Title: Key West Vacation Rentals from CA $512: Short-Term Rentals for 2026 | Expedia.ca

[Key West Travel Guide](https://expedia.ca/Key-West.dx1187)[Hotels in Key West](https://expedia.ca/Key-West-Hotels.d1187.Travel-Guide-Hotels)[Flights to Key West](https://expedia.ca/Cheap-Flights-To-Key-West.d1187.Travel-Guide-Flights)[Things to do in Key West](https://expedia.ca/Things-To-Do-In-Key-West.d1187.Travel-Guide-Activities)[Key West Car Rentals](https://expedia.ca/Car-Rentals-In-Key-West.d1187.Car-Rental-Guide)[Key West Vacation Packages](https://expedia.ca/Key-West.d1187.Destination-Travel-Guides)

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# Key West Vacation Rentals

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## Check prices for these dates

Tonight

[Dec 29 - Dec 30](https://www.expedia.ca/Hotel-Search?regionId=1187&startDate=2025-12-29&endDate=2025-12-30&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Tomorrow

[Dec 30 - Dec 31](https://www.expedia.ca/Hotel-Search?regionId=1187&startDate=2025-12-30&endDate=2025-12-31&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

This weekend

[Jan 2 - Jan 4](https://www.expedia.ca/Hotel-Search?regionId=1187&startDate=2026-01-02&endDate=2026-01-04&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Next weekend

[Jan 9 - Jan 11](https://www.expedia.ca/Hotel-Search?regionId=1187&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)

## Our top choices for Key West vacation rentals

![Restaurant](https://images.trvl-media.com/lodging/90000000/89840000/89832400/89832384/d6422035.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Restaurant](https://images.trvl-media.com/lodging/90000000/89840000/89832400/89832384/3a268cdc.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)

![Deluxe Bungalow | Private kitchen](https://images.trvl-media.com/lodging/90000000/89840000/89832400/89832384/920119e4.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

(170)

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

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

William

CA $282

CA $546 total

includes taxes & fees

Jan 6 - Jan 7, 2026

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

![Exterior](https://images.trvl-media.com/lodging/28000000/27690000/27682400/27682303/79d0a981.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Beach towels](https://images.trvl-media.com/lodging/28000000/27690000/27682400/27682303/3a198a15.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/28000000/27690000/27682400/27682303/0fa3fcec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/28000000/27690000/27682400/27682303/5ae34cc2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Apartment in Old Town Key West

[](https://www.expedia.ca/Key-West-Hotels-Steps-From-Duval.h27682303.Hotel-Information)

9.6/10

Exceptional

(415)

"We loved it here! Not very far from Duval street. "

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

Keghan J.

CA $282

CA $512 total

includes taxes & fees

Jan 3 - Jan 4, 2026

[](https://www.expedia.ca/Key-West-Hotels-Steps-From-Duval.h27682303.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)

![Exterior](https://images.trvl-media.com/lodging/93000000/92970000/92966000/92965988/5017edad.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)

![Bar (on property)](https://images.trvl-media.com/lodging/93000000/92970000/92966000/92965988/6d55c844.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 $342

CA $689 total

includes taxes & fees

Jan 4 - Jan 5, 2026

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

![Exterior](https://images.trvl-media.com/lodging/113000000/112580000/112580000/112579943/3d02fc14.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/113000000/112580000/112580000/112579943/113abb54.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/113000000/112580000/112580000/112579943/24f7578a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/113000000/112580000/112580000/112579943/a0f106cf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Apartment in Old Town Key West

[](https://www.expedia.ca/Key-West-Hotels-Scotts-Cottage-Truman-Duval-Perfect-Location-Ideal-For-Solos-Couples.h112579943.Hotel-Information)

9.8/10

Exceptional

(17)

"Very clean, kind people, very helpful. "

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

Anna

CA $238

CA $546 total

includes taxes & fees

Jan 6 - Jan 7, 2026

[](https://www.expedia.ca/Key-West-Hotels-Scotts-Cottage-Truman-Duval-Perfect-Location-Ideal-For-Solos-Couples.h112579943.Hotel-Information)

