Title: Fleming Key Vacation Home Rentals from CA $529: Search Top Private Vacation Homes for Rent | Expedia.ca

[Fleming Key Travel Guide](https://expedia.ca/Fleming-Key.dx180162)[Hotels in Fleming Key](https://expedia.ca/Fleming-Key-Hotels.d180162.Travel-Guide-Hotels)[Vacation Rentals in Fleming Key](https://expedia.ca/Fleming-Key-Vacation-Rentals.d180162.Travel-Guide-VacationRentals)[Flights to Fleming Key](https://expedia.ca/Cheap-Flights-To-Fleming-Key.d180162.Travel-Guide-Flights)[Fleming Key Car Rentals](https://expedia.ca/Car-Rentals-In-Fleming-Key.d180162.Car-Rental-Guide)[Fleming Key Vacation Packages](https://expedia.ca/Fleming-Key.d180162.Destination-Travel-Guides)

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## Check prices for these dates

In two weeks

[Jan 30 - Feb 1](https://www.expedia.ca/Hotel-Search?regionId=180162&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)

In two months

[Mar 13 - Mar 15](https://www.expedia.ca/Hotel-Search?regionId=180162&startDate=2026-03-13&endDate=2026-03-15&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In three months

[Apr 10 - Apr 12](https://www.expedia.ca/Hotel-Search?regionId=180162&startDate=2026-04-10&endDate=2026-04-12&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In four months

[May 8 - May 10](https://www.expedia.ca/Hotel-Search?regionId=180162&startDate=2026-05-08&endDate=2026-05-10&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Our top choices for Fleming Key vacation homes

![Interior](https://images.trvl-media.com/lodging/116000000/116000000/115993700/115993610/b85cd3d5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/116000000/116000000/115993700/115993610/a00c4a77.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House](https://images.trvl-media.com/lodging/116000000/116000000/115993700/115993610/93c22143.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Garden](https://images.trvl-media.com/lodging/116000000/116000000/115993700/115993610/5e338074.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Waterfront Luxury Home - Tidelands House

[](https://www.expedia.ca/Key-West-Hotels-Waterfront-Luxury-Home-Tidelands-House.h115993610.Hotel-Information)

Raccoon Key

CA $2,591

CA $4,341 total

includes taxes & fees

Jan 18 - Jan 19

[](https://www.expedia.ca/Key-West-Hotels-Waterfront-Luxury-Home-Tidelands-House.h115993610.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/116000000/116000000/115994700/115994655/61fc156d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Pool](https://images.trvl-media.com/lodging/116000000/116000000/115994700/115994655/092ca3f7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/116000000/116000000/115994700/115994655/e32b0a4c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, stereo, offices](https://images.trvl-media.com/lodging/116000000/116000000/115994700/115994655/cf94feca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Shellstone House at Solaire Lunara Bay

[](https://www.expedia.ca/Key-West-Hotels-Parking.h115994655.Hotel-Information)

Raccoon Key

10/10

Exceptional

(2 reviews)

"Beautiful home with great outdoor space and we loved the pool and private dock"

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

Sharon L.

CA $2,215

CA $4,215 total

includes taxes & fees

Jan 20 - Jan 21

[](https://www.expedia.ca/Key-West-Hotels-Parking.h115994655.Hotel-Information)

![Pool](https://images.trvl-media.com/lodging/75000000/74140000/74132700/74132624/cb4405b9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Pool](https://images.trvl-media.com/lodging/75000000/74140000/74132700/74132624/3ea1a6b9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/75000000/74140000/74132700/74132624/cf536593.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![4 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/75000000/74140000/74132700/74132624/1f2966ce.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Seagate Estate at Lunara Bay

[](https://www.expedia.ca/Key-West-Hotels-The-Seagate-Estate-At-Lunara-Bay.h74132624.Hotel-Information)

Raccoon Key

10/10

Exceptional

(19 reviews)

"The perfect House , everything was good "

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

CARLOS G.

