Title: Adventure Vacations in Raccoon Key 2025/2026 | Expedia.ca ![](https://a.travel-assets.com/travel-assets-manager/fallback-images-brand/bex_packages.jpeg?impolicy=fcrop&w=1200&h=300&q=medium) # Raccoon Key Adventure Vacations ## Book a Hotel + Flight or Car together to unlock savings Stay added Flight added Car - Economy - Premium economy - Business class - First class Leaving from Going to Dates Travellers ## Room 1 Adults ChildrenAges 2 to 17 InfantsYounger than 2 I only need accommodation for part of my trip - ## Plan, book, travel with confidence ### Better together Save up to CA $1,096 when you book a flight and hotel together\* ### Find the right fit With over 300,000 hotels worldwide, it's easy to create a perfect package ### Rest easy Plan, book, and manage your trip all in one place ## Flight and Adventure hotel deals in Raccoon Key Price found within the past 48 hours. Click for updated prices. ![Winslow's Bungalows - Key West Historic Inns](https://images.trvl-media.com/lodging/1000000/530000/529700/529611/7cf7d263_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Winslow's Bungalows - Key West Historic Inns Old Town Key West CA $1,128 per person Nov 28 - Dec 1 found 16 hours ago Roundtrip non-stop flight included Toronto (YTO) to Key West (EYW) 9.2/10 Wonderful! (1,021 reviews) The landscaping, grounds and pools were beautiful and kept perfectly. It all felt quiet and very safe. Easy to walk to some nice dining choices. The staff was friendly and helpful. Reviewed on Oct 22, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-11-28/2025-12-01/?FromAirport=YTO&Destination=EYW&NumRoom=1&NumAdult=2&NumChild=0&hotelId=529611&paandie=true&HotelClass=40&dealMarker=b5uwRSeJQQuigeUJXT0sGl_gI_ofzRmV3fA_H8ylrWORLSDRVB1MS0le3mPlYMun) ![Oceans Edge Key West Resort, Hotel & Marina](https://images.trvl-media.com/lodging/17000000/16210000/16203000/16202992/3a4457a0_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Oceans Edge Key West Resort, Hotel & Marina CA $2,002 per person Jan 4 - Jan 11 found 1 day ago Roundtrip flight included Edmonton (YEG) to Key West (EYW) 8.8/10 Excellent! (1,732 reviews) Very good stay people were very nice. Smell so good in the lobby in the rooms. The view of the room was beautiful room was very clean. There was a kitchenette area for convenience Reviewed on Oct 22, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2026-01-04/2026-01-11/?FromAirport=YEG&Destination=EYW&NumRoom=1&NumAdult=2&NumChild=0&hotelId=16202992&paandie=true&HotelClass=40&dealMarker=6aMkpeblUOvIxNPSMBcej-1wZ-Zt8810po5MAHWpzd0Sust0t0lhXDubwpJE-c6T) ![Pier House Resort & Spa](https://images.trvl-media.com/lodging/1000000/20000/19400/19307/ed076ab9_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Pier House Resort & Spa Key West Historic District CA $3,021 per person Jan 4 - Jan 11 found 1 day ago Roundtrip flight included Edmonton (YEG) to Key West (EYW) 9/10 Wonderful! (1,017 reviews) Great location , very walkable to so much. Staff was very friendly. I felt very safe venturing out by myself . We will definitely be back Reviewed on Oct 22, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2026-01-04/2026-01-11/?FromAirport=YEG&Destination=EYW&NumRoom=1&NumAdult=2&NumChild=0&hotelId=19307&paandie=true&HotelClass=40&dealMarker=KO5pGb2gRPnTzQFs-Un98e8xEio6juOmSoLEmxYgoNz16UfU3ds0AnmNtnyxfP0J) ![The Gardens Hotel](https://images.trvl-media.com/lodging/1000000/30000/20800/20796/424c57d6_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Gardens Hotel Old Town Key West CA $4,640 per person Dec 27 - Jan 3 found 19 hours ago Roundtrip non-stop flight included Toronto (YTO) to Key West (EYW) 9.8/10 Exceptional! (1,006 reviews) Clean room and beautiful garden. Unfortunately the second morning when we were there, there's a heavy rain, we can't enjoy the garden. Reviewed on Oct 17, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-12-27/2026-01-03/?FromAirport=YTO&Destination=EYW&NumRoom=1&NumAdult=2&NumChild=0&hotelId=20796&paandie=true&HotelClass=40&dealMarker=Z1kMevP7eAQq5xTvKgbZMWN_R0bGgyOuxM8X7nn2UjNGUkSyyhpEMF6PLirQmqrd) ![Blue Flamingo Resort Key West](https://images.trvl-media.com/lodging/13000000/12600000/12599300/12599231/cb0a4c1e_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Blue Flamingo Resort Key West New Town CA $3,609 per person Dec 27 - Jan 3 found 19 hours ago Roundtrip non-stop flight included Toronto (YTO) to Key West (EYW) 8/10 Very Good! (1,620 reviews) I loved my stay at Blue Flamingo in Key West! Everything was beautifully decorated, with a lovely and consistent brand identity. The place was super clean, the