tavernier

8.0/10Very good (1,004 reviews)

Member Price available

CA $297

CA $668 total

includes taxes & fees

[Sign in for Member Price](https://www.expedia.ca/user/signin?uurl=e3id%3Dredr%26rurl%3D%2FHotel-Search%3FstartDate%3D2025-10-17%26endDate%3D2025-10-19%26selected%3D1576773%26adults%3D2)

[](https://www.expedia.ca/Hotel-Search?startDate=2025-10-17&endDate=2025-10-19&selected=1576773&adults=2)

![Exterior](https://images.trvl-media.com/lodging/12000000/11950000/11945900/11945889/96b58c48.jpg?impolicy=fcrop&w=600&h=400&p=1&q=high)

### Breezy Palms Resort

Islamorada

8.8/10Excellent (543 reviews)

10% off

CA $169

CA $527 total

includes taxes & fees

[](https://www.expedia.ca/Hotel-Search?startDate=2025-10-17&endDate=2025-10-19&selected=11945889&adults=2)

![Classic Room, Patio, Garden View | Terrace/patio](https://images.trvl-media.com/lodging/111000000/110690000/110683500/110683445/224c2448.jpg?impolicy=fcrop&w=600&h=400&p=1&q=high)

### The Ocean View Inn & Pub

Islamorada

9.6/10Exceptional (7 reviews)

10% off

CA $342

CA $770 total

includes taxes & fees

[](https://www.expedia.ca/Hotel-Search?startDate=2025-10-17&endDate=2025-10-19&selected=110683445&adults=2)

![](https://a.travel-assets.com/pricing-claim/sparkle_dark.svg)

Save an average of 15% on thousands of hotels when you're signed in

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## Where to stay in Islamorada

Find the best Islamorada areas and neighborhoods for the activities you enjoy most. [Learn more about Islamorada](https://www.expedia.ca/Islamorada.dx10768)

-   Matecumbe
-   Venetian Shores
-   Lower Matecumbe Beach
-   Seabreeze Trailer Park

![Islamorada which includes a beach bar](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/191000/191196-Islamorada.jpg?impolicy=fcrop&w=960&h=540&p=1&q=medium)

![Islamorada which includes a beach](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/191000/191179-Islamorada.jpg?impolicy=fcrop&w=960&h=540&p=1&q=medium)

![Islamorada](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/191000/191198-Islamorada.jpg?impolicy=fcrop&w=960&h=540&p=1&q=medium)

![Islamorada featuring mangroves, a marina and general coastal views](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/63000/63855-Islamorada.jpg?impolicy=fcrop&w=960&h=540&p=1&q=medium)

![Islamorada featuring a beach, tropical scenes and general coastal views](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/63000/63859-Islamorada.jpg?impolicy=fcrop&w=960&h=540&p=1&q=medium)

[](https://www.expedia.ca/Hotel-Search?pwaOverlay=map&regionId=855587555438403584)

![Matecumbe map](https://maps.googleapis.com/maps/api/staticmap?&size=289x340&map_id=c017d89749dc74ad&markers=icon:%7C&path=enc:eftvCjaykN%7Bu%40%7BLii%40ig%40mR%7Bn%40bXig%40mz%40mxAmz%40%3FwPw%7EAhU%7BQlrArtAvlAxbDdx%40%60k%40qK%7Cs%40&key=AIzaSyAoVHdVOa5-BDRxGhFoAHYIHPst1T09Jo0&signature=yRHO4CWzGA7azDOIUmRzmvP4kBc=)

### Matecumbe

If you're spending some time in Matecumbe, Bud n' Mary's Dive Center and Anne's Beach are top sights worth seeing.

[See properties](https://www.expedia.ca/Hotel-Search?regionId=855587555438403584)

[](https://www.expedia.ca/Hotel-Search?pwaOverlay=map&regionId=553248635976470270)

![Venetian Shores map](https://maps.googleapis.com/maps/api/staticmap?&size=289x340&map_id=c017d89749dc74ad&markers=icon:%7C&path=enc:sqjwCbz%7BjNqAo%40tBaEsE_PxG%7BYyAmKzAiDvIFbMhMdWsJTl%40sBx%40lJzUmTfJi%5EfZeGr%40&key=AIzaSyAoVHdVOa5-BDRxGhFoAHYIHPst1T09Jo0&signature=QVAh7GoDjkeb11ky1Kd0uqYIt1E=)

### Venetian Shores

Venetian Shores might not have many top sights, but Islamorada County Park and Founders Park are two attractions nearby that you can check out.

[See properties](https://www.expedia.ca/Hotel-Search?regionId=553248635976470270)

[](https://www.expedia.ca/Hotel-Search?pwaOverlay=map&regionId=553248635976195207)

![Lower Matecumbe Beach map](https://maps.googleapis.com/maps/api/staticmap?&size=289x340&map_id=c017d89749dc74ad&markers=icon:%7C&path=enc:_ptvCdlxkNmd%40s_AzBp%40vWxQ%7EV%7CLqGlLhCfG%7DIrG&key=AIzaSyAoVHdVOa5-BDRxGhFoAHYIHPst1T09Jo0&signature=RReFXSWaDe4P-eYj5BXbXnV6oRo=)

### Lower Matecumbe Beach

Though Lower Matecumbe Beach might not have many top sights, you can venture to the surrounding area to see attractions like Anne's Beach and Sunset Drive Beach.

[See properties](https://www.expedia.ca/Hotel-Search?regionId=553248635976195207)

[](https://www.expedia.ca/Hotel-Search?pwaOverlay=map&regionId=553248635976480972)

![Seabreeze Trailer Park map](https://maps.googleapis.com/maps/api/staticmap?&size=289x340&map_id=c017d89749dc74ad&markers=icon:%7C&path=enc:grjwCjevjNoFsEdDaEnCXdBdAc%40xCgCzC&key=AIzaSyAoVHdVOa5-BDRxGhFoAHYIHPst1T09Jo0&signature=_h5F3b1yWKQsbwQQnMv-889bkkk=)

### Seabreeze Trailer Park

If you're looking for some top things to see and do in Seabreeze Trailer Park and surrounding area, you can visit Founders Park and Islamorada County Park.

[See properties](https://www.expedia.ca/Hotel-Search?regionId=553248635976480972)

## Learn more about Islamorada

The turquoise waters between the Keys offer world-class fishing that even beginners can enjoy with knowledgeable local guides. Spend mornings snorkelling coral reefs teeming with tropical fish, then unwind at waterfront restaurants where chefs cook your fresh catch.

[See all hotels in Islamorada](https://www.expedia.ca/Hotel-Search?startDate=2025-10-24&endDate=2025-10-25&adults=2&regionId=10768)

![Islamorada which includes tropical scenes and a sandy beach](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/63000/63860-Islamorada.jpg?impolicy=fcrop&w=900&h=506&p=1&q=high)

### Stay near popular Islamorada attractions

[](https://expedia.ca/Annes-Beach-Hotels.0-l6282204-0.Travel-Guide-Filter-Hotels)

![Anne's Beach](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/497000/497087-annes-beach.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### Anne's Beach

4/5(14 reviews)

If a restful vacation is part of your travel plans, Anne's Beach might be the perfect place to seek out during your trip to Islamorada.

[See properties](https://expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests&regionId=6282204)

[](https://expedia.ca/Founders-Park-Hotels.0-l6277602-0.Travel-Guide-Filter-Hotels)

![Founders Park featuring a park, modern architecture and theatre scenes](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/63000/63857-Islamorada.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### Founders Park

3.5/5(2 reviews)

Play soccer, baseball and volleyball just meters from the Atlantic Ocean before you dive into the water at this family-friendly beach park.