CA $971

CA $2,198 total

includes taxes & fees

Jan 20 - Jan 21

[](https://www.expedia.ca/Key-West-Hotels-The-Seagate-Estate-At-Lunara-Bay.h74132624.Hotel-Information)

![Pool](https://images.trvl-media.com/lodging/75000000/74140000/74132700/74132647/22e311d3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/75000000/74140000/74132700/74132647/b4b21153.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/75000000/74140000/74132700/74132647/d8e3a0a0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/75000000/74140000/74132700/74132647/66fe5222.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Mirador House at Lunara Bay

[](https://www.expedia.ca/Key-West-Hotels-Mirador-House-At-Lunara-Bay.h74132647.Hotel-Information)

Raccoon Key

9.6/10

Exceptional

(33 reviews)

"Fantastic property! Fantastic hosts! Fantastic pool! Would highly recommend staying here, we had an amazing time. "

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

Claudia S.

CA $1,382

CA $2,956 total

includes taxes & fees

Jan 20 - Jan 21

[](https://www.expedia.ca/Key-West-Hotels-Mirador-House-At-Lunara-Bay.h74132647.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/75000000/74140000/74132700/74132637/d64c4dda.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Pool](https://images.trvl-media.com/lodging/75000000/74140000/74132700/74132637/a985c265.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/75000000/74140000/74132700/74132637/w2992h2242x4y4-6048533a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![4 bedrooms, desk, iron/ironing board, WiFi](https://images.trvl-media.com/lodging/75000000/74140000/74132700/74132637/ab752c80.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Springtide House at Lunara Bay

[](https://www.expedia.ca/Key-West-Hotels-Springtide-House-At-Lunara-Bay.h74132637.Hotel-Information)

Raccoon Key

9.6/10

Exceptional

(44 reviews)

"It was great. House was amazing"

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

Ernest H.

CA $971

CA $2,198 total

includes taxes & fees

Jan 20 - Jan 21

[](https://www.expedia.ca/Key-West-Hotels-Springtide-House-At-Lunara-Bay.h74132637.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/34000000/33500000/33496300/33496206/237d62a8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/34000000/33500000/33496300/33496206/55f445db.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/34000000/33500000/33496300/33496206/bd64b13f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/34000000/33500000/33496300/33496206/a8959ffe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Low Rates.& spec. early & late book spec. & 10% wk stays & close all& beach! 

[](https://www.expedia.ca/Key-West-Hotels-Year-Rd-W7-Night-Stay-Get-10-OffFull-Kitchen-Outside-Area12-Mile-Beach.h33496206.Hotel-Information)

Old Town Key West

9.0/10

Wonderful

(182 reviews)

"We had such a delightful time staying here! While the space is small, it was absolutely perfect for two people. Everything was clean, comfortable, and conveniently located. We really enjoyed our time in Key West and would definitely stay here again! "

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

ALISHA

CA $356

CA $663 total

includes taxes & fees

Jan 24 - Jan 25

[](https://www.expedia.ca/Key-West-Hotels-Year-Rd-W7-Night-Stay-Get-10-OffFull-Kitchen-Outside-Area12-Mile-Beach.h33496206.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/97000000/96960000/96960000/96959915/06da87e8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![6 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/97000000/96960000/96960000/96959915/2045be5e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Pool](https://images.trvl-media.com/lodging/97000000/96960000/96960000/96959915/3b0cbc2f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![6 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/97000000/96960000/96960000/96959915/1b939394.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Crestwood House at Lunara Bay

[](https://www.expedia.ca/Key-West-Hotels-New-The-Crestwood-House-Heated-Pool-Parking.h96959915.Hotel-Information)

Raccoon Key

10/10

Exceptional

(1 review)

"The house and property was perfect for 4 adults and 4 kids. Gourmet kitchen for great breakfasts to start the day. Grill for cookouts and swimming in the early evenings. Good proximity to downtown key west, but far enough away for quiet time. Would stay again."

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

Vicki L.

CA $1,248

CA $2,902 total

includes taxes & fees

Jan 20 - Jan 21

[](https://www.expedia.ca/Key-West-Hotels-New-The-Crestwood-House-Heated-Pool-Parking.h96959915.Hotel-Information)

![Pool](https://images.trvl-media.com/lodging/118000000/118000000/117997000/117996915/5c412777.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, offices](https://images.trvl-media.com/lodging/118000000/118000000/117997000/117996915/9c855c0d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/118000000/118000000/117997000/117996915/22d360af.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/118000000/118000000/117997000/117996915/268b6c12.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Dreamside House at Lunara Bay

[](https://www.expedia.ca/Key-West-Hotels-New-Waterfront-Home-Dreamside-House.h117996915.Hotel-Information)

Raccoon Key

10/10

Exceptional

(2 reviews)

"This was a beautiful property and was everything I expected. Staff took great care making sure it was ready for us."

