Title: Upper Matecumbe Key Vacation Home Rentals from CA $495: Search Top Private Vacation Homes for Rent | Expedia.ca

[Upper Matecumbe Key Travel Guide](https://expedia.ca/Upper-Matecumbe-Key.dx553248635975749648)[Hotels in Upper Matecumbe Key](https://expedia.ca/Upper-Matecumbe-Key-Hotels.d553248635975749648.Travel-Guide-Hotels)[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)

# Upper Matecumbe Key Vacation Rentals

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## Check prices for these dates

Next weekend

[Dec 26 - Dec 28](https://www.expedia.ca/Hotel-Search?regionId=553248635975749648&startDate=2025-12-26&endDate=2025-12-28&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two weeks

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

In one month

[Jan 16 - Jan 18](https://www.expedia.ca/Hotel-Search?regionId=553248635975749648&startDate=2026-01-16&endDate=2026-01-18&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two months

[Feb 13 - Feb 15](https://www.expedia.ca/Hotel-Search?regionId=553248635975749648&startDate=2026-02-13&endDate=2026-02-15&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Our top choices for Upper Matecumbe Key vacation homes

![Outdoor dining](https://images.trvl-media.com/lodging/56000000/55190000/55183800/55183749/3fcd9eda.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Marina](https://images.trvl-media.com/lodging/56000000/55190000/55183800/55183749/42455b74.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/56000000/55190000/55183800/55183749/a2de89b6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Beach nearby, sun loungers, beach towels](https://images.trvl-media.com/lodging/56000000/55190000/55183800/55183749/b9c3b69c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Key Largo

[](https://www.expedia.ca/Key-Largo-Hotels-Cozy-Home-Beach.h55183749.Hotel-Information)

9.6/10

Exceptional

(45)

"We absolutely loved it! "

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

Emily B.

CA $195

CA $495 total

includes taxes & fees

Dec 18 - Dec 19

[](https://www.expedia.ca/Key-Largo-Hotels-Cozy-Home-Beach.h55183749.Hotel-Information)

![Smart TV](https://images.trvl-media.com/lodging/100000000/99970000/99961500/99961430/006a1068.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Shower, hair dryer, towels, soap](https://images.trvl-media.com/lodging/100000000/99970000/99961500/99961430/95c54ed2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/100000000/99970000/99961500/99961430/b3fdbd21.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/100000000/99970000/99961500/99961430/301698a1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Key Largo

[](https://www.expedia.ca/Key-Largo-Hotels-Charming-Home-In-Key-Largo.h99961430.Hotel-Information)

9.8/10

Exceptional

(28)

"It was clean and a very nice place to stay. Plenty of room and awesome amenities."

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

Eric M.

CA $217

CA $626 total

includes taxes & fees

Dec 28 - Dec 29

[](https://www.expedia.ca/Key-Largo-Hotels-Charming-Home-In-Key-Largo.h99961430.Hotel-Information)

![Beach](https://images.trvl-media.com/lodging/25000000/24210000/24204500/24204423/32bcd8a0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/25000000/24210000/24204500/24204423/22ec185f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/25000000/24210000/24204500/24204423/bcb74310.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/25000000/24210000/24204500/24204423/49f2540a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Key Largo

[](https://www.expedia.ca/Key-Largo-Hotels-Relax-And-Enjoy-Beautiful-Key-Largo-Townhome.h24204423.Hotel-Information)

9.0/10

Wonderful

(129)

"We stayed in 2 vrbo properties while in Florida. This one met and exceeded our expectations. We would stay again without hesitation."

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

Kelly M.

CA $571

CA $1,031 total

includes taxes & fees

Dec 23 - Dec 24

[](https://www.expedia.ca/Key-Largo-Hotels-Relax-And-Enjoy-Beautiful-Key-Largo-Townhome.h24204423.Hotel-Information)

![Marina](https://images.trvl-media.com/lodging/89000000/88950000/88950000/88949924/2085c0a2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/89000000/88950000/88950000/88949924/b420f068.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/89000000/88950000/88950000/88949924/68bf65b3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/89000000/88950000/88950000/88949924/0bf6a86d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Key Largo

[](https://www.expedia.ca/Key-Largo-Hotels-4-Cozy-Waterfront-Apartment-In-Key-Largo.h88949924.Hotel-Information)

9.8/10

Exceptional

(11)

"We loved our stay at the waterfront cabanas! The location is 10/10 with an awesome waterfront bar/restaurant and coffee truck within walking distance. We truly felt like keys locals staying here - highly recommend! "

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

Brittany M.

