Title: Key West Vacation Home Rentals from CA $414: 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://a.travel-assets.com/findyours-php/viewfinder/images/res70/497000/497918-south-beach-fm.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Key West Vacation Rentals ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Sign in to save 10% or more on thousands of hotels [Sign in](https://www.expedia.ca/login) ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Check prices for these dates Next weekend [Oct 31 - Nov 2](https://www.expedia.ca/Hotel-Search?regionId=1187&startDate=2025-10-31&endDate=2025-11-02&adults=2&lodging=VACATION_HOME&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Nov 7 - Nov 9](https://www.expedia.ca/Hotel-Search?regionId=1187&startDate=2025-11-07&endDate=2025-11-09&adults=2&lodging=VACATION_HOME&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In one month [Nov 21 - Nov 23](https://www.expedia.ca/Hotel-Search?regionId=1187&startDate=2025-11-21&endDate=2025-11-23&adults=2&lodging=VACATION_HOME&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Dec 19 - Dec 21](https://www.expedia.ca/Hotel-Search?regionId=1187&startDate=2025-12-19&endDate=2025-12-21&adults=2&lodging=VACATION_HOME&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Browse Select Key West Vacation Homes ![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) ![TV, DVD player, books, video library](https://images.trvl-media.com/lodging/77000000/76590000/76584900/76584886/w3000h1999x0y1-215da3f4.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) ### Poolside Cottage #411 Key West 9.8/10 Exceptional (53) "Nice area, quiet and clean" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Gary S. CA $233 CA $414 total includes taxes & fees Oct 27 - Oct 28 [](https://www.expedia.ca/Key-West-Hotels-Poolside-Cottage-411.h76584886.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/77000000/76570000/76568300/76568286/d7a848f5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool](https://images.trvl-media.com/lodging/77000000/76570000/76568300/76568286/cd6c698d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, DVD player, books, stereo](https://images.trvl-media.com/lodging/77000000/76570000/76568300/76568286/w4000h2998x0y2-ffef9e21.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/77000000/76570000/76568300/76568286/w4000h2998x0y2-2789293b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Poolside Cottage #412 Key West 9.2/10 Wonderful (26) "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 $233 CA $414 total includes taxes & fees Oct 27 - Oct 28 [](https://www.expedia.ca/Key-West-Hotels-Poolside-Cottage-412.h76568286.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/80000000/79690000/79683300/79683240/w905h683x60y0-701bb32b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/80000000/79690000/79683300/79683240/w509h683x258y0-3618efad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, books](https://images.trvl-media.com/lodging/80000000/79690000/79683300/79683240/6b75217d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, books](https://images.trvl-media.com/lodging/80000000/79690000/79683300/79683240/w507h683x259y0-41e7ea9b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Paradise found Stock Island 9.8/10 Exceptional (30) "Very nice! Had everything we needed and then some! Bonus there a a few great places for breakfast and lunch across the street! Thanks for a great vacation!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Mandi C. CA $348 CA $765 total includes taxes & fees Nov 4 - Nov 5 [](https://www.expedia.ca/Key-West-Hotels-Paradise-Found.h79683240.Hotel-Information) ![Living area](https://images.trvl-media.com/lodging/111000000/110280000/110270700/110270659/1a0b7a1e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Living area](https://images.trvl-media.com/lodging/111000000/110280000/110270700/110270659/ab5bd7c3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/111000000/110280000/110270700/110270659/da6350fa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/111000000/110280000/110270700/110270659/413f25a0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Kingfish Keep | Lively Escape on Duval! Balcony! Old Town Key West 10/10 Exceptional (18) "Awesome location with excellent communication. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Gary W. CA $213 CA $572 total includes taxes & fees Oct 26 - Oct 27 [](https://www.expedia.ca/Key-West-Hotels-Kingfish-Keep-Lively-Escape-On-Duval-Balcony.h110270659.