![Pool](https://images.trvl-media.com/lodging/89000000/88330000/88329200/88329183/068543e2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/89000000/88330000/88329200/88329183/32b46985.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/89000000/88330000/88329200/88329183/0763d0b8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/89000000/88330000/88329200/88329183/c7bdea26.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Condo in Meadows

[](https://www.expedia.ca/Key-West-Hotels-Large-22-Waterfront-Condo-Great-View-Pool-Dock.h88329183.Hotel-Information)

10/10

Exceptional

(24)

"My husband and I stayed at this property for our anniversary week. "

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

Claudia S.

CA $718

CA $1,300 total

includes taxes & fees

Jan 21 - Jan 22, 2026

[](https://www.expedia.ca/Key-West-Hotels-Large-22-Waterfront-Condo-Great-View-Pool-Dock.h88329183.Hotel-Information)

![1 bedroom, free WiFi, bed sheets](https://images.trvl-media.com/lodging/113000000/112580000/112580000/112579924/131a6618.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/113000000/112580000/112580000/112579924/70c3b43a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/113000000/112580000/112580000/112579924/6a1e7c14.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/113000000/112580000/112580000/112579924/c2c21c77.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Apartment in Old Town Key West

[](https://www.expedia.ca/Key-West-Hotels-Welcome-Matts-Truman-Duval-Ideal-One-Bedroom-Retreat.h112579924.Hotel-Information)

9.8/10

Exceptional

(18)

"A great price and the best location had a great stay and will be definitely be booking again ! Management and maintenance were very accommodating and friendly.. So glad to have found this place convenient,clean and great price ."

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

chad b.

CA $260

CA $632 total

includes taxes & fees

Jan 5 - Jan 6, 2026

[](https://www.expedia.ca/Key-West-Hotels-Welcome-Matts-Truman-Duval-Ideal-One-Bedroom-Retreat.h112579924.Hotel-Information)

![House](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/a00c4a77.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House](https://images.trvl-media.com/lodging/116000000/116000000/115993700/115993610/ee43d350.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House](https://images.trvl-media.com/lodging/116000000/116000000/115993700/115993610/a7ddb2fb.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 $2,687

CA $4,352 total

includes taxes & fees

Jan 12 - Jan 13, 2026

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

![Property grounds](https://images.trvl-media.com/lodging/69000000/68650000/68642500/68642409/3e385174.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/69000000/68650000/68642500/68642409/68c37a69.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, offices](https://images.trvl-media.com/lodging/69000000/68650000/68642500/68642409/870f8c1d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/69000000/68650000/68642500/68642409/6452e8ad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Condo in Key West

[](https://www.expedia.ca/Key-West-Hotels-Margarita-Suite-305-S.h68642409.Hotel-Information)

9.2/10

Wonderful

(31)

"4 nights, was perfect"

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

Ryan M.

CA $357

CA $836 total

includes taxes & fees

Jan 4 - Jan 5, 2026

[](https://www.expedia.ca/Key-West-Hotels-Margarita-Suite-305-S.h68642409.Hotel-Information)

![Terrace/patio](https://images.trvl-media.com/lodging/34000000/33500000/33496300/33496206/2b7e5e32.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)

![TV, offices](https://images.trvl-media.com/lodging/34000000/33500000/33496300/33496206/2de387fe.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)

### 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

(180)

"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 $390

CA $702 total

includes taxes & fees

Jan 16 - Jan 17, 2026

[](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/111000000/110560000/110551200/110551154/b0c2ad05.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/111000000/110560000/110551200/110551154/cb07af0e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/111000000/110560000/110551200/110551154/505242f5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/111000000/110560000/110551200/110551154/859bcb74.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Apartment in Old Town Key West

[](https://www.expedia.ca/Key-West-Hotels-Claude-Monet-Suite-Cozy-Studio-With-Pool-Patio-Access.h110551154.Hotel-Information)

9.4/10

Exceptional

(26)

"Great spot nearby everything, clean inside with a nice pool area. "

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

Brian S.

