Title: Key West Vacation Rentals from CA $433: Short-Term Rentals for 2026 | Expedia.ca

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![](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

[Feb 13 - Feb 15](https://www.expedia.ca/Hotel-Search?regionId=1187&startDate=2026-02-13&endDate=2026-02-15&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two months

[Mar 27 - Mar 29](https://www.expedia.ca/Hotel-Search?regionId=1187&startDate=2026-03-27&endDate=2026-03-29&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In three months

[Apr 24 - Apr 26](https://www.expedia.ca/Hotel-Search?regionId=1187&startDate=2026-04-24&endDate=2026-04-26&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In four months

[May 22 - May 24](https://www.expedia.ca/Hotel-Search?regionId=1187&startDate=2026-05-22&endDate=2026-05-24&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

![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)

![Exterior](https://images.trvl-media.com/lodging/90000000/89840000/89832400/89832384/2a7c6e81.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)

### Aqua Lodges at Hurricane Hole Marina

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

Stock Island

8.8/10

Excellent

(173 reviews)

"Unique place to stay! We loved the nature and the location! "

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

Sara

CA $255

CA $517 total

includes taxes & fees

Feb 4 - Feb 5

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

![Property grounds](https://images.trvl-media.com/lodging/113000000/112580000/112580000/112579922/7253b1ba.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, free WiFi, bed sheets](https://images.trvl-media.com/lodging/113000000/112580000/112580000/112579922/2327ff40.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/113000000/112580000/112580000/112579922/77345ac0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/113000000/112580000/112580000/112579922/19d6d37a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Ricky's Retreat - Truman @ Duval | Perfect for a Getaway in Key West

[](https://www.expedia.ca/Key-West-Hotels-Rickys-Retreat-Truman-Duval-Perfect-For-A-Getaway-In-Key-West.h112579922.Hotel-Information)

Old Town Key West

10/10

Exceptional

(21 reviews)

"Loved it can’t wait to book it again!!"

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

Amanda C.

CA $388

CA $754 total

includes taxes & fees

Feb 9 - Feb 10

[](https://www.expedia.ca/Key-West-Hotels-Rickys-Retreat-Truman-Duval-Perfect-For-A-Getaway-In-Key-West.h112579922.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)

![1 bedroom, free WiFi, bed sheets](https://images.trvl-media.com/lodging/113000000/112580000/112580000/112579943/fd63d61c.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)

### Scott's Cottage - Truman @ Duval | Perfect Location! Ideal for Solos &Couples

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

Old Town Key West

9.8/10

Exceptional

(20 reviews)

"Really enjoyed our stay. Location was great and the property was well kept."

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

linda k.

CA $221

CA $523 total

includes taxes & fees

Jan 27 - Jan 28

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

![A heated pool](https://images.trvl-media.com/lodging/77000000/76490000/76481200/76481150/88b5790a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### ROYAL PALM STUDIO \~ Adult Only, Studio w/ Community Pool & Close to Town!

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

Old Town Key West

9.6/10

Exceptional

(97 reviews)

"Nice property, great location, comfortable bed, lovely pool. "

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

Candice B.

CA $253

CA $529 total

includes taxes & fees

Jan 28 - Jan 29

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

![Beach](https://images.trvl-media.com/lodging/22000000/21720000/21711300/21711267/3722dbb7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/22000000/21720000/21711300/21711267/555df160.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/22000000/21720000/21711300/21711267/a913e1db.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Marina](https://images.trvl-media.com/lodging/22000000/21720000/21711300/21711267/a97b87cc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Dog-friendly resort condo with pool & hot tub, private parking

[](https://www.expedia.ca/Key-West-Hotels-Dog-Friendly-Resort-Condo-With-Pool-Hot-Tub.h21711267.Hotel-Information)

Key West

8.4/10

Very good

(121 reviews)

"Resting well and enjoying "

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

Bon N.

