Title: Fleming Key Vacation Rentals from CA $440: Short-Term Rentals for 2026 | 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)[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)

![Default HTG hotel image](https://a.travel-assets.com/travel-assets-manager/fallback-images-brand/bex_lodging_v2.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

# Fleming Key Vacation Rentals

- ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg)  
###  
Change your mind  
Book hotels with free cancellation
- ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg)  
###  
Treat yourself  
Sign in to save 10% or more on thousands of hotels  
[Sign in](https://www.expedia.ca/login)
- ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg)  
###  
Be picky  
Search almost a million properties worldwide

## Check prices for these dates

Tonight

[Jan 7 - Jan 8](https://www.expedia.ca/Hotel-Search?regionId=180162&startDate=2026-01-07&endDate=2026-01-08&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Tomorrow

[Jan 8 - Jan 9](https://www.expedia.ca/Hotel-Search?regionId=180162&startDate=2026-01-08&endDate=2026-01-09&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

This weekend

[Jan 9 - Jan 11](https://www.expedia.ca/Hotel-Search?regionId=180162&startDate=2026-01-09&endDate=2026-01-11&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Next weekend

[Jan 16 - Jan 18](https://www.expedia.ca/Hotel-Search?regionId=180162&startDate=2026-01-16&endDate=2026-01-18&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Our top choices for Fleming Key vacation rentals

![Front of property](https://images.trvl-media.com/lodging/90000000/89840000/89832400/89832384/721053af.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Comfort Cabin | Living area](https://images.trvl-media.com/lodging/90000000/89840000/89832400/89832384/c267004f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Reception](https://images.trvl-media.com/lodging/90000000/89840000/89832400/89832384/bc5aedd4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/90000000/89840000/89832400/89832384/2a7c6e81.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Houseboat in Stock Island

[](https://www.expedia.ca/Key-West-Hotels-Aqua-Lodges-At-Hurricane-Hole-Marina.h89832384.Hotel-Information)

8.8/10

Excellent

(172)

"Location , staff , and aqua lodge were perfect."

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

William

CA $185

CA $440 total

includes taxes & fees

Jan 11 - Jan 12

[](https://www.expedia.ca/Key-West-Hotels-Aqua-Lodges-At-Hurricane-Hole-Marina.h89832384.Hotel-Information)

![Outdoor pool](https://images.trvl-media.com/lodging/93000000/92970000/92966000/92965988/681d666f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/93000000/92970000/92966000/92965988/682ba7e4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/93000000/92970000/92966000/92965988/fded6d82.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Marina](https://images.trvl-media.com/lodging/93000000/92970000/92966000/92965988/a6298f91.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Houseboat in Stock Island

[](https://www.expedia.ca/Key-West-Hotels-Viking-Yacht-Getaway-In-The-Keys-NEW-LOCATION-Tons-Of-Amenities.h92965988.Hotel-Information)

7.8/10

Good

(26)

"This was exactly what was advertised, it was clean, and in a great location. The on-site restaurant had great food. Also, all staff members we encountered were very friendly and accommodating. I hope it’s available for our next trip."

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

Julie

CA $345

CA $700 total

includes taxes & fees

Jan 25 - Jan 26

[](https://www.expedia.ca/Key-West-Hotels-Viking-Yacht-Getaway-In-The-Keys-NEW-LOCATION-Tons-Of-Amenities.h92965988.Hotel-Information)

![Pool](https://images.trvl-media.com/lodging/95000000/94620000/94616500/94616487/d62d627a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, iron/ironing board, travel crib, WiFi](https://images.trvl-media.com/lodging/95000000/94620000/94616500/94616487/f739e31d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/95000000/94620000/94616500/94616487/bf68a65a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/95000000/94620000/94616500/94616487/2ea056a2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Upper Sugarloaf Key

[](https://www.expedia.ca/Summerland-Key-Hotels-Bungalows-At-Sugarloaf-Beach-The-Palm.h94616487.Hotel-Information)

10/10

Exceptional

(14)

"Beautiful! Pool was amazing!"

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

Jennifer B.

