Title: Raccoon Key Vacation Home Rentals from CA $2,786: Search Top Private Vacation Homes for Rent | Expedia.ca [Raccoon Key Travel Guide](https://expedia.ca/Raccoon-Key.dx180164)[Hotels in Raccoon Key](https://expedia.ca/Raccoon-Key-Hotels.d180164.Travel-Guide-Hotels)[Vacation Rentals in Raccoon Key](https://expedia.ca/Raccoon-Key-Vacation-Rentals.d180164.Travel-Guide-VacationRentals)[Flights to Raccoon Key](https://expedia.ca/Cheap-Flights-To-Raccoon-Key.d180164.Travel-Guide-Flights)[Things to do in Raccoon Key](https://expedia.ca/Things-To-Do-In-Raccoon-Key.d180164.Travel-Guide-Activities)[Raccoon Key Car Rentals](https://expedia.ca/Car-Rentals-In-Raccoon-Key.d180164.Car-Rental-Guide)[Raccoon Key Vacation Packages](https://expedia.ca/Raccoon-Key.d180164.Destination-Travel-Guides) ![Default HTG hotel image](https://a.travel-assets.com/travel-assets-manager/fallback-images-brand/bex_lodging_v2.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Raccoon Key Vacation Rentals - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Sign in to save 10% or more on thousands of hotels [Sign in](https://www.expedia.ca/login) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Check prices for these dates In two weeks [Jan 23 - Jan 25](https://www.expedia.ca/Hotel-Search?regionId=180164&startDate=2026-01-23&endDate=2026-01-25&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Mar 6 - Mar 8](https://www.expedia.ca/Hotel-Search?regionId=180164&startDate=2026-03-06&endDate=2026-03-08&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In three months [Apr 3 - Apr 5](https://www.expedia.ca/Hotel-Search?regionId=180164&startDate=2026-04-03&endDate=2026-04-05&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In four months [May 1 - May 3](https://www.expedia.ca/Hotel-Search?regionId=180164&startDate=2026-05-01&endDate=2026-05-03&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Raccoon Key vacation homes ![Interior](https://images.trvl-media.com/lodging/116000000/116000000/115993700/115993610/b85cd3d5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/116000000/116000000/115993700/115993610/a00c4a77.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) ![House](https://images.trvl-media.com/lodging/116000000/116000000/115993700/115993610/93c22143.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 $2,377 CA $4,072 total includes taxes & fees Jan 13 - Jan 14 [](https://www.expedia.ca/Key-West-Hotels-Waterfront-Luxury-Home-Tidelands-House.h115993610.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) ![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) ![Pool](https://images.trvl-media.com/lodging/116000000/116000000/115994700/115994655/092ca3f7.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) ### Vacation Home in Raccoon Key [](https://www.expedia.ca/Key-West-Hotels-Parking.h115994655.Hotel-Information) 10/10 Exceptional (2) "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 $2,077 CA $3,917 total includes taxes & fees Jan 12 - Jan 13 [](https://www.expedia.ca/Key-West-Hotels-Parking.h115994655.Hotel-Information) ![Pool](https://images.trvl-media.com/lodging/75000000/74140000/74132700/74132652/dade7c9c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/75000000/74140000/74132700/74132652/8323b2ba.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/75000000/74140000/74132700/74132652/872da739.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/75000000/74140000/74132700/74132652/1c2dfc3c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Raccoon Key [](https://www.expedia.ca/Key-West-Hotels-Waterfront.h74132652.Hotel-Information) 9.8/10 Exceptional (29) "The property had all the comforts of home. Plus, being able to enjoy the heated pool even through the overcast and windy conditions! The tropical landscaping and the dock on the bay was awesome!Would definitely recommend!!!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Anonymous traveller CA $1,104 CA $2,362 total includes taxes & fees Jan 10 - Jan 11 [](https://www.expedia.ca/Key-West-Hotels-Waterfront.h74132652.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/98000000/97540000/97538200/97538167/46f398f8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/98000000/97540000/97538200/97538167/53e705db.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/98000000/97540000/97538200/97538167/25087c88.