Title: Upper Matecumbe Key Vacation Home Rentals from CA $437: Search Top Private Vacation Homes for Rent | Expedia.ca

 

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![Islamorada which includes a beach bar](https://images.trvl-media.com/place/10768/7565a3e5-4ed9-45b3-95fd-e4d0fa8cdc20.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 12 - Dec 14](https://www.expedia.ca/Hotel-Search?regionId=553248635975749648&startDate=2025-12-12&endDate=2025-12-14&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two weeks

[Dec 19 - Dec 21](https://www.expedia.ca/Hotel-Search?regionId=553248635975749648&startDate=2025-12-19&endDate=2025-12-21&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In one month

[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 two months

[Jan 30 - Feb 1](https://www.expedia.ca/Hotel-Search?regionId=553248635975749648&startDate=2026-01-30&endDate=2026-02-01&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Browse Select Upper Matecumbe Key Vacation Homes

![Beach nearby, sun loungers, beach towels](https://images.trvl-media.com/lodging/56000000/55190000/55183800/55183749/9d06b7de.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/56000000/55190000/55183800/55183749/03594f35.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor pool](https://images.trvl-media.com/lodging/56000000/55190000/55183800/55183749/0c6f892e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/56000000/55190000/55183800/55183749/7fbea524.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Beachside Retreat w/ Pool, Boat Ramp Dock for Rent

Key Largo

9.6/10

Exceptional

(45)

"We had fun.we will be back next year."

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

Thomas A.

CA $145

CA $437 total

includes taxes & fees

Dec 8 - Dec 9

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

![Marina](https://images.trvl-media.com/lodging/91000000/90180000/90174100/90174063/2e6dec1b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/91000000/90180000/90174100/90174063/w1536h1023x0y1-0e4e0b92.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Beach towels](https://images.trvl-media.com/lodging/91000000/90180000/90174100/90174063/w1535h1024x1y1-14607650.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/91000000/90180000/90174100/90174063/97916ab6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### New Tiny Home- Paddle Boards, Kayaks, Pool, Marina

Key Largo

9.6/10

Exceptional

(81)

"The place was clean and nice, no problems at all. Plenty of room for my family. Wish we could have stayed longer!"

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

Brad W.

CA $195

CA $552 total

includes taxes & fees

Dec 8 - Dec 9

[](https://www.expedia.ca/Key-Largo-Hotels-New-Tiny-Home-Paddle-Boards.h90174063.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/100000000/99970000/99961500/99961430/94241dd6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![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)

### Charming Home in Key Largo

Key Largo

9.8/10

Exceptional

(27)

"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 $220

CA $636 total

includes taxes & fees

Dec 2 - Dec 3

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

![Property grounds](https://images.trvl-media.com/lodging/28000000/27450000/27442300/27442290/643f4a4b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/28000000/27450000/27442300/27442290/c07c8b32.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/28000000/27450000/27442300/27442290/784806b4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Marina](https://images.trvl-media.com/lodging/28000000/27450000/27442300/27442290/69ad98a2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### LICENSED MANAGER - MODERN 2/2 COCONUT PALM VILLA - OCEANFRONT BEACH RESORT!

Key Largo

9.4/10

Exceptional

(61)

"Easy clean condo "

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

Stephen G.

CA $384

CA $876 total

includes taxes & fees

Dec 4 - Dec 5

[](https://www.expedia.ca/Key-Largo-Hotels-LICENSED-MANAGER-MODERN-22-COCONUT-PALM-VILLA-OCEANFRONT-BEACH-RESORT.h27442290.Hotel-Information)

![Beach](https://images.trvl-media.com/lodging/34000000/33400000/33394100/33394058/fae92d43.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/34000000/33400000/33394100/33394058/a603509f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Pool](https://images.trvl-media.com/lodging/34000000/33400000/33394100/33394058/191fad2b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, coffee/tea maker, cookware/dishes/utensils](https://images.trvl-media.com/lodging/34000000/33400000/33394100/33394058/bbaa023e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Kawama L4 - Upscale Oceanside Villa with Marina

Key Largo

9.6/10

Exceptional

(142)

"Great place 100% recommend… but forget getting in contact with the host.. tried many times for questions about parking but never got a reply. over all easy, great place, would stay there again ! The place allows 2 parking spot per unit but they’re able to give us 3 at the gate! We had a total of 4 vehicles, one had to stay parked outside the community on the street "

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

Nilton A.