CA $1,512

CA $2,684 total

includes taxes & fees

Jan 14 - Jan 15

[](https://www.expedia.ca/Summerland-Key-Hotels-Bungalows-At-Sugarloaf-Beach-The-Palm.h94616487.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/116000000/116000000/115993700/115993610/b85cd3d5.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)

![Exterior](https://images.trvl-media.com/lodging/116000000/116000000/115993700/115993610/ee43d350.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)

### Vacation Home in Raccoon Key

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

CA $2,370

CA $4,059 total

includes taxes & fees

Jan 13 - Jan 14

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

![Outdoor pool](https://images.trvl-media.com/lodging/77000000/76590000/76584900/76584886/6ae9af34.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)

### Vacation Home in Key West

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

9.8/10

Exceptional

(53)

"Perfect for our family! Recommend 10/10!"

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

Melissa F.

CA $399

CA $635 total

includes taxes & fees

Jan 21 - Jan 22

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

![Beach](https://images.trvl-media.com/lodging/22000000/21700000/21694400/21694353/47847da9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/22000000/21700000/21694400/21694353/62a71b15.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/22000000/21700000/21694400/21694353/75744a7d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/22000000/21700000/21694400/21694353/17331819.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Condo in Key West

[](https://www.expedia.ca/Key-West-Hotels-Watch-Sunsets-From-Your-Deck.h21694353.Hotel-Information)

8.8/10

Excellent

(207)

"Good stay, everything was comfortable and ready to check in along with the typical amenities you would see at traditional hotels. Only stayed one night but there was a strong odor in the apartment, may have been from previous guests’ cooking but wasn’t unpleasant. Would stay again. "

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

Juan E.

CA $173

CA $498 total

includes taxes & fees

Jan 11 - Jan 12

[](https://www.expedia.ca/Key-West-Hotels-Watch-Sunsets-From-Your-Deck.h21694353.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)

![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)

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

### Vacation Home in Key West

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

9.2/10

Wonderful

(28)

"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 $523 total

includes taxes & fees

Jan 15 - Jan 16

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

![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)

![Interior](https://images.trvl-media.com/lodging/34000000/33500000/33496300/33496206/8267d923.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, offices](https://images.trvl-media.com/lodging/34000000/33500000/33496300/33496206/2de387fe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Old Town Key West

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

9.0/10

Wonderful

(181)

"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 $394

CA $710 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)

![Terrace/patio](https://images.trvl-media.com/lodging/111000000/110170000/110161500/110161419/1b26e0d7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, stovetop, coffee/tea maker](https://images.trvl-media.com/lodging/111000000/110170000/110161500/110161419/3b92efe6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/111000000/110170000/110161500/110161419/6f555f0c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/111000000/110170000/110161500/110161419/dfe1cfb9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cottage in Old Town Key West

[](https://www.expedia.ca/Key-West-Hotels-Ibis-Suite-Bright-Hideaway.h110161419.Hotel-Information)

9.8/10

Exceptional

(26)

"Bar across street wonderful they didn’t clean room staff talked to great with anything you needed court yard could have been better maintained overall would go back and stay there "

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

Richele

CA $268

CA $640 total

includes taxes & fees

Jan 8 - Jan 9

[](https://www.expedia.ca/Key-West-Hotels-Ibis-Suite-Bright-Hideaway.h110161419.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)

![Exterior](https://images.trvl-media.com/lodging/109000000/108200000/108195400/108195321/c3afe913.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)

### Vacation Home in Raccoon Key

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

10/10

Exceptional

(8)

"well maintained, clean, easy to access"

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

Raj P.

CA $1,795

CA $3,494 total

includes taxes & fees

Jan 12 - Jan 13

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

![Pool](https://images.trvl-media.com/lodging/75000000/74140000/74132700/74132652/dade7c9c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/75000000/74140000/74132700/74132652/1c2dfc3c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, offices](https://images.trvl-media.com/lodging/75000000/74140000/74132700/74132652/ae245787.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/75000000/74140000/74132700/74132652/8323b2ba.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Raccoon Key

[](https://www.expedia.ca/Key-West-Hotels-Waterfront.h74132652.Hotel-Information)

9.8/10

Exceptional

(29)

"The property had all the comforts of home. Plus, being able to enjoy the heated pool even through the overcast and windy conditions! The tropical landscaping and the dock on the bay was awesome!Would definitely recommend!!!"