[See properties](https://expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests&regionId=6277602)

[](https://expedia.ca/Florida-Keys-Brewing-Co-Hotels.0-l553248635997958830-0.Travel-Guide-Filter-Hotels)

![Florida Keys Brewing Co.](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/497000/497961-florida-keys-brewing-co.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### Florida Keys Brewing Co.

You can take time to visit Florida Keys Brewing Co. during your travels to Islamorada.

[See properties](https://expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests&regionId=553248635997958830)

[](https://expedia.ca/Windley-Key-Fossil-Reef-Geological-State-Park-Hotels.0-l6282211-0.Travel-Guide-Filter-Hotels)

![Windley Key Fossil Reef Geological State Park](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/340000/340296-Windley-Key-Fossil-Reef-Geological-State-Park.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### Windley Key Fossil Reef Geological State Park

Explore the fossilized reef of a former quarry in this island park, as you learn about the history and ecology from the interpretive trails.

[See properties](https://expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests&regionId=6282211)

[](https://expedia.ca/History-Of-Diving-Museum-Hotels.0-l6069257-0.Travel-Guide-Filter-Hotels)

![History of Diving Museum](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/497000/497744-history-of-diving-museum.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### History of Diving Museum

4/5(1 review)

Trace one of the world’s most astonishing watersports back through the centuries to see some of the first diving suits as you explore this interactive museum, featuring the world's largest international collection of diving artifacts.

[See properties](https://expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests&regionId=6069257)

[](https://expedia.ca/Hurricane-Monument-Hotels.0-l6063543-0.Travel-Guide-Filter-Hotels)

![Hurricane Monument showing outdoor art and a monument](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/63000/63861-Islamorada.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### Hurricane Monument

4/5(1 review)

The memories of those lost to the 1935 Labor Day Hurricane live on at this moving tribute and burial site along the Overseas Highway.

[See properties](https://expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests&regionId=6063543)

## More cheap stays in Islamorada

![Rock Reef Resort](https://images.trvl-media.com/lodging/58000000/57190000/57185500/57185414/6ddda999_y.jpg?impolicy=resizecrop&rw=402&ra=fit)

### Rock Reef Resort

97850 Overseas Hwy, Key Largo, FL

CA $107

CA $121 total

Oct 15 - Oct 16

includes taxes & fees

9.2/10 Wonderful! (1,032 reviews)

[](https://expedia.ca/Key-Largo-Hotels-Rock-Reef-Resort.h57185414.Hotel-Information)

![The Pelican Key Largo Cottages](https://images.trvl-media.com/lodging/7000000/6840000/6839400/6839376/f35b06df_y.jpg?impolicy=resizecrop&rw=402&ra=fit)

### The Pelican Key Largo Cottages

99340 Overseas Highway, Key Largo, FL

CA $145

CA $163 total

Oct 12 - Oct 13

includes taxes & fees

8.8/10 Excellent! (1,003 reviews)

[](https://expedia.ca/Key-Largo-Hotels-The-Pelican-Key-Largo-Cottages.h6839376.Hotel-Information)

![La Jolla Resort](https://images.trvl-media.com/lodging/17000000/16580000/16574700/16574668/74e26d92_y.jpg?impolicy=resizecrop&rw=402&ra=fit)

### La Jolla Resort

82216 Overseas Highway, Islamorada, FL

CA $125

CA $180 total

Oct 14 - Oct 15

includes taxes & fees

9/10 Wonderful! (1,001 reviews)

[](https://expedia.ca/Islamorada-Hotels-La-Jolla-Resort.h16574668.Hotel-Information)

![Creekside Inn Islamorada](https://images.trvl-media.com/lodging/2000000/1580000/1576800/1576773/5e43c05b_y.jpg?impolicy=resizecrop&rw=402&ra=fit)

### Creekside Inn Islamorada

90611 Old Highway, Tavernier, FL

CA $213

CA $240 total

Oct 22 - Oct 23

includes taxes & fees

7.8/10 Good! (1,003 reviews)

[](https://expedia.ca/Tavernier-Hotels-Creekside-Inn-Islamorada.h1576773.Hotel-Information)

![Drift Hotel](https://images.trvl-media.com/lodging/14000000/13210000/13209600/13209518/f3e504e7_y.jpg?impolicy=resizecrop&rw=402&ra=fit)

### Drift Hotel

95320 Overseas Hwy, Key Largo, FL

CA $125

CA $156 total

Oct 13 - Oct 14

includes taxes & fees

8.8/10 Excellent! (1,002 reviews)

[](https://expedia.ca/Key-Largo-Hotels-Drift-Hotel.h13209518.Hotel-Information)

![Breezy Palms Resort](https://images.trvl-media.com/lodging/12000000/11950000/11945900/11945889/96b58c48_y.jpg?impolicy=resizecrop&rw=402&ra=fit)

### Breezy Palms Resort

80015 Overseas Highway, Islamorada, FL

CA $99

CA $184 total

Oct 13 - Oct 14

includes taxes & fees

8.6/10 Excellent! (543 reviews)

[](https://expedia.ca/Islamorada-Hotels-Breezy-Palms-Resort.h11945889.Hotel-Information)

## Hotels in Islamorada with star-rating

![5 Star Hotels](https://images.trvl-media.com/lodging/1000000/10000/5800/5780/617c0723_w.jpg)

5 Star Hotels

3 properties

[](https://expedia.ca/5Star-Islamorada-Hotels.s50-0-d10768.Travel-Guide-Filter-Hotels)

![4 Star Hotels](https://images.trvl-media.com/lodging/1000000/20000/14100/14042/bbdba544_w.jpg)

4 Star Hotels

14 properties

[](https://expedia.ca/4Star-Islamorada-Hotels.s40-0-d10768.Travel-Guide-Filter-Hotels)

![3 Star Hotels](https://images.trvl-media.com/lodging/1000000/20000/11900/11864/d10a018b_w.jpg)

3 Star Hotels

70 properties

[](https://expedia.ca/3Star-Islamorada-Hotels.s30-0-d10768.Travel-Guide-Filter-Hotels)

![2 Star Hotels](https://images.trvl-media.com/lodging/58000000/57190000/57185500/57185414/6ddda999_w.jpg)

2 Star Hotels

140 properties

[](https://expedia.ca/2Star-Islamorada-Hotels.s20-0-d10768.Travel-Guide-Filter-Hotels)

## Price trends for hotels in Islamorada

| Less expensive | More expensive | This month | Next month |
| --- | --- | --- | --- |
| October | March | CA $210 | CA $323 |

| Month | Price |
| --- | --- |
| January | CA $420 |
| February | CA $429 |
| March | CA $558 |
| April | CA $398 |
| May | CA $373 |
| June | CA $345 |
| July | CA $363 |
| August | CA $319 |
| September | CA $250 |
| October | CA $210 |
| November | CA $323 |
| December | CA $412 |

Price trend information excludes taxes and fees and is based on base rates for a nightly stay for 2 adults found in the last 7 days on our site and averaged for commonly viewed hotels in Islamorada. Select dates and complete search for nightly totals inclusive of taxes and fees.