CA $315

CA $601 total

includes taxes & fees

Jan 7 - Jan 8, 2026

[](https://www.expedia.ca/Key-Largo-Hotels-4-Cozy-Waterfront-Apartment-In-Key-Largo.h88949924.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/121000000/120630000/120624700/120624610/3bdab314.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/121000000/120630000/120624700/120624610/ead25afb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/121000000/120630000/120624700/120624610/57ae9000.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/121000000/120630000/120624700/120624610/0915fdf4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Key Largo

[](https://www.expedia.ca/Key-Largo-Hotels-Marvelous-2-Bedroom-House-With-AC-In-Key-Largo.h120624610.Hotel-Information)

10/10

Exceptional

(45)

"Good location. Lagoon and pool right outside door. "

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

Debra C.

CA $346

CA $779 total

includes taxes & fees

Dec 21 - Dec 22

[](https://www.expedia.ca/Key-Largo-Hotels-Marvelous-2-Bedroom-House-With-AC-In-Key-Largo.h120624610.Hotel-Information)

![1 bedroom, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/35000000/34550000/34548900/34548876/472b31db.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/35000000/34550000/34548900/34548876/6781facc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Hair dryer, towels](https://images.trvl-media.com/lodging/35000000/34550000/34548900/34548876/eeb33358.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/35000000/34550000/34548900/34548876/b4f9ab10.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Key Largo

[](https://www.expedia.ca/Key-Largo-Hotels-Serene-Bungalow-In-Paradise-At-Largo-Resort-By-Rentyl-Resorts.h34548876.Hotel-Information)

10/10

Exceptional

(2)

" We regret that we only booked for one night. We will definitely return for a longer stay. Everything about Key Largo Resort was perfect! The setting, the location, the accommodations, everything! Thank you for an amazing experience! We will be back! "

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

Kimberly V.

CA $425

CA $631 total

includes taxes & fees

Dec 18 - Dec 19

[](https://www.expedia.ca/Key-Largo-Hotels-Serene-Bungalow-In-Paradise-At-Largo-Resort-By-Rentyl-Resorts.h34548876.Hotel-Information)

![Beach](https://images.trvl-media.com/lodging/35000000/34550000/34547900/34547822/343c5d97.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![An infinity pool, a heated pool](https://images.trvl-media.com/lodging/35000000/34550000/34547900/34547822/9a52d7f1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/35000000/34550000/34547900/34547822/d8518535.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/35000000/34550000/34547900/34547822/c0942baa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Key Largo

[](https://www.expedia.ca/Key-Largo-Hotels-Tranquil-Bungalow-At-The-Beautiful-At-Largo-Resort-By-Rentyl-Resorts.h34547822.Hotel-Information)

9.6/10

Exceptional

(7)

"10/10! This property itself is secluded and very safe. The pool and views were breathtaking. The complimentary paddle boards and bicycles were fun and just an extra service that bettered our experience. The employees were amazing, kind, and professional. The bungalow was so comfortable and smelt amazing when we entered. Beds were comfortable and the little kitchen was used! Plates, silverwear, & cups were provided thankfully. The host!!!! 100/10\. Thank you!!!! She was able to provide a nice...

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

Nancy H.

CA $439

CA $648 total

includes taxes & fees

Dec 18 - Dec 19

[](https://www.expedia.ca/Key-Largo-Hotels-Tranquil-Bungalow-At-The-Beautiful-At-Largo-Resort-By-Rentyl-Resorts.h34547822.Hotel-Information)

![Beach nearby](https://images.trvl-media.com/lodging/73000000/72140000/72131100/72131034/be25733f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![3 bedrooms, iron/ironing board, travel crib, free WiFi](https://images.trvl-media.com/lodging/73000000/72140000/72131100/72131034/cdb0a609.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/73000000/72140000/72131100/72131034/ee199956.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![A heated pool](https://images.trvl-media.com/lodging/73000000/72140000/72131100/72131034/fc847a99.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Key Largo

[](https://www.expedia.ca/Key-Largo-Hotels-Fully-Renovated-Nov-2021Waterfront-Modern-Luxury.h72131034.Hotel-Information)

10/10

Exceptional

(57)

"All new and very clean. Great place to stay."