CA $349

CA $768 total

includes taxes & fees

Dec 2 - Dec 3

[](https://www.expedia.ca/Key-Largo-Hotels-Kawama-L4-Upscale-Oceanside-Villa-With-Marina.h33394058.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)

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

![Property grounds](https://images.trvl-media.com/lodging/25000000/24210000/24204500/24204423/530b0205.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/25000000/24210000/24204500/24204423/92474552.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Casa Largo

Key Largo

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 $349

CA $770 total

includes taxes & fees

Dec 2 - Dec 3

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

![Interior](https://images.trvl-media.com/lodging/89000000/88950000/88950000/88949924/7207b32f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, iron/ironing board, internet, bed sheets](https://images.trvl-media.com/lodging/89000000/88950000/88950000/88949924/ffec4934.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)

### 4\. Cozy Waterfront Apartment in Key Largo!

Key Largo

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 $242

CA $476 total

includes taxes & fees

Dec 2 - Dec 3

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

![On the beach, sun loungers, beach towels](https://images.trvl-media.com/lodging/121000000/120630000/120624700/120624610/33d50685.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/121000000/120630000/120624700/120624610/91fc885e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/121000000/120630000/120624700/120624610/ae2b2988.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)

### NEW ! Marvelous 2-bedroom house with Marina and Golf Cart in Key Largo

Key Largo

10/10

Exceptional

(43)

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

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

Debra C.

CA $403

CA $865 total

includes taxes & fees

Dec 2 - Dec 3

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

![Outdoor dining](https://images.trvl-media.com/lodging/102000000/101390000/101384800/101384797/46d848f4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Pool](https://images.trvl-media.com/lodging/102000000/101390000/101384800/101384797/56c24aea_edited_8470.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Marina](https://images.trvl-media.com/lodging/102000000/101390000/101384800/101384797/60e64b8a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/102000000/101390000/101384800/101384797/a862a694.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Kawama G12 Upscale OceansideVilla with Marina 2/2

Key Largo

10/10

Exceptional

(8)

"Awesome place. Very well kept. Definitely coming back!!"

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

ERIKA R.

CA $314

CA $689 total

includes taxes & fees

Dec 2 - Dec 3

[](https://www.expedia.ca/Key-Largo-Hotels-Kawama-G12-Upscale-OceansideVilla-With-Marina-22.h101384797.Hotel-Information)

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

![Game room](https://images.trvl-media.com/lodging/35000000/34420000/34412600/34412502/0eff2ccc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Marina](https://images.trvl-media.com/lodging/35000000/34420000/34412600/34412502/8cbe82f2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![A heated pool](https://images.trvl-media.com/lodging/35000000/34420000/34412600/34412502/56e02b4d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Sunrise Escape - Ocean Front Villa - Sleeps 10

Key Largo

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

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

![Outdoor dining](https://images.trvl-media.com/lodging/28000000/27140000/27131200/27131178/62418801.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/28000000/27140000/27131200/27131178/w1337h900x13y0-6639d081.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/28000000/27140000/27131200/27131178/a0f1cacc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/28000000/27140000/27131200/27131178/4a1dc468.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Key Largo Kawama Villa L1, 3/3

Key Largo

9.4/10

Exceptional

(221)

"Great location. Nice layout. "

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

Warren M.

CA $352

CA $773 total

includes taxes & fees

Dec 2 - Dec 3

[](https://www.expedia.ca/Key-Largo-Hotels-Key-Largo-Kawama-Villa-L1.h27131178.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/73000000/72140000/72131100/72131034/4dd5b5aa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Marina](https://images.trvl-media.com/lodging/73000000/72140000/72131100/72131034/1d27e2e2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/73000000/72140000/72131100/72131034/f2f66341.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/73000000/72140000/72131100/72131034/2f5ddefa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Keys Relaxing Getaway

Key Largo

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 $358

CA $805 total

includes taxes & fees

Dec 2 - Dec 3

[](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/73000000/72660000/72653600/72653526/dd319adc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/73000000/72660000/72653600/72653526/7c8d5a10.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/73000000/72660000/72653600/72653526/3c06d12a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/73000000/72660000/72653600/72653526/481549f2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Beautiful Oceanside Mariner\`s 3 Bedroom Townhome

Rock Harbor

10/10

Exceptional

(85)

"Great place, great hosts. We'll probably be backThank you"

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

Curt B.