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/a7ddb2fb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House](https://images.trvl-media.com/lodging/116000000/116000000/115993700/115993610/5e338074.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) ### Waterfront Luxury Home - Tidelands House Raccoon Key CA $1,826 CA $3,415 total includes taxes & fees Oct 26 - Oct 27 [](https://www.expedia.ca/Key-West-Hotels-Waterfront-Luxury-Home-Tidelands-House.h115993610.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/111000000/110230000/110229000/110228964/da517e06.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Living area](https://images.trvl-media.com/lodging/111000000/110230000/110229000/110228964/282c9937.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/111000000/110230000/110229000/110228964/a5a76976.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Living area](https://images.trvl-media.com/lodging/111000000/110230000/110229000/110228964/352dd4a2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Duval Hideaway | Dog-Friendly Home w/ Shared Hot Tub, Patio & Prime Location Old Town Key West 9.6/10 Exceptional (18) "Perfect location for enjoying Duval Street. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Christine V. CA $288 CA $733 total includes taxes & fees Oct 29 - Oct 30 [](https://www.expedia.ca/Key-West-Hotels-Duval-Hideaway-In-The-Heart-Of-Key-West.h110228964.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/32000000/31900000/31892700/31892617/9d11031b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/32000000/31900000/31892700/31892617/f7bd180e.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) ### Luxury 2/2 1/2 - FREE PARKING, WIFI, BIKES, BIG POOL, NEWLY RENOVATED Stock Island 9.8/10 Exceptional (113) "Great location. Clean and beautifully decorated. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Dawn H. CA $378 CA $828 total includes taxes & fees Oct 27 - Oct 28 [](https://www.expedia.ca/Key-West-Hotels-Luxury-22-12-AVAILABLE-APRIL-2024.h31892617.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/97000000/96960000/96960000/96959915/029d384c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/97000000/96960000/96960000/96959915/46a9f358.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![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) ![Outdoor dining](https://images.trvl-media.com/lodging/97000000/96960000/96960000/96959915/1ee4261d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Crestwood House at Lunara Bay Raccoon Key 10/10 Exceptional (1) "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 $1,259 CA $2,900 total includes taxes & fees Oct 26 - Oct 27 [](https://www.expedia.ca/Key-West-Hotels-New-The-Crestwood-House-Heated-Pool-Parking.h96959915.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/109000000/108200000/108195400/108195321/2f1a1fda.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/109000000/108200000/108195400/108195321/f4cb0461.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/109000000/108200000/108195400/108195321/1e7f74ea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, offices](https://images.trvl-media.com/lodging/109000000/108200000/108195400/108195321/d979d3d9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Larkshine House at Lunara Bay Raccoon Key 10/10 Exceptional (6) "well maintained, clean, easy to access" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Raj P. CA $1,679 CA $3,426 total includes taxes & fees Oct 26 - Oct 27 [](https://www.expedia.ca/Key-West-Hotels-Brand-New-Build-Larkshine-House-Pool.h108195321.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) ![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) ![TV, offices](https://images.trvl-media.com/lodging/75000000/74140000/74132700/74132624/e010edc8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, offices](https://images.trvl-media.com/lodging/75000000/74140000/74132700/74132624/3e9dc28e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Seagate Estate at Lunara Bay Raccoon Key 10/10 Exceptional (17) "The perfect House , everything was good " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) CARLOS G. CA $839 CA $2,034 total includes taxes & fees Oct 26 - Oct 27 [](https://www.expedia.ca/Key-West-Hotels-Parking.h74132624.Hotel-Information) ![Pool](https://images.trvl-media.com/lodging/116000000/116000000/115994700/115994655/19354712.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/116000000/116000000/115994700/115994655/0255f9e6.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/116000000/116000000/115994700/115994655/bfd2b408.