Title: Upper Matecumbe Key Vacation Home Rentals from CA $735: 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)

![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=1200&h=500&q=medium)

Photo by Cameron Abbott

![](https://images.trvl-media.com/place/10768/414c55a9-82b2-4829-857c-fd7c26e0bd48.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

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## Check prices for these dates

In two weeks

[Feb 6 - Feb 8](https://www.expedia.ca/Hotel-Search?regionId=553248635975749648&startDate=2026-02-06&endDate=2026-02-08&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two months

[Mar 20 - Mar 22](https://www.expedia.ca/Hotel-Search?regionId=553248635975749648&startDate=2026-03-20&endDate=2026-03-22&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In three months

[Apr 17 - Apr 19](https://www.expedia.ca/Hotel-Search?regionId=553248635975749648&startDate=2026-04-17&endDate=2026-04-19&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In four months

[May 15 - May 17](https://www.expedia.ca/Hotel-Search?regionId=553248635975749648&startDate=2026-05-15&endDate=2026-05-17&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

![Smart TV](https://images.trvl-media.com/lodging/100000000/99970000/99961500/99961430/006a1068.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)

![Exterior](https://images.trvl-media.com/lodging/100000000/99970000/99961500/99961430/078f0b06.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

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

Key Largo

9.8/10

Exceptional

(30 reviews)

"Great location. Very clean very nice, stay there again"

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

Mark B.

CA $299

CA $735 total

includes taxes & fees

Feb 12 - Feb 13

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

![Smart TV](https://images.trvl-media.com/lodging/40000000/39860000/39854400/39854350/119dae30.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Marina](https://images.trvl-media.com/lodging/40000000/39860000/39854400/39854350/5c177f3d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/40000000/39860000/39854400/39854350/2824ed80.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Marina](https://images.trvl-media.com/lodging/40000000/39860000/39854400/39854350/4e101806.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

###  Waterfront Pool, Beach, Dock, Kayaks

[](https://www.expedia.ca/Key-Largo-Hotels-Waterfront-Pool.h39854350.Hotel-Information)

Key Largo

9.8/10

Exceptional

(80 reviews)

"Had a great time property was exactly as described. Would stay again."

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

Michael S.

CA $357

CA $756 total

includes taxes & fees

Feb 3 - Feb 4

[](https://www.expedia.ca/Key-Largo-Hotels-Waterfront-Pool.h39854350.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/25000000/24210000/24204500/24204423/033a0c45.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)

### Casa Largo

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

Key Largo

9.0/10

Wonderful

(129 reviews)

"Very nice updated home in a nice community with views to the lagoon. Would definitely stay here again!"

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

Priscilla G.

CA $325

CA $742 total

includes taxes & fees

Jan 26 - Jan 27

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

![Beach towels](https://images.trvl-media.com/lodging/91000000/90180000/90174100/90174063/8b761761.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/91000000/90180000/90174100/90174063/c885e15a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/91000000/90180000/90174100/90174063/421c20bd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/91000000/90180000/90174100/90174063/c67c2f1a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

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

Key Largo

9.6/10

Exceptional

(88 reviews)

"Great location! Super quiet and relaxing area! "

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

Devin H.

CA $414

CA $829 total

includes taxes & fees

Feb 21 - Feb 22

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

![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)

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

### Premium Floating Bugalow by Stay Ombi in the Keys with Stunning Ocean Views.

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

Key Largo Village

CA $1,794

CA $2,156 total

includes taxes & fees

Jan 26 - Jan 27

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

![Beach nearby, sun loungers, beach towels](https://images.trvl-media.com/lodging/28000000/27450000/27442300/27442290/d90cad76.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/28000000/27450000/27442300/27442290/cdc89db9.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)

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

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

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

Key Largo

9.4/10

Exceptional

(62 reviews)

"Easy clean condo "

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

Stephen G.

CA $479

CA $1,043 total

includes taxes & fees

Jan 31 - Feb 1

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

![Property grounds](https://images.trvl-media.com/lodging/121000000/120630000/120624700/120624610/396e03e8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/121000000/120630000/120624700/120624610/w1078h802x1y198-a3a83b11.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)

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

### NEW ! Lagoon-front townhouse with Marina! Day Dreams Key Largo.

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

Key Largo

10/10

Exceptional

(46 reviews)

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

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

Debra C.

