Title: Key West Vacation Home Rentals from CA $529: Search Top Private Vacation Homes for Rent | 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)[Vacation Rentals in Key West](https://expedia.ca/Key-West-Vacation-Rentals.d1187.Travel-Guide-VacationRentals)[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)

![](https://images.trvl-media.com/place/1187/a7c3fad3-5f12-4d91-8996-ed0e1b61b0a3.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

![](https://images.trvl-media.com/place/1187/a7c3fad3-5f12-4d91-8996-ed0e1b61b0a3.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

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## Check prices for these dates

In two weeks

[Jan 30 - Feb 1](https://www.expedia.ca/Hotel-Search?regionId=1187&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=1187&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=1187&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=1187&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 Key West vacation homes

![House](https://images.trvl-media.com/lodging/121000000/120240000/120239600/120239529/2a1c9fc3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House](https://images.trvl-media.com/lodging/121000000/120240000/120239600/120239529/10b16cb9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Garden](https://images.trvl-media.com/lodging/121000000/120240000/120239600/120239529/eafa7da5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House](https://images.trvl-media.com/lodging/121000000/120240000/120239600/120239529/a11dab24.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Raccoon Key

[](https://www.expedia.ca/Key-West-Hotels-The-Fairhaven-House-At-Solaire-Lunara-Bay.h120239529.Hotel-Information)

CA $2,765

CA $4,536 total

includes taxes & fees

Jan 19 - Jan 20

[](https://www.expedia.ca/Key-West-Hotels-The-Fairhaven-House-At-Solaire-Lunara-Bay.h120239529.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)

![Dining](https://images.trvl-media.com/lodging/34000000/33500000/33496300/33496206/bd64b13f.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)

![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

(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)

![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)

### Vacation Home in Raccoon Key

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

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)

![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)

![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)

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

### Vacation Home in Raccoon Key

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

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)

![Outdoor dining](https://images.trvl-media.com/lodging/77000000/76590000/76584900/76584886/53dba367.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)

![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)

### Vacation Home in Key West

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

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 detail](https://images.trvl-media.com/lodging/74000000/73980000/73974900/73974827/f326782d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, offices](https://images.trvl-media.com/lodging/74000000/73980000/73974900/73974827/59a6cfbf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/74000000/73980000/73974900/73974827/7d77cb02.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/74000000/73980000/73974900/73974827/1b4b9be2.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-Shared-Pool-Near-Duval-Curry-House-Room-9.h73974827.Hotel-Information)

7.4/10

Good

(14 reviews)

"Very clean."

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

Wendy R.

CA $235

CA $553 total

includes taxes & fees

Jan 26 - Jan 27

[](https://www.expedia.ca/Key-West-Hotels-Shared-Pool-Near-Duval-Curry-House-Room-9.h73974827.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)

![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)

![Marina](https://images.trvl-media.com/lodging/77000000/76570000/76568300/76568286/ea75861d.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 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/97000000/96960000/96960000/96959915/06da87e8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/97000000/96960000/96960000/96959915/e02baa0a.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)

![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)

### Vacation Home in Raccoon Key

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

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)

![Outdoor pool](https://images.trvl-media.com/lodging/97000000/96050000/96041800/96041709/c686e689.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/97000000/96050000/96041800/96041709/6d529558.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/97000000/96050000/96041800/96041709/2f3d9693.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/97000000/96050000/96041800/96041709/82590615.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Stock Island

[](https://www.expedia.ca/Key-West-Hotels-Gone-Coastal.h96041709.Hotel-Information)

9.8/10

Exceptional

(20 reviews)

"Great little place with covered parking and comfortable beds. Very clean! "

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

Sean

CA $415

CA $849 total

includes taxes & fees

Jan 18 - Jan 19

[](https://www.expedia.ca/Key-West-Hotels-Gone-Coastal.h96041709.Hotel-Information)

![Terrace/patio](https://images.trvl-media.com/lodging/124000000/123040000/123030600/123030539/dc1200c8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Living area](https://images.trvl-media.com/lodging/124000000/123040000/123030600/123030539/a3b6bc94.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/124000000/123040000/123030600/123030539/164ce374.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/124000000/123040000/123030600/123030539/63d37f37.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-Roads-End-Prime-Old-Town-Location-Modern-Updates.h123030539.Hotel-Information)

8.0/10

Very good

(1 review)

"Location, friendly neighbors, calming courtyard."

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

Jim C.