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

M D.

CA $438

CA $899 total

includes taxes & fees

Dec 18 - Dec 19

[](https://www.expedia.ca/Key-Largo-Hotels-Fully-Renovated-Nov-2021Waterfront-Modern-Luxury.h72131034.Hotel-Information)

![A heated pool](https://images.trvl-media.com/lodging/39000000/38530000/38528300/38528245/fcf17c6b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/39000000/38530000/38528300/38528245/8bf4b6f1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![3 bedrooms, iron/ironing board, travel crib, free WiFi](https://images.trvl-media.com/lodging/39000000/38530000/38528300/38528245/fb8a8e0e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/39000000/38530000/38528300/38528245/be80fecb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Rock Harbor

[](https://www.expedia.ca/Key-Largo-Hotels-Marina-Villa-212-33-Pools.h38528245.Hotel-Information)

10/10

Exceptional

(130)

"The Villa was beautiful and had everything we needed for the weekend!"

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

Elizabeth K.

CA $388

CA $849 total

includes taxes & fees

Dec 18 - Dec 19

[](https://www.expedia.ca/Key-Largo-Hotels-Marina-Villa-212-33-Pools.h38528245.Hotel-Information)

![Indoor pool, outdoor pool](https://images.trvl-media.com/lodging/61000000/60190000/60181700/60181656/w1548h866x0y0-c5bd202b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/61000000/60190000/60181700/60181656/23b62cca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Marina](https://images.trvl-media.com/lodging/61000000/60190000/60181700/60181656/0cba7339.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Marina](https://images.trvl-media.com/lodging/61000000/60190000/60181700/60181656/d0480ae5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Rock Harbor

[](https://www.expedia.ca/Key-Largo-Hotels-Ohana-Cay-20-Mariners-Club-Book-Your-Getaway.h60181656.Hotel-Information)

10/10

Exceptional

(92)

"Perfect location and great community. Easy docking at the marina and nice amenities. "

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

Gene Z.

CA $310

CA $1,091 total

includes taxes & fees

Jan 15 - Jan 16, 2026

[](https://www.expedia.ca/Key-Largo-Hotels-Ohana-Cay-20-Mariners-Club-Book-Your-Getaway.h60181656.Hotel-Information)

![Beach nearby](https://images.trvl-media.com/lodging/34000000/33940000/33939100/33939052/6aaab228.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/34000000/33940000/33939100/33939052/w1345h900x0y0-a0caa392.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![A heated pool](https://images.trvl-media.com/lodging/34000000/33940000/33939100/33939052/9614ca0d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/34000000/33940000/33939100/33939052/d8dda25d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Key Largo

[](https://www.expedia.ca/Key-Largo-Hotels-Waterfront-Town-Home-On-A-Lagoon.h33939052.Hotel-Information)

9.8/10

Exceptional

(141)

"Great location, well stocked kitchen, bathrooms, etc. Excellent host, had a great time in a beautiful community. The lagoon is a great feature."

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

jannet p.

CA $799

CA $1,350 total

includes taxes & fees

Dec 21 - Dec 22

[](https://www.expedia.ca/Key-Largo-Hotels-Waterfront-Town-Home-On-A-Lagoon.h33939052.Hotel-Information)

![TV, video games](https://images.trvl-media.com/lodging/113000000/112190000/112183700/112183617/f5103c0c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, video games](https://images.trvl-media.com/lodging/113000000/112190000/112183700/112183617/37117a10.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Pool](https://images.trvl-media.com/lodging/113000000/112190000/112183700/112183617/748b49ac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/113000000/112190000/112183700/112183617/cc421d2b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Key Largo

[](https://www.expedia.ca/Key-Largo-Hotels-Key-Largo-Oceanfront-Oasis-W-Pool-Hot-Tub.h112183617.Hotel-Information)

10/10

Exceptional

(4)

"Loved the location and views, house is amazing"

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

Dan L.