## Find out more about Islamorada

### Top reasons to visit Islamorada

-   **Stunning Beaches:** Islamorada boasts pristine beaches perfect for sunbathing and relaxation, ideal for families and couples alike.
-   **Outdoor Adventures:** Engage in a variety of activities like boating, fishing, and sandbar trips, showcasing the natural beauty of the Florida Keys.
-   **Aquatic Activities:** Enjoy snorkelling, diving, and other water sports in the crystal-clear waters teeming with marine life.
-   **Charming Local Culture:** Explore quaint shops and eateries that reflect the vibrant atmosphere of the area.
-   **Exceptional Accommodations:** Stay at family-friendly resorts or beachfront hotels offering comfort and convenience.

### Find great hotels in Islamorada

Experience the perfect blend of adventure and relaxation in Islamorada, Florida, with a variety of exceptional accommodations. From family-friendly resorts to beachfront hotels, you'll find the ideal lodging to enhance your vacation. Whether you're seeking thrilling activities or a serene beach getaway, Islamorada offers top-notch options like the Islander Resort and other popular stays. Discover the best of island life while enjoying comfort and convenience in this tropical paradise.

-   **[Amara Cay Resort:](https://www.expedia.ca/Islamorada-Hotels-Amara-Cay-Resort.h61976.Hotel-Information)** Nestled along the pristine shores of Islamorada, Amara Cay Resort offers a vibrant escape for adventure seekers and families alike. With its direct beach access, guests can indulge in a variety of exciting activities, including onsite snorkeling and kayaking, as well as nearby fishing and hiking. The resort is family-friendly, featuring amenities such as a complimentary crib and first aid kit for peace of mind. Whether you're looking to explore the underwater world or simply relax on the beach, Amara Cay provides the perfect backdrop for your vacation.
-   **Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort:** Embrace a family-friendly and pet-welcoming atmosphere at Three Waters Resort and Marina. This charming resort features direct beach access and a range of amenities tailored to families, including a free crib and a fun arcade game room. Enjoy the convenience of having your furry friend join you during your stay, with thoughtful pet policies and amenities. With its laid-back vibe and engaging activities, this resort is ideal for those seeking a memorable beach vacation with loved ones.
-   **[Islander Resort:](https://www.expedia.ca/Islamorada-Hotels-Islander-Resort.h475438.Hotel-Information)** Perfect for golf enthusiasts and adventure seekers, Islander Resort is a delightful getaway in Islamorada. This resort features golf-themed activities and is surrounded by opportunities for adventure, including waterskiing and parasailing nearby, as well as onsite personal motor watercraft rentals. Families will appreciate the kid-friendly amenities, including a mini-golf course and travel cribs. With its blend of relaxation and excitement, Islander Resort is your gateway to unforgettable family adventures in the Florida Keys.

### Where to stay in and around Islamorada

Islamorada, a stunning island paradise in Florida, offers a delightful blend of relaxation and adventure for families and couples alike. Explore its pristine beaches, indulge in aquatic activities, and soak up the vibrant, friendly atmosphere. Nearby islands beckon with their natural beauty, while charming local spots provide a taste of the area's culture. Whether you're seeking a romantic getaway or an outdoor escape, Islamorada is the perfect destination for an unforgettable vacation experience.

-   **[Tavernier:](https://www.expedia.ca/Tavernier-Hotels.d10047.Travel-Guide-Hotels)** Located 14.5km from Islamorada, Tavernier is a charming city that offers a moderately seasonal travel experience, with peaks in March to April and July. Known for its outdoor adventures, family-friendly atmosphere, and vibrant shopping scene, visitors will find plenty to explore. The nearby beaches and tourist precinct invite relaxation and fun, while local resorts provide comfortable accommodations. Don’t miss the chance to dive into the area's rich marine life or enjoy a leisurely day at the beach with the whole family.
-   **[Matecumbe:](https://www.expedia.ca/Matecumbe-Islamorada-Hotels.0-n855587555438403584-0.Travel-Guide-Filter-Hotels)** Nestled around the area of Islamorada, the neighborhood of Matecumbe is a hidden gem that welcomes visitors year-round. With travel peaks in February to March and July, this area is perfect for those seeking outdoor adventures, family experiences, and beautiful beach days. The local resorts and shopping areas offer a variety of options for relaxation and entertainment. The stunning beaches and family-friendly environments make it an ideal spot for creating lasting memories with loved ones. Be sure to check out the picturesque surroundings and immerse yourself in the local culture.
-   **[Venetian Shores:](https://www.expedia.ca/Venetian-Shores-Islamorada-Hotels.0-n553248635976470270-0.Travel-Guide-Filter-Hotels)** Also located around Islamorada, Venetian Shores is an inviting neighborhood that caters to families and beach enthusiasts alike. With a consistent flow of visitors throughout the year, peaks occur in February to March and July. The area is known for its recreational spaces, shopping areas, and close proximity to stunning beaches. Enjoy the laid-back atmosphere while engaging in various outdoor activities or simply soaking up the sun on the sandy shores. This neighborhood is perfect for those looking to enjoy both relaxation and adventure in a beautiful setting.

### Things to do in and around Islamorada

Islamorada is perfect for family beach vacations and outdoor adventures. Visitors can enjoy popular activities such as resort stays, shopping at local malls, and photo or boat tours. The area offers plenty of leisure options, including sandbar trips, ensuring a fun-filled experience for everyone. Whether you're looking to relax or seek adventure, Islamorada has something for everyone.

**Shopping**

In Islamorada, visit [Rain Barrel Village](https://www.expedia.ca/Rain-Barrel-Village-Hotels.0-l885114618815606784-0.Travel-Guide-Filter-Hotels) for unique gifts and local art, capturing the charming island vibe. If you're up for a drive, check out the nearby Mall of the Americas, located 24.1km away, offering a wider selection of shops and dining options.

**Recreation**

[Jacob's Aquatic Center](https://www.expedia.ca/Jacobs-Aquatic-Center-Hotels.0-l553248621532652370-0.Travel-Guide-Filter-Hotels), located 27.4km from Islamorada, offers a family-friendly atmosphere with a range of aquatic activities. Enjoy relaxing by the pool, engaging in water aerobics, or swimming laps in a tranquil environment that promotes wellness and rejuvenation for all ages.

**Adventure**

At [Florida Keys Dive Center](https://www.expedia.ca/Florida-Keys-Dive-Center-Hotels.0-l553248621532652358-0.Travel-Guide-Filter-Hotels), located 12.9km from Islamorada, experience exhilarating underwater sports amidst vibrant marine life. For a thrilling day, visit [Keys Cable Park](https://www.expedia.ca/Keys-Cable-Park-Hotels.0-l901232018711719936-0.Travel-Guide-Filter-Hotels), 35.4km away, where you can enjoy wakeboarding and cable park adventures. Lastly, hike [Mahogany Hammock](https://www.expedia.ca/Mahogany-Hammock-Hotels.0-l553248621532652832-0.Travel-Guide-Filter-Hotels), 48.3km away, to relish stunning outdoor scenery.

**Nightlife**

In Islamorada, [Jimmy Johnson's Big Chill](https://www.expedia.ca/Jimmy-Johnsons-Big-Chill-Hotels.0-l553248621563219632-0.Travel-Guide-Filter-Hotels) offers a vibrant atmosphere with Caribbean-inspired vibes, perfect for lively evenings. Meanwhile, the [Caribbean Club Bar](https://www.expedia.ca/Caribbean-Club-Bar-Hotels.0-l553248621533115829-0.Travel-Guide-Filter-Hotels), slightly further afield, provides a charming setting for romance and entertainment, making both spots ideal for an unforgettable night out.

