Title: Book The Best Hotels in Upper Matecumbe Key, FL for 2026 from CA $188 - Fully Refundable Options - Expedia.ca

[Upper Matecumbe Key Travel Guide](https://expedia.ca/Upper-Matecumbe-Key.dx553248635975749648)[Vacation Rentals in Upper Matecumbe Key](https://expedia.ca/Upper-Matecumbe-Key-Vacation-Rentals.d553248635975749648.Travel-Guide-VacationRentals)[Flights to Upper Matecumbe Key](https://expedia.ca/Cheap-Flights-To-Upper-Matecumbe-Key.d553248635975749648.Travel-Guide-Flights)[Upper Matecumbe Key Car Rentals](https://expedia.ca/Car-Rentals-In-Upper-Matecumbe-Key.d553248635975749648.Car-Rental-Guide)[Upper Matecumbe Key Vacation Packages](https://expedia.ca/Upper-Matecumbe-Key.d553248635975749648.Destination-Travel-Guides)

![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 $188

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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=2026-01-16&d1=2026-01-16&endDate=2026-01-18&d2=2026-01-18&lodging=HOTEL_RESORT)

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=2026-01-16&d1=2026-01-16&endDate=2026-01-18&d2=2026-01-18&amenities=PETS)

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=2026-01-16&d1=2026-01-16&endDate=2026-01-18&d2=2026-01-18&travelerType=family_friendly)

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=2026-01-16&d1=2026-01-16&endDate=2026-01-18&d2=2026-01-18&amenities=SPA_ON_SITE)

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=2026-01-16&d1=2026-01-16&endDate=2026-01-18&d2=2026-01-18&lodging=APART_HOTEL)

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=2026-01-16&d1=2026-01-16&endDate=2026-01-18&d2=2026-01-18&amenities=OCEAN_VIEW)

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=2026-01-16&d1=2026-01-16&endDate=2026-01-18&d2=2026-01-18&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=2026-01-16&d1=2026-01-16&endDate=2026-01-18&d2=2026-01-18&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=2026-01-16&d1=2026-01-16&endDate=2026-01-18&d2=2026-01-18&lodging=APARTMENT)

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=2026-01-16&d1=2026-01-16&endDate=2026-01-18&d2=2026-01-18&amenities=WATER_PARK)

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=2026-01-16&d1=2026-01-16&endDate=2026-01-18&d2=2026-01-18&lodging=HOUSE_BOAT)

## Check prices for these dates

Tonight

[Jan 2 - Jan 3](https://www.expedia.ca/Hotel-Search?regionId=553248635975749648&startDate=2026-01-02&endDate=2026-01-03&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Tomorrow

[Jan 3 - Jan 4](https://www.expedia.ca/Hotel-Search?regionId=553248635975749648&startDate=2026-01-03&endDate=2026-01-04&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

This weekend

[Jan 2 - Jan 4](https://www.expedia.ca/Hotel-Search?regionId=553248635975749648&startDate=2026-01-02&endDate=2026-01-04&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Next weekend

[Jan 9 - Jan 11](https://www.expedia.ca/Hotel-Search?regionId=553248635975749648&startDate=2026-01-09&endDate=2026-01-11&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Our top choices for Upper Matecumbe Key hotels

![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)

![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)

![Outdoor spa tub](https://images.trvl-media.com/lodging/1000000/10000/4200/4170/12d77a84.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Chesapeake Beach Resort

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

Matecumbe

9.2/10

Wonderful

(1611)

"The rooms were comfortable and clean"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Jose

Traveling with family

CA $259

CA $369 total

includes taxes & fees

Jan 28 - Jan 29

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

![Premium bedding, in-room safe, desk, blackout drapes](https://images.trvl-media.com/lodging/1000000/480000/475500/475438/6ec44483.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 Resort

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

Matecumbe

9.2/10

Wonderful

(1007)

"Beautiful location loved the rooms and restaurants were excellent"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

basil

Traveling with partner

CA $417

CA $562 total

includes taxes & fees

Jan 29 - Jan 30

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

![Reception](https://images.trvl-media.com/lodging/1000000/10000/5800/5780/9b929f51.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)

![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

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

Matecumbe

9.2/10

Wonderful

(1281)

"Beautiful Property , Great Restaurants and staff ."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Anthony R

Traveling for leisure

CA $402

CA $553 total

includes taxes & fees

Jan 4 - Jan 5

[](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)

![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)

![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)

![Alligator Reef Oceanfront Accessible Room King Bed | View from room](https://images.trvl-media.com/lodging/1000000/70000/62000/61976/1b5ced17.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Amara Cay Resort

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

Matecumbe

8.8/10

Excellent

(1271)