CA $353

CA $766 total

includes taxes & fees

Jan 19 - Jan 20

[](https://www.expedia.ca/Key-West-Hotels-Roads-End-Prime-Old-Town-Location-Modern-Updates.h123030539.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 $2,591

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)

![3 bedrooms, WiFi, bed sheets, wheelchair access](https://images.trvl-media.com/lodging/124000000/123540000/123535400/123535356/7f3f171a_edited_738b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Private kitchen](https://images.trvl-media.com/lodging/124000000/123540000/123535400/123535356/89be3c0b_edited_f17c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Marina](https://images.trvl-media.com/lodging/124000000/123540000/123535400/123535356/99a9c318.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/124000000/123540000/123535400/123535356/w2376h1161x80y8-a78ff30a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Stock Island

[](https://www.expedia.ca/Key-West-Hotels-3-Bedroom-Yacht.h123535356.Hotel-Information)

CA $380

CA $663 total

includes taxes & fees

Jan 20 - Jan 21

[](https://www.expedia.ca/Key-West-Hotels-3-Bedroom-Yacht.h123535356.Hotel-Information)

![Pool](https://images.trvl-media.com/lodging/120000000/119060000/119054300/119054216/7d32e3bb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/120000000/119060000/119054300/119054216/6e08b760.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/120000000/119060000/119054300/119054216/cd88a3f9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/120000000/119060000/119054300/119054216/ec3bacd8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Stock Island

[](https://www.expedia.ca/Key-West-Hotels-Another-Day-In-Paradise.h119054216.Hotel-Information)

[](https://www.expedia.ca/Key-West-Hotels-Another-Day-In-Paradise.h119054216.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)

![Exterior](https://images.trvl-media.com/lodging/32000000/31900000/31892700/31892617/156e79e7.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)

### 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 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)

![Pool](https://images.trvl-media.com/lodging/123000000/122930000/122927400/122927397/63776443.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/123000000/122930000/122927400/122927397/e9e597c3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/123000000/122930000/122927400/122927397/89589ec3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/123000000/122930000/122927400/122927397/3d2276d1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Stock Island

[](https://www.expedia.ca/Key-West-Hotels-Spacious-3-Bedroom-Townhome-On-Stock-Island-With-Resort-Style-Pool.h122927397.Hotel-Information)

CA $332

CA $732 total

includes taxes & fees

Jan 27 - Jan 28

[](https://www.expedia.ca/Key-West-Hotels-Spacious-3-Bedroom-Townhome-On-Stock-Island-With-Resort-Style-Pool.h122927397.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)

### Vacation Home in Raccoon Key

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

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)

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

![Exterior](https://images.trvl-media.com/lodging/75000000/74140000/74132700/74132647/65dacfe3.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)

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

### Vacation Home in Raccoon Key

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

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)

![Pool](https://images.trvl-media.com/lodging/118000000/118000000/117997000/117996915/5c412777.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)

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

### Vacation Home in Raccoon Key

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

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)

![Interior](https://images.trvl-media.com/lodging/121000000/120240000/120238500/120238445/7c5d34c2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/121000000/120240000/120238500/120238445/fe68337e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, stereo, offices](https://images.trvl-media.com/lodging/121000000/120240000/120238500/120238445/fa1f5c25.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/121000000/120240000/120238500/120238445/59555179.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Raccoon Key

[](https://www.expedia.ca/Key-West-Hotels-The-Joyrise-House-At-Solaire-Lunara-Bay.h120238445.Hotel-Information)

10/10

Exceptional

(1 review)

"Very comfortable house, plenty of room, lovely pool, everything was very clean and pleasant."

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

Allison H.

CA $1,659

CA $3,421 total

includes taxes & fees

Jan 21 - Jan 22

[](https://www.expedia.ca/Key-West-Hotels-The-Joyrise-House-At-Solaire-Lunara-Bay.h120238445.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)

![Interior](https://images.trvl-media.com/lodging/116000000/115050000/115046900/115046813/ad84669b.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)

### Vacation Home in Raccoon Key

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

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)

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.

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## Find vacation rentals that suit your style

Houseboats

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Condos

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Private vacation homes

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Aparthotels

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Apartments

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Villas

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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=2026-04-16&d1=2026-04-16&endDate=2026-04-19&d2=2026-04-19&lodging=COTTAGE)

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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

"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)

![Parrot Key Hotel & Villas](https://images.trvl-media.com/lodging/1000000/30000/24700/24615/67735d0c_y.jpg)

### Parrot Key Hotel & Villas

10/10 Excellent

"Very nice atmosphere beautiful plants and setup."