*\*Distances are measured in a straight line; actual driving distances may vary depending on the route.*

### Booking tips and Expedia advantages for Islamorada

To save money on your trip to Islamorada, consider visiting between September and November for the lowest accommodation rates. Utilize public transport options like walking or biking to explore the area for free, with attractions such as Anne's Beach and Islamorada County Park. When booking your hotel, aim for a Tuesday stay and check Expedia for last-minute deals or package offers that combine flights and activities. Don’t forget to sort your accommodation options by price to find the best deals and special rates.

-   **The most and least expensive months on average to stay in a hotel:** The cheapest months to stay in Islamorada are September to November, where the prices are slightly lower. This is in comparison to February to April, where prices are slightly higher.
-   **The best time to book a hotel:** The cheapest time to book a hotel in Islamorada is usually 1 month out from when you are planning to stay, though if you're late to the party, have a look at Expedia's last minute deals - the green banner below the hotel's price indicates a discounted rate.
-   **The most and least expensive days on average to stay in a hotel:** The least expensive day to stay in Islamorada is Tuesday. The most expensive day to stay in Islamorada is Saturday.
-   **Find cheap hotels on Expedia:** Utilize Expedia's search tool to refine your options based on your budget, preferred location, and the type of accommodation you desire. To find the most affordable prices and offers, arrange the price filter from lowest to highest.
-   **Consider bundling your trip:** You can potentially save on your travel expenses by booking an Expedia package that combines your hotel stay in Islamorada with your flights and activities.

### Find the best attractions in Islamorada

Islamorada is perfect for families seeking outdoor and beach vacations, offering a variety of attractions such as marinas, beautiful beaches, and national parks. Visitors can enjoy a wealth of outdoor adventures and explore the scenic Florida Keys, making it an ideal destination for those looking to experience the natural beauty and adventure of the area. You’ll find plenty to keep the entire family entertained in this charming Florida locale.

-   **[Anne's Beach:](https://www.expedia.ca/Annes-Beach-Hotels.0-l6282204-0.Travel-Guide-Filter-Hotels)** Experience the laid-back vibes of Anne's Beach, where you can relax on soft sands and soak in stunning ocean views. It's perfect for sunbathing, swimming, and enjoying the natural beauty of the Florida Keys.
-   **[Bud n' Mary's Dive Center:](https://www.expedia.ca/Bud-N-Marys-Dive-Center-Hotels.0-l6069243-0.Travel-Guide-Filter-Hotels)** Dive into adventure at Bud n' Mary's Dive Center, a marina offering thrilling water activities. Explore the vibrant underwater world with guided diving and snorkelling tours, or rent equipment for a fun-filled day on the water.
-   **[Islamorada County Park:](https://www.expedia.ca/Islamorada-County-Park-Hotels.0-l553248621532652353-0.Travel-Guide-Filter-Hotels)** Enjoy a family-friendly outing at Islamorada County Park, featuring lush green spaces and recreational facilities. Perfect for picnics, sports, or simply unwinding in a vibrant outdoor setting amidst the charm of the city.

### Best time to go to Islamorada

The best time to visit Islamorada is dependant on what kind of holiday you are seeking. August is its hottest month on average. At this time, visitor numbers are average and weather is mostly sunny with light rain. January is its coolest month on average. At this time, visitor numbers are average and weather is mostly sunny with no rain.

| **![calendar](https://forever.travel-assets.com/flex/flexmanager/images/2024/03/04/calendar.png)Calendar Month** | **![temperature](https://forever.travel-assets.com/flex/flexmanager/images/2024/03/04/weather__hot.png)Temperature** | **![rain](https://forever.travel-assets.com/flex/flexmanager/images/2024/03/04/weather__rain.png)Precipitation** | **![mostly](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/21/weather__day_mostly_cloudy.png)Cloudiness** | **![occupation](https://forever.travel-assets.com/flex/flexmanager/images/2024/10/29/peoplebex.png)Occupancy** | **![price](https://forever.travel-assets.com/flex/flexmanager/images/2024/10/29/currency_dollar.png)Pricing** |
| --- | --- | --- | --- | --- | --- |
| January | 70.0°F (21.1°C) | No Rain | Mostly Sunny | Average | Average |
| February | 71.8°F (22.1°C) | No Rain | Mostly Sunny | Average | Slightly High |
| March | 72.9°F (22.7°C) | No Rain | Mostly Sunny | Moderately High | Slightly High |
| April | 76.6°F (24.8°C) | No Rain | Mostly Sunny | Moderately High | Slightly High |
| May | 79.3°F (26.3°C) | Light Rain | Mostly Sunny | Average | Average |
| June | 82.4°F (28.0°C) | Light Rain | Mostly Sunny | Average | Average |
| July | 83.8°F (28.8°C) | Light Rain | Mostly Sunny | Moderately High | Average |
| August | 84.4°F (29.1°C) | Light Rain | Mostly Sunny | Average | Average |
| September | 83.3°F (28.5°C) | Light Rain | Mostly Sunny | Average | Slightly Low |
| October | 80.2°F (26.8°C) | Light Rain | Mostly Sunny | Moderately Low | Slightly Low |
| November | 75.9°F (24.4°C) | Light Rain | Mostly Sunny | Moderately Low | Slightly Low |
| December | 72.9°F (22.7°C) | No Rain | Mostly Sunny | Moderately Low | Average |

### The nearest major airports for your trip to Islamorada

When visiting Islamorada, Florida, you can fly into Marathon, FL ([MTH](https://www.expedia.ca/Florida-Keys-Marathon-Airport-Hotels.0-aMTH-0.Travel-Guide-Filter-Hotels)\-Florida Keys Marathon), which is located 48.3km away. Nearby accommodations include the [Isla Bella Beach Resort & Spa](https://www.expedia.ca/Marathon-Hotels-Isla-Bella-Beach-Resort-Spa.h24101706.Hotel-Information), a 4.5-star hotel situated 6.4km from the airport, and [Tranquility Bay Beachfront Hotel and Resort](https://www.expedia.ca/Marathon-Hotels-Tranquility-Bay-Beachfront-Hotel-And-Resort.h117099.Hotel-Information), a 4-star option just 4.8km away. [Hawks Cay Resort](https://www.expedia.ca/Marathon-Hotels-Hawks-Cay-Resort.h6068.Hotel-Information), another 4-star resort, is located 16.1km from Marathon Airport. Transportation services from these hotels to the airport are readily available, ensuring a convenient journey for Canadian tourists eager to explore the beautiful Florida Keys.

## Recent reviews of Islamorada hotels

![Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort](//images.trvl-media.com/lodging/1000000/20000/11900/11864/d10a018b_y.jpg)

### Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort

5/5 Excellent

"view was great ,service was great also"

A verified traveller stayed at Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort

Posted 10 hours ago

[](https://expedia.ca/Islamorada-Hotels-Three-Waters-Resort-And-Marina.h11864.Hotel-Information)

![La Siesta Resort & Villas](//images.trvl-media.com/lodging/3000000/2480000/2477600/2477508/eda54a36_y.jpg)

### La Siesta Resort & Villas

5/5 Excellent

"Excelent service "

A verified traveller stayed at La Siesta Resort & Villas

Posted 2 days ago

[](https://expedia.ca/Islamorada-Hotels-La-Siesta-Resort-Marina.h2477508.Hotel-Information)

![Islander Resort](//images.trvl-media.com/lodging/1000000/480000/475500/475438/5adae4af_y.jpg)

### Islander Resort

5/5 Excellent

"My son and his new wife had an amazing time on their honeymoon! They said everything was top notch and have gone on & on about what an amazing time they had! ⭐️⭐️⭐️⭐️⭐️"

