Title: Book The Best Hotels in Upper Matecumbe Key for 2025 from CA $114 - Fully Refundable Options - Expedia.ca

  

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![Florida Keys Brewing Co. showing signage](https://images.trvl-media.com/place/553248635997958830/30b22f53-286f-436b-ae7a-d035c9062e6c.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

# Find hotels in Upper Matecumbe Key, FL from CA $114

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## Go beyond your typical stay in Upper Matecumbe Key

Resort

[](https://www.expedia.ca/Hotel-Search?destination=Upper+Matecumbe+Key%2C+Florida%2C+United+States+of+America&regionId=553248635975749648&latLong=24.919028%2C-80.634088&adults=2&startDate=2025-10-10&d1=2025-10-10&endDate=2025-10-12&d2=2025-10-12&lodging=HOTEL_RESORT)

Ocean view

[](https://www.expedia.ca/Hotel-Search?destination=Upper+Matecumbe+Key%2C+Florida%2C+United+States+of+America&regionId=553248635975749648&latLong=24.919028%2C-80.634088&adults=2&startDate=2025-10-10&d1=2025-10-10&endDate=2025-10-12&d2=2025-10-12&amenities=OCEAN_VIEW)

Apart hotel

[](https://www.expedia.ca/Hotel-Search?destination=Upper+Matecumbe+Key%2C+Florida%2C+United+States+of+America&regionId=553248635975749648&latLong=24.919028%2C-80.634088&adults=2&startDate=2025-10-10&d1=2025-10-10&endDate=2025-10-12&d2=2025-10-12&lodging=APART_HOTEL)

Spa

[](https://www.expedia.ca/Hotel-Search?destination=Upper+Matecumbe+Key%2C+Florida%2C+United+States+of+America&regionId=553248635975749648&latLong=24.919028%2C-80.634088&adults=2&startDate=2025-10-10&d1=2025-10-10&endDate=2025-10-12&d2=2025-10-12&amenities=SPA_ON_SITE)

Family friendly

[](https://www.expedia.ca/Hotel-Search?destination=Upper+Matecumbe+Key%2C+Florida%2C+United+States+of+America&regionId=553248635975749648&latLong=24.919028%2C-80.634088&adults=2&startDate=2025-10-10&d1=2025-10-10&endDate=2025-10-12&d2=2025-10-12&travelerType=family_friendly)

Pool

[](https://www.expedia.ca/Hotel-Search?destination=Upper+Matecumbe+Key%2C+Florida%2C+United+States+of+America&regionId=553248635975749648&latLong=24.919028%2C-80.634088&adults=2&startDate=2025-10-10&d1=2025-10-10&endDate=2025-10-12&d2=2025-10-12&amenities=POOL)

Hot tub

[](https://www.expedia.ca/Hotel-Search?destination=Upper+Matecumbe+Key%2C+Florida%2C+United+States+of+America&regionId=553248635975749648&latLong=24.919028%2C-80.634088&adults=2&startDate=2025-10-10&d1=2025-10-10&endDate=2025-10-12&d2=2025-10-12&amenities=HOT_TUB)

Apart­ment

[](https://www.expedia.ca/Hotel-Search?destination=Upper+Matecumbe+Key%2C+Florida%2C+United+States+of+America&regionId=553248635975749648&latLong=24.919028%2C-80.634088&adults=2&startDate=2025-10-10&d1=2025-10-10&endDate=2025-10-12&d2=2025-10-12&lodging=APARTMENT)

House­boat

[](https://www.expedia.ca/Hotel-Search?destination=Upper+Matecumbe+Key%2C+Florida%2C+United+States+of+America&regionId=553248635975749648&latLong=24.919028%2C-80.634088&adults=2&startDate=2025-10-10&d1=2025-10-10&endDate=2025-10-12&d2=2025-10-12&lodging=HOUSE_BOAT)

Pet friendly

[](https://www.expedia.ca/Hotel-Search?destination=Upper+Matecumbe+Key%2C+Florida%2C+United+States+of+America&regionId=553248635975749648&latLong=24.919028%2C-80.634088&adults=2&startDate=2025-10-10&d1=2025-10-10&endDate=2025-10-12&d2=2025-10-12&amenities=PETS)

Waterpark

[](https://www.expedia.ca/Hotel-Search?destination=Upper+Matecumbe+Key%2C+Florida%2C+United+States+of+America&regionId=553248635975749648&latLong=24.919028%2C-80.634088&adults=2&startDate=2025-10-10&d1=2025-10-10&endDate=2025-10-12&d2=2025-10-12&amenities=WATER_PARK)

## Check prices for these dates

Tonight

[Sep 26 - Sep 27](https://www.expedia.ca/Hotel-Search?regionId=553248635975749648&startDate=2025-09-26&endDate=2025-09-27&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Tomorrow

[Sep 27 - Sep 28](https://www.expedia.ca/Hotel-Search?regionId=553248635975749648&startDate=2025-09-27&endDate=2025-09-28&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

This weekend

[Sep 26 - Sep 28](https://www.expedia.ca/Hotel-Search?regionId=553248635975749648&startDate=2025-09-26&endDate=2025-09-28&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Next weekend

[Oct 3 - Oct 5](https://www.expedia.ca/Hotel-Search?regionId=553248635975749648&startDate=2025-10-03&endDate=2025-10-05&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Compare 2,824 hotels, room rates, hotel reviews and availability. Most hotels are fully refundable.