CA $324

CA $772 total

includes taxes & fees

Dec 2 - Dec 3

[](https://www.expedia.ca/Key-Largo-Hotels-Beautiful-Oceanside-Mariners-3-Bedroom-Townhome.h72653526.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)

![A heated pool](https://images.trvl-media.com/lodging/34000000/33940000/33939100/33939052/d5c60edf_edited_19d5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/34000000/33940000/33939100/33939052/c840eecb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![3 bedrooms, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/34000000/33940000/33939100/33939052/351984ed.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Beautiful Kawama Townhouse

Key Largo

9.8/10

Exceptional

(138)

"The property is absolutely stunning, not a detail un touched !! The property owner was very kind and accommodating, very knowledgeable and helpful with suggestions. My girls trip turned out perfectly! So thankful… I highly recommend.."

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

Shane D.

CA $349

CA $794 total

includes taxes & fees

Dec 2 - Dec 3

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

![A heated pool](https://images.trvl-media.com/lodging/39000000/38530000/38528300/38528245/b4775a79.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/39000000/38530000/38528300/38528245/ef74fa87.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)

![Smart TV, foosball](https://images.trvl-media.com/lodging/39000000/38530000/38528300/38528245/95560553.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Marina Villa 212 3/3 Pools, Marina and Ocean views

Rock Harbor

10/10

Exceptional

(130)

"Great location, very clean, pool is fantastic, spacious, and modern. "

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

Joseph A.

CA $324

CA $772 total

includes taxes & fees

Dec 2 - Dec 3

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

![A heated pool](https://images.trvl-media.com/lodging/102000000/102000000/101993800/101993768/e38839ad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/102000000/102000000/101993800/101993768/12e5eb22.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/102000000/102000000/101993800/101993768/ea984adc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/102000000/102000000/101993800/101993768/b79a2b50.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Largo Airstream at Largo Resort

Key Largo

CA $320

CA $500 total

includes taxes & fees

Dec 3 - Dec 4

[](https://www.expedia.ca/Key-Largo-Hotels-The-Largo-Airstream-In-Paradise-At-Largo-Resort-By-Rentyl-Resorts.h101993768.Hotel-Information)

![Marina](https://images.trvl-media.com/lodging/56000000/55190000/55186000/55185936/88377e50.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/56000000/55190000/55186000/55185936/f3ee7112.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Pool](https://images.trvl-media.com/lodging/56000000/55190000/55186000/55185936/9f308d75.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)

### Waterfront Tiny House w Pool, Beach, and Boat Dock

Key Largo

9.6/10

Exceptional

(62)

"Great little place with awesome outdoor area. "

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

James D.

CA $165

CA $513 total

includes taxes & fees

Dec 2 - Dec 3

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

![A heated pool](https://images.trvl-media.com/lodging/35000000/34160000/34151400/34151311/6d06fefa.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/35000000/34160000/34151400/34151311/059e8e52.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Beach](https://images.trvl-media.com/lodging/35000000/34160000/34151400/34151311/185a4440.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/35000000/34160000/34151400/34151311/d49f4f0a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Lovely Bungalow w/ Plenty Of Shade at Largo Resort

Key Largo

10/10

Exceptional

(17)

"Our bungalow was very clean and the beds were very comfortable! It was almost like we we're on our own private island and my 8 year old loved it! We hope to come back on our next visit!"

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

Elizabeth M.

CA $471

CA $690 total

includes taxes & fees

Dec 8 - Dec 9

[](https://www.expedia.ca/Key-Largo-Hotels-Lovely-Bungalow-W-Plenty-Of-Shade-At-Largo-Resort-By-Rentyl-Resorts.h34151311.Hotel-Information)

![Beach](https://images.trvl-media.com/lodging/54000000/53710000/53703000/53703000/7c7df51a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/54000000/53710000/53703000/53703000/65bffc0a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/54000000/53710000/53703000/53703000/05612ca0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/54000000/53710000/53703000/53703000/010f7709.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Key Largo Villa, Kawama J3, 3/3, Ocean,Marina,Lagoon,Pools,Kayaks&bikes

Key Largo

9.6/10

Exceptional

(135)

"We live our stay, everything was super clean and house is amazing, everything was so close."