A verified traveller stayed at Islander Resort

Posted 3 days ago

[](https://expedia.ca/Islamorada-Hotels-Islander-Resort.h475438.Hotel-Information)

![Cheeca Lodge & Spa](//images.trvl-media.com/lodging/1000000/10000/5800/5780/617c0723_y.jpg)

### Cheeca Lodge & Spa

5/5 Excellent

"Staff was extremely accommodating, Property is stunning with numerous activities. "

A verified traveller stayed at Cheeca Lodge & Spa

Posted 4 days ago

[](https://expedia.ca/Islamorada-Hotels-Cheeca-Lodge-Spa.h5780.Hotel-Information)

![Pines & Palms Resort](//images.trvl-media.com/lodging/1000000/1000000/990500/990422/6ac4045c_y.jpg)

### Pines & Palms Resort

5/5 Excellent

"Campground feel. Staff was incredible. "

A verified traveller stayed at Pines & Palms Resort

Posted 5 days ago

[](https://expedia.ca/Islamorada-Hotels-Pines-Palms-Resort.h990422.Hotel-Information)

![Amara Cay Resort](//images.trvl-media.com/lodging/1000000/70000/62000/61976/84b50729_y.jpg)

### Amara Cay Resort

5/5 Excellent

"We had a room with an ocean view and it was great. There was a beautiful double rainbow over the water one of the days we were there."

A verified traveller stayed at Amara Cay Resort

Posted 5 days ago

[](https://expedia.ca/Islamorada-Hotels-Amara-Cay-Resort.h61976.Hotel-Information)

![Chesapeake Beach Resort](//images.trvl-media.com/lodging/1000000/10000/4200/4170/689f4306_y.jpg)

### Chesapeake Beach Resort

5/5 Excellent

"Quiet. Peaceful. Perfect getaway for couples. Excellent customer service. This was our second stay at Chesapeake. Chesapeake and Islamorada are our new favorite destinations in the Keys. Islamorada reminds us of the Key West we fell in love with 30 years ago. Low key and peaceful. Every day is perfect when starting with Krystal's French toast. Her smile is infectious. She and the breakfast gang aim to please with their attention to detail. The private beach is lovely with shade and sun options. No talking or music. It was the perfect spot to watch the boats at the sand bar or to take a nap. Walk through the adjacent parking lot to four restaurants. We love the casual vibe outside at Wahoos. We can't wait to go back. "

A verified traveller stayed at Chesapeake Beach Resort

Posted 6 days ago

[](https://expedia.ca/Islamorada-Hotels-Chesapeake-Beach-Resort.h4170.Hotel-Information)

![Drop Anchor](//images.trvl-media.com/lodging/5000000/4290000/4287400/4287368/7fd0f78d_y.jpg)

### Drop Anchor

5/5 Excellent

"Clean, comfortable room, friendly staff. Grounds clean and properly taken care of. Would stay here again. "

A verified traveller stayed at Drop Anchor

Posted 9 days ago

[](https://expedia.ca/Islamorada-Hotels-Drop-Anchor.h4287368.Hotel-Information)

![Coconut Cove Resort and Marina](//images.trvl-media.com/lodging/5000000/4190000/4182600/4182524/667446d9_y.jpg)

### Coconut Cove Resort and Marina

5/5 Excellent

"⭐️⭐️⭐️⭐️⭐️ We had such a wonderful stay at Coconut Cove Resort! The room was spotless, comfortable, and had everything we needed. The staff was incredibly friendly and made us feel right at home from the moment we arrived. Breakfast was fresh and delicious each morning, the perfect way to start the day. The best part was the beautiful ocean view—waking up to that scenery was unforgettable. We can’t wait to come back!"

A verified traveller stayed at Coconut Cove Resort and Marina

Posted 9 days ago

[](https://expedia.ca/Islamorada-Hotels-Coconut-Cove-Resort-And-Marina.h4182524.Hotel-Information)

## Frequently asked questions

### What is the best area to stay in Islamorada?

> Matecumbe is the best area to stay in Islamorada, favoured by most of our travellers for its stunning natural beauty and vibrant atmosphere. This charming locale is situated in the heart of the Florida Keys, offering easy access to pristine beaches, thrilling water sports, and picturesque sunsets that paint the sky in hues of orange and pink. With a selection of quality resorts and boutique hotels, guests can enjoy luxurious amenities while being close to attractions like the Indian Key Historic State Park and the world-renowned diving spots in the coral reefs.
> 
>   
> 
> For couples seeking a romantic retreat, Matecumbe provides the superb backdrop. Picture intimate dinners by candlelight at waterfront restaurants, followed by moonlit strolls along the beach. The serene environment invites relaxation, making it an ideal spot for creating cherished memories together.
> 
>   
> 
> Families will also find Matecumbe an excellent choice, as it offers various activities suited for all ages. From exploring the vibrant marine life through snorkelling trips to enjoying fun-filled days at the beach, there's something to keep everyone entertained. The area's friendly atmosphere ensures that families can bond and share unforgettable experiences in this tropical paradise.

### What are the best hotels in Islamorada that travellers recommend?

> [Casa Morada](https://www.expedia.ca/Islamorada-Hotels-Casa-Morada.h900424.Hotel-Information) is a great choice in Islamorada, boasting an impressive traveller review score of 9.4. Guests rave about its intimate atmosphere, complete with luxurious amenities like deep soaking bathtubs, premium bedding, and designer toiletries. The serene poolside bar and inviting outdoor pool offer a superb spot for relaxation, making it an ideal retreat for couples seeking a romantic getaway or a serene escape.
> 
>   
> 
> For families, [Cheeca Lodge & Spa](https://www.expedia.ca/Islamorada-Hotels-Cheeca-Lodge-Spa.h5780.Hotel-Information), rated 9.0, caters to both relaxation and adventure. With a private beach, on-site golf course, and tennis facilities, there's plenty to keep everyone entertained. The spacious rooms include features like private hot tubs and room service, ensuring a comfortable stay. Parents can unwind with massages on the beach while kids enjoy supervised activities, creating a stress-free vacation experience.
> 
>   
> 
> The [Pines & Palms Resort](https://www.expedia.ca/Islamorada-Hotels-Pines-Palms-Resort.h990422.Hotel-Information) is another great option for families, holding a rating of 9.2. This resort features a heated pool and direct access to a private beach, allowing for fun-filled days of sun and sand. Spacious suites with premium bedding and room service make it convenient for families to relax and recharge after a day of adventure.
> 
>   
> 
> For those seeking a charming, budget-friendly option, [Sunset Inn](https://www.expedia.ca/Islamorada-Hotels-Sunset-Inn.h30568049.Hotel-Information), rated 9.2, offers a cozy atmosphere while still providing essential comforts, including an outdoor pool and air conditioning. It's superb for couples or solo travellers wanting to experience the beauty of Islamorada without breaking the bank.
> 
>   
> 
> Lastly, [The Caribbean Resort](https://www.expedia.ca/Islamorada-Hotels-The-Caribbean-Resort.h5812696.Hotel-Information) shines with a superb review score of 10.0, making it an excellent choice for those who appreciate the ultimate in service and amenities. With wedding services available and its prime location near shopping districts, it's ideal for couples planning a special occasion or for anyone looking to enjoy a luxurious stay.