CA $506

CA $1,128 total

includes taxes & fees

Dec 20 - Dec 21

[](https://www.expedia.ca/Key-Largo-Hotels-Key-Largo-Oceanfront-Oasis-W-Pool-Hot-Tub.h112183617.Hotel-Information)

![Dining](https://images.trvl-media.com/lodging/34000000/33570000/33564300/33564261/8dfc406a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/34000000/33570000/33564300/33564261/dfb291fa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Living area](https://images.trvl-media.com/lodging/34000000/33570000/33564300/33564261/3ecf0b4a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, stovetop, cookware/dishes/utensils](https://images.trvl-media.com/lodging/34000000/33570000/33564300/33564261/b11e12fe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Key Largo

[](https://www.expedia.ca/Key-Largo-Hotels-Waterfront-Cottage-Beach-And-Dockage-Open-Water-Views.h33564261.Hotel-Information)

9.4/10

Exceptional

(46)

"This was a very cute resort, with perfect views! We were able to stay with our family and even bring our puppies. We had an absolutely amazing time!!"

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

Shane F.

CA $379

CA $765 total

includes taxes & fees

Dec 18 - Dec 19

[](https://www.expedia.ca/Key-Largo-Hotels-Waterfront-Cottage-Beach-And-Dockage-Open-Water-Views.h33564261.Hotel-Information)

![1 bedroom, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/35000000/34430000/34429500/34429404/962bebfe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/35000000/34430000/34429500/34429404/6757fea2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Hair dryer, towels](https://images.trvl-media.com/lodging/35000000/34430000/34429500/34429404/eec4479d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/35000000/34430000/34429500/34429404/b94f0d93.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Key Largo

[](https://www.expedia.ca/Key-Largo-Hotels-Cozy-Bungalow-W-Sunset-Ocean-View-At-Largo-Resort-Resort-By-Rentyl-Resorts.h34429404.Hotel-Information)

9.0/10

Wonderful

(2)

"We got everything we need, a relaxing place, great service, easy to find, restaurants all over the place and most important of all very clean and beautiful. We loved."

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

Ricardo M.

CA $770

CA $1,062 total

includes taxes & fees

Jan 8 - Jan 9, 2026

[](https://www.expedia.ca/Key-Largo-Hotels-Cozy-Bungalow-W-Sunset-Ocean-View-At-Largo-Resort-Resort-By-Rentyl-Resorts.h34429404.Hotel-Information)

![Outdoor dining](https://images.trvl-media.com/lodging/56000000/55190000/55186000/55185936/b1253f8d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Beach nearby, sun loungers, beach towels](https://images.trvl-media.com/lodging/56000000/55190000/55186000/55185936/a381fdfe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/56000000/55190000/55186000/55185936/26a22601.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Marina](https://images.trvl-media.com/lodging/56000000/55190000/55186000/55185936/e09981e7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Key Largo

[](https://www.expedia.ca/Key-Largo-Hotels-Tiny-House-On-The-Water-Pool.h55185936.Hotel-Information)

9.6/10

Exceptional

(64)

"Great little place with awesome outdoor area. "

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

James D.

CA $232

CA $593 total

includes taxes & fees

Dec 18 - Dec 19

[](https://www.expedia.ca/Key-Largo-Hotels-Tiny-House-On-The-Water-Pool.h55185936.Hotel-Information)

![1 bedroom, bed sheets](https://images.trvl-media.com/lodging/106000000/105570000/105563400/105563360/9ed9fba1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Miscellaneous](https://images.trvl-media.com/lodging/106000000/105570000/105563400/105563360/954a928d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/106000000/105570000/105563400/105563360/c0919969.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Miscellaneous](https://images.trvl-media.com/lodging/106000000/105570000/105563400/105563360/03022632.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Key Largo Village

[](https://www.expedia.ca/Key-Largo-Hotels-Premium-Floating-Bugalow-By-Stay-Ombi-In-The-Keys-With-Stunning-Ocean-Views.h105563360.Hotel-Information)

CA $1,801

CA $2,165 total

includes taxes & fees

Jan 1 - Jan 2, 2026

[](https://www.expedia.ca/Key-Largo-Hotels-Premium-Floating-Bugalow-By-Stay-Ombi-In-The-Keys-With-Stunning-Ocean-Views.h105563360.Hotel-Information)

![Dining](https://images.trvl-media.com/lodging/35000000/34420000/34412600/34412502/f145a8fa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/35000000/34420000/34412600/34412502/d5d40b77.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Beach](https://images.trvl-media.com/lodging/35000000/34420000/34412600/34412502/9e094b5f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/35000000/34420000/34412600/34412502/773ad0f8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Key Largo

[](https://www.expedia.ca/Key-Largo-Hotels-Sunrise-Escape-Ocean-Front-Villa-Sleeps-10.h34412502.Hotel-Information)