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

Ana L.

CA $349

CA $778 total

includes taxes & fees

Dec 2 - Dec 3

[](https://www.expedia.ca/Key-Largo-Hotels-Key-Largo-Villa.h53703000.Hotel-Information)

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

![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)

![Beach nearby](https://images.trvl-media.com/lodging/113000000/112190000/112183700/112183617/80c6989b.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)

### Key Largo Oasis Oceanfront with Pool & Hot Tub

Key Largo

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 $491

CA $1,118 total

includes taxes & fees

Dec 4 - Dec 5

[](https://www.expedia.ca/Key-Largo-Hotels-Key-Largo-Oceanfront-Oasis-W-Pool-Hot-Tub.h112183617.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=2025-12-15&endDate=2025-12-16&regionId=553248635975749648&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true)

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## 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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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=2026-03-01&d1=2026-03-01&endDate=2026-03-04&d2=2026-03-04&lodging=HOUSE_BOAT)

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## Top Upper Matecumbe Key Hotel Reviews

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

### Lime Tree Bay Resort

10/10 Excellent

"Beautiful scenery and clean comfy rooms! Great staff. "

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

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

### La Jolla Resort

10/10 Excellent

"all good!"

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

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

### Cheeca Lodge & Spa

10/10 Excellent

"We stayed in the newest section of the Cheeca Lodge. It is so incredibly nice! We had other family staying in the lagoon area. We enjoyed all the activities on the property as well. My nephew especially loved the par3 golf course. I really loved the staff at Cheeca Lodge too. Shelia, Amber and David were our poolside attendants, and Jessica at the front desk was very helpful. "

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

![Hadley Resort and Marina](https://images.trvl-media.com/lodging/1000000/20000/12200/12200/9afce9bd_y.jpg)

### Hadley Resort and Marina

10/10 Excellent

"Everything was excellent "

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

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

### Islander Resort

10/10 Excellent

"Everything was delightful!"

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

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

### Pines & Palms Resort

10/10 Excellent

"The care and attention to detail put into the renovations of this resort are so obvious!! The unit and grounds were pristine!! Friendly staff and super relaxing and beautiful resort!! We look forward to our next stay!"

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

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

![The Islands of Islamorada](https://images.trvl-media.com/lodging/55000000/54780000/54774300/54774228/61575cce_y.jpg)

### The Islands of Islamorada

10/10 Excellent

"Beautiful accommodations and location, very clean, many activities available at resort"

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

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

### Sunset Inn

10/10 Excellent

"Great staff, spotless roomy room...great stay!"

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

## Find out more about Upper Matecumbe Key

## Upper Matecumbe Key Vacation Homes information

| Number of reviews | 1,409 |
| --- | --- |
| Accommodation | 665 Vacation Homes |
| Lowest Price | CA $437 |
| Highest Price | CA $1,118 |

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-   [Hostels in Miami Beach](https://www.expedia.ca/Miami-Beach-Hostels.d8833-aaHostels.Travel-Guide-Accommodation)
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-   [Cottages in Plantation Key](https://www.expedia.ca/Plantation-Key-Cottages.d553248635083898347-aaCottages.Travel-Guide-Accommodation)
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-   [Inns in Windley Key](https://www.expedia.ca/Windley-Key-Inns.d553248635976197663-aaInns.Travel-Guide-Accommodation)

-   [Flights to Islamorada](https://www.expedia.ca/Cheap-Flights-To-Islamorada.d10768.Travel-Guide-Flights)
-   [Flights from Toronto to Islamorada](https://www.expedia.ca/lp/flights/178314/10768/toronto-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)

-   [Car rental Islamorada](https://www.expedia.ca/Car-Rentals-In-Islamorada.d10768.Car-Rental-Guide)
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-   [Sixt Rental Cars in Islamorada](https://www.expedia.ca/Sixt-Car-Rentals-In-Islamorada.d10768-c35.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 Vacation Homes in Upper Matecumbe Key on Expedia.com](https://www.expedia.com/Upper-Matecumbe-Key-Private-Vacation-Homes.d553248635975749648-aaPrivateVacationHomes.Travel-Guide-Accommodation)