CA $314

CA $629 total

includes taxes & fees

Jan 3 - Jan 4, 2026

[](https://www.expedia.ca/Key-West-Hotels-Claude-Monet-Suite-Cozy-Studio-With-Pool-Patio-Access.h110551154.Hotel-Information)

![Beach nearby](https://images.trvl-media.com/lodging/22000000/21710000/21706200/21706134/4e89a91e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/22000000/21710000/21706200/21706134/5a5f17c9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/22000000/21710000/21706200/21706134/9bed9f4a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/22000000/21710000/21706200/21706134/7b1830b8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cabin in Old Town Key West

[](https://www.expedia.ca/Key-West-Hotels-Cozy-Cottage-W-Private-Hot-Tub.h21706134.Hotel-Information)

9.0/10

Wonderful

(100)

"Nice place, accurate description. "

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

Sean F.

CA $320

CA $707 total

includes taxes & fees

Jan 11 - Jan 12, 2026

[](https://www.expedia.ca/Key-West-Hotels-Cozy-Cottage-W-Private-Hot-Tub.h21706134.Hotel-Information)

![Pool](https://images.trvl-media.com/lodging/38000000/37120000/37116900/37116833/562a580e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Beach](https://images.trvl-media.com/lodging/38000000/37120000/37116900/37116833/24a9a8cf.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)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/38000000/37120000/37116900/37116833/2a7996b9.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 $435

CA $662 total

includes taxes & fees

Jan 26 - Jan 27, 2026

[](https://www.expedia.ca/Key-West-Hotels-Oceanfront-Oasis-Two-Bedroom-Aparthotel.h37116833.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/77000000/76590000/76584900/76584886/46a74ee5.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)

![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 $485

CA $740 total

includes taxes & fees

Jan 3 - Jan 4, 2026

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

![Terrace/patio](https://images.trvl-media.com/lodging/111000000/110170000/110161500/110161419/9f5b04c9.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 $391

CA $813 total

includes taxes & fees

Jan 9 - Jan 10, 2026

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

![Living area](https://images.trvl-media.com/lodging/113000000/112840000/112833100/112833010/2f354984.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/113000000/112840000/112833100/112833010/855a28b3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Private kitchen](https://images.trvl-media.com/lodging/113000000/112840000/112833100/112833010/w1920h1236x0y0-b8ec3287.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/113000000/112840000/112833100/112833010/80f3f26e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Apartment in Key West

[](https://www.expedia.ca/Key-West-Hotels-The-Samana-Cay-Tropial.h112833010.Hotel-Information)

10/10

Exceptional

(24)

"This property is beautiful and the location is great as well. We will be back!"

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

Patricia K.

CA $414

CA $850 total

includes taxes & fees

Jan 3 - Jan 4, 2026

[](https://www.expedia.ca/Key-West-Hotels-The-Samana-Cay-Tropial.h112833010.Hotel-Information)

![Beach nearby](https://images.trvl-media.com/lodging/77000000/76490000/76481200/76481162/8ef28f6c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/77000000/76490000/76481200/76481162/9a4bcaea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![A heated pool](https://images.trvl-media.com/lodging/77000000/76490000/76481200/76481162/10e32a0b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Marina](https://images.trvl-media.com/lodging/77000000/76490000/76481200/76481162/f42a0ecb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Condo in Old Town Key West

[](https://www.expedia.ca/Key-West-Hotels-COCONUT-PALM-STUDIO-Charming-Studio-W-Community-Pool-Close-To-Town.h76481162.Hotel-Information)

9.6/10

Exceptional

(98)

"Very clean and private. We enjoyed our time and would return."

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

Janine W.