![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)

![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)

![Water view](https://images.trvl-media.com/lodging/1000000/10000/4200/4170/8979e9b1.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)

### Chesapeake Beach Resort

Matecumbe

9.2/10

Wonderful

(1537)

"Great location, clean rooms, great amenities and the staff is very friendly. "

CA $171

CA $271 total

includes taxes & fees

Sep 28 - Sep 29

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

![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)

![Balcony](https://images.trvl-media.com/lodging/1000000/10000/5800/5780/79d31a44.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)

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

### Cheeca Lodge & Spa

Matecumbe

9.2/10

Wonderful

(1214)

"Beautiful and relaxing hotel!!"

CA $113

CA $222 total

includes taxes & fees

Oct 6 - Oct 7

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

(1258)

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

CA $220

CA $341 total

includes taxes & fees

Sep 29 - Sep 30

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

![Aerial view](https://images.trvl-media.com/lodging/31000000/30570000/30568100/30568049/0fad4f99.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)

### Sunset Inn

Matecumbe

9.4/10

Exceptional

(1009)

"Great place to stay!"

CA $108

CA $137 total

includes taxes & fees

Sep 28 - Sep 29

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

![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)

![Exterior](https://images.trvl-media.com/lodging/3000000/2480000/2477600/2477508/a375b426.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)

### La Siesta Resort & Villas

Matecumbe

8.6/10

Excellent

(1006)

"Great rooms"

CA $181

CA $297 total

includes taxes & fees

Sep 29 - Sep 30

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

![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)

![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)

![Islander Suite Ocean View Two Bedroom | Private kitchen](https://images.trvl-media.com/lodging/1000000/480000/475500/475438/20ed25e6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Islander Resort

Matecumbe

9.2/10

Wonderful

(1019)

"Absolutely wonderful place, great view and staff was outstanding "

CA $245

CA $370 total

includes taxes & fees

Oct 2 - Oct 3

[](https://www.expedia.ca/Islamorada-Hotels-Islander-Resort.h475438.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/1000000/1000000/990500/990422/45b47efd.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)

### Pines & Palms Resort

Matecumbe

9.2/10

Wonderful

(1004)

"Very nice place to stay "

CA $156

CA $253 total

includes taxes & fees

Sep 30 - Oct 1

[](https://www.expedia.ca/Islamorada-Hotels-Pines-Palms-Resort.h990422.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/w865h663x80y0-54866bac.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)

### Casa Morada

Matecumbe

9.4/10

Exceptional

(409)

"The marina was clean and convenient."

CA $222

CA $275 total

includes taxes & fees

Sep 29 - Sep 30

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

![Private beach, sun loungers, beach towels, kayaking](https://images.trvl-media.com/lodging/1000000/20000/12200/12200/8952c233.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)

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

### Hadley Resort and Marina

Matecumbe

7.8/10

Good

(1001)

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

CA $131

CA $192 total

includes taxes & fees

Sep 28 - Sep 29

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

![Deluxe Cottage](https://images.trvl-media.com/lodging/12000000/11950000/11945900/11945889/b8fa0acc.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)

### Breezy Palms Resort

Matecumbe

8.8/10

Excellent

(541)

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

CA $102

CA $187 total

includes taxes & fees

Oct 2 - Oct 3

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

![Poolside bar](https://images.trvl-media.com/lodging/55000000/54780000/54774300/54774228/5be55ff2.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 $602

CA $754 total

includes taxes & fees

Oct 27 - Oct 28

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

![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)

![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)

### La Jolla Resort

Matecumbe

9.0/10

Wonderful

(1006)

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

CA $110

CA $163 total

includes taxes & fees

Oct 8 - Oct 9

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

![Suite, 1 King Bed with Sofa bed, Kitchenette, Oceanfront | Terrace/patio](https://images.trvl-media.com/lodging/13000000/12660000/12653500/12653483/0cb6bab7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Family Suite, 2 Queen Beds, Refrigerator & Microwave](https://images.trvl-media.com/lodging/13000000/12660000/12653500/12653483/d3f952a5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Beach umbrellas, beach towels](https://images.trvl-media.com/lodging/13000000/12660000/12653500/12653483/658c83a8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Front of property](https://images.trvl-media.com/lodging/13000000/12660000/12653500/12653483/2b7458ef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Sands of Islamorada

Matecumbe

8.8/10

Excellent

(389)

"The hotel was reasonably priced and while a little dated, the rooms were large and clean. The staff was SUPER nice. All in all, a great place to stay a couple nights in the keys at a reasonable price. Would definitely recommend!"