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/98000000/97540000/97538200/97538167/5cc75497.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Raccoon Key [](https://www.expedia.ca/Key-West-Hotels-Altair-House-At-Lunara-Bay.h97538167.Hotel-Information) 9.8/10 Exceptional (12) "Great house. Large space, everything you need is there. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) CRIMSON A. CA $1,246 CA $2,888 total includes taxes & fees Jan 12 - Jan 13 [](https://www.expedia.ca/Key-West-Hotels-Altair-House-At-Lunara-Bay.h97538167.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/116000000/116000000/115994700/115994681/87ba1394.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) ![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) ### Vacation Home in Raccoon Key [](https://www.expedia.ca/Key-West-Hotels-Waterfront.h115994681.Hotel-Information) CA $1,939 CA $3,851 total includes taxes & fees Jan 12 - Jan 13 [](https://www.expedia.ca/Key-West-Hotels-Waterfront.h115994681.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/109000000/108200000/108195400/108195321/f4cb0461.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/109000000/108200000/108195400/108195321/e3fefed1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/109000000/108200000/108195400/108195321/2f1a1fda.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/109000000/108200000/108195400/108195321/c3afe913.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Raccoon Key [](https://www.expedia.ca/Key-West-Hotels-Larkshine-House-At-Lunara-Bay.h108195321.Hotel-Information) 10/10 Exceptional (8) "well maintained, clean, easy to access" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Raj P. CA $1,800 CA $3,505 total includes taxes & fees Jan 12 - Jan 13 [](https://www.expedia.ca/Key-West-Hotels-Larkshine-House-At-Lunara-Bay.h108195321.Hotel-Information) ![Pool](https://images.trvl-media.com/lodging/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) ![TV, offices](https://images.trvl-media.com/lodging/118000000/118000000/117997000/117996915/9c855c0d.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) ### Vacation Home in Raccoon Key [](https://www.expedia.ca/Key-West-Hotels-New-Waterfront-Home-Dreamside-House.h117996915.Hotel-Information) 10/10 Exceptional (2) "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 $1,939 CA $3,807 total includes taxes & fees Jan 12 - Jan 13 [](https://www.expedia.ca/Key-West-Hotels-New-Waterfront-Home-Dreamside-House.h117996915.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) ![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) ![Pool](https://images.trvl-media.com/lodging/97000000/96960000/96960000/96959915/3b0cbc2f.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) ### 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) "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 $1,246 CA $2,809 total includes taxes & fees Jan 12 - Jan 13 [](https://www.expedia.ca/Key-West-Hotels-New-The-Crestwood-House-Heated-Pool-Parking.h96959915.Hotel-Information) ![Pool](https://images.trvl-media.com/lodging/116000000/116000000/115994700/115994668/b1e7a3be.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/116000000/116000000/115994700/115994668/0cd9d6c4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/116000000/116000000/115994700/115994668/3bc6e3c2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/116000000/116000000/115994700/115994668/46c01245.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-Sunray-Estate.h115994668.Hotel-Information) 10/10 Exceptional (2) "Amazing" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Byron D. CA $1,939 CA $3,714 total includes taxes & fees Jan 12 - Jan 13 [](https://www.expedia.ca/Key-West-Hotels-New-Waterfront-Home-Sunray-Estate.h115994668.Hotel-Information) ![Pool](https://images.trvl-media.com/lodging/121000000/120240000/120238500/120238452/c479b7b7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/121000000/120240000/120238500/120238452/a3df341f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, offices](https://images.trvl-media.com/lodging/121000000/120240000/120238500/120238452/f2ea79c9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/121000000/120240000/120238500/120238452/2cea186a.