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

Anonymous traveller

CA $1,104

CA $2,362 total

includes taxes & fees

Jan 10 - Jan 11

[](https://www.expedia.ca/Key-West-Hotels-Waterfront.h74132652.Hotel-Information)

![Beach](https://images.trvl-media.com/lodging/22000000/21700000/21698800/21698783/70aa44e9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/22000000/21700000/21698800/21698783/594b9377.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/22000000/21700000/21698800/21698783/3bed6803.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/22000000/21700000/21698800/21698783/0b4bbe5c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Condo in Key West

[](https://www.expedia.ca/Key-West-Hotels-Sunrise-Suites-Condo-W-Balcony.h21698783.Hotel-Information)

9.4/10

Exceptional

(133)

"This was a wonderful place to stay. We had a great time and it was convenient to reach downtown from here. Will stay again"

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

Bess Y.

CA $448

CA $884 total

includes taxes & fees

Jan 31 - Feb 1

[](https://www.expedia.ca/Key-West-Hotels-Sunrise-Suites-Condo-W-Balcony.h21698783.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)

![Terrace/patio](https://images.trvl-media.com/lodging/110000000/109300000/109290700/109290613/6e8a6f83.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)

### Vacation Home in Raccoon Key

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

9.8/10

Exceptional

(8)

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

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

Paige G.

CA $1,242

CA $2,803 total

includes taxes & fees

Jan 12 - Jan 13

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

![Apartment](https://images.trvl-media.com/lodging/110000000/109010000/109003100/109003026/87c78511.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Beach nearby](https://images.trvl-media.com/lodging/110000000/109010000/109003100/109003026/2f8538ee.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/110000000/109010000/109003100/109003026/208fdc59.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Apartment](https://images.trvl-media.com/lodging/110000000/109010000/109003100/109003026/021e285a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Aparthotel in Stock Island

[](https://www.expedia.ca/Key-West-Hotels-Grand-Marina-Suite-By-Brightwild-Waterfront.h109003026.Hotel-Information)

10/10

Exceptional

(3)

"Nice place "

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

Pawel

CA $850

CA $1,293 total

includes taxes & fees

Jan 11 - Jan 12

[](https://www.expedia.ca/Key-West-Hotels-Grand-Marina-Suite-By-Brightwild-Waterfront.h109003026.Hotel-Information)

![Exterior detail](https://images.trvl-media.com/lodging/77000000/76490000/76481200/76481154/9d55a4ee.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Beach nearby](https://images.trvl-media.com/lodging/77000000/76490000/76481200/76481154/b3743fa6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/77000000/76490000/76481200/76481154/6497e910.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![A heated pool](https://images.trvl-media.com/lodging/77000000/76490000/76481200/76481154/b4eb767b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Condo in Old Town Key West

[](https://www.expedia.ca/Key-West-Hotels-SUGAR-PALM-STUDIO-Tranquil-Studio-W-Community-Pool-Close-To-Town.h76481154.Hotel-Information)

9.8/10

Exceptional

(111)

"Great value stay"

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

Mike B.

CA $220

CA $482 total

includes taxes & fees

Jan 8 - Jan 9

[](https://www.expedia.ca/Key-West-Hotels-SUGAR-PALM-STUDIO-Tranquil-Studio-W-Community-Pool-Close-To-Town.h76481154.Hotel-Information)

![Outdoor dining](https://images.trvl-media.com/lodging/70000000/69730000/69725500/69725473/ffafb3f8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/70000000/69730000/69725500/69725473/79dfbbb5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/70000000/69730000/69725500/69725473/4208332e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, books](https://images.trvl-media.com/lodging/70000000/69730000/69725500/69725473/b8a0e487.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Apartment in Stock Island

[](https://www.expedia.ca/Key-West-Hotels-Gorgeous-Ocean-View-Three-Bedroom-Condo-In-Paradise-Minutes-From-Key-West.h69725473.Hotel-Information)

10/10

Exceptional

(37)

"Awesome! Would stay here again!"