"The Hotel pool bar is great too."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Stacy

Traveling for leisure

CA $301

CA $440 total

includes taxes & fees

Jan 11 - Jan 12

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

![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)

![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)

### La Jolla Resort

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

Matecumbe

9.0/10

Wonderful

(1000)

"Beautiful location, great amenities and comfortable rooms."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Scott

CA $159

CA $218 total

includes taxes & fees

Jan 8 - Jan 9

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

![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)

![Exterior](https://images.trvl-media.com/lodging/12000000/11950000/11945900/11945889/98496c0f.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)

### Breezy Palms Resort

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

Matecumbe

8.8/10

Excellent

(602)

"The rooms were nice-updated and was great having full kitchen area and grills outside to use if wanted!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Kelli

Traveling with small children

CA $191

CA $286 total

includes taxes & fees

Jan 12 - Jan 13

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

![Property grounds](https://images.trvl-media.com/lodging/31000000/30570000/30568100/30568049/711b38d6.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)

### Sunset Inn

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

Matecumbe

9.4/10

Exceptional

(1003)

"Pool was very clean and relaxing."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Kelly

CA $200

CA $241 total

includes taxes & fees

Jan 8 - Jan 9

[](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

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

Matecumbe

8.8/10

Excellent

(1001)

"Beautiful grounds and awesome rooms."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

mark

Traveling for leisure

CA $246

CA $378 total

includes taxes & fees

Jan 11 - Jan 12

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

![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)

![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

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

Matecumbe

9.2/10

Wonderful

(1003)

"Very recently updated rooms with great facilities in a beautiful location"

![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg)

Allan

Traveling for leisure

CA $320

CA $435 total

includes taxes & fees

Jan 4 - Jan 5

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

![Outdoor pool, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/4000000/3870000/3861400/3861342/641fc549.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

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

Matecumbe

8.8/10

Excellent

(404)

"Amazing views by the pool and water."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Jennifer

Traveling for leisure

CA $395

CA $537 total

includes taxes & fees

Jan 8 - Jan 9

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

![Manatee Suite | Terrace/patio](https://images.trvl-media.com/lodging/1000000/910000/900500/900424/fb67a862.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Shangri-La Suite | Terrace/patio](https://images.trvl-media.com/lodging/1000000/910000/900500/900424/58abb15a.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

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

Matecumbe

9.4/10

Exceptional

(417)

"Fresh breakfast available, soft towels, lovely products provided."

![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg)

sarah

Traveling with partner

CA $530

CA $686 total

includes taxes & fees

Jan 6 - Jan 7

[](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)

![Terrace/patio](https://images.trvl-media.com/lodging/1000000/20000/12200/12200/00476fee.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

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

Matecumbe

7.6/10

Good

(1002)

"Enjoyed the pool area, included kayak used and the shore, too bad not access to the water"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Eduardo

Traveling with partner

CA $204

CA $274 total

includes taxes & fees

Jan 11 - Jan 12

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

![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)

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

### The Islands of Islamorada

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

Matecumbe

9.8/10

Exceptional

(70)

"The rooms were immaculate and so well decorated."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Katherine

Traveling for leisure

CA $758

CA $928 total

includes taxes & fees

Jan 7 - Jan 8

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

![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)

![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)

### Sands of Islamorada

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

Matecumbe

8.8/10

Excellent

(394)

"If you are looking for quiet and clean in a good location, I recommend this hotel."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Paul

CA $248

CA $298 total

includes taxes & fees

Jan 6 - Jan 7

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

![Property amenity](https://images.trvl-media.com/lodging/1000000/890000/882300/882254/4b49fc53.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)

### Lime Tree Bay Resort

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

Long Key

9.2/10

Wonderful

(1120)

"everything in the room was tastefully renovated and clean"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

John

Traveling for leisure

CA $189

CA $275 total

includes taxes & fees

Jan 3 - Jan 4

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

![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)

![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)

![Exterior detail](https://images.trvl-media.com/lodging/58000000/57190000/57185500/57185414/9bcc8c75.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Rock Reef Resort

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

Rock Harbor

9.2/10

Wonderful

(1077)

"the waterfront was great for sunsets and kayaking"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Louis

Traveling for leisure

CA $187

CA $211 total

includes taxes & fees

Jan 14 - Jan 15

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

![Outdoor pool, open 7:00 AM to 11:00 PM, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/1000000/10000/7300/7230/160ba216.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Restaurant](https://images.trvl-media.com/lodging/1000000/10000/7300/7230/8e36d25e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Hypo-allergenic bedding, in-room safe, blackout drapes](https://images.trvl-media.com/lodging/1000000/10000/7300/7230/43b1d1b6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property amenity](https://images.trvl-media.com/lodging/1000000/10000/7300/7230/b41300e9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Holiday Inn Key Largo by IHG