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.h120238452.Hotel-Information) 10/10 Exceptional (1) "The place was wonderful. Brand new construction and very luxurious. The Host provided excellent communication. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Robert B. CA $2,077 CA $4,026 total includes taxes & fees Jan 12 - Jan 13 [](https://www.expedia.ca/Key-West-Hotels-The-Fairhaven-House-At-Solaire-Lunara-Bay.h120238452.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/110000000/109120000/109115500/109115482/a2623807.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![BBQ/picnic area](https://images.trvl-media.com/lodging/110000000/109120000/109115500/109115482/506c248d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House](https://images.trvl-media.com/lodging/110000000/109120000/109115500/109115482/9c641387.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool](https://images.trvl-media.com/lodging/110000000/109120000/109115500/109115482/7be376a9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Raccoon Key [](https://www.expedia.ca/Key-West-Hotels-Palmgale-House-In-Key-West.h109115482.Hotel-Information) CA $1,528 CA $3,029 total includes taxes & fees Jan 13 - Jan 14 [](https://www.expedia.ca/Key-West-Hotels-Palmgale-House-In-Key-West.h109115482.Hotel-Information) ![TV, stereo, offices](https://images.trvl-media.com/lodging/110000000/109300000/109290700/109290613/222d03ea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/110000000/109300000/109290700/109290613/7fca46e3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/110000000/109300000/109290700/109290613/65c00493.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/110000000/109300000/109290700/109290613/b4df8eab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Raccoon Key [](https://www.expedia.ca/Key-West-Hotels-Floralee-House-At-Lunara-Bay.h109290613.Hotel-Information) 9.8/10 Exceptional (8) "Amazing house! Spacious, great pool, & good location " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Paige G. CA $1,246 CA $2,812 total includes taxes & fees Jan 12 - Jan 13 [](https://www.expedia.ca/Key-West-Hotels-Floralee-House-At-Lunara-Bay.h109290613.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/108000000/107980000/107978800/107978707/d88aeee0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/108000000/107980000/107978800/107978707/14d16ab8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/108000000/107980000/107978800/107978707/0f36ed5d.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) ### Vacation Home in Raccoon Key [](https://www.expedia.ca/Key-West-Hotels-Brand-New-Catchlight-House-With-Private-Pool.h107978707.Hotel-Information) 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 $1,448 CA $3,126 total includes taxes & fees Jan 21 - Jan 22 [](https://www.expedia.ca/Key-West-Hotels-Brand-New-Catchlight-House-With-Private-Pool.h107978707.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/110000000/109300000/109290700/109290608/b52b5b26.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![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) ![Exterior](https://images.trvl-media.com/lodging/110000000/109300000/109290700/109290608/ec2635f5.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) ### Vacation Home in Raccoon Key [](https://www.expedia.ca/Key-West-Hotels-Palmgale-Estate-At-Lunara-Bay.h109290608.Hotel-Information) 10/10 Exceptional (8) "Very clean and stocked. Pleasant experience!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Iris H. CA $1,246 CA $2,812 total includes taxes & fees Jan 12 - Jan 13 [](https://www.expedia.ca/Key-West-Hotels-Palmgale-Estate-At-Lunara-Bay.h109290608.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) ![Property grounds](https://images.trvl-media.com/lodging/116000000/115050000/115046900/115046813/bd0fb9cf.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) ![Interior](https://images.trvl-media.com/lodging/116000000/115050000/115046900/115046813/ad84669b.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) "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 $2,077 CA $3,936 total includes taxes & fees Jan 13 - Jan 14 [](https://www.expedia.ca/Key-West-Hotels-Parking.h115046813.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) ![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) ![Property grounds](https://images.trvl-media.com/lodging/121000000/120240000/120238500/120238445/fe68337e.