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/116000000/116000000/115994700/115994655/0ce6f815.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Shellstone House at Solaire Lunara Bay Raccoon Key CA $1,819 CA $3,688 total includes taxes & fees Oct 26 - Oct 27 [](https://www.expedia.ca/Key-West-Hotels-Parking.h115994655.Hotel-Information) ![TV, stereo, offices](https://images.trvl-media.com/lodging/116000000/116000000/115994700/115994681/641278c9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/116000000/116000000/115994700/115994681/ba72c601.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, stereo, offices](https://images.trvl-media.com/lodging/116000000/116000000/115994700/115994681/db01ac81.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/116000000/116000000/115994700/115994681/8609440e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Tidelands House at Lunara Bay Raccoon Key CA $1,679 CA $3,513 total includes taxes & fees Oct 26 - Oct 27 [](https://www.expedia.ca/Key-West-Hotels-Waterfront.h115994681.Hotel-Information) ![Pool](https://images.trvl-media.com/lodging/110000000/109300000/109290700/109290613/e3f6eb3f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/110000000/109300000/109290700/109290613/f2dd237c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, stereo, offices](https://images.trvl-media.com/lodging/110000000/109300000/109290700/109290613/222d03ea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, stereo, offices](https://images.trvl-media.com/lodging/110000000/109300000/109290700/109290613/89d26f26.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Floralee House at Lunara Bay Raccoon Key 9.8/10 Exceptional (7) "Amazing house! Spacious, great pool, & good location " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Paige G. CA $1,259 CA $2,926 total includes taxes & fees Oct 27 - Oct 28 [](https://www.expedia.ca/Key-West-Hotels-Floralee-House-At-Lunara-Bay.h109290613.Hotel-Information) ![Fridge, microwave, coffee/tea maker, toaster](https://images.trvl-media.com/lodging/22000000/21710000/21704100/21704076/fc171c37.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, coffee/tea maker, toaster](https://images.trvl-media.com/lodging/22000000/21710000/21704100/21704076/123c2623.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free toiletries, hair dryer, towels](https://images.trvl-media.com/lodging/22000000/21710000/21704100/21704076/ac3eb45c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, iron/ironing board, internet, bed sheets](https://images.trvl-media.com/lodging/22000000/21710000/21704100/21704076/a71b890e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Dog-friendly Key West Cottage with Private Hot Tub & Unbeatable Location Old Town Key West 9.0/10 Wonderful (181) "Comfortable no frills 3 bedroom home. Close to great bars and restaurants. Would recommend for the location " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Juli M. CA $364 CA $829 total includes taxes & fees Nov 19 - Nov 20 [](https://www.expedia.ca/Key-West-Hotels-Dog-Friendly-Key-West-Cottage-With-Private-Hot-Tub-Unbeatable-Location.h21704076.Hotel-Information) ![House](https://images.trvl-media.com/lodging/118000000/118000000/117995500/117995431/f42e4485.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House](https://images.trvl-media.com/lodging/118000000/118000000/117995500/117995431/2a6c0772.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House](https://images.trvl-media.com/lodging/118000000/118000000/117995500/117995431/bfa871fa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House](https://images.trvl-media.com/lodging/118000000/118000000/117995500/117995431/e33efa23.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### New Waterfront Home - Dreamside House Raccoon Key CA $1,783 CA $3,366 total includes taxes & fees Oct 26 - Oct 27 [](https://www.expedia.ca/Key-West-Hotels-New-Waterfront-Home-Dreamside-House.h117995431.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/108000000/107980000/107978800/107978707/fd1ec856.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/108000000/107980000/107978800/107978707/ac674f5e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/108000000/107980000/107978800/107978707/3c832205.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/108000000/107980000/107978800/107978707/ca30f8b8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Catchlight House at Lunara Bay Raccoon Key 9.8/10 Exceptional (6) "Awesome place definitely recommend if going to key west " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Brandon M. CA $1,259 CA $2,900 total includes taxes & fees Oct 26 - Oct 27 [](https://www.expedia.ca/Key-West-Hotels-Brand-New-Catchlight-House-With-Private-Pool.h107978707.