CA $224

CA $271 total

includes taxes & fees

Sep 28 - Sep 29

[](https://www.expedia.ca/Islamorada-Hotels-Sands-Of-Islamorada.h12653483.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

(388)

"Great place to stay"

CA $303

CA $435 total

includes taxes & fees

Oct 2 - Oct 3

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

![Exterior](https://images.trvl-media.com/lodging/5000000/4190000/4182600/4182524/8147c88b.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)

![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)

### Coconut Cove Resort and Marina

Islamorada

7.6/10

Good

(818)

"Staff were very nice and welcoming. Nice pool and view. Room was nice clean and comfortable. Definitely would stay again "

CA $163

CA $184 total

includes taxes & fees

Oct 8 - Oct 9

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

![5 outdoor pools, cabanas (surcharge), pool umbrellas](https://images.trvl-media.com/lodging/1000000/10000/6100/6068/b1845555.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/1000000/10000/6100/6068/3d68eb94.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/1000000/10000/6100/6068/af9b3995.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![3 bedrooms, premium bedding, in-room safe, laptop workspace](https://images.trvl-media.com/lodging/1000000/10000/6100/6068/dcef6a9f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Hawks Cay Resort

Marathon

8.0/10

Very good

(1010)

"Liked the options for fishing and snorkeling "

CA $342

CA $482 total

includes taxes & fees

Oct 2 - Oct 3

[](https://www.expedia.ca/Marathon-Hotels-Hawks-Cay-Resort.h6068.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)

![Exterior detail](https://images.trvl-media.com/lodging/58000000/57190000/57185500/57185414/9bcc8c75.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)

### Rock Reef Resort

Key Largo

9.2/10

Wonderful

(1029)

"Good location. We would stay here again "

CA $101

CA $114 total

includes taxes & fees

Sep 29 - Sep 30

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

![Exterior](https://images.trvl-media.com/lodging/1000000/890000/882300/882254/6f2246e8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Waterfront Standard King Bed](https://images.trvl-media.com/lodging/1000000/890000/882300/882254/e7a0378c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Room | Private kitchen](https://images.trvl-media.com/lodging/1000000/890000/882300/882254/4077334d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![View from property](https://images.trvl-media.com/lodging/1000000/890000/882300/882254/393ff3a7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Lime Tree Bay Resort

Long Key

9.2/10

Wonderful

(1094)

"So close to the ocean was amazing. "

CA $157

CA $240 total

includes taxes & fees

Sep 28 - Sep 29

[](https://www.expedia.ca/Long-Key-Hotels-Lime-Tree-Bay-Resort.h882254.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)

![Exterior](https://images.trvl-media.com/lodging/1000000/30000/22700/22657/8e763282.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)

![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)

### Bayside Inn Key Largo

Key Largo

8.6/10

Excellent

(1576)

"Great stay "

CA $151

CA $205 total

includes taxes & fees

Oct 26 - Oct 27

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

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

![Banquet hall](https://images.trvl-media.com/lodging/1000000/20000/11900/11864/cb9f9f1a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

Islamorada

8.8/10

Excellent

(85)

"Beautiful place to stay"

CA $260

CA $385 total

includes taxes & fees

Sep 28 - Sep 29

[](https://www.expedia.ca/Islamorada-Hotels-Three-Waters-Resort-And-Marina.h11864.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=2025-10-10&endDate=2025-10-11&regionId=553248635975749648&adults=2&sort=RECOMMENDED&openPlayBack=true)

## Great weekend hotel deals in Upper Matecumbe Key, FL

Showing deals for:Oct 3 - Oct 5

![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 (388 reviews)

Member Price available

CA $427

CA $1,148 total

includes taxes & fees

[Sign in for Member Price](https://www.expedia.ca/user/signin?uurl=e3id%3Dredr%26rurl%3D%2FHotel-Search%3FstartDate%3D2025-10-03%26endDate%3D2025-10-05%26selected%3D3861342%26adults%3D2)

[](https://www.expedia.ca/Hotel-Search?startDate=2025-10-03&endDate=2025-10-05&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 (1,537 reviews)

5% off

CA $250

CA $720 total

includes taxes & fees

[](https://www.expedia.ca/Hotel-Search?startDate=2025-10-03&endDate=2025-10-05&selected=4170&adults=2)

![Private beach, sun loungers, beach umbrellas, beach towels](https://images.trvl-media.com/lodging/1000000/10000/5800/5780/617c0723.jpg?impolicy=fcrop&w=600&h=400&p=1&q=high)

VIP Access

### Cheeca Lodge & Spa

Islamorada

9.2/10Wonderful (1,214 reviews)

18% off

CA $330

CA $932 total

includes taxes & fees

[](https://www.expedia.ca/Hotel-Search?startDate=2025-10-03&endDate=2025-10-05&selected=5780&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 (1,006 reviews)

26% off

CA $377

CA $1,034 total

includes taxes & fees

[](https://www.expedia.ca/Hotel-Search?startDate=2025-10-03&endDate=2025-10-05&selected=2477508&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 (1,258 reviews)

15% off

CA $265

CA $782 total

includes taxes & fees

[](https://www.expedia.ca/Hotel-Search?startDate=2025-10-03&endDate=2025-10-05&selected=61976&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)