[](https://www.expedia.ca/Key-Largo-Hotels-Holiday-Inn-Key-Largo.h7230.Hotel-Information)

Key Largo

8.6/10

Excellent

(1024)

"Great pool area and clean"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Terri

Traveling with partner

CA $259

CA $292 total

includes taxes & fees

Jan 6 - Jan 7

[](https://www.expedia.ca/Key-Largo-Hotels-Holiday-Inn-Key-Largo.h7230.Hotel-Information)

![Terrace/patio](https://images.trvl-media.com/lodging/1000000/20000/13800/13719/7b7ca43b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Deluxe Studio Suite | Private kitchen](https://images.trvl-media.com/lodging/1000000/20000/13800/13719/0f203959.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor pool, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/1000000/20000/13800/13719/de0ac7bd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Full-size fridge, microwave, stovetop, dishwasher](https://images.trvl-media.com/lodging/1000000/20000/13800/13719/9d3b800e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Waterside Suites & Marina

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

Key Largo

9.0/10

Wonderful

(1177)

"Very well kept unit full kitchen."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Annemarie

Traveling with partner

CA $201

CA $265 total

includes taxes & fees

Jan 13 - Jan 14

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

![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)

![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

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

Key Largo

8.6/10

Excellent

(1639)

"Loved the beach area & the pool!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Joseph

Traveling for leisure

CA $199

CA $258 total

includes taxes & fees

Jan 5 - Jan 6

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

![Room, 1 King Bed, Bay View | Beach/ocean view](https://images.trvl-media.com/lodging/1000000/10000/5800/5731/68e30233.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/1000000/10000/5800/5731/c052003d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor pool, open 8 AM to 10 PM, sun loungers](https://images.trvl-media.com/lodging/1000000/10000/5800/5731/c604580a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Garden view](https://images.trvl-media.com/lodging/1000000/10000/5800/5731/d369153c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Hampton Inn Key Largo Manatee Bay

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

Key Largo

8.8/10

Excellent

(1010)

"The pool and beach area was well maintained."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Loretta

Traveling with partner

CA $181

CA $203 total

includes taxes & fees

Jan 13 - Jan 14

[](https://www.expedia.ca/Key-Largo-Hotels-Hampton-Inn-Key-Largo-Manatee-Bay.h5731.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=2026-01-16&endDate=2026-01-17&regionId=553248635975749648&adults=2&sort=RECOMMENDED&openPlayBack=true)

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## Learn more about Upper Matecumbe Key

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

[See all hotels in Upper Matecumbe Key](https://www.expedia.ca/Hotel-Search?startDate=2026-01-16&endDate=2026-01-17&adults=2&regionId=553248635975749648)

![Islamorada Florida. Beautiful Beach and Amazing Fishing. What else can you ask for.](https://images.trvl-media.com/place/10768/414c55a9-82b2-4829-857c-fd7c26e0bd48.jpg?impolicy=fcrop&w=900&h=592&p=1&q=high)

Photo by Cameron Abbott

### 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

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)

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

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

1/5(1 review)

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/Keys-History-Discovery-Center-Hotels.0-l885113749766311936-0.Travel-Guide-Filter-Hotels)

#### Keys History & Discovery Center

You can spend time exploring the galleries in Keys History & Discovery Center during your trip to Islamorada. 

[See properties](https://expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests&regionId=885113749766311936)

## More cheap stays in Upper Matecumbe Key

![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 $167

CA $188 total

Jan 6 - Jan 7

includes taxes & fees

8.8/10 Excellent! (1,005 reviews)

[](https://expedia.ca/Key-Largo-Hotels-The-Pelican-Key-Largo-Cottages.h6839376.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 $187

CA $211 total

Jan 14 - Jan 15

includes taxes & fees

9.2/10 Wonderful! (1,077 reviews)

[](https://expedia.ca/Key-Largo-Hotels-Rock-Reef-Resort.h57185414.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 $159

CA $218 total

Jan 8 - Jan 9

includes taxes & fees

9/10 Wonderful! (1,002 reviews)

[](https://expedia.ca/Islamorada-Hotels-La-Jolla-Resort.h16574668.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 $180

CA $218 total

Jan 5 - Jan 6

includes taxes & fees

8.8/10 Excellent! (1,000 reviews)

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

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

### Creekside Inn

90611 Old Highway Tavernier FL

CA $196

CA $221 total

Jan 4 - Jan 5

includes taxes & fees

7.8/10 Good! (1,006 reviews)

[](https://expedia.ca/Tavernier-Hotels-Creekside-Inn-Islamorada.h1576773.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 $173