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) ![Dining](https://images.trvl-media.com/lodging/118000000/118000000/117997000/117996915/9b31843e.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/118000000/118000000/117997000/117996915/79b8a22d.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) ### The Dreamside House at Lunara Bay Raccoon Key 10/10 Exceptional (1) "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 $1,679 CA $3,513 total includes taxes & fees Oct 26 - Oct 27 [](https://www.expedia.ca/Key-West-Hotels-New-Waterfront-Home-Dreamside-House.h117996915.Hotel-Information) ![Pool](https://images.trvl-media.com/lodging/110000000/109300000/109290700/109290608/d9ad2baa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, stereo, offices](https://images.trvl-media.com/lodging/110000000/109300000/109290700/109290608/cc36095d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/110000000/109300000/109290700/109290608/519603c4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/110000000/109300000/109290700/109290608/c85e6454.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Palmgale Estate at Lunara Bay Raccoon Key 10/10 Exceptional (6) "Very clean and stocked. Pleasant experience!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Iris H. CA $1,259 CA $2,900 total includes taxes & fees Oct 26 - Oct 27 [](https://www.expedia.ca/Key-West-Hotels-Palmgale-Estate-At-Lunara-Bay.h109290608.Hotel-Information) ![Dining](https://images.trvl-media.com/lodging/116000000/116000000/115994700/115994668/75a9a86b.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/116000000/116000000/115994700/115994668/ce42d5d9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Miscellaneous](https://images.trvl-media.com/lodging/116000000/116000000/115994700/115994668/e37743a5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Aerial view](https://images.trvl-media.com/lodging/116000000/116000000/115994700/115994668/e4a0a7f8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Sunray Home at Lunara Bay Raccoon Key 10/10 Exceptional (2) "Amazing" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Byron D. CA $1,679 CA $3,513 total includes taxes & fees Oct 26 - Oct 27 [](https://www.expedia.ca/Key-West-Hotels-New-Waterfront-Home-Sunray-Estate.h115994668.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/75000000/74140000/74132700/74132652/fb618b03.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/75000000/74140000/74132700/74132652/7cb43e96.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/75000000/74140000/74132700/74132652/b6dd5603.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/75000000/74140000/74132700/74132652/9608f8f8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Capmar House at Lunara Bay Raccoon Key 9.8/10 Exceptional (28) "This home is amazing. I own several beachfront homes in the panhandle and I am very particular and look at all of the VRBO homes we stay at. This one was perfect. It had everything even soap detergent which was a nice extra! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Nicki W. CA $839 CA $2,034 total includes taxes & fees Oct 26 - Oct 27 [](https://www.expedia.ca/Key-West-Hotels-Waterfront.h74132652.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=2025-11-07&endDate=2025-11-08®ionId=1187&adults=2&lodging=VACATION_HOME&sort=RECOMMENDED&openPlayBack=true) ![](https://a.travel-assets.com/pricing-claim/sparkle_dark.svg) Save an average of 15% on thousands of hotels when you're signed in [Sign in](https://expedia.ca/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FKey-West-Private-Vacation-Homes.d1187-aaPrivateVacationHomes.Travel-Guide-Accommodation)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FKey-West-Private-Vacation-Homes.d1187-aaPrivateVacationHomes.Travel-Guide-Accommodation) ## Top Key West Hotel Reviews ![Hampton Inn Key West FL](//images.trvl-media.com/lodging/1000000/20000/15800/15720/4075e8ff_y.jpg) ### Hampton Inn Key West FL 10/10 Excellent "Very friendly staff. Loved the shuttle to downtown Key West. Awesome place to stay!" [](https://expedia.ca/Key-West-Hotels-Hampton-Inn-Key-West-FL.h15720.Hotel-Information) ![Oceans Edge Key West Resort, Hotel & Marina](//images.trvl-media.com/lodging/17000000/16210000/16203000/16202992/3a4457a0_y.jpg) ### Oceans Edge Key West