CA $284

CA $659 total

includes taxes & fees

Jan 28 - Jan 29

[](https://www.expedia.ca/Key-West-Hotels-Dog-Friendly-Resort-Condo-With-Pool-Hot-Tub.h21711267.Hotel-Information)

![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/a11dab24.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)

![Exterior](https://images.trvl-media.com/lodging/121000000/120240000/120239600/120239529/5ac36685.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Fairhaven House at Solaire Lunara Bay

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

Raccoon Key

CA $2,673

CA $4,412 total

includes taxes & fees

Jan 29 - Jan 30

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

![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)

![Exterior](https://images.trvl-media.com/lodging/93000000/92970000/92966000/92965988/fded6d82.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)

### Viking Yacht Getaway in the Keys !!NEW LOCATION!! !!Tons of Amenities!!

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

Stock Island

7.8/10

Good

(26 reviews)

"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 $695 total

includes taxes & fees

Feb 1 - Feb 2

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

![Property grounds](https://images.trvl-media.com/lodging/112000000/111830000/111828400/111828324/e1e34e59.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/112000000/111830000/111828400/111828324/5bd1aa48.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, free WiFi, bed sheets](https://images.trvl-media.com/lodging/112000000/111830000/111828400/111828324/f621e61b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/112000000/111830000/111828400/111828324/4c1456e1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Butterfly Nest | Newly Updated w/ Shared Pool

[](https://www.expedia.ca/Key-West-Hotels-Butterfly-Nest-Newly-Updated-W-Shared-Pool.h111828324.Hotel-Information)

Key West

10/10

Exceptional

(34 reviews)

"Comfortable condo in a great location. Pet friendly, which is a great plus!"

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

Chrislyn R.

CA $300

CA $699 total

includes taxes & fees

Jan 28 - Jan 29

[](https://www.expedia.ca/Key-West-Hotels-Butterfly-Nest-Newly-Updated-W-Shared-Pool.h111828324.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)

![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)

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

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

Old Town Key West

9.0/10

Wonderful

(184 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 $351

CA $654 total

includes taxes & fees

Feb 1 - Feb 2

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

![Property grounds](https://images.trvl-media.com/lodging/111000000/110170000/110161500/110161428/cbed84b3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/111000000/110170000/110161500/110161428/2f371c15.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, stovetop, coffee/tea maker](https://images.trvl-media.com/lodging/111000000/110170000/110161500/110161428/247b149a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/111000000/110170000/110161500/110161428/537af082.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Osprey Suite | Charming Hideaway, Hot Tubs, Close to Duval!

[](https://www.expedia.ca/Key-West-Hotels-Osprey-Suite-Charming-Hideaway.h110161428.Hotel-Information)

Old Town Key West

9.8/10

Exceptional

(29 reviews)

"Loved this little place "

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

Charles N.

CA $362

CA $774 total

includes taxes & fees

Jan 29 - Jan 30

[](https://www.expedia.ca/Key-West-Hotels-Osprey-Suite-Charming-Hideaway.h110161428.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)

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

![Interior](https://images.trvl-media.com/lodging/124000000/123540000/123535400/123535356/5bb8f68f.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)

### 3-bedroom Yacht, Private Beach Yacht Club, sleeps 10, AC, Key West

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

Stock Island

CA $375

CA $654 total

includes taxes & fees

Jan 27 - Jan 28

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

![Pool](https://images.trvl-media.com/lodging/75000000/74140000/74132700/74132624/2885e075.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/75000000/74140000/74132700/74132624/33a62704.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/75000000/74140000/74132700/74132624/3593d5fb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/75000000/74140000/74132700/74132624/914930d9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Seagate Estate at Lunara Bay

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

Raccoon Key

10/10

Exceptional

(19 reviews)

"The perfect House , everything was good "

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

CARLOS G.

CA $1,095

CA $2,342 total

includes taxes & fees

Feb 3 - Feb 4

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

![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)

![Marina](https://images.trvl-media.com/lodging/77000000/76490000/76481200/76481154/7337f89c.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)

### SUGAR PALM STUDIO \~ Adult Only Studio w/ Community Pool & Close to Town!

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

Old Town Key West

9.8/10

Exceptional

(114 reviews)

"we had a wonderful room with a great location. It was too cold to use the pool, but it looked very inviting. Would definitely stay again."

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

Richard

CA $466

CA $798 total

includes taxes & fees

Feb 17 - Feb 18

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

![Marina](https://images.trvl-media.com/lodging/100000000/99890000/99882200/99882182/532693cc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, oven, stovetop, ice maker](https://images.trvl-media.com/lodging/100000000/99890000/99882200/99882182/9e3ecc72.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![3 bedrooms, WiFi, bed sheets](https://images.trvl-media.com/lodging/100000000/99890000/99882200/99882182/3d90235f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/100000000/99890000/99882200/99882182/44ae2c6a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Living the Dream Key West Style

[](https://www.expedia.ca/Key-West-Hotels-Living-The-Dream-Key-West-Style.h99882182.Hotel-Information)

Stock Island

9.8/10

Exceptional

(40 reviews)

"Perfect, just perfect!"