CA $286

CA $569 total

includes taxes & fees

Jan 6 - Jan 7, 2026

[](https://www.expedia.ca/Key-West-Hotels-COCONUT-PALM-STUDIO-Charming-Studio-W-Community-Pool-Close-To-Town.h76481162.Hotel-Information)

![Apartment](https://images.trvl-media.com/lodging/110000000/109010000/109003100/109003026/62bb2b48.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Apartment](https://images.trvl-media.com/lodging/110000000/109010000/109003100/109003026/6674ae85.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

![Apartment](https://images.trvl-media.com/lodging/110000000/109010000/109003100/109003026/f28756ef.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 $714

CA $1,135 total

includes taxes & fees

Jan 21 - Jan 22, 2026

[](https://www.expedia.ca/Key-West-Hotels-Grand-Marina-Suite-By-Brightwild-Waterfront.h109003026.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 $956

CA $2,164 total

includes taxes & fees

Jan 5 - Jan 6, 2026

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

![Terrace/patio](https://images.trvl-media.com/lodging/75000000/74140000/74132700/74132624/b05798e1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, offices](https://images.trvl-media.com/lodging/75000000/74140000/74132700/74132624/e010edc8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/75000000/74140000/74132700/74132624/a4bc633c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/75000000/74140000/74132700/74132624/e6a3d753.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Raccoon Key

[](https://www.expedia.ca/Key-West-Hotels-Parking.h74132624.Hotel-Information)

10/10

Exceptional

(18)

"The perfect House , everything was good "

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

CARLOS G.

CA $956

CA $2,164 total

includes taxes & fees

Jan 4 - Jan 5, 2026

[](https://www.expedia.ca/Key-West-Hotels-Parking.h74132624.Hotel-Information)

![Beach](https://images.trvl-media.com/lodging/22000000/21700000/21694400/21694353/2bf59eec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![A heated pool](https://images.trvl-media.com/lodging/22000000/21700000/21694400/21694353/0a2de63a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/22000000/21700000/21694400/21694353/235bc4bd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Marina](https://images.trvl-media.com/lodging/22000000/21700000/21694400/21694353/c2dccea8.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

(206)

"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 $338

CA $692 total

includes taxes & fees

Jan 15 - Jan 16, 2026

[](https://www.expedia.ca/Key-West-Hotels-Watch-Sunsets-From-Your-Deck.h21694353.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=2026-01-12&endDate=2026-01-13&regionId=1187&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true)

## Find vacation rentals that suit your style

Condos

[](https://www.expedia.ca/Hotel-Search?destination=Key+West%2C+Florida%2C+United+States+of+America&regionId=1187&latLong=24.554807%2C-81.802079&adults=2&startDate=2026-03-29&d1=2026-03-29&endDate=2026-04-01&d2=2026-04-01&lodging=CONDO)

Houseboats

[](https://www.expedia.ca/Hotel-Search?destination=Key+West%2C+Florida%2C+United+States+of+America&regionId=1187&latLong=24.554807%2C-81.802079&adults=2&startDate=2026-03-29&d1=2026-03-29&endDate=2026-04-01&d2=2026-04-01&lodging=HOUSE_BOAT)

Aparthotels

[](https://www.expedia.ca/Hotel-Search?destination=Key+West%2C+Florida%2C+United+States+of+America&regionId=1187&latLong=24.554807%2C-81.802079&adults=2&startDate=2026-03-29&d1=2026-03-29&endDate=2026-04-01&d2=2026-04-01&lodging=APART_HOTEL)

Private vacation homes

[](https://www.expedia.ca/Hotel-Search?destination=Key+West%2C+Florida%2C+United+States+of+America&regionId=1187&latLong=24.554807%2C-81.802079&adults=2&startDate=2026-03-29&d1=2026-03-29&endDate=2026-04-01&d2=2026-04-01&lodging=VACATION_HOME)

Apartments

[](https://www.expedia.ca/Hotel-Search?destination=Key+West%2C+Florida%2C+United+States+of+America&regionId=1187&latLong=24.554807%2C-81.802079&adults=2&startDate=2026-03-29&d1=2026-03-29&endDate=2026-04-01&d2=2026-04-01&lodging=APARTMENT)