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

Tony H.

CA $2,076

CA $3,935 total

includes taxes & fees

Jan 21 - Jan 22

[](https://www.expedia.ca/Key-West-Hotels-New-Waterfront-Home-Dreamside-House.h117996915.Hotel-Information)

![Outdoor dining](https://images.trvl-media.com/lodging/77000000/76590000/76584900/76584886/53dba367.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/77000000/76590000/76584900/76584886/w2998h1999x1y1-68fba4ee.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Marina](https://images.trvl-media.com/lodging/77000000/76590000/76584900/76584886/w3000h1999x0y1-e258b195.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Marina](https://images.trvl-media.com/lodging/77000000/76590000/76584900/76584886/w3000h1999x0y1-09a4d9ca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Poolside Cottage #411

[](https://www.expedia.ca/Key-West-Hotels-Poolside-Cottage-411.h76584886.Hotel-Information)

Key West

9.8/10

Exceptional

(54 reviews)

"Great little condo - perfect for our family to visit Key West! "

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

Stephanie A.

CA $451

CA $704 total

includes taxes & fees

Jan 24 - Jan 25

[](https://www.expedia.ca/Key-West-Hotels-Poolside-Cottage-411.h76584886.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/110000000/109120000/109115500/109115482/a2623807.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House](https://images.trvl-media.com/lodging/110000000/109120000/109115500/109115482/w3000h2208x0y0-ddab4161.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![BBQ/picnic area](https://images.trvl-media.com/lodging/110000000/109120000/109115500/109115482/506c248d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor pool](https://images.trvl-media.com/lodging/110000000/109120000/109115500/109115482/7be376a9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Palmgale House in Key West

[](https://www.expedia.ca/Key-West-Hotels-Palmgale-House-In-Key-West.h109115482.Hotel-Information)

Raccoon Key

CA $1,558

CA $3,089 total

includes taxes & fees

Jan 20 - Jan 21

[](https://www.expedia.ca/Key-West-Hotels-Palmgale-House-In-Key-West.h109115482.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/109000000/108200000/108195400/108195321/f4cb0461.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/109000000/108200000/108195400/108195321/d6f3b413.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Pool](https://images.trvl-media.com/lodging/109000000/108200000/108195400/108195321/e3fefed1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/109000000/108200000/108195400/108195321/2f1a1fda.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Larkshine House at Lunara Bay

[](https://www.expedia.ca/Key-West-Hotels-Larkshine-House-At-Lunara-Bay.h108195321.Hotel-Information)

Raccoon Key

10/10

Exceptional

(8 reviews)

"well maintained, clean, easy to access"

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

Raj P.

CA $2,076

CA $3,849 total

includes taxes & fees

Jan 21 - Jan 22

[](https://www.expedia.ca/Key-West-Hotels-Larkshine-House-At-Lunara-Bay.h108195321.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/116000000/115050000/115046900/115046813/717fd5be.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![8 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/116000000/115050000/115046900/115046813/904d364d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/116000000/115050000/115046900/115046813/55f98a44.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/116000000/115050000/115046900/115046813/bd0fb9cf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Starboard House at Solaire Lunara Bay

[](https://www.expedia.ca/Key-West-Hotels-Parking.h115046813.Hotel-Information)

Raccoon Key

10/10

Exceptional

(1 review)

"This was a great house for a holiday getaway. The kitchen was well equipped with plenty of dishes as well as extra accessories that we don't always see like the crock pot, the beverage cooler and the extra kerig upstairs. Lots of pool towels and the ice machines upstairs and down made a huge difference. Although we came as a family, the extra room and the fact that each bedroom had its own bathroom makes this house fantastic for any group. The only thing we could think of to make it better would...

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

Darlene M.