CA $356

CA $800 total

includes taxes & fees

Jan 26 - Jan 27

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

![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)

![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)

![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)

### Keys Relaxing Getaway

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

Key Largo

10/10

Exceptional

(57 reviews)

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

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

M D.

CA $442

CA $914 total

includes taxes & fees

Jan 26 - Jan 27

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

![On the beach, sun loungers, beach towels](https://images.trvl-media.com/lodging/35000000/34150000/34143300/34143275/ee01b3bf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/35000000/34150000/34143300/34143275/672b2f42.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/35000000/34150000/34143300/34143275/cdbcc55f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/35000000/34150000/34143300/34143275/b96653e8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### NEW! CASA PALMA OCEANSIDE -GOLF CART, 2 KING SUITES, POOL, BEACH, PICKLE, KAYAKS

[](https://www.expedia.ca/Key-Largo-Hotels-Casa-Palma-Live-THE-Lavish-Keys-Life-Vibrant.h34143275.Hotel-Information)

Key Largo

9.8/10

Exceptional

(170 reviews)

"Everything was clean and in good condition. The owner responded right away to any questions. Golf Cart is a plus! "

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

Anonymous traveller

CA $609

CA $1,250 total

includes taxes & fees

Jan 29 - Jan 30

[](https://www.expedia.ca/Key-Largo-Hotels-Casa-Palma-Live-THE-Lavish-Keys-Life-Vibrant.h34143275.Hotel-Information)

![On the beach, sun loungers, beach towels](https://images.trvl-media.com/lodging/35000000/34150000/34140800/34140748/2ef98d02.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/35000000/34150000/34140800/34140748/e5f0537a.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/35000000/34150000/34140800/34140748/5d0da2ef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, books, music library, video library](https://images.trvl-media.com/lodging/35000000/34150000/34140800/34140748/8cebb21d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### NEW! CASA AZUL OCEANSIDE - GOLF CART, 2 KING SUITES, POOL, BEACH, PICKLE, KAYAKS

[](https://www.expedia.ca/Key-Largo-Hotels-Casa-Azul-THE-Salt-Life-Meets-Luxury-Chic-With-Beachy-Vibes-Free-Golf-Cart.h34140748.Hotel-Information)

Key Largo

9.8/10

Exceptional

(194 reviews)

"We had a wonderful experience. The house had everything we needed for our family of 8\. We had the security of a gated community with the freedom to explore like it was a little private island. The house was clean and very accommodating. Host was so nice and communicated promptly anytime we needed her. We had so much fun and we are so thankful for the host and her property. Will visit again if given the opportunity. "

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

Alyssa I.

CA $541

CA $1,164 total

includes taxes & fees

Jan 26 - Jan 27

[](https://www.expedia.ca/Key-Largo-Hotels-Casa-Azul-THE-Salt-Life-Meets-Luxury-Chic-With-Beachy-Vibes-Free-Golf-Cart.h34140748.Hotel-Information)

![A heated pool](https://images.trvl-media.com/lodging/73000000/72660000/72653600/72653526/78bddc27.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, foosball](https://images.trvl-media.com/lodging/73000000/72660000/72653600/72653526/aaa95a27.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)

![Smart TV, foosball](https://images.trvl-media.com/lodging/73000000/72660000/72653600/72653526/58cde66e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

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

Rock Harbor

10/10

Exceptional

(90 reviews)

"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 $479

CA $978 total

includes taxes & fees

Feb 4 - Feb 5

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

![Smart TV](https://images.trvl-media.com/lodging/33000000/32650000/32643200/32643137/53c2716d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Shower, jetted tub, hair dryer, towels](https://images.trvl-media.com/lodging/33000000/32650000/32643200/32643137/cb040538.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/33000000/32650000/32643200/32643137/deb34f23.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/33000000/32650000/32643200/32643137/dcd685ed.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Grand Lodge Right On The Water at Largo Resort

[](https://www.expedia.ca/Key-Largo-Hotels-The-Grand-Lodge-Right-On-The-Water-At-Largo-Resort-By-Rentyl-Resorts.h32643137.Hotel-Information)

Key Largo

9.6/10

Exceptional

(4 reviews)

"would stay again"

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

Jonathan G.