### What are the best family hotels in Islamorada?

> [The Caribbean Resort](https://www.expedia.ca/Islamorada-Hotels-The-Caribbean-Resort.h5812696.Hotel-Information) in Islamorada is an exceptional family-friendly option, boasting a great review score of 10.0. This resort is designed with families in mind, featuring amenities such as connecting rooms and a spacious pool area that includes a safety gate. Families will appreciate the abundance of thoughtful touches like free cribs, high chairs, and sofa beds, making it easy to accommodate children of all ages. The resort's daily housekeeping and well-equipped kitchens ensure convenience and comfort for those traveling with kids.
> 
>   
> 
> Another fantastic choice is [Cheeca Lodge & Spa](https://www.expedia.ca/Islamorada-Hotels-Cheeca-Lodge-Spa.h5780.Hotel-Information), which has received a great rating of 9.0. This property is not just a luxury retreat but also a haven for families, offering a plethora of kid-friendly amenities such as a children's club, supervised childcare, and a playground. The lodge's expansive grounds include a pool with a safety gate, while the onsite dining options cater to younger palates with specialized kids' meals. Families can also enjoy beach toys and games, ensuring that children are entertained throughout their stay.
> 
>   
> 
> For those seeking a more intimate atmosphere, [Casa Morada](https://www.expedia.ca/Islamorada-Hotels-Casa-Morada.h900424.Hotel-Information), rated 9.4, offers cozy accommodations with a sofa bed, great for families needing extra sleeping space. The charming garden setting creates a serene environment, ideal for relaxing after a day of adventure. Meanwhile, [Pines & Palms Resort](https://www.expedia.ca/Islamorada-Hotels-Pines-Palms-Resort.h990422.Hotel-Information), with a rating of 9.2, features kitchenettes and microwaves in its rooms, making meal prep for kids a breeze.
> 
>   
> 
> Each of these properties in Islamorada strikes a balance between luxury and family-friendly amenities, ensuring a laid-back getaway for parents while keeping younger guests entertained and comfortable. Find more [child-friendly accommodations in Islamorada](https://www.expedia.ca/islamorada-hotels-family-hotel.0-0-d10768-tfamilyhotel.travel-guide-filter-hotels).

### What are the best 5-star hotels in Islamorada?

> [Cheeca Lodge & Spa](https://www.expedia.ca/Islamorada-Hotels-Cheeca-Lodge-Spa.h5780.Hotel-Information), a stunning 5-star hotel rated 9.0 by guests, is a true gem in Islamorada, Florida, offering an idyllic escape for couples seeking romance and relaxation. Nestled along a private beach, this luxurious retreat features an array of exclusive amenities that cater to your every need. Imagine unwinding in a deep soaking bathtub or indulging in a massage right on the beach, all while being pampered with designer toiletries and plush bathrobes. Find more [luxury hotels in Islamorada](https://www.expedia.ca/islamorada-hotels-luxury-hotel.0-0-d10768-tluxuryhotel.travel-guide-filter-hotels).

### What are the best spa hotels in Islamorada?

> For a rejuvenating escape in Islamorada, [Casa Morada](https://www.expedia.ca/Islamorada-Hotels-Casa-Morada.h900424.Hotel-Information) is a great choice, boasting an impressive rating of 9.4. This welcoming hotel provides a serene atmosphere complemented by a range of massage options, including in-room treatments and specialized services like deep tissue and Swedish massages. Guests can unwind in tranquil surroundings, allowing for a stress-free retreat where attentive service enhances the overall experience.
> 
>   
> 
> Another excellent option is the [Cheeca Lodge & Spa](https://www.expedia.ca/Islamorada-Hotels-Cheeca-Lodge-Spa.h5780.Hotel-Information), rated 9.0. This luxurious property not only features a full-service spa but also offers a variety of wellness treatments, including couples treatment rooms and unique options like massages on the beach. With amenities such as steam rooms and aromatherapy treatments, it's an ideal spot for travellers seeking both relaxation and romance.
> 
>   
> 
> For those looking for a more intimate experience, [The Caribbean Resort](https://www.expedia.ca/Islamorada-Hotels-The-Caribbean-Resort.h5812696.Hotel-Information) shines with a great rating of 10.0, offering accessible spa services that ensure everyone can enjoy their wellness journey.
> 
>   
> 
> These spa hotels in Islamorada cater beautifully to couples and solo travellers seeking a combination of adventure and relaxation, making them great havens for a memorable getaway. Whether you're indulging in a couples massage or enjoying the soothing ambiance of a full-service spa, these hotels provide the attentive service and quality you deserve for an unforgettable experience. See all [spa hotels in Islamorada](https://www.expedia.ca/Islamorada-Hotels-Spa-Hotel.0-0-d10768-tSpaHotel.Travel-Guide-Filter-Hotels).

### Which beach resorts in Islamorada do travellers love?

> [Cheeca Lodge & Spa](https://www.expedia.ca/Islamorada-Hotels-Cheeca-Lodge-Spa.h5780.Hotel-Information), a highly-rated resort in Islamorada with a score of 9.0, offers a luxurious escape infused with natural beauty and attentive service. Guests rave about the stunning ocean views and the extensive range of amenities, including a private beach superb for relaxation. Enjoy a leisurely day with beach sun loungers and soft towels at your disposal, or indulge in rejuvenating massages right on the beach. For families, the resort provides beach toys and offers exciting snorkeling adventures—ideal for creating unforgettable memories together.
> 
>   
> 
> [Amara Cay Resort](https://www.expedia.ca/Islamorada-Hotels-Amara-Cay-Resort.h61976.Hotel-Information) is another fantastic choice, scoring 8.8 among travellers. This resort features a private beach and ocean views that make every sunrise a picturesque experience. The beachfront restaurant invites guests to savor fresh seafood with their toes in the sand, while children can explore the world of underwater wonders with onsite snorkeling and kayaking. With its friendly space and family-friendly amenities, this resort ensures that everyone enjoys their stay.
> 
>   
> 
> For those traveling as couples or seeking a romantic getaway, [La Siesta Resort & Villas](https://www.expedia.ca/Islamorada-Hotels-La-Siesta-Resort-Marina.h2477508.Hotel-Information), rated 8.6, offers a serene ambiance alongside private beach access. The cozy atmosphere and beautiful ocean views set the stage for relaxation, making it superb for couples looking to unwind together.
> 
>   
> 
> Whether you're traveling with family or enjoying a romantic escape, these resorts in Islamorada cater to your needs, ensuring a confident and stress-free planning experience. See more [stays near the beach in Islamorada](https://www.expedia.ca/islamorada-hotels-beach-hotel.0-0-d10768-tbeachhotel.travel-guide-filter-hotels).

### What hotels in Islamorada offer free breakfast?

> [Hadley Resort and Marina](https://www.expedia.ca/Islamorada-Hotels-Hadley-House-Islamorada.h12200.Hotel-Information) is a charming choice in Islamorada, offering a complimentary breakfast that sets the tone for a delightful day ahead. Guests appreciate the property's serene location with a private beach, where sun loungers and beach towels are included, making it easy to relax and unwind. With an outdoor pool and a marina nearby, this resort provides both adventure and relaxation, appealing to families looking for a fun-filled getaway.
> 
>   
> 
> Another great option is [Fisher Inn Resort & Marina](https://www.expedia.ca/Islamorada-Hotels-Fisher-Inn-Resort-Marina.h3274374.Hotel-Information), also featuring free breakfast to start your mornings right. This resort is particularly family-friendly with onsite snorkeling and beach toys that keep the little ones entertained. Families enjoy the heated outdoor pool and the shared pool area, which is secured for peace of mind. The private beach access allows for seamless beach days without the hassle of crowds.
> 
>   
> 
> For couples seeking a romantic escape, [Casa Morada](https://www.expedia.ca/Islamorada-Hotels-Casa-Morada.h900424.Hotel-Information) provides an adults-only atmosphere with stunning amenities, including an outdoor pool with poolside bar service and nearby white sand beaches. Rated 9.4, this intimate resort focuses on providing a tranquil experience, great for those looking to reconnect and enjoy quality time together. Find more [hotels with free breakfast in Islamorada](https://www.expedia.ca/Islamorada-Hotels-Hotels-With-Free-Breakfast.0-0-d10768-tHotelsWithFreeBreakfast.Travel-Guide-Filter-Hotels).