CA $2,215

CA $4,215 total

includes taxes & fees

Jan 20 - Jan 21

[](https://www.expedia.ca/Key-West-Hotels-Parking.h115046813.Hotel-Information)

![Outdoor dining](https://images.trvl-media.com/lodging/77000000/76570000/76568300/76568286/d7a848f5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/77000000/76570000/76568300/76568286/w4000h2998x0y2-41f21691.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor pool](https://images.trvl-media.com/lodging/77000000/76570000/76568300/76568286/cd6c698d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, DVD player, books, stereo](https://images.trvl-media.com/lodging/77000000/76570000/76568300/76568286/w4000h2998x0y2-ffef9e21.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Poolside Cottage #412

[](https://www.expedia.ca/Key-West-Hotels-Poolside-Cottage-412.h76568286.Hotel-Information)

Key West

9.2/10

Wonderful

(28 reviews)

"The property and our place was really nice. Would definitely stay again. "

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

Sarah M.

CA $313

CA $529 total

includes taxes & fees

Jan 25 - Jan 26

[](https://www.expedia.ca/Key-West-Hotels-Poolside-Cottage-412.h76568286.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/98000000/97540000/97538200/97538167/46f398f8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/98000000/97540000/97538200/97538167/53e705db.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/98000000/97540000/97538200/97538167/5cc75497.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Pool](https://images.trvl-media.com/lodging/98000000/97540000/97538200/97538167/25087c88.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Altair House at Lunara Bay

[](https://www.expedia.ca/Key-West-Hotels-Altair-House-At-Lunara-Bay.h97538167.Hotel-Information)

Raccoon Key

9.8/10

Exceptional

(12 reviews)

"Great house. Large space, everything you need is there. "

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

CRIMSON A.

CA $1,248

CA $2,902 total

includes taxes & fees

Jan 20 - Jan 21

[](https://www.expedia.ca/Key-West-Hotels-Altair-House-At-Lunara-Bay.h97538167.Hotel-Information)

![Pool](https://images.trvl-media.com/lodging/116000000/116000000/115994700/115994668/b1e7a3be.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/116000000/116000000/115994700/115994668/3bc6e3c2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/116000000/116000000/115994700/115994668/0cd9d6c4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/116000000/116000000/115994700/115994668/46c01245.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Sunray Home at Lunara Bay

[](https://www.expedia.ca/Key-West-Hotels-New-Waterfront-Home-Sunray-Estate.h115994668.Hotel-Information)

Raccoon Key

10/10

Exceptional

(2 reviews)

"Amazing"

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

Byron D.

CA $2,076

CA $4,038 total

includes taxes & fees

Jan 20 - Jan 21

[](https://www.expedia.ca/Key-West-Hotels-New-Waterfront-Home-Sunray-Estate.h115994668.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/32000000/31900000/31892700/31892617/w800h599x0y1-b3246da6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/32000000/31900000/31892700/31892617/d6954c4b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/32000000/31900000/31892700/31892617/156e79e7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/32000000/31900000/31892700/31892617/15cbea80.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Luxury 2/2 1/2 - FREE PARKING, WIFI, BIKES, BIG POOL, NEWLY RENOVATED

[](https://www.expedia.ca/Key-West-Hotels-Luxury-22-12-AVAILABLE-APRIL-2024.h31892617.Hotel-Information)

Stock Island

9.8/10

Exceptional

(117 reviews)

"Great location, close to everything family had a great time."

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

rafael m.

CA $437

CA $907 total

includes taxes & fees

Jan 20 - Jan 21

[](https://www.expedia.ca/Key-West-Hotels-Luxury-22-12-AVAILABLE-APRIL-2024.h31892617.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/116000000/116000000/115994700/115994681/87ba1394.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/116000000/116000000/115994700/115994681/ba72c601.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Pool](https://images.trvl-media.com/lodging/116000000/116000000/115994700/115994681/18e38456.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/116000000/116000000/115994700/115994681/8609440e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Tidelands House at Lunara Bay

[](https://www.expedia.ca/Key-West-Hotels-Waterfront.h115994681.Hotel-Information)

Raccoon Key

10/10

Exceptional

(1 review)

"The house was beautiful! The management team handling the house were extraordinary, they were so kind, responsive and friendly which made everything just perfect. I highly recommend this place and commend all of the staff from managers, to service people, pool, trash etc. Thank you all!!’"

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

Eileen Z.