CA $2,259

CA $2,965 total

includes taxes & fees

Feb 1 - Feb 2

[](https://www.expedia.ca/Key-Largo-Hotels-The-Grand-Lodge-Right-On-The-Water-At-Largo-Resort-By-Rentyl-Resorts.h32643137.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)

![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)

![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)

![TV](https://images.trvl-media.com/lodging/69000000/68910000/68907000/68906944/w1124h750x105y0-bf46509c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Villa 5053 on Duck Key Boat Slip Available - 2BD 2.5BA

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

Duck Key

9.6/10

Exceptional

(46 reviews)

"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 $574

CA $1,119 total

includes taxes & fees

Feb 3 - Feb 4

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

![Outdoor dining](https://images.trvl-media.com/lodging/83000000/82780000/82770600/82770543/24ea9ac4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/83000000/82780000/82770600/82770543/4f449761.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Beach](https://images.trvl-media.com/lodging/83000000/82780000/82770600/82770543/6004bd91.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/83000000/82780000/82770600/82770543/1e8cbcad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Tiny Villa, Big Ocean Views| Breathtaking Sunsets

[](https://www.expedia.ca/Marathon-Hotels-Tiny-Villa.h82770543.Hotel-Information)

Duck Key

10/10

Exceptional

(14 reviews)

"Beautiful views. Very nice accommodations. Wonderfull location!"

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

michael h.

CA $344

CA $782 total

includes taxes & fees

Jan 27 - Jan 28

[](https://www.expedia.ca/Marathon-Hotels-Tiny-Villa.h82770543.Hotel-Information)

![TV](https://images.trvl-media.com/lodging/62000000/61110000/61104000/61103908/c3bc15b0.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/62000000/61110000/61104000/61103908/02990597.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/62000000/61110000/61104000/61103908/6791a968.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/62000000/61110000/61104000/61103908/c083fec1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Villa 5020 on Duck Key Boat Slip Available - 2BD 2.5BA

[](https://www.expedia.ca/Marathon-Hotels-Condo-In-Duck-Key.h61103908.Hotel-Information)

Duck Key

8.4/10

Very good

(10 reviews)

"Unit was very clean and had everything we needed"

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

Vanessa L.

CA $382

CA $875 total

includes taxes & fees

Jan 29 - Jan 30

[](https://www.expedia.ca/Marathon-Hotels-Condo-In-Duck-Key.h61103908.Hotel-Information)

![Outdoor dining](https://images.trvl-media.com/lodging/70000000/69770000/69765400/69765375/ebe4d5b1.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/70000000/69770000/69765400/69765375/9feccd51.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/70000000/69770000/69765400/69765375/4b4a1c4a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/70000000/69770000/69765400/69765375/0f21c68a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Villa 5023 on Duck Key Boat Slip Available - 2BD 1.5BA

[](https://www.expedia.ca/Marathon-Hotels-Villa-On-Duck-Key.h69765375.Hotel-Information)

Duck Key

9.4/10

Exceptional

(32 reviews)

"A short weekend getaway was made perfect in this villa. The location is idyllic; especially the balcony overlooking the bay with a perfect sunset view. The home was well-appointed, simple yet all the necessities were covered. Communication with the property manager was excellent. Definitely will book again. "

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

Natasha A.

CA $374

CA $865 total

includes taxes & fees

Jan 27 - Jan 28

[](https://www.expedia.ca/Marathon-Hotels-Villa-On-Duck-Key.h69765375.Hotel-Information)

![Beach](https://images.trvl-media.com/lodging/118000000/117810000/117803800/117803749/d4871fe1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Marina](https://images.trvl-media.com/lodging/118000000/117810000/117803800/117803749/102b5073.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/118000000/117810000/117803800/117803749/ad5f6fbf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Pool](https://images.trvl-media.com/lodging/118000000/117810000/117803800/117803749/6646cb13.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### 2-bedroom townhome in pleasant gated community located in Key Largo

[](https://www.expedia.ca/Key-Largo-Hotels-2-Bedroom-Townhome-In-Pleasant-Gated-Community-Located-In-Key-Largo.h117803749.Hotel-Information)

