Title: Raccoon Key Vacation Home Rentals from CA $2,099: 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 Next weekend [Dec 12 - Dec 14](https://www.expedia.ca/Hotel-Search?regionId=180164&startDate=2025-12-12&endDate=2025-12-14&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Dec 19 - Dec 21](https://www.expedia.ca/Hotel-Search?regionId=180164&startDate=2025-12-19&endDate=2025-12-21&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In one month [Jan 2 - Jan 4](https://www.expedia.ca/Hotel-Search?regionId=180164&startDate=2026-01-02&endDate=2026-01-04&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Jan 30 - Feb 1](https://www.expedia.ca/Hotel-Search?regionId=180164&startDate=2026-01-30&endDate=2026-02-01&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Browse Select Raccoon Key Vacation Homes ![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/116000000/116000000/115993700/115993610/5e338074.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/a00c4a77.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Raccoon Key CA $2,272 CA $3,914 total includes taxes & fees Dec 4 - Dec 5 [](https://www.expedia.ca/Key-West-Hotels-Waterfront-Luxury-Home-Tidelands-House.h115993610.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) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/75000000/74140000/74132700/74132624/e6a3d753.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Raccoon Key 10/10 Exceptional (18) "The perfect House , everything was good " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) CARLOS G. CA $2,100 CA $2,870 total includes taxes & fees Dec 7 - Dec 8 [](https://www.expedia.ca/Key-West-Hotels-Parking.h74132624.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) ![Pool](https://images.trvl-media.com/lodging/109000000/108200000/108195400/108195321/1e7f74ea.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) ![8 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/109000000/108200000/108195400/108195321/9f2672ca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in 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. [](https://www.expedia.ca/Key-West-Hotels-Brand-New-Build-Larkshine-House-Pool.h108195321.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) ![Outdoor dining](https://images.trvl-media.com/lodging/97000000/96960000/96960000/96959915/1ee4261d.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) ![Pool](https://images.trvl-media.com/lodging/97000000/96960000/96960000/96959915/46a9f358.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in 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 $2,100 CA $3,150 total includes taxes & fees Dec 7 - Dec 8 [](https://www.expedia.ca/Key-West-Hotels-New-The-Crestwood-House-Heated-Pool-Parking.h96959915.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/75000000/74140000/74132700/74132637/393ef519.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, offices](https://images.trvl-media.com/lodging/75000000/74140000/74132700/74132637/f5bed563.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/75000000/74140000/74132700/74132637/44f43dc2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/75000000/74140000/74132700/74132637/680217a8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Raccoon Key 9.8/10 Exceptional (43) "It was great. House was amazing" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Ernest H. CA $2,100 CA $2,870 total includes taxes & fees Dec 10 - Dec 11 [](https://www.expedia.ca/Key-West-Hotels-Parking.h74132637.Hotel-Information) ![Pool](https://images.trvl-media.com/lodging/98000000/97540000/97538200/97538167/98e970a4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/98000000/97540000/97538200/97538167/46f398f8.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/98000000/97540000/97538200/97538167/58396c65.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 10/10 Exceptional (11) "Great house. Large space, everything you need is there. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) CRIMSON A. CA $1,049 CA $2,099 total includes taxes & fees Dec 7 - Dec 8 [](https://www.expedia.ca/Key-West-Hotels-Altair-House-At-Lunara-Bay.h97538167.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) ![Pool](https://images.trvl-media.com/lodging/75000000/74140000/74132700/74132652/b6dd5603.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, offices](https://images.trvl-media.com/lodging/75000000/74140000/74132700/74132652/6584f86b.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) ### Vacation Home in Raccoon Key 9.8/10 Exceptional (28) "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 $2,100 CA $2,870 total includes taxes & fees Dec 20 - Dec 21 [](https://www.expedia.ca/Key-West-Hotels-Waterfront.h74132652.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) ![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) ![Exterior](https://images.trvl-media.com/lodging/110000000/109300000/109290700/109290613/f2dd237c.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) ### Vacation Home in 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. [](https://www.expedia.ca/Key-West-Hotels-Floralee-House-At-Lunara-Bay.h109290613.