Villas

[](https://www.expedia.ca/Hotel-Search?destination=Key+West%2C+Florida%2C+United+States+of+America&regionId=1187&latLong=24.554807%2C-81.802079&adults=2&startDate=2026-03-29&d1=2026-03-29&endDate=2026-04-01&d2=2026-04-01&lodging=VILLA)

Cottages

[](https://www.expedia.ca/Hotel-Search?destination=Key+West%2C+Florida%2C+United+States+of+America&regionId=1187&latLong=24.554807%2C-81.802079&adults=2&startDate=2026-03-29&d1=2026-03-29&endDate=2026-04-01&d2=2026-04-01&lodging=COTTAGE)

Cabins

[](https://www.expedia.ca/Hotel-Search?destination=Key+West%2C+Florida%2C+United+States+of+America&regionId=1187&latLong=24.554807%2C-81.802079&adults=2&startDate=2026-03-29&d1=2026-03-29&endDate=2026-04-01&d2=2026-04-01&lodging=CABIN)

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## Top Key West 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

"Staff was amazing "

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

![The Perry Hotel & Marina Key West](https://images.trvl-media.com/lodging/18000000/17320000/17313700/17313680/e4eb7fd5_y.jpg)

### The Perry Hotel & Marina Key West

10/10 Excellent

"Room was clean. Even though it’s a little bit from Duval st. There is a free shuttle. Kim is awesome. I’d stay there solely to have her shuttle us downtown."

[](https://expedia.ca/Key-West-Hotels-The-Perry-Hotel-Marina-Key-West.h17313680.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

"Very clean and the staff were great "

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

"Bed was not so great rest was"

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

![Pier House Resort & Spa](https://images.trvl-media.com/lodging/1000000/20000/19400/19307/c9267f77_y.jpg)

### Pier House Resort & Spa

10/10 Excellent

"The best "

[](https://expedia.ca/Key-West-Hotels-Pier-House-Resort-Spa.h19307.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

"Property is beautiful, has lots of games on site, room was renovated, clean, and spacious; hotel has shuttle to and from the resort. Shuttle drivers are amazingly fun and helpful with tips! Staff is friendly and cordial, and we were served champagne at arrival!"

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

![La Concha Key West, Autograph Collection](https://images.trvl-media.com/lodging/1000000/10000/3900/3853/aebf156d_y.jpg)

### La Concha Key West, Autograph Collection

10/10 Excellent

"The rooms were clean! Bathroom"

[](https://expedia.ca/Key-West-Hotels-Crowne-Plaza-Key-West-La-Concha.h3853.Hotel-Information)

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

### Beachside Resort & Residences

10/10 Excellent

"This was the perfect getaway. Great staff, beautiful accommodations "

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

"Staff was all wonderful! Resort was the perfect size.. pool and bar area were perfect! Definitely recommend and will be going back! "

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

## Price trends for vacation rentals in Key West

| Less expensive | More expensive | Next month |
| -------------- | -------------- | ---------- |
| September      | February       | CA $611    |

| Month     | Price   |
| --------- | ------- |
| January   | CA $611 |
| February  | CA $684 |
| March     | CA $628 |
| April     | CA $474 |
| May       | CA $368 |
| June      | CA $383 |
| July      | CA $390 |
| August    | CA $348 |
| September | CA $290 |
| October   | CA $523 |
| November  | CA $422 |
| December  | CA $504 |

Price trend information excludes taxes and fees and is based on base rates for a nightly stay for 2 adults found in the last 7 days on our site and averaged for commonly viewed vacation rentals in Key West. Select dates and complete search for nightly totals inclusive of taxes and fees.

## Find out more about Key West

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 Key West. 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.   