CA $2,076

CA $4,038 total

includes taxes & fees

Jan 20 - Jan 21

[](https://www.expedia.ca/Key-West-Hotels-Waterfront.h115994681.Hotel-Information)

![TV, stereo, offices](https://images.trvl-media.com/lodging/110000000/109300000/109290700/109290613/222d03ea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/110000000/109300000/109290700/109290613/b4df8eab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/110000000/109300000/109290700/109290613/65c00493.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/110000000/109300000/109290700/109290613/6e8a6f83.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Floralee House at Lunara Bay

[](https://www.expedia.ca/Key-West-Hotels-Floralee-House-At-Lunara-Bay.h109290613.Hotel-Information)

Raccoon Key

9.8/10

Exceptional

(8 reviews)

"Amazing house! Spacious, great pool, & good location "

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

Paige G.

CA $1,248

CA $2,902 total

includes taxes & fees

Jan 20 - Jan 21

[](https://www.expedia.ca/Key-West-Hotels-Floralee-House-At-Lunara-Bay.h109290613.Hotel-Information)

![Pool](https://images.trvl-media.com/lodging/90000000/89820000/89810800/89810800/e8302fa4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/90000000/89820000/89810800/89810800/f1fd924c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/90000000/89820000/89810800/89810800/ae1e02d5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/90000000/89820000/89810800/89810800/a1d18836.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Lighthouse - Beach Houses Key West

[](https://www.expedia.ca/Sugarloaf-Key-Hotels-BUNGALOWS-AT-SUGARLOAF-BEACH-THE-LIGHTHOUSE.h89810800.Hotel-Information)

Upper Sugarloaf Key

9.6/10

Exceptional

(11 reviews)

"Thank you for our wonderful stay at this beautiful property - everything was perfect - Peter"

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

Peter Q.

CA $1,215

CA $2,254 total

includes taxes & fees

Jan 23 - Jan 24

[](https://www.expedia.ca/Sugarloaf-Key-Hotels-BUNGALOWS-AT-SUGARLOAF-BEACH-THE-LIGHTHOUSE.h89810800.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=2026-01-30&endDate=2026-01-31&regionId=180162&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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Condos

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Apartments

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Private vacation homes

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Cottages

[](https://www.expedia.ca/Hotel-Search?destination=Fleming+Key%2C+Florida%2C+United+States+of+America&regionId=180162&latLong=24.580237%2C-81.796422&adults=2&startDate=2026-04-16&d1=2026-04-16&endDate=2026-04-19&d2=2026-04-19&lodging=COTTAGE)

Houseboats

[](https://www.expedia.ca/Hotel-Search?destination=Fleming+Key%2C+Florida%2C+United+States+of+America&regionId=180162&latLong=24.580237%2C-81.796422&adults=2&startDate=2026-04-16&d1=2026-04-16&endDate=2026-04-19&d2=2026-04-19&lodging=HOUSE_BOAT)

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## Top Fleming Key Hotel Reviews

![Oceans Edge Key West Resort, Hotel & Marina](https://images.trvl-media.com/lodging/17000000/16210000/16203000/16202992/f7424907_y.jpg)

### Oceans Edge Key West Resort, Hotel & Marina

10/10 Excellent

"The entire resort was absolutely beautiful. It was also very welcoming. Not just in appearance but the staff were all so friendly and wonderful to work with!"

[](https://expedia.ca/Key-West-Hotels-Oceans-Edge-Key-West-Resort.h16202992.Hotel-Information)

![Beachside Resort & Residences](https://images.trvl-media.com/lodging/1000000/30000/25900/25865/290b242a_y.jpg)

### Beachside Resort & Residences

10/10 Excellent

"Was fantastic "

[](https://expedia.ca/Key-West-Hotels-Key-West-Marriott-Beachside-Hotel.h25865.Hotel-Information)

![Blue Flamingo Resort Key West](https://images.trvl-media.com/lodging/13000000/12600000/12599300/12599231/c4b850d1_y.jpg)

### Blue Flamingo Resort Key West

10/10 Excellent

"The resort was beautiful and had many options for entertainment and dining. The rooms were clean and nicely decorated. The free shuttle to/from Duval Street area was a nice perk - however it stunk that we had to pay $15/day just to park our car at the resort during our stay on top of the daily $50 resort fee. Overall though, I would recommend."