40% off

CA $332

CA $823 total

includes taxes & fees

[](https://www.expedia.ca/Hotel-Search?startDate=2025-10-03&endDate=2025-10-05&selected=900424&adults=2)

![Outdoor pool, free cabanas](https://images.trvl-media.com/lodging/31000000/30570000/30568100/30568049/25606792.jpg?impolicy=fcrop&w=600&h=400&p=1&q=high)

### Sunset Inn

Islamorada

9.4/10Exceptional (1,009 reviews)

13% off

CA $227

CA $542 total

includes taxes & fees

[](https://www.expedia.ca/Hotel-Search?startDate=2025-10-03&endDate=2025-10-05&selected=30568049&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

[Sign in](https://expedia.ca/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FUpper-Matecumbe-Key-Hotels.d553248635975749648.Travel-Guide-Hotels)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FUpper-Matecumbe-Key-Hotels.d553248635975749648.Travel-Guide-Hotels)

## Learn more about Upper Matecumbe Key

Check out the local area in Upper Matecumbe Key—home to attractions like Bud n' Mary's Dive Center and Florida Keys Brewing Co..

[See all hotels in Upper Matecumbe Key](https://www.expedia.ca/Hotel-Search?startDate=2025-10-10&endDate=2025-10-11&adults=2&regionId=553248635975749648)

![Islamorada which includes a beach bar](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/191000/191196-Islamorada.jpg?impolicy=fcrop&w=900&h=506&p=1&q=high)

### Stay near popular Upper Matecumbe Key attractions

[](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/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

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

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)

[](https://expedia.ca/Bud-N-Marys-Dive-Center-Hotels.0-l6069243-0.Travel-Guide-Filter-Hotels)

#### Bud n' Mary's Dive Center

Explore the waterfront of Bud n' Mary's Dive Center and enjoy other activities such as fishing in Islamorada. Discover the beautiful sunsets and seafood restaurants in this family-friendly area.

[See properties](https://expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests&regionId=6069243)

[](https://expedia.ca/Islamorada-Brewery-Distillery-Hotels.0-l885113391451107328-0.Travel-Guide-Filter-Hotels)

#### Islamorada Brewery & Distillery

You can take time to visit Islamorada Brewery & Distillery during your travels to Islamorada.

[See properties](https://expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests&regionId=885113391451107328)

[](https://expedia.ca/Matecumbe-United-Methodist-Church-Hotels.0-l553248621532652347-0.Travel-Guide-Filter-Hotels)

#### Matecumbe United Methodist Church

After visiting Matecumbe United Methodist Church, make a plan to see the other sights and activities in Islamorada. Discover the beautiful sunsets in this family-friendly area, or enjoy its fishing spots.

[See properties](https://expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests&regionId=553248621532652347)

## More cheap stays in Upper Matecumbe Key

![Hampton Inn Key Largo Manatee Bay](https://images.trvl-media.com/lodging/1000000/10000/5800/5731/68e30233_y.jpg?impolicy=resizecrop&rw=402&ra=fit)

### Hampton Inn Key Largo Manatee Bay

102400 Overseas Hwy, Key Largo, FL

CA $159

CA $179 total

Oct 6 - Oct 7

includes taxes & fees

8.6/10 Excellent! (1,025 reviews)

[](https://expedia.ca/Key-Largo-Hotels-Hampton-Inn-Key-Largo-Manatee-Bay.h5731.Hotel-Information)

![Marina Del Mar Resort and Marina](https://images.trvl-media.com/lodging/1000000/10000/5200/5114/d42f8885_y.jpg?impolicy=resizecrop&rw=402&ra=fit)

### Marina Del Mar Resort and Marina

527 Caribbean Drive, Key Largo, FL

CA $124

CA $179 total

Sep 29 - Sep 30

includes taxes & fees

8.4/10 Very Good! (1,608 reviews)

[](https://expedia.ca/Key-Largo-Hotels-Marina-Del-Mar-Resort-And-Marina.h5114.Hotel-Information)

![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 $101

CA $114 total

Sep 29 - Sep 30

includes taxes & fees

9.2/10 Wonderful! (1,027 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 $115

CA $129 total

Oct 1 - Oct 2

includes taxes & fees

8.6/10 Excellent! (1,016 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 $110

CA $163 total

Oct 8 - Oct 9

includes taxes & fees

9/10 Wonderful! (1,006 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 $147

CA $165 total

Sep 28 - Sep 29

includes taxes & fees

7.8/10 Good! (1,008 reviews)

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

## Recent reviews of Upper Matecumbe Key hotels

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

### Islander Resort

5/5 Excellent

"Clean room, ocean view, friendly staff. Highly recommended!"

A verified traveller stayed at Islander Resort

Posted 1 day ago

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

![Hampton Inn Key Largo Manatee Bay](//images.trvl-media.com/lodging/1000000/10000/5800/5731/68e30233_y.jpg)

### Hampton Inn Key Largo Manatee Bay

5/5 Excellent

"The location is very nice, with a small private beach and beautiful views. The rooms were clean and spacious. The hot/cold breakfast was delicious. The pool and gym were good. Nicole the bartender at the tiki bar was friendly and great."