shuttle to the historic downtown was very convenient, and the facilities were amazing! two pools inside the hotel and access to two more! The breakfast was plentiful, with generous portions and great quality. Definitely a place I’d come back to! Reviewed on Oct 20, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-12-27/2026-01-03/?FromAirport=YTO&Destination=EYW&NumRoom=1&NumAdult=2&NumChild=0&hotelId=12599231&paandie=true&HotelClass=40&dealMarker=Z1kMevP7eAQq5xTvKgbZMThapP7cQ454qw_cqTn_ZRzTfbHENYtBiG4Y0ZDnsLIK) Don't see what you're looking for? See all available trips from Columbus to Raccoon Key [View all trips](https://expedia.ca/go/package/search/FlightHotel/2025-11-23/2025-11-30/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=EYW&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## 3 Night Adventure holidays in Raccoon Key Price found within the past 48 hours. Click for updated prices. ![Pier House Resort & Spa](https://images.trvl-media.com/lodging/1000000/20000/19400/19307/ed076ab9_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Pier House Resort & Spa Key West Historic District CA $1,066 per person Nov 28 - Dec 1 found 16 hours ago Roundtrip non-stop flight included Toronto (YTO) to Key West (EYW) 9/10 Wonderful! (1,017 reviews) Great location , very walkable to so much. Staff was very friendly. I felt very safe venturing out by myself . We will definitely be back Reviewed on Oct 22, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-11-28/2025-12-01/?FromAirport=YTO&Destination=EYW&NumRoom=1&NumAdult=2&NumChild=0&hotelId=19307&paandie=true&HotelClass=40&dealMarker=hEcxEAl0cQr8TKY7Kq7rzoJ7IF6HzuHLyA4o_2vrz8ZY92t_rKlCOJSawLW7nf3r) ![Winslow's Bungalows - Key West Historic Inns](https://images.trvl-media.com/lodging/1000000/530000/529700/529611/7cf7d263_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Winslow's Bungalows - Key West Historic Inns Old Town Key West CA $1,128 per person Nov 28 - Dec 1 found 16 hours ago Roundtrip non-stop flight included Toronto (YTO) to Key West (EYW) 9.2/10 Wonderful! (1,021 reviews) The landscaping, grounds and pools were beautiful and kept perfectly. It all felt quiet and very safe. Easy to walk to some nice dining choices. The staff was friendly and helpful. Reviewed on Oct 22, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-11-28/2025-12-01/?FromAirport=YTO&Destination=EYW&NumRoom=1&NumAdult=2&NumChild=0&hotelId=529611&paandie=true&HotelClass=40&dealMarker=b5uwRSeJQQuigeUJXT0sGl_gI_ofzRmV3fA_H8ylrWORLSDRVB1MS0le3mPlYMun) ![Bishop Hotel Key West](https://images.trvl-media.com/lodging/104000000/103380000/103373900/103373822/976e1cc5_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Bishop Hotel Key West Old Town Key West CA $1,103 per person Nov 28 - Dec 1 found 16 hours ago Roundtrip non-stop flight included Toronto (YTO) to Key West (EYW) 9.8/10 Exceptional! (266 reviews) Loved our stay here. It was clean and convenient, everything was walkable. Pool and bar area were great and the staff were excellent. Reviewed on Oct 18, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-11-28/2025-12-01/?FromAirport=YTO&Destination=EYW&NumRoom=1&NumAdult=2&NumChild=0&hotelId=103373822&paandie=true&HotelClass=40&dealMarker=b5uwRSeJQQuigeUJXT0sGiHUnNKaC-NKTB3vGz9Ac9ZBbdNGJieXvMsBjzbgTPGl) Don't see what you're looking for? See all available trips from Columbus to Raccoon Key [View all trips](https://expedia.ca/go/package/search/FlightHotel/2025-11-23/2025-11-30/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=EYW&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## 4 Night Adventure holidays in Raccoon Key Price found within the past 48 hours. Click for updated prices. ![Hyatt Vacation Club at Windward Pointe, Key West](https://images.trvl-media.com/lodging/1000000/870000/868700/868697/481a771e_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Hyatt Vacation Club at Windward Pointe, Key West CA $1,825 per person Jan 2 - Jan 6 found 1 day ago Roundtrip non-stop flight included Toronto (YYZ) to Key West (EYW) 9.6/10 Exceptional! (1,016 reviews) Great staff and service Reviewed on Oct 22, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2026-01-02/2026-01-06/?FromAirport=YYZ&Destination=EYW&NumRoom=1&NumAdult=2&NumChild=0&hotelId=868697&paandie=true&dealMarker=FEVzKim5FgycOaKsF6J7_UqapxWWcIxVtXUw5F8TWa_fVlAAVs4OG4SQdelI-cgy) ![The Key West Hotel](https://images.trvl-media.com/lodging/9000000/8660000/8657100/8657021/bc64cbf7_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Key West Hotel Key West Historic District CA $2,512 per person Jan 3 - Jan 7 found 1 day ago Roundtrip non-stop