[](https://expedia.ca/Key-West-Hotels-24-North-Hotel-Key-West-Newly-Renovated.h12599231.Hotel-Information)

![DoubleTree Resort by Hilton Grand Key - Key West](https://images.trvl-media.com/lodging/1000000/480000/470900/470834/cefb5fc2_y.jpg)

### DoubleTree Resort by Hilton Grand Key - Key West

10/10 Excellent

"Beautiful room"

[](https://expedia.ca/Key-West-Hotels-DoubleTree-Resort-By-Hilton-Grand-Key-Key-West.h470834.Hotel-Information)

![Fairfield Inn and Suites by Marriott Key West](https://images.trvl-media.com/lodging/1000000/10000/9000/8946/7b2c8a2c_y.jpg)

### Fairfield Inn and Suites by Marriott Key West

10/10 Excellent

"Front desk staff were extremely helpful and friendly. The bar area had a limited selection of beer and would have been nice to stay open a bit longer on a football playoff game night. shuttle service to old town was very convenient as was the beach shuttle service. The parking area around the hotel could use a little sprucing up which would be our only negative comment. "

[](https://expedia.ca/Key-West-Hotels-Fairfield-Inn-And-Suites-By-Marriott-Key-West.h8946.Hotel-Information)

![Southernmost Beach Resort and Guesthouses](https://images.trvl-media.com/lodging/1000000/870000/863400/863329/026f10af_y.jpg)

### Southernmost Beach Resort and Guesthouses

10/10 Excellent

"Perfect location "

[](https://expedia.ca/Key-West-Hotels-Southernmost-Beach-Resort.h863329.Hotel-Information)

![Ibis Bay Beach Resort](https://images.trvl-media.com/lodging/5000000/4220000/4218900/4218809/4a09d86c_y.jpg)

### Ibis Bay Beach Resort

10/10 Excellent

"Clean and unique "

[](https://expedia.ca/Key-West-Hotels-Ibis-Bay-Beach-Resort.h4218809.Hotel-Information)

![NYAH Key West - Adults Only](https://images.trvl-media.com/lodging/8000000/7510000/7500600/7500588/77f11bb4_y.jpg)

### NYAH Key West - Adults Only

10/10 Excellent

"Staff was exceptional. "

[](https://expedia.ca/Key-West-Hotels-NYAH-Key-West-Adults-Only.h7500588.Hotel-Information)

![Havana Cabana at Key West ](https://images.trvl-media.com/lodging/22000000/21250000/21241100/21241090/becea015_y.jpg)

### Havana Cabana at Key West 

10/10 Excellent

"Wonderful Christmas Week with our family! Can’t wait to come back and enjoy the pool, bar, and Cuban food."

[](https://expedia.ca/Key-West-Hotels-Havana-Cabana-At-Key-West.h21241090.Hotel-Information)

## Find out more about Fleming Key

## Fleming Key Vacation Homes information

| Number of reviews | 401                |
| ----------------- | ------------------ |
| Accommodation     | 741 Vacation Homes |
| Lowest Price      | CA $529            |
| Highest Price     | CA $4,341          |