Resort, Hotel & Marina 10/10 Excellent "The hotel was very clean, nice staff, the room was beautiful and comfortable " [](https://expedia.ca/Key-West-Hotels-Oceans-Edge-Key-West-Resort.h16202992.Hotel-Information) ![Casa Marina Key West, Curio Collection by Hilton](//images.trvl-media.com/lodging/1000000/20000/12400/12346/be8c9450_y.jpg) ### Casa Marina Key West, Curio Collection by Hilton 10/10 Excellent "This hotel is beautiful. Great view from the room. Staff is amazing " [](https://expedia.ca/Key-West-Hotels-Casa-Marina-Key-West.h12346.Hotel-Information) ![Hyatt Centric Key West Resort and Spa](//images.trvl-media.com/lodging/1000000/10000/1000/901/0b72a249_y.jpg) ### Hyatt Centric Key West Resort and Spa 10/10 Excellent "👍" [](https://expedia.ca/Key-West-Hotels-Hyatt-Centric-Key-West-Resort-And-Spa.h901.Hotel-Information) ![Southernmost Beach Resort and Guesthouses](//images.trvl-media.com/lodging/1000000/870000/863400/863329/026f10af_y.jpg) ### Southernmost Beach Resort and Guesthouses 10/10 Excellent "A great place to stay!" [](https://expedia.ca/Key-West-Hotels-Southernmost-Beach-Resort.h863329.Hotel-Information) ![DoubleTree Resort by Hilton Grand Key - Key West](//images.trvl-media.com/lodging/1000000/480000/470900/470834/be4147fb_y.jpg) ### DoubleTree Resort by Hilton Grand Key - Key West 10/10 Excellent "Shuttle was great and the staff was great" [](https://expedia.ca/Key-West-Hotels-DoubleTree-Resort-By-Hilton-Grand-Key-Key-West.h470834.Hotel-Information) ![Blue Flamingo Resort Key West](//images.trvl-media.com/lodging/13000000/12600000/12599300/12599231/cb0a4c1e_y.jpg) ### Blue Flamingo Resort Key West 10/10 Excellent "The hotel is amazing. Rooms are super clean. Staff is rude which is sad since the hotel is really nice. " [](https://expedia.ca/Key-West-Hotels-24-North-Hotel-Key-West-Newly-Renovated.h12599231.Hotel-Information) ![Margaritaville Beach House Key West](//images.trvl-media.com/lodging/49000000/48720000/48713900/48713884/32e70782_y.jpg) ### Margaritaville Beach House Key West 10/10 Excellent "Very nice hotel, nice vibes, gorgeous pool area with food drinks and service, bar full stacked with specials and happy hour" [](https://expedia.ca/Key-West-Hotels-Margaritaville-Beach-House-Key-West.h48713884.Hotel-Information) ![The Perry Hotel & Marina Key West](//images.trvl-media.com/lodging/18000000/17320000/17313700/17313680/e4eb7fd5_y.jpg) ### The Perry Hotel & Marina Key West 10/10 Excellent "We loved this hotel! For Key West the price was great, which is the main reason we chose this hotel. And then we were pleasantly surprised. The room itself was beautiful! Very spacious w/ beautiful tile on the floor & shower. The lobby was beautiful, & we loved the pool area, which is right on the beautiful marina! Definitely would stay here again if ever in Key West!" [](https://expedia.ca/Key-West-Hotels-The-Perry-Hotel-Marina-Key-West.h17313680.Hotel-Information) ## Find out more about Key West ## Key West Vacation Homes information | Number of reviews | 291 | | --- | --- | | Accommodation | 1055 Vacation Homes | | Lowest Price | CA $414 | | Highest Price | CA $3,688 | ## Explore a world of travel with Expedia - Lodging - Packages - More ways to book - [Cabin Rentals in Boca Chica Key](https://www.expedia.ca/Boca-Chica-Key-Cabins.d553248635083916609-aaCabins.Travel-Guide-Accommodation) - [Aparthotels in Cow Key](https://www.expedia.ca/Cow-Key-Apart-Hotels.d180163-aaApartHotels.Travel-Guide-Accommodation) - [Guest Houses in Cow Key](https://www.expedia.ca/Cow-Key-Guest-Houses.d180163-aaGuestHouses.Travel-Guide-Accommodation) - [Motels in Cow Key](https://www.expedia.ca/Cow-Key-Motels.d180163-aaMotels.Travel-Guide-Accommodation) - [Resorts in Cow Key](https://www.expedia.ca/Cow-Key-Resort-Hotels.d180163-aaResortHotels.Travel-Guide-Accommodation) - [Townhomes in Cow Key](https://www.expedia.ca/Cow-Key-Townhomes.d180163-aaTownhomes.Travel-Guide-Accommodation) - 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[Waterpark Hotels in Key West Historic District](https://www.expedia.ca/Key-West-Historic-District-Key-West-Hotels-Waterpark-Hotels.0-n6281809-0-tWaterparkHotels.Travel-Guide-Filter-Hotels) - [Wyndham Hotels in Key West Historic District](https://www.expedia.ca/Key-West-Historic-District-Key-West-Hotels-Wyndham-Hotels.0-n6281809-0--bWyndhamHotels.Travel-Guide-Filter-Hotels) - [Key West Historic District Hotels](https://www.expedia.ca/Key-West-Historic-District-Key-West-Hotels.0-n6281809-0.Travel-Guide-Filter-Hotels) - [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)