[](https://expedia.ca/Key-West-Hotels-Parrot-Key-Hotel-Villas.h24615.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)

## Find out more about Key West

## Key West Vacation Homes information

| Number of reviews | 395                 |
| ----------------- | ------------------- |
| Accommodation     | 1043 Vacation Homes |
| Lowest Price      | CA $529             |
| Highest Price     | CA $4,536           |

## Explore a world of travel with Expedia

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- [Resorts in Key Haven ](https://www.expedia.ca/Key-Haven-Resort-Hotels.d553248635976197997-aaResortHotels.Travel-Guide-Accommodation)
- [Townhomes in Key Haven ](https://www.expedia.ca/Key-Haven-Townhomes.d553248635976197997-aaTownhomes.Travel-Guide-Accommodation)
- [Villas in Key Haven ](https://www.expedia.ca/Key-Haven-Villas.d553248635976197997-aaVillas.Travel-Guide-Accommodation)
- [Adults Only Resorts & in Key West Historic District ](https://www.expedia.ca/Key-West-Historic-District-Key-West-Hotels-Adults-Only-Resorts.0-n6281809-0-tAdultsOnlyResorts.Travel-Guide-Filter-Hotels)
- [All Inclusive Resorts and in Key West Historic District ](https://www.expedia.ca/Key-West-Historic-District-Key-West-Hotels-All-Inclusive-Hotel.0-n6281809-0-tAllInclusiveHotel.Travel-Guide-Filter-Hotels)
- [Beach Hotel Hotels in Key West Historic District ](https://www.expedia.ca/Key-West-Historic-District-Key-West-Hotels-Beach-Hotel.0-n6281809-0-tBeachHotel.Travel-Guide-Filter-Hotels)
- [Boutique Hotels in Key West Historic District ](https://www.expedia.ca/Key-West-Historic-District-Key-West-Hotels-Boutique-Hotel.0-n6281809-0-tBoutiqueHotel.Travel-Guide-Filter-Hotels)
- [Cheap Hotels in Key West Historic District ](https://www.expedia.ca/Key-West-Historic-District-Key-West-Hotels-Cheap-Hotels.0-n6281809-0-tCheapHotels.Travel-Guide-Filter-Hotels)
- [Hotels & Resorts for Couples in Key West Historic District ](https://www.expedia.ca/Key-West-Historic-District-Key-West-Hotels-Couples-Resorts-Hotels.0-n6281809-0-tCouplesResortsHotels.Travel-Guide-Filter-Hotels)
- [Family Hotels in Key West Historic District ](https://www.expedia.ca/Key-West-Historic-District-Key-West-Hotels-Family-Hotel.0-n6281809-0-tFamilyHotel.Travel-Guide-Filter-Hotels)
- [Golf Hotels in Key West Historic District ](https://www.expedia.ca/Key-West-Historic-District-Key-West-Hotels-Golf-Hotel.0-n6281809-0-tGolfHotel.Travel-Guide-Filter-Hotels)
- [Historic Hotels in Key West Historic District ](https://www.expedia.ca/Key-West-Historic-District-Key-West-Hotels-Historic-Hotel.0-n6281809-0-tHistoricHotel.Travel-Guide-Filter-Hotels)
- [Honeymoon Resorts and in Key West Historic District ](https://www.expedia.ca/Key-West-Historic-District-Key-West-Hotels-Honeymoon-Hotels.0-n6281809-0-tHoneymoonHotels.Travel-Guide-Filter-Hotels)
- [Hotels with a Pool in Key West Historic District ](https://www.expedia.ca/Key-West-Historic-District-Key-West-Hotels-Hotel-With-Pool.0-n6281809-0-tHotelwithPool.Travel-Guide-Filter-Hotels)
- [Hotels with Bar in Key West Historic District ](https://www.expedia.ca/Key-West-Historic-District-Key-West-Hotels-Hotels-With-Bar.0-n6281809-0-tHotelswithBar.Travel-Guide-Filter-Hotels)
- [Hotels with Free Airport Shuttle in Key West Historic District ](https://www.expedia.ca/Key-West-Historic-District-Key-West-Hotels-Hotels-With-Free-Airport-Shuttle.0-n6281809-0-tHotelswithFreeAirportShuttle.Travel-Guide-Filter-Hotels)
- [Hotels with Free Parking in Key West Historic District ](https://www.expedia.ca/Key-West-Historic-District-Key-West-Hotels-Hotels-With-Free-Parking.0-n6281809-0-tHotelswithFreeParking.Travel-Guide-Filter-Hotels)
- [Hotels with Hot Tubs in Key West Historic District ](https://www.expedia.ca/Key-West-Historic-District-Key-West-Hotels-Hotels-With-Hot-Tubs.0-n6281809-0-tHotelsWithHotTubs.Travel-Guide-Filter-Hotels)