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

Mikael

CA $575

CA $729 total

includes taxes & fees

Feb 25 - Feb 26

[](https://www.expedia.ca/Key-West-Hotels-Living-The-Dream-Key-West-Style.h99882182.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)

![Exterior](https://images.trvl-media.com/lodging/110000000/109010000/109003100/109003026/99362c9b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/110000000/109010000/109003100/109003026/c6062e95.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Apartment](https://images.trvl-media.com/lodging/110000000/109010000/109003100/109003026/f7550de6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Grand Marina Suite by Brightwild Waterfront

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

Stock Island

10/10

Exceptional

(3 reviews)

"Nice place "

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

Pawel

CA $846

CA $1,303 total

includes taxes & fees

Feb 8 - Feb 9

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

![Pool](https://images.trvl-media.com/lodging/125000000/124810000/124800800/124800787/25d45a65.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Marina](https://images.trvl-media.com/lodging/125000000/124810000/124800800/124800787/1ea3ea14.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Marina](https://images.trvl-media.com/lodging/125000000/124810000/124800800/124800787/743eb520.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Marina](https://images.trvl-media.com/lodging/125000000/124810000/124800800/124800787/f511001e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Yacht in Key West - Hosted by Luxury Sea Charters @ The Perry Marina

[](https://www.expedia.ca/Key-West-Hotels-Yacht-In-Key-West-Hosted-By-Luxury-Sea-Charters-The-Perry-Marina.h124800787.Hotel-Information)

Stock Island

[](https://www.expedia.ca/Key-West-Hotels-Yacht-In-Key-West-Hosted-By-Luxury-Sea-Charters-The-Perry-Marina.h124800787.Hotel-Information)

![Terrace/patio](https://images.trvl-media.com/lodging/107000000/106290000/106285400/106285346/8c527034.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/107000000/106290000/106285400/106285346/1bf65662.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![A heated pool](https://images.trvl-media.com/lodging/107000000/106290000/106285400/106285346/6813018e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/107000000/106290000/106285400/106285346/55d21983.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### OSPREY STUDIO @ The Colony-Sleeps up to 4

[](https://www.expedia.ca/Key-West-Hotels-OSPREY-STUDIO-The-Colony-Sleeps-Up-To-4.h106285346.Hotel-Information)

Old Town Key West

9.6/10

Exceptional

(54 reviews)

"We loved our stay here. It was calm and quiet--such a nice place to lounge and enjoy a morning coffee when you're not hanging out on Duval or exploring the island! We loved it!"

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

Dean H.

CA $380

CA $963 total

includes taxes & fees

Feb 3 - Feb 4

[](https://www.expedia.ca/Key-West-Hotels-OSPREY-STUDIO-The-Colony-Sleeps-Up-To-4.h106285346.Hotel-Information)

![Pool](https://images.trvl-media.com/lodging/107000000/106290000/106285400/106285337/35e3d562.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/107000000/106290000/106285400/106285337/w1600h1197x0y3-5c346695.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/107000000/106290000/106285400/106285337/w1600h1197x0y3-d6f7a0b5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, iron/ironing board, internet, bed sheets](https://images.trvl-media.com/lodging/107000000/106290000/106285400/106285337/ba8b0f50.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Rent at PORCHSIDE PARADISE - Steps to Duval

[](https://www.expedia.ca/Key-West-Hotels-Rent-At-PORCHSIDE-PARADISE-Steps-To-Duval.h106285337.Hotel-Information)

Old Town Key West

8.8/10

Excellent

(75 reviews)

"PERFECT location close to everything. Really cute little place perfect for two people. We had a fantastic time!"

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

Olivia B.