CA $234 total

Feb 1 - Feb 2

includes taxes & fees

8.4/10 Very Good! (1,669 reviews)

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

## Hotels in Upper Matecumbe Key with star-rating

![5 Star Hotels](https://images.trvl-media.com/lodging/1000000/30000/25600/25559/c6e0103a_z.jpg)

5 Star Hotels

3 properties

[](https://expedia.ca/5Star-Upper-Matecumbe-Key-Hotels.s50-0-d553248635975749648.Travel-Guide-Filter-Hotels)

![4 Star Hotels](https://images.trvl-media.com/lodging/1000000/30000/23700/23677/6ae928dd_z.jpg)

4 Star Hotels

9 properties

[](https://expedia.ca/4Star-Upper-Matecumbe-Key-Hotels.s40-0-d553248635975749648.Travel-Guide-Filter-Hotels)

![3 Star Hotels](https://images.trvl-media.com/lodging/20000000/19690000/19681400/19681371/84fffc75_z.jpg)

3 Star Hotels

83 properties

[](https://expedia.ca/3Star-Upper-Matecumbe-Key-Hotels.s30-0-d553248635975749648.Travel-Guide-Filter-Hotels)

![2 Star Hotels](https://images.trvl-media.com/lodging/92000000/91830000/91828000/91827910/6717a2ac_z.jpg)

2 Star Hotels

169 properties

[](https://expedia.ca/2Star-Upper-Matecumbe-Key-Hotels.s20-0-d553248635975749648.Travel-Guide-Filter-Hotels)

## Recent reviews of Upper Matecumbe Key hotels

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

### Chesapeake Beach Resort

5/5 Excellent

"Entire resort was clean and beautiful. Quiet location with beautiful rooms. We will return."

A verified traveller stayed at Chesapeake Beach Resort

Posted 2 days ago

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

![Marina Del Mar Resort and Marina](https://images.trvl-media.com/lodging/1000000/10000/5200/5114/d42f8885_y.jpg)

### Marina Del Mar Resort and Marina

5/5 Excellent

"Great place, staff was very friendly, I would highly recommend "

A verified traveller stayed at Marina Del Mar Resort and Marina

Posted 3 days ago

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

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

### Breezy Palms Resort

5/5 Excellent

"Beautiful beachfront cottage. Couldn't have asked foe a better view or set up. It was spotless and had everything I needed. Will definitely return."

A verified traveller stayed at Breezy Palms Resort

Posted 4 days ago

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

![Lime Tree Bay Resort](https://images.trvl-media.com/lodging/1000000/890000/882300/882254/6f2246e8_y.jpg)

### Lime Tree Bay Resort

5/5 Excellent

"everything was wonderful! the room, the staff, the view! it was perfect!"

A verified traveller stayed at Lime Tree Bay Resort

Posted 4 days ago

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

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

### Islander Resort

5/5 Excellent

"Clean room and resort. So much to do. Absolutely beautiful "

A verified traveller from Warsaw stayed at Islander Resort

Posted 4 days ago

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

![Hawks Cay Resort](https://images.trvl-media.com/lodging/1000000/10000/6100/6068/b1845555_y.jpg)

### Hawks Cay Resort

5/5 Excellent

"Room was very clean and refreshed every day. The whole resort was clean and well maintained. Everything you need for a relaxing vacation was right there on the resort "

A verified traveller stayed at Hawks Cay Resort

Posted 5 days ago

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

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

### Amara Cay Resort

5/5 Excellent

"Was very nice , Did order cookies and brownies for the room Christmas night and that never happened! Fishing pole rental was ridiculous Food was great and good Keylime dessert ! "

A verified traveller stayed at Amara Cay Resort

Posted 5 days ago

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

![Bayside Villas by Islander Resort](https://images.trvl-media.com/lodging/4000000/3870000/3861400/3861342/70514579_y.jpg)

### Bayside Villas by Islander Resort

5/5 Excellent

"Fantastic stay — service was five-star from start to finish. Friendly staff in particular Jeremy Grimes and housekeeping team , spotless rooms, and prompt help whenever needed. Highly recommend!"

A verified traveller from miami stayed at Bayside Villas by Islander Resort

Posted 5 days ago

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

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

### Cheeca Lodge & Spa

5/5 Excellent

"It was over the top amazing"

A verified traveller stayed at Cheeca Lodge & Spa

Posted 6 days ago

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

## Frequently asked questions

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

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

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

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- [Flights to Islamorada ](https://www.expedia.ca/Cheap-Flights-To-Islamorada.d10768.Travel-Guide-Flights)
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- [Visit Islamorada ](https://www.expedia.ca/Islamorada.dx10768)

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- [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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