- [Hotels with Kitchenettes in Key West Historic District ](https://www.expedia.ca/Key-West-Historic-District-Key-West-Hotels-Hotels-With-Kitchenettes.0-n6281809-0-tHotelswithKitchenettes.Travel-Guide-Filter-Hotels)
- [Lgbt Friendly Hotels in Key West Historic District ](https://www.expedia.ca/Key-West-Historic-District-Key-West-Hotels-LGBT-Friendly-Hotel.0-n6281809-0-tLGBTFriendlyHotel.Travel-Guide-Filter-Hotels)
- [Oceanfront Hotels in Key West Historic District ](https://www.expedia.ca/Key-West-Historic-District-Key-West-Hotels-Oceanfront-Hotels.0-n6281809-0-tOceanfrontHotels.Travel-Guide-Filter-Hotels)
- [Pet-Friendly Hotels in Key West Historic District ](https://www.expedia.ca/Key-West-Historic-District-Key-West-Hotels-Pet-Friendly-Hotel.0-n6281809-0-tPetfriendlyHotel.Travel-Guide-Filter-Hotels)
- [Remington Hotels in Key West Historic District ](https://www.expedia.ca/Key-West-Historic-District-Key-West-Hotels-Remington.0-n6281809-0--bRemington.Travel-Guide-Filter-Hotels)
- [Romantic Hotels in Key West Historic District ](https://www.expedia.ca/Key-West-Historic-District-Key-West-Hotels-Romantic-Hotel.0-n6281809-0-tRomanticHotel.Travel-Guide-Filter-Hotels)
- [Scuba Diving Hotels in Key West Historic District ](https://www.expedia.ca/Key-West-Historic-District-Key-West-Hotels-Scuba-Diving-Vacations.0-n6281809-0-tscubadivingvacations.Travel-Guide-Filter-Hotels)
- [Spa Hotels in Key West Historic District ](https://www.expedia.ca/Key-West-Historic-District-Key-West-Hotels-Spa-Hotel.0-n6281809-0-tSpaHotel.Travel-Guide-Filter-Hotels)
- [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)
- [Farmstay in Monroe County ](https://www.expedia.ca/Monroe-County-Agritourism.d553248635976430869-aaAgritourism.Travel-Guide-Accommodation)
- [B&B in Monroe County ](https://www.expedia.ca/Monroe-County-Bed-And-Breakfast.d553248635976430869-aaBedAndBreakfast.Travel-Guide-Accommodation)
- [Inns in Raccoon Key ](https://www.expedia.ca/Raccoon-Key-Inns.d180164-aaInns.Travel-Guide-Accommodation)
- [Motels in Raccoon Key ](https://www.expedia.ca/Raccoon-Key-Motels.d180164-aaMotels.Travel-Guide-Accommodation)
- [Resorts in Raccoon Key ](https://www.expedia.ca/Raccoon-Key-Resort-Hotels.d180164-aaResortHotels.Travel-Guide-Accommodation)
- [Townhomes in Raccoon Key ](https://www.expedia.ca/Raccoon-Key-Townhomes.d180164-aaTownhomes.Travel-Guide-Accommodation)
- [Aparthotels in Stock Island ](https://www.expedia.ca/Stock-Island-Apart-Hotels.d180166-aaApartHotels.Travel-Guide-Accommodation)
- [B&B in Stock Island ](https://www.expedia.ca/Stock-Island-Bed-And-Breakfast.d180166-aaBedAndBreakfast.Travel-Guide-Accommodation)
- [Houseboats in Stock Island ](https://www.expedia.ca/Stock-Island-Houseboats.d180166-aaHouseboats.Travel-Guide-Accommodation)
- [Vacation Homes in Stock Island ](https://www.expedia.ca/Stock-Island-Private-Vacation-Homes.d180166-aaPrivateVacationHomes.Travel-Guide-Accommodation)
- [Resorts in Stock Island ](https://www.expedia.ca/Stock-Island-Resort-Hotels.d180166-aaResortHotels.Travel-Guide-Accommodation)

- [Duval Street ](https://www.expedia.ca/Duval-Street-Key-West-Historic-District.d6068616.Vacation-Attraction)
- [Visit Downtown Key West ](https://www.expedia.ca/Key-West-Downtown-Key-West.dx553248635976470405)
- [Key West Historic District Vacations ](https://www.expedia.ca/Key-West-Historic-District.d6281809.Destination-Travel-Guides)
- [Visit Key West Historic District ](https://www.expedia.ca/Key-West-Key-West-Historic-District.dx6281809)

- [Book Vacation Homes in Key West on Expedia.com ](https://www.expedia.com/Key-West-Private-Vacation-Homes.d1187-aaPrivateVacationHomes.Travel-Guide-Accommodation)