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) ![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) ![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) ### Vacation Home in 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 $1,400 CA $2,450 total includes taxes & fees Dec 7 - Dec 8 [](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) ![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) ![TV, offices](https://images.trvl-media.com/lodging/118000000/118000000/117997000/117996915/9c855c0d.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) ### Vacation Home in 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 $11,201 CA $12,321 total includes taxes & fees Dec 7 - Dec 8 [](https://www.expedia.ca/Key-West-Hotels-New-Waterfront-Home-Dreamside-House.h117996915.Hotel-Information) ![House](https://images.trvl-media.com/lodging/110000000/109120000/109115500/109115482/a2623807.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) ![House](https://images.trvl-media.com/lodging/110000000/109120000/109115500/109115482/55508c9b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House](https://images.trvl-media.com/lodging/110000000/109120000/109115500/109115482/75e7846c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Raccoon Key CA $1,747 CA $3,239 total includes taxes & fees Dec 8 - Dec 9 [](https://www.expedia.ca/Key-West-Hotels-Palmgale-House-In-Key-West.h109115482.Hotel-Information) ![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) ![Pool](https://images.trvl-media.com/lodging/116000000/116000000/115994700/115994668/eea02479.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) ![TV, stereo, offices](https://images.trvl-media.com/lodging/116000000/116000000/115994700/115994668/21ce6c05.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Raccoon Key 10/10 Exceptional (2) "Amazing" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Byron D. CA $11,201 CA $12,321 total includes taxes & fees Dec 20 - Dec 21 [](https://www.expedia.ca/Key-West-Hotels-New-Waterfront-Home-Sunray-Estate.h115994668.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) ![Terrace/patio](https://images.trvl-media.com/lodging/110000000/109300000/109290700/109290608/c85e6454.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) ![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 10/10 Exceptional (7) "Very clean and stocked. Pleasant experience!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Iris H. [](https://www.expedia.ca/Key-West-Hotels-Palmgale-Estate-At-Lunara-Bay.h109290608.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) ![Interior](https://images.trvl-media.com/lodging/116000000/116000000/115994700/115994655/0ce6f815.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/116000000/116000000/115994700/115994655/538d3495.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) ### Vacation Home in Raccoon Key [](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) ![Pool](https://images.trvl-media.com/lodging/116000000/116000000/115994700/115994681/18e38456.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) ![Exterior](https://images.trvl-media.com/lodging/116000000/116000000/115994700/115994681/8609440e.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) ![Outdoor dining](https://images.trvl-media.com/lodging/116000000/115050000/115046900/115046813/b8059d68.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) ![TV, offices](https://images.trvl-media.com/lodging/116000000/115050000/115046900/115046813/766170f8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![8 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/116000000/115050000/115046900/115046813/9aa2f02b.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) ![Fridge, microwave, stovetop, dishwasher](https://images.trvl-media.com/lodging/75000000/74140000/74132700/74132629/29072b9f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, offices](https://images.trvl-media.com/lodging/75000000/74140000/74132700/74132629/67f9678e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, offices](https://images.trvl-media.com/lodging/75000000/74140000/74132700/74132629/35bd9d3b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/75000000/74140000/74132700/74132629/b679badb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Raccoon Key 9.6/10 Exceptional (41) "Beautiful House, super clean, perfect location " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) carlos s. [](https://www.expedia.ca/Key-West-Hotels-Parking.h74132629.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/75000000/74140000/74132700/74132667/084a7058.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/75000000/74140000/74132700/74132667/0869daeb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/75000000/74140000/74132700/74132667/656f7a66.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, offices](https://images.trvl-media.com/lodging/75000000/74140000/74132700/74132667/2bba6568.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Raccoon Key 9.8/10 Exceptional (27) "The house is perfect for our family. Access to water, pool and close enough to key west!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) John F. CA $2,100 CA $2,870 total includes taxes & fees Dec 29 - Dec 30 [](https://www.expedia.ca/Key-West-Hotels-Parking.h74132667.Hotel-Information) ![Pool](https://images.trvl-media.com/lodging/121000000/120240000/120238500/120238462/807bdfd6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, stereo, offices](https://images.trvl-media.com/lodging/121000000/120240000/120238500/120238462/263143f5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/121000000/120240000/120238500/120238462/76ba7706.