A verified traveller stayed at Hampton Inn Key Largo Manatee Bay

Posted 3 days ago

[](https://expedia.ca/Key-Largo-Hotels-Hampton-Inn-Key-Largo-Manatee-Bay.h5731.Hotel-Information)

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

### Chesapeake Beach Resort

5/5 Excellent

"Everything was perfect and beautiful "

A verified traveller stayed at Chesapeake Beach Resort

Posted 3 days ago

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

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

### Amara Cay Resort

5/5 Excellent

"The resort had free kayaking and paddle boarding which was a great addition. "

A verified traveller stayed at Amara Cay Resort

Posted 3 days ago

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

![Waterside Suites & Marina](//images.trvl-media.com/lodging/1000000/20000/13800/13719/7b7ca43b_y.jpg)

### Waterside Suites & Marina

5/5 Excellent

"Love the location and the room. Made for a great fishing trip with my son & grand daughter. Well be return in the near future."

A verified traveller stayed at Waterside Suites & Marina

Posted 4 days ago

[](https://expedia.ca/Key-Largo-Hotels-Waterside-Suites-Marina.h13719.Hotel-Information)

![Sunset Inn](//images.trvl-media.com/lodging/31000000/30570000/30568100/30568049/25606792_y.jpg)

### Sunset Inn

5/5 Excellent

"Great place to stay!"

A verified traveller stayed at Sunset Inn

Posted 5 days ago

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

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

### Pines & Palms Resort

5/5 Excellent

"Very nice place to stay "

A verified traveller stayed at Pines & Palms Resort

Posted 5 days ago

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

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

### Cheeca Lodge & Spa

5/5 Excellent

"I love it"

A verified traveller stayed at Cheeca Lodge & Spa

Posted 5 days ago

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

![Breezy Palms Resort](//images.trvl-media.com/lodging/12000000/11950000/11945900/11945889/96b58c48_y.jpg)

### Breezy Palms Resort

5/5 Excellent

"Quaint"

A verified traveller stayed at Breezy Palms Resort

Posted 5 days ago

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

## Frequently asked questions

### 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 Upper Matecumbe Key hotel for you.

### How can I save on a Upper Matecumbe Key hotel booking with Expedia?

> With Expedia, you'll unlock our lowest prices by becoming a member. It's free and easy to join, and you can even access member perks too. Just remember to sign in to get our best prices on Upper Matecumbe Key hotels. Another way to save is by booking your hotel and flights together on Expedia, where bundling can lead to significant savings.

### How much is the nightly rate at a Upper Matecumbe Key hotel?

> Prices for hotels in Upper Matecumbe Key often vary, but you can find a great deal from CA $114 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.