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

Rebecca W.

CA $496

CA $1,065 total

includes taxes & fees

Jan 19 - Jan 20

[](https://www.expedia.ca/Key-West-Hotels-Gorgeous-Ocean-View-Three-Bedroom-Condo-In-Paradise-Minutes-From-Key-West.h69725473.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/110000000/109300000/109290700/109290608/b52b5b26.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Pool](https://images.trvl-media.com/lodging/110000000/109300000/109290700/109290608/bbfd43bf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, stereo, offices](https://images.trvl-media.com/lodging/110000000/109300000/109290700/109290608/cc36095d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/110000000/109300000/109290700/109290608/ec2635f5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Raccoon Key

[](https://www.expedia.ca/Key-West-Hotels-Palmgale-Estate-At-Lunara-Bay.h109290608.Hotel-Information)

10/10

Exceptional

(8)

"Very clean and stocked. Pleasant experience!"

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

Iris H.

CA $1,242

CA $2,803 total

includes taxes & fees

Jan 12 - Jan 13

[](https://www.expedia.ca/Key-West-Hotels-Palmgale-Estate-At-Lunara-Bay.h109290608.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)

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

![Outdoor dining](https://images.trvl-media.com/lodging/32000000/31900000/31892700/31892617/d36ebeba.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Stock Island

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

9.8/10

Exceptional

(117)

"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 $434

CA $894 total

includes taxes & fees

Jan 13 - Jan 14

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

![Beach](https://images.trvl-media.com/lodging/38000000/37120000/37116900/37116833/ef1e4f78.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/38000000/37120000/37116900/37116833/0e3ccb71.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/38000000/37120000/37116900/37116833/9eb0d106.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/38000000/37120000/37116900/37116833/c5527e0e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Condo in Stock Island

[](https://www.expedia.ca/Key-West-Hotels-Oceanfront-Oasis-Two-Bedroom-Aparthotel.h37116833.Hotel-Information)

9.6/10

Exceptional

(30)

"Good condo and staff help me out on phone with me till we found the condo. "

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

Raamkumaran

CA $915

CA $1,261 total

includes taxes & fees

Jan 21 - Jan 22

[](https://www.expedia.ca/Key-West-Hotels-Oceanfront-Oasis-Two-Bedroom-Aparthotel.h37116833.Hotel-Information)

![Exterior detail](https://images.trvl-media.com/lodging/77000000/76490000/76481200/76481150/d34be38d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Marina](https://images.trvl-media.com/lodging/77000000/76490000/76481200/76481150/1d2a33bb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Beach nearby](https://images.trvl-media.com/lodging/77000000/76490000/76481200/76481150/edf92042.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/77000000/76490000/76481200/76481150/01f15495.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Condo in Old Town Key West

[](https://www.expedia.ca/Key-West-Hotels-ROYAL-PALM-STUDIO-Lovable-Studio-W-Community-Pool-Close-To-Town.h76481150.Hotel-Information)

9.4/10

Exceptional

(96)

"We really enjoyed the property. "

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

Shayna

CA $217

CA $477 total

includes taxes & fees

Jan 8 - Jan 9

[](https://www.expedia.ca/Key-West-Hotels-ROYAL-PALM-STUDIO-Lovable-Studio-W-Community-Pool-Close-To-Town.h76481150.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=2026-01-21&endDate=2026-01-22&regionId=180162&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true)

## Find vacation rentals that suit your style

Aparthotels

[](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=2026-04-07&d1=2026-04-07&endDate=2026-04-10&d2=2026-04-10&lodging=APART_HOTEL)

Villas

[](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=2026-04-07&d1=2026-04-07&endDate=2026-04-10&d2=2026-04-10&lodging=VILLA)

Apartments

[](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=2026-04-07&d1=2026-04-07&endDate=2026-04-10&d2=2026-04-10&lodging=APARTMENT)