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- [Vacation Homes in Key West ](https://expedia.ca/Key-West-Private-Vacation-Homes.d1187-aaPrivateVacationHomes.Travel-Guide-Accommodation)
- [Condo Rentals in Key West ](https://expedia.ca/Key-West-Condos.d1187-aaCondos.Travel-Guide-Accommodation)
- [Apartments in Key West ](https://expedia.ca/Key-West-Apartments.d1187-aaApartments.Travel-Guide-Accommodation)
- [Cottages in Key West ](https://expedia.ca/Key-West-Cottages.d1187-aaCottages.Travel-Guide-Accommodation)
- [Houseboats in Key West ](https://expedia.ca/Key-West-Houseboats.d1187-aaHouseboats.Travel-Guide-Accommodation)
- [Resorts in Key West ](https://expedia.ca/Key-West-Resort-Hotels.d1187-aaResortHotels.Travel-Guide-Accommodation)
- [Guest Houses in Key West ](https://expedia.ca/Key-West-Guest-Houses.d1187-aaGuestHouses.Travel-Guide-Accommodation)
- [Villas in Key West ](https://expedia.ca/Key-West-Villas.d1187-aaVillas.Travel-Guide-Accommodation)
- [B&B in Key West ](https://expedia.ca/Key-West-Bed-And-Breakfast.d1187-aaBedAndBreakfast.Travel-Guide-Accommodation)
- [Aparthotels in Key West ](https://expedia.ca/Key-West-Apart-Hotels.d1187-aaApartHotels.Travel-Guide-Accommodation)
- [Cabin Rentals in Key West ](https://expedia.ca/Key-West-Cabins.d1187-aaCabins.Travel-Guide-Accommodation)
- [Hostels in Key West ](https://expedia.ca/Key-West-Hostels.d1187-aaHostels.Travel-Guide-Accommodation)
- [Motels in Key West ](https://expedia.ca/Key-West-Motels.d1187-aaMotels.Travel-Guide-Accommodation)
- [Inns in Key West ](https://expedia.ca/Key-West-Inns.d1187-aaInns.Travel-Guide-Accommodation)

## Frequently asked questions

### Can I find vacation rentals in Key West?

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### What can I see and do in Key West?

### What are vacation rentals like in Key West?

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- [Cheap Flights to Sanford](https://expedia.ca/Cheap-Flights-To-Sanford.d9845.Travel-Guide-Flights)
- [Cheap Flights to Panama City Beach](https://expedia.ca/Cheap-Flights-To-Panama-City-Beach.d8021.Travel-Guide-Flights)
- [Cheap Flights to Daytona Beach](https://expedia.ca/Cheap-Flights-To-Daytona-Beach.d6023995.Travel-Guide-Flights)
- [Cheap Flights to Punta Gorda](https://expedia.ca/Cheap-Flights-To-Punta-Gorda.d9394.Travel-Guide-Flights)
- [Cheap Flights to Cape Canaveral](https://expedia.ca/Cheap-Flights-To-Cape-Canaveral.d6484.Travel-Guide-Flights)

Cars

- [Car rentals in Fort Myers](https://expedia.ca/Car-Rentals-In-Fort-Myers.d602729.Car-Rental-Guide)

Activities

- [Things to do in Sarasota](https://expedia.ca/Things-To-Do-In-Sarasota.d602719.Travel-Guide-Activities)
- [Things to do in New Smyrna Beach](https://expedia.ca/Things-To-Do-In-New-Smyrna-Beach.d8943.Travel-Guide-Activities)
- [Things to do in Daytona Beach](https://expedia.ca/Things-To-Do-In-Daytona-Beach.d6023995.Travel-Guide-Activities)
- [Things to do in Cape Coral](https://expedia.ca/Things-To-Do-In-Cape-Coral.d6521.Travel-Guide-Activities)
- [Things to do in St. Augustine](https://expedia.ca/Things-To-Do-In-St-Augustine.d6047864.Travel-Guide-Activities)

Vacation Rentals

- [Naples Vacation Rentals](https://expedia.ca/Naples-Vacation-Rentals.d602724.Travel-Guide-VacationRentals)

General

- [Visit Cocoa Beach](https://expedia.ca/Cocoa-Beach.dx6549)

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