## Explore a world of travel with Expedia

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-   [Hotels near Bud n' Mary's Dive Center](https://www.expedia.ca/Bud-N-Marys-Dive-Center-Hotels.0-l6069243-0.Travel-Guide-Filter-Hotels)
-   [Hotels near Fiesta Key](https://www.expedia.ca/Fiesta-Key-Hotels.0-l553248635975749263-0.Travel-Guide-Filter-Hotels)
-   [Hotels near Florida Keys Brewing Co.](https://www.expedia.ca/Florida-Keys-Brewing-Co-Hotels.0-l553248635997958830-0.Travel-Guide-Filter-Hotels)
-   [Hotels near Florida Keys Dive Center](https://www.expedia.ca/Florida-Keys-Dive-Center-Hotels.0-l553248621532652358-0.Travel-Guide-Filter-Hotels)
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-   [Aparthotels in Islamorada](https://www.expedia.ca/Islamorada-Apart-Hotels.d10768-aaApartHotels.Travel-Guide-Accommodation)
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-   [B&B in Islamorada](https://www.expedia.ca/Islamorada-Bed-And-Breakfast.d10768-aaBedAndBreakfast.Travel-Guide-Accommodation)
-   [Chalets in Islamorada](https://www.expedia.ca/Islamorada-Chalets.d10768-aaChalets.Travel-Guide-Accommodation)
-   [Condo Rentals in Islamorada](https://www.expedia.ca/Islamorada-Condos.d10768-aaCondos.Travel-Guide-Accommodation)
-   [Cottages in Islamorada](https://www.expedia.ca/Islamorada-Cottages.d10768-aaCottages.Travel-Guide-Accommodation)
-   [Country Houses in Islamorada](https://www.expedia.ca/Islamorada-Country-House.d10768-aaCountryHouse.Travel-Guide-Accommodation)
-   [Cruise Ships in Islamorada](https://www.expedia.ca/Islamorada-Cruise-Ships.d10768-aaCruiseShips.Travel-Guide-Accommodation)
-   [Guest Houses in Islamorada](https://www.expedia.ca/Islamorada-Guest-Houses.d10768-aaGuestHouses.Travel-Guide-Accommodation)
-   [Holiday Park Resorts in Islamorada](https://www.expedia.ca/Islamorada-Holiday-Parks.d10768-aaHolidayParks.Travel-Guide-Accommodation)
-   [Adults Only Resorts & in Islamorada](https://www.expedia.ca/Islamorada-Hotels-Adults-Only-Resorts.0-0-d10768-tAdultsOnlyResorts.Travel-Guide-Filter-Hotels)
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-   [Beach Hotel Hotels in Islamorada](https://www.expedia.ca/Islamorada-Hotels-Beach-Hotel.0-0-d10768-tBeachHotel.Travel-Guide-Filter-Hotels)
-   [Boutique Hotels in Islamorada](https://www.expedia.ca/Islamorada-Hotels-Boutique-Hotel.0-0-d10768-tBoutiqueHotel.Travel-Guide-Filter-Hotels)
-   [Cheap Hotels in Islamorada](https://www.expedia.ca/Islamorada-Hotels-Cheap-Hotels.0-0-d10768-tCheapHotels.Travel-Guide-Filter-Hotels)
-   [Hotels & Resorts for Couples in Islamorada](https://www.expedia.ca/Islamorada-Hotels-Couples-Resorts-Hotels.0-0-d10768-tCouplesResortsHotels.Travel-Guide-Filter-Hotels)
-   [Family Hotels in Islamorada](https://www.expedia.ca/Islamorada-Hotels-Family-Hotel.0-0-d10768-tFamilyHotel.Travel-Guide-Filter-Hotels)
-   [Golf Hotels in Islamorada](https://www.expedia.ca/Islamorada-Hotels-Golf-Hotel.0-0-d10768-tGolfHotel.Travel-Guide-Filter-Hotels)
-   [Green Hotels in Islamorada](https://www.expedia.ca/Islamorada-Hotels-Green-Sustainable.0-0-d10768-tGreenSustainable.Travel-Guide-Filter-Hotels)
-   [Hersha Hospitality Hotels in Islamorada](https://www.expedia.ca/Islamorada-Hotels-Hersha-Hospitality.0-0-d10768--bHershaHospitality.Travel-Guide-Filter-Hotels)
-   [Hilton Hotels in Islamorada](https://www.expedia.ca/Islamorada-Hotels-Hilton-Hotels.0-0-d10768--bHiltonHotels.Travel-Guide-Filter-Hotels)
-   [Historic Hotels in Islamorada](https://www.expedia.ca/Islamorada-Hotels-Historic-Hotel.0-0-d10768-tHistoricHotel.Travel-Guide-Filter-Hotels)
-   [Honeymoon Resorts and in Islamorada](https://www.expedia.ca/Islamorada-Hotels-Honeymoon-Hotels.0-0-d10768-tHoneymoonHotels.Travel-Guide-Filter-Hotels)
-   [Hotels with Early Check-in in Islamorada](https://www.expedia.ca/Islamorada-Hotels-Hotel-With-Early-Check-In.0-0-d10768-thotelwithearlycheckin.Travel-Guide-Filter-Hotels)
-   [Hotels with a Lazy River in Islamorada](https://www.expedia.ca/Islamorada-Hotels-Hotels-With-A-Lazy-River.0-0-d10768-tHotelswithaLazyRiver.Travel-Guide-Filter-Hotels)
-   [Hotels with Bar in Islamorada](https://www.expedia.ca/Islamorada-Hotels-Hotels-With-Bar.0-0-d10768-tHotelswithBar.Travel-Guide-Filter-Hotels)
-   [Hotels with Free Airport Shuttle in Islamorada](https://www.expedia.ca/Islamorada-Hotels-Hotels-With-Free-Airport-Shuttle.0-0-d10768-tHotelswithFreeAirportShuttle.Travel-Guide-Filter-Hotels)
-   [Hotels with Free Parking in Islamorada](https://www.expedia.ca/Islamorada-Hotels-Hotels-With-Free-Parking.0-0-d10768-tHotelswithFreeParking.Travel-Guide-Filter-Hotels)
-   [Hotels with Kitchenettes in Islamorada](https://www.expedia.ca/Islamorada-Hotels-Hotels-With-Kitchenettes.0-0-d10768-tHotelswithKitchenettes.Travel-Guide-Filter-Hotels)
-   [Hotels with smoking rooms in Islamorada](https://www.expedia.ca/Islamorada-Hotels-Hotels-With-Smoking-Rooms.0-0-d10768-tHotelswithsmokingrooms.Travel-Guide-Filter-Hotels)
-   [Hotels with Tennis Courts in Islamorada](https://www.expedia.ca/Islamorada-Hotels-Hotels-With-Tennis-Courts.0-0-d10768-tHotelswithTennisCourts.Travel-Guide-Filter-Hotels)
-   [Hotels with Waterslides in Islamorada](https://www.expedia.ca/Islamorada-Hotels-Hotels-With-Waterslides.0-0-d10768-tHotelswithWaterslides.Travel-Guide-Filter-Hotels)