### What are the top pet-friendly hotels in Islamorada?

> [Casa Morada](https://www.expedia.ca/Islamorada-Hotels-Casa-Morada.h900424.Hotel-Information) in Islamorada is a charming, adults-only retreat that stands out with its stunning beachfront location and tranquil atmosphere. With a superb review score of 9.4, this hotel offers an inviting outdoor pool, a poolside bar, and direct access to the beautiful white sand beach. Guests appreciate the attentive service and relaxing ambiance, making it an ideal spot for those looking to unwind.
> 
>   
> 
> For families traveling with furry friends, the [Sunset Inn](https://www.expedia.ca/Islamorada-Hotels-Sunset-Inn.h30568049.Hotel-Information) is an excellent choice. Rated 9.2 by travellers, this cozy hotel welcomes dogs and features a lovely outdoor pool, making it a superb place for families to enjoy their vacation together. Each room comes equipped with kitchenettes, adding a touch of convenience for families wanting to prepare their own meals.
> 
>   
> 
> Another family-friendly option is the [Islander Resort](https://www.expedia.ca/Islamorada-Hotels-Islander-Resort.h475438.Hotel-Information), which also boasts a great rating of 9.0. This resort features private beach access, a variety of outdoor activities, and a pool area that the whole family can enjoy. With its spacious rooms and kid-friendly amenities, it's a fantastic spot for those seeking both relaxation and adventure.
> 
>   
> 
> For couples looking for a romantic getaway, the luxurious [Cheeca Lodge & Spa](https://www.expedia.ca/Islamorada-Hotels-Cheeca-Lodge-Spa.h5780.Hotel-Information) offers a superb blend of elegance and comfort with its ocean-view dining and a full-service spa. Rated 9.0, it provides an intimate setting and numerous activities, ensuring a memorable escape for two.
> 
>   
> 
> Whichever hotel you choose, Islamorada is sure to provide a delightful experience, combining beautiful surroundings with the attentive service you deserve. See more [pet-friendly hotels in Islamorada](https://www.expedia.ca/islamorada-hotels-pet-friendly-hotel.0-0-d10768-tpetfriendlyhotel.travel-guide-filter-hotels).

### What are the best budget hotels in Islamorada?

> [The Caribbean Resort](https://www.expedia.ca/Islamorada-Hotels-The-Caribbean-Resort.h5812696.Hotel-Information) is a great choice for families seeking a budget-friendly getaway in Islamorada, boasting an impressive great review score of 10.0. Families will appreciate the thoughtful amenities, including spacious rooms equipped with a sofa bed, a free crib, and a kitchen for preparing meals. The outdoor resort-style pool, complete with sun loungers and a hot tub, provides a delightful space for relaxation after a day of adventure. Plus, the nearby ocean and marina offer opportunities for fun-filled activities, ensuring an enjoyable stay for both adults and children.
> 
>   
> 
> Another excellent option is the [Pines & Palms Resort](https://www.expedia.ca/Islamorada-Hotels-Pines-Palms-Resort.h990422.Hotel-Information), which has earned a strong review rating of 9.2. This charming property features a private beach, great for families looking to enjoy some sun and sand. With outdoor pools, a beach bar, and on-site snorkeling, there's no shortage of family-friendly fun. The resort also offers suites with kitchenettes, allowing for convenience and comfort, making it an ideal choice for travellers who prioritize quality and value.
> 
>   
> 
> For couples or those seeking a more serene experience, [Casa Morada](https://www.expedia.ca/Islamorada-Hotels-Casa-Morada.h900424.Hotel-Information), rated 9.4, presents an adults-only atmosphere. Nestled among lush gardens, this hotel offers a peaceful escape with a poolside bar and complimentary bicycles for exploring the scenic surroundings. The tranquil ambiance and upscale amenities create a romantic setting for couples looking to unwind.
> 
>   
> 
> [Sunset Inn](https://www.expedia.ca/Islamorada-Hotels-Sunset-Inn.h30568049.Hotel-Information) and [Chesapeake Beach Resort](https://www.expedia.ca/Islamorada-Hotels-Chesapeake-Beach-Resort.h4170.Hotel-Information), both rated 9.2 and 9.0 respectively, also cater to varying traveller needs. [Sunset Inn](https://www.expedia.ca/Islamorada-Hotels-Sunset-Inn.h30568049.Hotel-Information) provides a cozy spot with onsite bicycles for exploring, while [Chesapeake Beach Resort](https://www.expedia.ca/Islamorada-Hotels-Chesapeake-Beach-Resort.h4170.Hotel-Information) offers stunning ocean views and a private beach experience. Each property is well-equipped for both relaxation and adventure, ensuring a memorable stay in beautiful Islamorada. View all [budget hotels in Islamorada](https://www.expedia.ca/islamorada-hotels-cheap-hotels.0-0-d10768-tcheaphotels.travel-guide-filter-hotels).

### What are the most romantic hotels in Islamorada for couples?

> For a romantic getaway in Islamorada, [Cheeca Lodge & Spa](https://www.expedia.ca/Islamorada-Hotels-Cheeca-Lodge-Spa.h5780.Hotel-Information) is an exceptional choice, receiving a great rating of 9.0. This stunning resort offers couples an idyllic setting with massages on the beach, ocean-view dining, and a variety of wellness treatments in its full-service spa. The inclusive setting, complete with beachfront access and a private sand beach, sets the stage for unforgettable shared moments.
> 
>   
> 
> Another fantastic option for couples is the [Islander Resort](https://www.expedia.ca/Islamorada-Hotels-Islander-Resort.h475438.Hotel-Information), also rated 9.0. This charming hotel features a beautiful private beach and ocean-view restaurants, superb for romantic dinners. With amenities like beach cabanas and evening entertainment, it creates a lively yet intimate ambiance for couples looking to enjoy both relaxation and fun.
> 
>   
> 
> For those seeking a blend of luxury and comfort, [Amara Cay Resort](https://www.expedia.ca/Islamorada-Hotels-Amara-Cay-Resort.h61976.Hotel-Information) offers an inclusive setting with an impressive score of 8.8. Couples can unwind with in-room massages and enjoy breathtaking ocean views from their rooms. The private beach and outdoor pool provide ample opportunities for relaxation together, making it a wonderful choice for couples looking to reconnect. See all [romantic hotels in Islamorada](https://www.expedia.ca/Islamorada-Hotels-Romantic-Hotel.0-0-d10768-tRomanticHotel.Travel-Guide-Filter-Hotels).