9.8/10

Exceptional

(66)

"This place was perfect for 9 people. Both the condo and the area had plenty to do "

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

Ethan

CA $602

CA $1,357 total

includes taxes & fees

Jan 8 - Jan 9, 2026

[](https://www.expedia.ca/Key-Largo-Hotels-Sunrise-Escape-Ocean-Front-Villa-Sleeps-10.h34412502.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/69000000/68910000/68907000/68906944/w1123h750x106y0-d60943bf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/69000000/68910000/68907000/68906944/60373df6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/69000000/68910000/68907000/68906944/w1123h750x106y0-b71fa06d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Beach nearby, beach towels](https://images.trvl-media.com/lodging/69000000/68910000/68907000/68906944/7c43b63d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Duck Key

[](https://www.expedia.ca/Marathon-Hotels-Townhouse-On-Duck-Key.h68906944.Hotel-Information)

9.6/10

Exceptional

(46)

"Clean property! Great views! Great communication with owner! Perfect location- close to marathon and key west! "

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

candi b.

CA $296

CA $731 total

includes taxes & fees

Dec 18 - Dec 19

[](https://www.expedia.ca/Marathon-Hotels-Townhouse-On-Duck-Key.h68906944.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=2025-12-31&endDate=2026-01-01&regionId=553248635975749648&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true)

## Find vacation rentals that suit your style

Aparthotels

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Apartments

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Villas

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Condos

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Private vacation homes

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Cottages

[](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=2026-03-17&d1=2026-03-17&endDate=2026-03-20&d2=2026-03-20&lodging=COTTAGE)

Houseboats

[](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=2026-03-17&d1=2026-03-17&endDate=2026-03-20&d2=2026-03-20&lodging=HOUSE_BOAT)

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## Top Upper Matecumbe Key Hotel Reviews

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

### Pines & Palms Resort

10/10 Excellent

"Staff are excellent, resort has been recently upgraded. Best describe his quaint, comfortable and cozy."

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

![Sands of Islamorada](https://images.trvl-media.com/lodging/13000000/12660000/12653500/12653483/0cb6bab7_y.jpg)

### Sands of Islamorada

10/10 Excellent

"AC was very good kept the room at 68 and was very cold and comfortable. We didn’t cook but it appeared to be well stocked for those that would have "

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

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

### Chesapeake Beach Resort

10/10 Excellent

"Excellent !!!!!"

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

![Baker's Cay Resort Key Largo, Curio Collection by Hilton](https://images.trvl-media.com/lodging/1000000/20000/14100/14042/bbdba544_y.jpg)

### Baker's Cay Resort Key Largo, Curio Collection by Hilton

10/10 Excellent

"Amazing rooms and amenities, and friendly staff! "

[](https://expedia.ca/Key-Largo-Hotels-Bakers-Cay-Resort-Key-Largo.h14042.Hotel-Information)

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

### Lime Tree Bay Resort

10/10 Excellent

"Great place "

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

![Casa Morada](https://images.trvl-media.com/lodging/1000000/910000/900500/900424/46d4fa27_y.jpg)

### Casa Morada

10/10 Excellent

"Room was clean. Facility beautiful. Staff wonderful!"

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

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

### Islander Resort

10/10 Excellent

"The stay was excellent overall. Only issues we had was our room was full of long white flies and they didn't clean up the prior guests gross cigars on the back patio. "

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

![La Jolla Resort](https://images.trvl-media.com/lodging/17000000/16580000/16574700/16574668/74e26d92_y.jpg)

### La Jolla Resort

10/10 Excellent

"Great local hotel that is located by many restaurants, stores and sightseeing. This was our third time staying at La Jolla and have never had a bad experience. If you are looking for an up scale resort with all the amenities, this is not it. But it offers all the things you need including bikes, kayaks, small pool, efficiency kitchen ( we make eggs every morning), nice sized room, great views of the gulf (oven front). It’s a quant keys resort but we live the location and the price. We’ll definitely be returning again next year. "

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

10/10 Excellent

"Great for the Keys"

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

## Find out more about Upper Matecumbe Key

## Upper Matecumbe Key Vacation Homes information

| Number of reviews | 880                |
| ----------------- | ------------------ |
| Accommodation     | 665 Vacation Homes |
| Lowest Price      | CA $495            |
| Highest Price     | CA $2,165          |

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