-   [Lake Hotels in Islamorada](https://www.expedia.ca/Islamorada-Hotels-Lake-Hotels.0-0-d10768-tLakeHotels.Travel-Guide-Filter-Hotels)
-   [Luxury Hotels in Islamorada](https://www.expedia.ca/Islamorada-Hotels-Luxury-Hotel.0-0-d10768-tLuxuryHotel.Travel-Guide-Filter-Hotels)
-   [Marriott Hotels & Resorts in Islamorada](https://www.expedia.ca/Islamorada-Hotels-Marriott-Hotels-Resorts.0-0-d10768--bMarriottHotelsResorts.Travel-Guide-Filter-Hotels)
-   [Mountain Hotels in Islamorada](https://www.expedia.ca/Islamorada-Hotels-Mountain-Hotels.0-0-d10768-tMountainHotels.Travel-Guide-Filter-Hotels)
-   [Oceanfront Hotels in Islamorada](https://www.expedia.ca/Islamorada-Hotels-Oceanfront-Hotels.0-0-d10768-tOceanfrontHotels.Travel-Guide-Filter-Hotels)
-   [Pet-Friendly Hotels in Islamorada](https://www.expedia.ca/Islamorada-Hotels-Pet-Friendly-Hotel.0-0-d10768-tPetfriendlyHotel.Travel-Guide-Filter-Hotels)
-   [Romantic Hotels in Islamorada](https://www.expedia.ca/Islamorada-Hotels-Romantic-Hotel.0-0-d10768-tRomanticHotel.Travel-Guide-Filter-Hotels)
-   [Scuba Diving Hotels in Islamorada](https://www.expedia.ca/Islamorada-Hotels-Scuba-Diving-Vacations.0-0-d10768-tscubadivingvacations.Travel-Guide-Filter-Hotels)
-   [Shopping Hotels in Islamorada](https://www.expedia.ca/Islamorada-Hotels-Shopping-Hotel.0-0-d10768-tShoppingHotel.Travel-Guide-Filter-Hotels)
-   [Spa Hotels in Islamorada](https://www.expedia.ca/Islamorada-Hotels-Spa-Hotel.0-0-d10768-tSpaHotel.Travel-Guide-Filter-Hotels)
-   [Wyndham Hotels in Islamorada](https://www.expedia.ca/Islamorada-Hotels-Wyndham-Hotels.0-0-d10768--bWyndhamHotels.Travel-Guide-Filter-Hotels)
-   [Islamorada Hotels](https://www.expedia.ca/Islamorada-Hotels.d10768.Travel-Guide-Hotels)
-   [Houseboats in Islamorada](https://www.expedia.ca/Islamorada-Houseboats.d10768-aaHouseboats.Travel-Guide-Accommodation)
-   [Inns in Islamorada](https://www.expedia.ca/Islamorada-Inns.d10768-aaInns.Travel-Guide-Accommodation)
-   [Lodges in Islamorada](https://www.expedia.ca/Islamorada-Lodges.d10768-aaLodges.Travel-Guide-Accommodation)
-   [Motels in Islamorada](https://www.expedia.ca/Islamorada-Motels.d10768-aaMotels.Travel-Guide-Accommodation)
-   [Palaces in Islamorada](https://www.expedia.ca/Islamorada-Palaces.d10768-aaPalaces.Travel-Guide-Accommodation)
-   [Vacation Homes in Islamorada](https://www.expedia.ca/Islamorada-Private-Vacation-Homes.d10768-aaPrivateVacationHomes.Travel-Guide-Accommodation)
-   [Resorts in Islamorada](https://www.expedia.ca/Islamorada-Resort-Hotels.d10768-aaResortHotels.Travel-Guide-Accommodation)
-   [Townhomes in Islamorada](https://www.expedia.ca/Islamorada-Townhomes.d10768-aaTownhomes.Travel-Guide-Accommodation)
-   [Treehouses in Islamorada](https://www.expedia.ca/Islamorada-Treehouses.d10768-aaTreehouses.Travel-Guide-Accommodation)
-   [Villas in Islamorada](https://www.expedia.ca/Islamorada-Villas.d10768-aaVillas.Travel-Guide-Accommodation)
-   [Layton Hotels](https://www.expedia.ca/Layton-Hotels.d6177793.Travel-Guide-Hotels)
-   [Lignumvitae Key Botanical State Park Hotels](https://www.expedia.ca/Lignumvitae-Key-Botanical-State-Park-Hotels.d553248621532652349.Travel-Guide-Hotels)
-   [Lime Grove Estates Hotels](https://www.expedia.ca/Lime-Grove-Estates-Key-Largo-Hotels.0-n553248635976481248-0.Travel-Guide-Filter-Hotels)
-   [Long Key Hotels](https://www.expedia.ca/Long-Key-Hotels.d177527.Travel-Guide-Hotels)
-   [Hotels near Long Key State Park](https://www.expedia.ca/Long-Key-State-Park-Hotels.0-l6063547-0.Travel-Guide-Filter-Hotels)
-   [Lower Arsnicker Keys Hotels](https://www.expedia.ca/Lower-Arsnicker-Keys-Hotels.d553248635975748872.Travel-Guide-Hotels)
-   [Lower Matecumbe Beach Hotels](https://www.expedia.ca/Lower-Matecumbe-Beach-Islamorada-Hotels.0-n553248635976195207-0.Travel-Guide-Filter-Hotels)
-   [Lower Matecumbe Key Hotels](https://www.expedia.ca/Lower-Matecumbe-Key-Hotels.d553248635975749077.Travel-Guide-Hotels)
-   [Matecumbe Hotels](https://www.expedia.ca/Matecumbe-Islamorada-Hotels.0-n855587555438403584-0.Travel-Guide-Filter-Hotels)
-   [Hotels near Pigeon Key](https://www.expedia.ca/Pigeon-Key-Hotels.0-l553248621563219631-0.Travel-Guide-Filter-Hotels)
-   [Plantation Key Colony Hotels](https://www.expedia.ca/Plantation-Key-Colony-Tavernier-Hotels.0-n855588080238100480-0.Travel-Guide-Filter-Hotels)
-   [Plantation Key Hotels](https://www.expedia.ca/Plantation-Key-Hotels.d553248635083898347.Travel-Guide-Hotels)
-   [Silver Shores Hotels](https://www.expedia.ca/Silver-Shores-Key-Largo-Hotels.0-n553248635976471567-0.Travel-Guide-Filter-Hotels)
-   [Sunrise Point Hotels](https://www.expedia.ca/Sunrise-Point-Key-Largo-Hotels.0-n553248635976481368-0.Travel-Guide-Filter-Hotels)
-   [Tavernier Hotels](https://www.expedia.ca/Tavernier-Hotels.d10047.Travel-Guide-Hotels)
-   [Venetian Shores Hotels](https://www.expedia.ca/Venetian-Shores-Islamorada-Hotels.0-n553248635976470270-0.Travel-Guide-Filter-Hotels)
-   [Hotels near Windley Key Fossil Reef Geological State Park](https://www.expedia.ca/Windley-Key-Fossil-Reef-Geological-State-Park-Hotels.0-l6282211-0.Travel-Guide-Filter-Hotels)
-   [Windley Key Hotels](https://www.expedia.ca/Windley-Key-Hotels.d553248635976197663.Travel-Guide-Hotels)
-   [Wynken Blynken and Nod Hotels](https://www.expedia.ca/Wynken-Blynken-And-Nod-Key-Largo-Hotels.0-n553248635976473708-0.Travel-Guide-Filter-Hotels)