flight included Toronto (YYZ) to Key West (EYW) 9.2/10 Wonderful! (498 reviews) Great location and friendly staff. They have remodeled a lot and are doing a super job. Nice decorations and LOVE the tiki bar and pool area. Key West Aloe products were a nice touch as well as the key lime cookies. The porch deck and handrail outside the Envy/Lust room needs a little attention. Overall, very comfortable and accommodating. I would definitely stay here again. Reviewed on Oct 17, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2026-01-03/2026-01-07/?FromAirport=YYZ&Destination=EYW&NumRoom=1&NumAdult=2&NumChild=0&hotelId=8657021&paandie=true&dealMarker=FEVzKim5FgycOaKsF6J7_UdwiJohQZUN_osc18uPznWkWTraXqkGMb_PnLgJnl5k) ![Winslow's Bungalows - Key West Historic Inns](https://images.trvl-media.com/lodging/1000000/530000/529700/529611/7cf7d263_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Winslow's Bungalows - Key West Historic Inns Old Town Key West CA $2,672 per person Dec 29 - Jan 2 found 8 hours ago Roundtrip flight included Montreal (YUL) to Key West (EYW) 9.2/10 Wonderful! (1,021 reviews) The landscaping, grounds and pools were beautiful and kept perfectly. It all felt quiet and very safe. Easy to walk to some nice dining choices. The staff was friendly and helpful. Reviewed on Oct 22, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-12-29/2026-01-02/?FromAirport=YUL&Destination=EYW&NumRoom=1&NumAdult=2&NumChild=0&hotelId=529611&paandie=true&dealMarker=i7rXaTNLcePxpL7sId40HlagwUVCud0nHPd5rHqtbysjdgfzYQSnJzr_7KEwVOT7) Don't see what you're looking for? See all available trips from Columbus to Raccoon Key [View all trips](https://expedia.ca/go/package/search/FlightHotel/2025-11-23/2025-11-30/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=EYW&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## More vacations you might like ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/all-inclusive_holidays_US.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) All Inclusive Vacations [](https://expedia.ca/lp/theme-vacations/all-inclusive-vacations?rfrr=editorial.All_Inclusive%20Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/XPC_Beach_Overview_HR_v3.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Beach Vacations [](https://expedia.ca/lp/theme-vacations/beach-vacations?rfrr=editorial.Beach_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/Family_holidays_US_3_.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Family Vacations [](https://expedia.ca/lp/theme-vacations/kid-friendly-vacations?rfrr=editorial.Family_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/04/29/frCA_Sejours_golf-Portugal.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Golf Vacations [](https://expedia.ca/lp/theme-vacations/golf-vacations?rfrr=editorial.Golf_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/07/15/US_Luxury_VR_Miami.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Luxury Vacations [](https://expedia.ca/lp/theme-vacations/luxury-vacations?rfrr=editorial.Luxury_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/08/29/romantic.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Romantic Vacations [](https://expedia.ca/lp/theme-vacations/romantic-vacations?rfrr=editorial.Romantic_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/31952_v1_atfraraski22_insta_4.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Ski Vacations [](https://expedia.ca/lp/theme-vacations/ski-vacations?rfrr=editorial.Ski_Vacations.click) ## More Vacations Ideas [Flights to Raccoon Key](https://expedia.ca/Cheap-Flights-To-Raccoon-Key.d180164.Travel-Guide-Flights)[Raccoon Key Hotels](https://expedia.ca/Raccoon-Key-Hotels.d180164.Travel-Guide-Hotels)[Raccoon Key Vacation Rentals](https://expedia.ca/Raccoon-Key-Vacation-Rentals.d180164.Travel-Guide-VacationRentals)[Raccoon Key Car Rentals](https://expedia.ca/Car-Rentals-In-Raccoon-Key.d180164.Car-Rental-Guide)[Raccoon Key Vacations](https://expedia.ca/Raccoon-Key.d180164.Destination-Travel-Guides)[Things to do in Raccoon Key](https://expedia.ca/Things-To-Do-In-Raccoon-Key.d180164.Travel-Guide-Activities) \* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. ![](https://a.travel-assets.com/mad-service/footer/bnaBanners/BEX_Footer.jpg) ## Go further with the Expedia app Save on select hotels and earn double points when you book on the app. Our app deals help you to save on trips so you can travel more and manage it all on the go. Scan the QR code with your device camera and download our app ![QR code to download the app](data:image/png;base64,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)