Key Largo

CA $448

CA $829 total

includes taxes & fees

Feb 1 - Feb 2

[](https://www.expedia.ca/Key-Largo-Hotels-2-Bedroom-Townhome-In-Pleasant-Gated-Community-Located-In-Key-Largo.h117803749.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/92000000/91220000/91218300/91218247/a0c8fd9c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/92000000/91220000/91218300/91218247/0c7fe866.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![4 bedrooms, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/92000000/91220000/91218300/91218247/c136eeb3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/92000000/91220000/91218300/91218247/174d9f13.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Tropical House By The Shore at Largo Resort

[](https://www.expedia.ca/Key-Largo-Hotels-Tropical-House-By-The-Shore-At-Largo-Resort-By-Rentyl-Resorts.h91218247.Hotel-Information)

Key Largo

CA $1,095

CA $1,489 total

includes taxes & fees

Feb 1 - Feb 2

[](https://www.expedia.ca/Key-Largo-Hotels-Tropical-House-By-The-Shore-At-Largo-Resort-By-Rentyl-Resorts.h91218247.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)

![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)

![Smart TV](https://images.trvl-media.com/lodging/35000000/34550000/34548900/34548876/2a6f7c04.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Serene Bungalow in Paradise at Largo Resort

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

Key Largo

10/10

Exceptional

(2 reviews)

" 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 $588

CA $848 total

includes taxes & fees

Feb 1 - Feb 2

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

![A heated pool](https://images.trvl-media.com/lodging/33000000/32180000/32179700/32179681/4c8b67b3_edited_416f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/33000000/32180000/32179700/32179681/3b8e5bf8_edited_7abc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Sun loungers, beach towels](https://images.trvl-media.com/lodging/33000000/32180000/32179700/32179681/9ce2d3fd_edited_d426.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Spa](https://images.trvl-media.com/lodging/33000000/32180000/32179700/32179681/9da6d310_edited_0408.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Spacious 4BR/3BA • 8 Beds • Mariner’s Club Community • Perfect for Large Groups

[](https://www.expedia.ca/Key-Largo-Hotels-Spacious-4BR3BA-8-Beds-Mariners-Club-Community-Perfect-For-Large-Groups.h32179681.Hotel-Information)

Rock Harbor

10/10

Exceptional

(71 reviews)

"Well organized, clean, beds and pillows were very comfortable, quit and very relaxing.If you are looking for a place to stay while diving, I would highly recommend staying here."

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

Tracy M.

CA $856

CA $1,888 total

includes taxes & fees

Feb 12 - Feb 13

[](https://www.expedia.ca/Key-Largo-Hotels-Spacious-4BR3BA-8-Beds-Mariners-Club-Community-Perfect-For-Large-Groups.h32179681.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=2026-02-08&endDate=2026-02-09&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=2026-04-25&d1=2026-04-25&endDate=2026-04-28&d2=2026-04-28&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=2026-04-25&d1=2026-04-25&endDate=2026-04-28&d2=2026-04-28&lodging=HOUSE_BOAT)

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## Top Upper Matecumbe Key Hotel Reviews

![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

"Super clean room. Staff was great and very helpful. Beautiful view. Walking distance from restaurant."

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

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

### Islander Resort

10/10 Excellent

"This place is great. A must stay. Everyone is so friendly. Place is spotless clean"

[](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

10/10 Excellent

"The room was spacious, clean, and modern. The pools and pool areas were clean and maintained. The restaurants and cafe had really good food. The EV charging station was very convenient. "

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

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

### Waterside Suites & Marina

10/10 Excellent

"Clean room, good location. Friendly staff! "

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

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

### La Jolla Resort

10/10 Excellent

"Lovely location "

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

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

### Breezy Palms Resort

10/10 Excellent

"Room was good staff was excellent "

[](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

10/10 Excellent

"The staff and property are fantastic. Can’t wait to come back. "

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

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

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

10/10 Excellent

"beautiful resort, simple and clean room with fantastic amenities and views! Lots of variety with beaches, pool and food options! "

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

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

### Cheeca Lodge & Spa

10/10 Excellent

"Nice resort "

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

## Find out more about Upper Matecumbe Key

## Upper Matecumbe Key Vacation Homes information

| Number of reviews | 1,060              |
| ----------------- | ------------------ |
| Accommodation     | 665 Vacation Homes |
| Lowest Price      | CA $735            |
| Highest Price     | CA $2,965          |

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- [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)

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- [Visit Islamorada ](https://www.expedia.ca/Islamorada.dx10768)

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