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- [Waterpark Hotels in Key West Historic District ](https://www.expedia.ca/Key-West-Historic-District-Key-West-Hotels-Waterpark-Hotels.0-n6281809-0-tWaterparkHotels.Travel-Guide-Filter-Hotels)
- [Wyndham Hotels in Key West Historic District ](https://www.expedia.ca/Key-West-Historic-District-Key-West-Hotels-Wyndham-Hotels.0-n6281809-0--bWyndhamHotels.Travel-Guide-Filter-Hotels)
- [Key West Historic District Hotels ](https://www.expedia.ca/Key-West-Historic-District-Key-West-Hotels.0-n6281809-0.Travel-Guide-Filter-Hotels)
- [Hotels near Key West Historic Seaport ](https://www.expedia.ca/Key-West-Historic-Seaport-Hotels.0-l801212241072132096-0.Travel-Guide-Filter-Hotels)
- [Holiday Park Resorts in Key West ](https://www.expedia.ca/Key-West-Holiday-Parks.d1187-aaHolidayParks.Travel-Guide-Accommodation)
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- [All Inclusive Resorts and in Key West ](https://www.expedia.ca/Key-West-Hotels-All-Inclusive-Hotel.0-0-d1187-tAllInclusiveHotel.Travel-Guide-Filter-Hotels)
- [Beach Hotel Hotels in Key West ](https://www.expedia.ca/Key-West-Hotels-Beach-Hotel.0-0-d1187-tBeachHotel.Travel-Guide-Filter-Hotels)
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- [Key West Hotels ](https://www.expedia.ca/Key-West-Hotels.d1187.Travel-Guide-Hotels)
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- [Vacation Homes in Key West ](https://www.expedia.ca/Key-West-Private-Vacation-Homes.d1187-aaPrivateVacationHomes.Travel-Guide-Accommodation)
- [Rv Parks in Key West ](https://www.expedia.ca/Key-West-RV-Parks.d1187-aaRVParks.Travel-Guide-Accommodation)
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- [Villas in Key West ](https://www.expedia.ca/Key-West-Villas.d1187-aaVillas.Travel-Guide-Accommodation)
- [Hotels near Mallory Dock ](https://www.expedia.ca/Mallory-Dock-Hotels.0-l553248621563220296-0.Travel-Guide-Filter-Hotels)
- [Hotels near Mallory Square ](https://www.expedia.ca/Mallory-Square-Hotels.0-l501385-0.Travel-Guide-Filter-Hotels)
- [Beach Hotel Hotels in Meadows ](https://www.expedia.ca/Meadows-Key-West-Hotels-Beach-Hotel.0-n553248635976471421-0-tBeachHotel.Travel-Guide-Filter-Hotels)
- [Pet-Friendly Hotels in Meadows ](https://www.expedia.ca/Meadows-Key-West-Hotels-Pet-Friendly-Hotel.0-n553248635976471421-0-tPetfriendlyHotel.Travel-Guide-Filter-Hotels)
- [Waterpark Hotels in Meadows ](https://www.expedia.ca/Meadows-Key-West-Hotels-Waterpark-Hotels.0-n553248635976471421-0-tWaterparkHotels.Travel-Guide-Filter-Hotels)
- [Farmstay in Monroe County ](https://www.expedia.ca/Monroe-County-Agritourism.d553248635976430869-aaAgritourism.Travel-Guide-Accommodation)
- [Hotels near Papa's Pilar Rum Distillery Hemingway Rum Company ](https://www.expedia.ca/Papas-Pilar-Rum-Distillery-Hemingway-Rum-Company-Hotels.0-l870999656931368960-0.Travel-Guide-Filter-Hotels)
- [Hotels near Schooner Western Union ](https://www.expedia.ca/Schooner-Western-Union-Hotels.0-l6069261-0.Travel-Guide-Filter-Hotels)
- [Hotels near Studios of Key West ](https://www.expedia.ca/Studios-Of-Key-West-Hotels.0-l553248621532652634-0.Travel-Guide-Filter-Hotels)
- [Pet-Friendly Hotels in The Meadows ](https://www.expedia.ca/The-Meadows-Key-West-Hotels-Pet-Friendly-Hotel.0-n553248635976482006-0-tPetfriendlyHotel.Travel-Guide-Filter-Hotels)
- [The Meadows Hotels ](https://www.expedia.ca/The-Meadows-Key-West-Hotels.0-n553248635976482006-0.Travel-Guide-Filter-Hotels)

- [Flights to Key West ](https://www.expedia.ca/Cheap-Flights-To-Key-West.d1187.Travel-Guide-Flights)

- [Key West Historic District Vacations ](https://www.expedia.ca/Key-West-Historic-District.d6281809.Destination-Travel-Guides)
- [Visit Historic Seaport ](https://www.expedia.ca/Key-West-Historic-Seaport.dx553248635976383502)
- [Visit Key West Historic District ](https://www.expedia.ca/Key-West-Key-West-Historic-District.dx6281809)
- [Key West Vacations ](https://www.expedia.ca/Key-West.d1187.Destination-Travel-Guides)
- [Mallory Square ](https://www.expedia.ca/Mallory-Square-Key-West-Historic-District.d501385.Vacation-Attraction)
- [All inclusive Vacation Packages Key West ](https://www.expedia.ca/lp/theme-vacations/all-inclusive-vacations/1187/Key-West)

- [Things to do in Key West ](https://www.expedia.ca/Things-To-Do-In-Key-West.d1187.Travel-Guide-Activities)

- [Book Vacation Homes in Fleming Key on Expedia.com ](https://www.expedia.com/Fleming-Key-Private-Vacation-Homes.d180162-aaPrivateVacationHomes.Travel-Guide-Accommodation)