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/121000000/120240000/120238500/120238445/21137268.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) CA $1,651 CA $3,493 total includes taxes & fees Jan 26 - Jan 27 [](https://www.expedia.ca/Key-West-Hotels-The-Joyrise-House-At-Solaire-Lunara-Bay.h120238445.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/75000000/74140000/74132700/74132659/7012387d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/75000000/74140000/74132700/74132659/7dbae7b8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/75000000/74140000/74132700/74132659/3c91fde9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, offices](https://images.trvl-media.com/lodging/75000000/74140000/74132700/74132659/252a4247.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Raccoon Key [](https://www.expedia.ca/Key-West-Hotels-Parking.h74132659.Hotel-Information) 10/10 Exceptional (29) "The BrightWild team is very professional and responsive. Always a great stay every year!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Chris S. CA $1,104 CA $2,362 total includes taxes & fees Jan 26 - Jan 27 [](https://www.expedia.ca/Key-West-Hotels-Parking.h74132659.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/100000000/99290000/99281600/99281556/29630422.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/100000000/99290000/99281600/99281556/4f7cd0f1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/100000000/99290000/99281600/99281556/61536b8b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, offices](https://images.trvl-media.com/lodging/100000000/99290000/99281600/99281556/26a4a7db.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Raccoon Key [](https://www.expedia.ca/Key-West-Hotels-The-Windrose-Estate-At-Lunara-Bay.h99281556.Hotel-Information) 10/10 Exceptional (5) "Perfect location." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Michelle H. CA $1,246 CA $2,888 total includes taxes & fees Jan 13 - Jan 14 [](https://www.expedia.ca/Key-West-Hotels-The-Windrose-Estate-At-Lunara-Bay.h99281556.Hotel-Information) ![TV, offices](https://images.trvl-media.com/lodging/100000000/99400000/99391100/99391067/90f46137.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/100000000/99400000/99391100/99391067/ad7b5df3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/100000000/99400000/99391100/99391067/ed3954ec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/100000000/99400000/99391100/99391067/2d28149b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Raccoon Key [](https://www.expedia.ca/Key-West-Hotels-Ebberly-House-Amazing-Pool.h99391067.Hotel-Information) 9.0/10 Wonderful (12) "We were centrally located to use our boat and enjoy Key West - just a short drive from everything. The house was so lovely and the property management should have more than 5 stars for their quick attention to any of our needs. A wonderful stay!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) jessica f. CA $1,246 CA $2,786 total includes taxes & fees Jan 12 - Jan 13 [](https://www.expedia.ca/Key-West-Hotels-Ebberly-House-Amazing-Pool.h99391067.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/121000000/120240000/120238500/120238462/bd124994.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, stereo, offices](https://images.trvl-media.com/lodging/121000000/120240000/120238500/120238462/36229ea3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, stereo, offices](https://images.trvl-media.com/lodging/121000000/120240000/120238500/120238462/9200fa14.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/121000000/120240000/120238500/120238462/660ee6b5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Raccoon Key [](https://www.expedia.ca/Key-West-Hotels-Brand-New-The-Greenmoor-House-With-Pool.h120238462.Hotel-Information) CA $1,651 CA $3,493 total includes taxes & fees Jan 11 - Jan 12 [](https://www.expedia.ca/Key-West-Hotels-Brand-New-The-Greenmoor-House-With-Pool.h120238462.Hotel-Information) Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply. [View all properties](https://expedia.ca/Hotel-Search?startDate=2026-01-22&endDate=2026-01-23®ionId=180164&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&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%2FRaccoon-Key-Private-Vacation-Homes.d180164-aaPrivateVacationHomes.Travel-Guide-Accommodation)[ Sign up, it's free ](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FRaccoon-Key-Private-Vacation-Homes.d180164-aaPrivateVacationHomes.Travel-Guide-Accommodation) ## Top Raccoon Key Hotel Reviews ![La Concha Key West, Autograph Collection](https://images.trvl-media.com/lodging/1000000/10000/3900/3853/aebf156d_y.jpg) ### La Concha Key West, Autograph Collection 10/10 Excellent "Beautiful hotel, friendly staff" [](https://expedia.ca/Key-West-Hotels-Crowne-Plaza-Key-West-La-Concha.h3853.