Condos

[](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=2026-04-07&d1=2026-04-07&endDate=2026-04-10&d2=2026-04-10&lodging=CONDO)

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=2026-04-07&d1=2026-04-07&endDate=2026-04-10&d2=2026-04-10&lodging=COTTAGE)

Private vacation homes

[](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=2026-04-07&d1=2026-04-07&endDate=2026-04-10&d2=2026-04-10&lodging=VACATION_HOME)

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=2026-04-07&d1=2026-04-07&endDate=2026-04-10&d2=2026-04-10&lodging=HOUSE_BOAT)

![](https://a.travel-assets.com/pricing-claim/sparkle_dark.svg)

Save an average of 15% on thousands of hotels when you're signed in

[Sign in

](https://expedia.ca/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FFleming-Key-Vacation-Rentals.d180162.Travel-Guide-VacationRentals)[

Sign up, it's free

](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FFleming-Key-Vacation-Rentals.d180162.Travel-Guide-VacationRentals)

## Top Fleming Key Hotel Reviews

## Find out more about Fleming Key

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.  
  
As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Fleming Key. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.   
  
It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.   

## Explore a world of travel with Expedia

- Trending destinations on Expedia.ca
- All accommodation types in Fleming Key

### Trending destinations on Expedia.ca

- [Canmore Vacation Rentals ](https://www.expedia.ca/Canmore-Vacation-Rentals.d10131.Travel-Guide-VacationRentals)
- [Maui Vacation Rentals ](https://www.expedia.ca/Maui-Vacation-Rentals.d180073.Travel-Guide-VacationRentals)
- [Kelowna Vacation Rentals ](https://www.expedia.ca/Kelowna-Vacation-Rentals.d3997.Travel-Guide-VacationRentals)
- [Whistler Vacation Rentals ](https://www.expedia.ca/Whistler-Vacation-Rentals.d4115.Travel-Guide-VacationRentals)
- [Florida Vacation Rentals ](https://www.expedia.ca/Destinations-In-Florida.d211.Vacation-Rental-Destinations)
- [Victoria Vacation Rentals ](https://www.expedia.ca/Victoria-Vacation-Rentals.d4138.Travel-Guide-VacationRentals)
- [Vancouver Vacation Rentals ](https://www.expedia.ca/Vancouver-Vacation-Rentals.d178315.Travel-Guide-VacationRentals)
- [Palm Springs Vacation Rentals ](https://www.expedia.ca/Palm-Springs-Vacation-Rentals.d180676.Travel-Guide-VacationRentals)
- [Tofino Vacation Rentals ](https://www.expedia.ca/Tofino-Vacation-Rentals.d6094955.Travel-Guide-VacationRentals)
- [Calgary Vacation Rentals ](https://www.expedia.ca/Calgary-Vacation-Rentals.d178245.Travel-Guide-VacationRentals)
- [Costa Rica Vacation Rentals ](https://www.expedia.ca/Destinations-In-Costa-Rica.d42.Vacation-Rental-Destinations)
- [Vancouver Island Vacation Rentals ](https://www.expedia.ca/Vancouver-Island-Vacation-Rentals.d6058387.Travel-Guide-VacationRentals)
- [Puerto Vallarta Vacation Rentals ](https://www.expedia.ca/Puerto-Vallarta-Vacation-Rentals.d180016.Travel-Guide-VacationRentals)
- [Hawaii Vacation Rentals ](https://www.expedia.ca/Destinations-In-Hawaii.d213.Vacation-Rental-Destinations)
- [Toronto Vacation Rentals ](https://www.expedia.ca/Toronto-Vacation-Rentals.d178314.Travel-Guide-VacationRentals)
- [Banff Vacation Rentals ](https://www.expedia.ca/Banff-Vacation-Rentals.d10550.Travel-Guide-VacationRentals)
- [Penticton Vacation Rentals ](https://www.expedia.ca/Penticton-Vacation-Rentals.d4135.Travel-Guide-VacationRentals)
- [Osoyoos Vacation Rentals ](https://www.expedia.ca/Osoyoos-Vacation-Rentals.d181782.Travel-Guide-VacationRentals)
- [Mont Tremblant Vacation Rentals ](https://www.expedia.ca/Mont-Tremblant-Vacation-Rentals.d55374.Travel-Guide-VacationRentals)
- [Big White Ski Resort Vacation Rentals ](https://www.expedia.ca/Big-White-Ski-Resort-Vacation-Rentals.d6058319.Travel-Guide-VacationRentals)
- [Ontario Vacation Rentals ](https://www.expedia.ca/Destinations-In-Ontario.d11178.Vacation-Rental-Destinations)
- [British Columbia Vacation Rentals ](https://www.expedia.ca/Destinations-In-British-Columbia.d11117.Vacation-Rental-Destinations)
- [Prince Edward Island Vacation Rentals ](https://www.expedia.ca/Destinations-In-Prince-Edward-Island.d6058122.Vacation-Rental-Destinations)
- [Québec Vacation Rentals ](https://www.expedia.ca/Quebec-Vacation-Rentals.d180017.Travel-Guide-VacationRentals)