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![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) ### Vacation Home in Raccoon Key [](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=2025-12-17&endDate=2025-12-18®ionId=180164&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true) ![](https://forever.travel-assets.com/flex/flexmanager/images/2025/11/05/BEX-BF-25_CA_1_Desktop.jpg?impolicy=fcrop&w=1400&h=600&q=mediumHigh) ## Black Friday Sale Limited-time deals: save up to 50% on select hotels [Book now](https://expedia.ca/deals?rfrr=AA_BF_PROMO_180164) ## Find vacation rentals that suit your style Houseboats [](https://www.expedia.ca/Hotel-Search?destination=Raccoon+Key%2C+Florida%2C+United+States+of+America®ionId=180164&latLong=24.584348%2C-81.737421&adults=2&startDate=2026-03-03&d1=2026-03-03&endDate=2026-03-06&d2=2026-03-06&lodging=HOUSE_BOAT) Aparthotels [](https://www.expedia.ca/Hotel-Search?destination=Raccoon+Key%2C+Florida%2C+United+States+of+America®ionId=180164&latLong=24.584348%2C-81.737421&adults=2&startDate=2026-03-03&d1=2026-03-03&endDate=2026-03-06&d2=2026-03-06&lodging=APART_HOTEL) Apartments [](https://www.expedia.ca/Hotel-Search?destination=Raccoon+Key%2C+Florida%2C+United+States+of+America®ionId=180164&latLong=24.584348%2C-81.737421&adults=2&startDate=2026-03-03&d1=2026-03-03&endDate=2026-03-06&d2=2026-03-06&lodging=APARTMENT) Cottages [](https://www.expedia.ca/Hotel-Search?destination=Raccoon+Key%2C+Florida%2C+United+States+of+America®ionId=180164&latLong=24.584348%2C-81.737421&adults=2&startDate=2026-03-03&d1=2026-03-03&endDate=2026-03-06&d2=2026-03-06&lodging=COTTAGE) Villas [](https://www.expedia.ca/Hotel-Search?destination=Raccoon+Key%2C+Florida%2C+United+States+of+America®ionId=180164&latLong=24.584348%2C-81.737421&adults=2&startDate=2026-03-03&d1=2026-03-03&endDate=2026-03-06&d2=2026-03-06&lodging=VILLA) Condos [](https://www.expedia.ca/Hotel-Search?destination=Raccoon+Key%2C+Florida%2C+United+States+of+America®ionId=180164&latLong=24.584348%2C-81.737421&adults=2&startDate=2026-03-03&d1=2026-03-03&endDate=2026-03-06&d2=2026-03-06&lodging=CONDO) Private vacation homes [](https://www.expedia.ca/Hotel-Search?destination=Raccoon+Key%2C+Florida%2C+United+States+of+America®ionId=180164&latLong=24.584348%2C-81.737421&adults=2&startDate=2026-03-03&d1=2026-03-03&endDate=2026-03-06&d2=2026-03-06&lodging=VACATION_HOME) ![](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 ![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 "Clean room. Staff was friendly pool and beach were great" [](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 " Dry friendly and good breakfast and excellent value for money " [](https://expedia.ca/Key-West-Hotels-Hilton-Garden-Inn-Key-West.h1376.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 "Would stay again. Great location and nice hotel." [](https://expedia.ca/Key-West-Hotels-Kimpton-Winslows-Bungalows.h529611.Hotel-Information) ![La Concha Key West, Autograph Collection](https://images.trvl-media.com/lodging/1000000/10000/3900/3853/aebf156d_y.jpg) ### La Concha Key West, Autograph Collection 10/10 Excellent "Hotel staff was amazing. Room was spotless! Excellent place to stay! Will definitely stay here again in the future! " [](https://expedia.ca/Key-West-Hotels-Crowne-Plaza-Key-West-La-Concha.h3853.Hotel-Information) ![Havana Cabana at Key West ](https://images.trvl-media.com/lodging/22000000/21250000/21241100/21241090/becea015_y.jpg) ### Havana Cabana at Key West 10/10 Excellent "I did not have breakfast there" [](https://expedia.ca/Key-West-Hotels-Havana-Cabana-At-Key-West.h21241090.Hotel-Information) ![Casa Marina Key West, Curio Collection by Hilton](https://images.trvl-media.com/lodging/1000000/20000/12400/12346/be8c9450_y.jpg) ### Casa Marina Key West, Curio Collection by Hilton 10/10 Excellent "Love this hotel ! One of my favorite here at the Keys ! Beautiful view and hotel ! " [](https://expedia.ca/Key-West-Hotels-Casa-Marina-Key-West.h12346.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 "Great atmosphere and wonderful property. The shuttle was convenient." [](https://expedia.ca/Key-West-Hotels-Margaritaville-Beach-House-Key-West.h48713884.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 "Very clean" [](https://expedia.ca/Key-West-Hotels-Hyatt-Vacation-Club-At-Windward-Pointe.h868697.Hotel-Information) ![Beachside Resort & Residences](https://images.trvl-media.com/lodging/1000000/30000/25900/25865/290b242a_y.jpg) ### Beachside Resort & Residences 10/10 Excellent "This suite was fabulous. There is nothing more to add." [](https://expedia.ca/Key-West-Hotels-Key-West-Marriott-Beachside-Hotel.h25865.Hotel-Information) ## Find out more about Raccoon Key ## Raccoon Key Vacation Homes information | Number of reviews | 162 | | --- | --- | | Accommodation | 823 Vacation Homes | | Lowest Price | CA $2,099 | | Highest Price | CA $12,321 | ## 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) - [Resorts in Boca Chica Key](https://www.expedia.ca/Boca-Chica-Key-Resort-Hotels.d553248635083916609-aaResortHotels.Travel-Guide-Accommodation) - 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