### When is the best time to go to Islamorada?

> The most popular time to visit Islamorada is March, when the weather is pleasantly warm and superb for outdoor adventures. With temperatures averaging between 24°C and 28°C, this is an ideal period for enjoying the stunning beaches, engaging in water sports, or simply relaxing by the ocean.
> 
>   
> 
> During the peak season, which runs from February to April, tourists flock to this beautiful destination, drawn by the vibrant atmosphere and abundant activities. This is a fantastic time for those who enjoy fishing, diving, and snorkelling, as the waters are filled with marine life and visibility is exceptional. Additionally, the various local festivals and events during this time offer unique insights into the culture and lifestyle of the Florida Keys.
> 
>   
> 
> If you're travelling as a couple or with family, the warm weather and lively scene in March create an ideal backdrop for unforgettable moments. Picture yourself soaking in the sunset over the water or indulging in fresh seafood at one of the charming seaside restaurants, all while enjoying the breezy, tropical ambiance.
> 
>   
> 
> For those who prefer to visit when the crowds are fewer and prices are more budget-friendly, consider coming in October. While the weather is still warm, you can enjoy a more laid-back experience, with opportunities to explore the area's natural beauty and unique wildlife without the hustle and bustle of peak season.

### Where can I find the best nightlife in Islamorada?

> Islamorada, often referred to as the "Village of Islands," is a stunning destination in the Florida Keys that offers a laid-back atmosphere superb for unwinding after a day of adventure.
> 
>   
> 
> While Islamorada is primarily known for its beautiful scenery and outdoor activities, there are still some delightful spots where you can enjoy the evening. The area boasts a selection of waterfront bars and restaurants where you can sip cocktails while taking in the sunset. For a more lively atmosphere, head to the Morada Bay Beach Café, which often features live music and events, creating a vibrant beach party vibe.
> 
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> 
> If you're in the mood for something more relaxed, check out the local favourite, Lorelei Restaurant & Cabana Bar. This spot is known for its stunning views and laid-back atmosphere, making it an ideal place to enjoy a drink and watch the sun dip below the horizon.
> 
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> 
> For those seeking a taste of the local nightlife, the Florida Keys Brewing Company offers a laid-back setting where you can sample craft beers and occasionally catch live performances.

### Can I cancel my hotel reservation on Expedia?

> Many Expedia hotel reservations are refundable, provided that you cancel before the hotel's cancellation deadline – this is often within 24-48 hours of your scheduled arrival. If you have a non-refundable booking, it might still be possible to receive a refund if you cancel it within 24 hours of booking. Be sure to check your booking confirmation for the exact cancellation policy. For maximum flexibility, use our "Fully refundable property" filter during your search to find the right Islamorada hotel for you.

### How can I save on a Islamorada hotel booking with Expedia?

> Before booking your Islamorada hotel, remember to join Expedia's free travel rewards program. Just sign up and sign in to access our lowest Member Prices as well as members-only perks. You could also enjoy savings by bundling together your hotel and flights on Expedia.

### How much is the nightly rate at a Islamorada hotel?

> Prices for hotels in Islamorada often vary, but you can find a great deal from CA $121 on Expedia. All sorts of factors affect price, such as the time of year or the days of the week you choose for your stay. Find the best deals by being flexible with your dates, and sort search results by "Price: low to high" for the cheapest rate.

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-   [Flights to Lower Matecumbe Key](https://www.expedia.ca/Cheap-Flights-To-Lower-Matecumbe-Key.d553248635975749077.Travel-Guide-Flights)

-   [History of Diving Museum](https://www.expedia.ca/History-Of-Diving-Museum-Matecumbe.d6069257.Vacation-Attraction)
-   [Hurricane Monument](https://www.expedia.ca/Hurricane-Monument-Matecumbe.d6063543.Vacation-Attraction)
-   [Visit Lower Matecumbe Beach](https://www.expedia.ca/Islamorada-Lower-Matecumbe-Beach.dx553248635976195207)
-   [Visit Matecumbe](https://www.expedia.ca/Islamorada-Matecumbe.dx855587555438403584)
-   [Visit Seabreeze Trailer Park](https://www.expedia.ca/Islamorada-Seabreeze-Trailer-Park.dx553248635976480972)
-   [Visit Venetian Shores](https://www.expedia.ca/Islamorada-Venetian-Shores.dx553248635976470270)
-   [Visit Lower Matecumbe Key](https://www.expedia.ca/Lower-Matecumbe-Key.dx553248635975749077)
-   [Plantation Key Vacations](https://www.expedia.ca/Plantation-Key.d553248635083898347.Destination-Travel-Guides)
-   [Visit Plantation Key](https://www.expedia.ca/Plantation-Key.dx553248635083898347)
-   [Visit Plantation Key Colony](https://www.expedia.ca/Tavernier-Plantation-Key-Colony.dx855588080238100480)
-   [Visit Upper Matecumbe Key](https://www.expedia.ca/Upper-Matecumbe-Key.dx553248635975749648)
-   [Windley Key Fossil Reef Geological State Park](https://www.expedia.ca/Windley-Key-Fossil-Reef-Geological-State-Park-Islamorada.d6282211.Vacation-Attraction)

-   [Avis Rental Cars in Plantation Key](https://www.expedia.ca/Avis-Car-Rentals-In-Plantation-Key.d553248635083898347-c41.Car-Rental-Guide-Suppliers)
-   [Buchbinder Germany Rental Cars in Lower Matecumbe Key](https://www.expedia.ca/Buchbinder-Germany-Car-Rentals-In-Lower-Matecumbe-Key.d553248635975749077-c1053.Car-Rental-Guide-Suppliers)
-   [Drive-A-Matic Rental Cars in Windley Key](https://www.expedia.ca/Drive-A-Matic-Car-Rentals-In-Windley-Key.d553248635976197663-c1082.Car-Rental-Guide-Suppliers)
-   [Easirent.com Rental Cars in Upper Matecumbe Key](https://www.expedia.ca/Easirentcom-Car-Rentals-In-Upper-Matecumbe-Key.d553248635975749648-c1017.Car-Rental-Guide-Suppliers)
-   [Express Travel Group Rental Cars in Windley Key](https://www.expedia.ca/Express-Travel-Group-Car-Rentals-In-Windley-Key.d553248635976197663-c1124.Car-Rental-Guide-Suppliers)
-   [Firefly Portugal Rental Cars in Lower Matecumbe Key](https://www.expedia.ca/Firefly-Portugal-Car-Rentals-In-Lower-Matecumbe-Key.d553248635975749077-c1071.Car-Rental-Guide-Suppliers)
-   [Mex Rent A Car Rental Cars in Plantation Key](https://www.expedia.ca/Mex-Rent-A-Car-Car-Rentals-In-Plantation-Key.d553248635083898347-c1084.Car-Rental-Guide-Suppliers)
-   [Pickup Car Rentals in Plantation Key](https://www.expedia.ca/Pickup-Car-Rentals-In-Plantation-Key.d553248635083898347-tPickup.Car-Rental-Guide-Class)
-   [Sicily By Car Rental Cars in Windley Key](https://www.expedia.ca/Sicily-By-Car-Car-Rentals-In-Windley-Key.d553248635976197663-c1048.Car-Rental-Guide-Suppliers)
-   [Zezgo Rental Cars in Windley Key](https://www.expedia.ca/ZezGo-Car-Rentals-In-Windley-Key.d553248635976197663-c1122.Car-Rental-Guide-Suppliers)

-   [Lower Matecumbe Key Vacation Rentals](https://www.expedia.ca/Lower-Matecumbe-Key-Vacation-Rentals.d553248635975749077.Travel-Guide-VacationRentals)

-   [Things to do in Windley Key](https://www.expedia.ca/Things-To-Do-In-Windley-Key.d553248635976197663.Travel-Guide-Activities)

-   [Book Hotels in Islamorada on Expedia.com](https://www.expedia.com/Islamorada-Hotels.d10768.Travel-Guide-Hotels)

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