- [Vacation Homes in Fleming Key ](https://expedia.ca/Fleming-Key-Private-Vacation-Homes.d180162-aaPrivateVacationHomes.Travel-Guide-Accommodation)
- [Condo Rentals in Fleming Key ](https://expedia.ca/Fleming-Key-Condos.d180162-aaCondos.Travel-Guide-Accommodation)
- [Apartments in Fleming Key ](https://expedia.ca/Fleming-Key-Apartments.d180162-aaApartments.Travel-Guide-Accommodation)
- [Cottages in Fleming Key ](https://expedia.ca/Fleming-Key-Cottages.d180162-aaCottages.Travel-Guide-Accommodation)
- [Guest Houses in Fleming Key ](https://expedia.ca/Fleming-Key-Guest-Houses.d180162-aaGuestHouses.Travel-Guide-Accommodation)
- [Houseboats in Fleming Key ](https://expedia.ca/Fleming-Key-Houseboats.d180162-aaHouseboats.Travel-Guide-Accommodation)
- [Resorts in Fleming Key ](https://expedia.ca/Fleming-Key-Resort-Hotels.d180162-aaResortHotels.Travel-Guide-Accommodation)
- [Villas in Fleming Key ](https://expedia.ca/Fleming-Key-Villas.d180162-aaVillas.Travel-Guide-Accommodation)
- [B&B in Fleming Key ](https://expedia.ca/Fleming-Key-Bed-And-Breakfast.d180162-aaBedAndBreakfast.Travel-Guide-Accommodation)
- [Aparthotels in Fleming Key ](https://expedia.ca/Fleming-Key-Apart-Hotels.d180162-aaApartHotels.Travel-Guide-Accommodation)
- [Cabin Rentals in Fleming Key ](https://expedia.ca/Fleming-Key-Cabins.d180162-aaCabins.Travel-Guide-Accommodation)
- [Hostels in Fleming Key ](https://expedia.ca/Fleming-Key-Hostels.d180162-aaHostels.Travel-Guide-Accommodation)
- [Motels in Fleming Key ](https://expedia.ca/Fleming-Key-Motels.d180162-aaMotels.Travel-Guide-Accommodation)
- [Inns in Fleming Key ](https://expedia.ca/Fleming-Key-Inns.d180162-aaInns.Travel-Guide-Accommodation)