[](https://www.expedia.ca/Key-West-Hotels-Rent-At-PORCHSIDE-PARADISE-Steps-To-Duval.h106285337.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)

![Dining](https://images.trvl-media.com/lodging/32000000/31900000/31892700/31892617/15cbea80.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 dining](https://images.trvl-media.com/lodging/32000000/31900000/31892700/31892617/d36ebeba.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

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

Stock Island

9.8/10

Exceptional

(118 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 $499

CA $980 total

includes taxes & fees

Feb 2 - Feb 3

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

Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

[View all properties](https://expedia.ca/Hotel-Search?startDate=2026-02-09&endDate=2026-02-10&regionId=1187&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true)

## Find vacation rentals that suit your style

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=2026-04-26&d1=2026-04-26&endDate=2026-04-29&d2=2026-04-29&lodging=HOUSE_BOAT)

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=2026-04-26&d1=2026-04-26&endDate=2026-04-29&d2=2026-04-29&lodging=CONDO)

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=2026-04-26&d1=2026-04-26&endDate=2026-04-29&d2=2026-04-29&lodging=VACATION_HOME)

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=2026-04-26&d1=2026-04-26&endDate=2026-04-29&d2=2026-04-29&lodging=COTTAGE)

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=2026-04-26&d1=2026-04-26&endDate=2026-04-29&d2=2026-04-29&lodging=APART_HOTEL)

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=2026-04-26&d1=2026-04-26&endDate=2026-04-29&d2=2026-04-29&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=2026-04-26&d1=2026-04-26&endDate=2026-04-29&d2=2026-04-29&lodging=VILLA)

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=2026-04-26&d1=2026-04-26&endDate=2026-04-29&d2=2026-04-29&lodging=CABIN)

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## Top Key West Hotel Reviews

![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 management team was also great."

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

"Nice resort near the beach. The staff was very friendly. The check-in process was a little lengthy, but not overly so. 3 pools with bars nearby and daily activities. My particular room was a little smaller than what I am used to, but it was clean. Also, the shower could have been a little warmer, but it was fine. I liked having the coffee bar near my room. "

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

![Winslow's Bungalows - Key West Historic Inns](https://images.trvl-media.com/lodging/1000000/530000/529700/529611/7cf7d263_y.jpg)

### Winslow's Bungalows - Key West Historic Inns

10/10 Excellent

"The employees are very friendly and helpful. The rooms are spotlessly clean and each room seems unique. This is a number of historical buildings all tied together with amazing tropical plantings. Our room which was on the second floor was very quiet. There are no elevators so if that is a problem, there are many first floor rooms. It is right in the Historic District and within walking distance of the waterfront and almost anything you want to visit. "

[](https://expedia.ca/Key-West-Hotels-Kimpton-Winslows-Bungalows.h529611.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

"The hotel was clean and quiet and all of the staff were friendly. The marina is great with a lot of different activities. We will definitely be returning to The Perry."

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

![Hyatt Vacation Club at Beach House, Key West](https://images.trvl-media.com/lodging/1000000/860000/858000/857962/fc0a2a7e_y.jpg)

### Hyatt Vacation Club at Beach House, Key West

10/10 Excellent

"Very nice property. We will definitely stay here again."

[](https://expedia.ca/Key-West-Hotels-Hyatt-Vacation-Club-At-Beach-House.h857962.Hotel-Information)

![Hyatt Vacation Club at Windward Pointe, Key West](https://images.trvl-media.com/lodging/1000000/870000/868700/868697/481a771e_y.jpg)

### Hyatt Vacation Club at Windward Pointe, Key West

10/10 Excellent

"We took advantage of the laundry facilities in the room"

[](https://expedia.ca/Key-West-Hotels-Hyatt-Vacation-Club-At-Windward-Pointe.h868697.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

"Staff was excellent. Very clean, updated appearance. Overall great experience."

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

"Grreat Facility and Staff !"

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

![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 room was very clean and nicely located. The staff was very friendly and accomodating."

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

## Price trends for vacation rentals in Key West

| Less expensive | More expensive | Next month |
| -------------- | -------------- | ---------- |
| November       | February       | CA $702    |

| Month     | Price   |
| --------- | ------- |
| January   | CA $645 |
| February  | CA $702 |
| March     | CA $603 |
| April     | CA $484 |
| May       | CA $433 |
| June      | CA $390 |
| July      | CA $405 |
| August    | CA $386 |
| September | CA $366 |
| October   | CA $376 |
| November  | CA $348 |
| December  | CA $524 |

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 are vacation rentals like in Key West?

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- [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 Fort Myers](https://expedia.ca/Things-To-Do-In-Fort-Myers.d602729.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 Naples](https://expedia.ca/Things-To-Do-In-Naples.d602724.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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