-   [Flights to Islamorada](https://www.expedia.ca/Cheap-Flights-To-Islamorada.d10768.Travel-Guide-Flights)
-   [Flights from Atlanta to Islamorada](https://www.expedia.ca/lp/flights/178232/10768/atlanta-to-islamorada)
-   [Flights from Toronto to Islamorada](https://www.expedia.ca/lp/flights/178314/10768/toronto-to-islamorada)
-   [Flights from Tampa to Islamorada](https://www.expedia.ca/lp/flights/602996/10768/tampa-to-islamorada)

-   [Hurricane Monument](https://www.expedia.ca/Hurricane-Monument-Matecumbe.d6063543.Vacation-Attraction)
-   [Islamorada Vacations](https://www.expedia.ca/Islamorada.d10768.Destination-Travel-Guides)
-   [Visit Islamorada](https://www.expedia.ca/Islamorada.dx10768)

-   [Alamo Rent A Car Rental Cars in Islamorada](https://www.expedia.ca/Alamo-Rent-A-Car-Car-Rentals-In-Islamorada.d10768-c6.Car-Rental-Guide-Suppliers)
-   [Car rental Islamorada](https://www.expedia.ca/Car-Rentals-In-Islamorada.d10768.Car-Rental-Guide)
-   [Convertible Car Rentals in Islamorada](https://www.expedia.ca/Convertible-Car-Rentals-In-Islamorada.d10768-tConvertible.Car-Rental-Guide-Class)
-   [Luxury Car Rentals in Islamorada](https://www.expedia.ca/Luxury-Car-Rentals-In-Islamorada.d10768-tLuxury.Car-Rental-Guide-Class)
-   [Pickup Car Rentals in Islamorada](https://www.expedia.ca/Pickup-Car-Rentals-In-Islamorada.d10768-tPickup.Car-Rental-Guide-Class)
-   [Sixt Rental Cars in Islamorada](https://www.expedia.ca/Sixt-Car-Rentals-In-Islamorada.d10768-c35.Car-Rental-Guide-Suppliers)
-   [Thrifty Car Rental Rental Cars in Islamorada](https://www.expedia.ca/Thrifty-Car-Rental-Car-Rentals-In-Islamorada.d10768-c45.Car-Rental-Guide-Suppliers)

-   [Islamorada Vacation Rentals](https://www.expedia.ca/Islamorada-Vacation-Rentals.d10768.Travel-Guide-VacationRentals)

-   [Things to do in Islamorada](https://www.expedia.ca/Things-To-Do-In-Islamorada.d10768.Travel-Guide-Activities)

-   [Book Hotels in Upper Matecumbe Key on Expedia.com](https://www.expedia.com/Upper-Matecumbe-Key-Hotels.d553248635975749648.Travel-Guide-Hotels)

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