### Expedia's Latest Trends

Hotels

- [Hotels in Amelia Island](https://expedia.ca/Amelia-Island-Hotels.d10814.Travel-Guide-Hotels)
- [Cheap Hotels in International Drive District](https://expedia.ca/International-Drive-District-Orlando-Hotels-Cheap-Hotels.0-n6034244-0-tCheapHotels.Travel-Guide-Filter-Hotels)
- [International Drive District hotels](https://expedia.ca/International-Drive-District-Orlando-Hotels.0-n6034244-0.Travel-Guide-Filter-Hotels)
- [Hotels in Montreal](https://expedia.ca/Montreal-Hotels.d178288.Travel-Guide-Hotels)
- [All Inclusive Resorts and Hotels in Türkiye](https://expedia.ca/Destinations-In-Turkiye-All-Inclusive-Hotel.0-0-d183-tAllInclusiveHotel.Hotel-Filter-Destinations)
- [All Inclusive Resorts and Hotels in Aruba](https://expedia.ca/Destinations-In-Aruba-All-Inclusive-Hotel.0-0-d9-tAllInclusiveHotel.Hotel-Filter-Destinations)
- [Cheap Hotels in Las Vegas](https://expedia.ca/Las-Vegas-Hotels-Cheap-Hotels.0-0-d178276-tCheapHotels.Travel-Guide-Filter-Hotels)
- [All Inclusive Resorts and Hotels in Isla Mujeres](https://expedia.ca/Isla-Mujeres-Hotels-All-Inclusive-Hotel.0-0-d7925-tAllInclusiveHotel.Travel-Guide-Filter-Hotels)
- [Langdon Hall Country House Hotel & Spa](https://expedia.ca/Kitchener-Hotels-Langdon-Hall-Country-House-Hotel-Spa.h528380.Hotel-Information)
- [Hotels near Duval Street](https://expedia.ca/Duval-Street-Hotels.0-l6068616-0.Travel-Guide-Filter-Hotels)
- [Seneca Allegany Resort & Casino](https://expedia.ca/Salamanca-Hotels-Seneca-Allegany-Resort-Casino.h2238839.Hotel-Information)
- [Hotels in Sudbury](https://expedia.ca/Sudbury-Hotels.d6127346.Travel-Guide-Hotels)
- [Hotels with Free Airport Shuttle in International Drive District](https://expedia.ca/International-Drive-District-Orlando-Hotels-Hotels-With-Free-Airport-Shuttle.0-n6034244-0-tHotelswithFreeAirportShuttle.Travel-Guide-Filter-Hotels)

Flights

- [Cheap Flights to Amelia Island](https://expedia.ca/Cheap-Flights-To-Amelia-Island.d10814.Travel-Guide-Flights)
- [Cheap Flights to Halifax](https://expedia.ca/Cheap-Flights-To-Halifax.d602873.Travel-Guide-Flights)
- [Cheap Flights from Port of Spain (POS) to Toronto (YYZ)](https://expedia.ca/lp/flights/pos/yyz/port-of-spain-to-toronto)
- [Cheap Flights from Detroit (DTW) to Beirut (BEY)](https://expedia.ca/lp/flights/dtw/bey/detroit-to-beirut)

Cars

- [Car rentals in Vancouver](https://expedia.ca/Car-Rentals-In-Vancouver.d178315.Car-Rental-Guide)
- [Car rentals in International Drive District](https://expedia.ca/Car-Rentals-In-International-Drive-District.d6034244.Car-Rental-Guide)
- [Enterprise](https://expedia.ca/Enterprise-Car-Rental.cET.Travel-Guide-CarRentalCompany)
- [Enterprise Destinations In Canada](https://expedia.ca/Enterprise-Destinations-In-Canada.d31-c15.Car-Rental-Destination-Suppliers)

Activities

- [Things to do in Boca Chica Key](https://expedia.ca/Things-To-Do-In-Boca-Chica-Key.d553248635083916609.Travel-Guide-Activities)

Packages

- [Madeira Island Vacations](https://expedia.ca/Madeira-Island.d11326.Destination-Travel-Guides)
- [Smathers Beach](https://expedia.ca/Smathers-Beach-Beachside.d6069255.Vacation-Attraction)
- [all inclusive vacations](https://expedia.ca/lp/theme-vacations/all-inclusive-vacations)

General

- [Visit Honeymoon Island State Park](https://expedia.ca/Honeymoon-Island-State-Park.dx6160046)

![](https://a.travel-assets.com/mad-service/footer/bnaBanners/BEX_Footer.jpg)

## Go further with the Expedia app

Save on select hotels and earn double points when you book on the app. Our app deals help you to save on trips so you can travel more and manage it all on the go.

Scan the QR code with your device camera and download our app