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 "Fun and safe " [](https://expedia.ca/Key-West-Hotels-Southernmost-Beach-Resort.h863329.Hotel-Information) ![Hilton Garden Inn Key West / The Keys Collection](https://images.trvl-media.com/lodging/1000000/10000/1400/1376/449c6937_y.jpg) ### Hilton Garden Inn Key West / The Keys Collection 10/10 Excellent "Rooms are spacious with microwave and fridage. Clean and great location. Hotel provides shuttle to downtown. Staff is amazing" [](https://expedia.ca/Key-West-Hotels-Hilton-Garden-Inn-Key-West.h1376.Hotel-Information) ![Beachside Resort & Residences](https://images.trvl-media.com/lodging/1000000/30000/25900/25865/290b242a_y.jpg) ### Beachside Resort & Residences 10/10 Excellent "Very awesome and accommodating place!" [](https://expedia.ca/Key-West-Hotels-Key-West-Marriott-Beachside-Hotel.h25865.Hotel-Information) ![Margaritaville Beach House Key West](https://images.trvl-media.com/lodging/49000000/48720000/48713900/48713884/32e70782_y.jpg) ### Margaritaville Beach House Key West 10/10 Excellent "Positives: only a mile from the airport; free shuttle to and from airport and downtown: good food. Beautiful beach across the street that wasn’t crowded. Rooms were pretty nice; pieces of the property were tired (fencing, walkways) but not a deal breaker. Neutral: you will hear airport noise. This didn’t bother us, but you will occasionally get a rumble from a jet. Negative: not near downtown. We traveled with younger kids, so it was fine. If you’re looking for hustle and bustle of downtown, this isn’t your place. You’re only 2.5-3 miles from Duval St. They cleaned our room late in the day (after 3). We had to call and ask for sheets for pull out couch and more towels on the first night. Other than this, service was as excellent and staff was friendly. We will return. " [](https://expedia.ca/Key-West-Hotels-Margaritaville-Beach-House-Key-West.h48713884.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 "We had an amazing day at the bungalows. Our room was clean and spacious! Several pools on property. Would stay here again. Can’t wait to come back. " [](https://expedia.ca/Key-West-Hotels-Kimpton-Winslows-Bungalows.h529611.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 "Nice rooms and great pool. Great atmosphere. " [](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 "Spacious and comfortable " [](https://expedia.ca/Key-West-Hotels-Hyatt-Vacation-Club-At-Windward-Pointe.h868697.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 location is wonderful! We love it being away from the crowd and noise, but only a short drive away from all the fun activities" [](https://expedia.ca/Key-West-Hotels-The-Perry-Hotel-Marina-Key-West.h17313680.Hotel-Information) ## Find out more about Raccoon Key ## Raccoon Key Vacation Homes information | Number of reviews | 59 | | ----------------- | ------------------ | | Accommodation | 804 Vacation Homes | | Lowest Price | CA $2,786 | | Highest Price | CA $4,072 | ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Other - More ways to book - [5 Star Hotels in Stock Island ](https://www.expedia.ca/5Star-Stock-Island-Hotels.s50-0-d180166.Travel-Guide-Filter-Hotels) - [Cabin Rentals in Boca Chica Key ](https://www.expedia.ca/Boca-Chica-Key-Cabins.d553248635083916609-aaCabins.Travel-Guide-Accommodation) - [Guest Houses in Boca Chica Key ](https://www.expedia.ca/Boca-Chica-Key-Guest-Houses.d553248635083916609-aaGuestHouses.Travel-Guide-Accommodation) - [Rv Parks in Boca Chica Key ](https://www.expedia.ca/Boca-Chica-Key-RV-Parks.d553248635083916609-aaRVParks.Travel-Guide-Accommodation) - 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