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 $2,392 per person Dec 28 - Jan 1 found 22 hours ago Roundtrip non-stop flight included Detroit (DTW) to Key West (EYW) 9.2/10 Wonderful! (1,005 reviews) Clean rooms and property. The grounds were so clean and taken care of. The landscape was so lush and exquisite. I loved everything about this property. Will be back. Reviewed on Oct 13, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-12-28/2026-01-01/?FromAirport=DTW&Destination=EYW&NumRoom=1&NumAdult=2&NumChild=0&hotelId=529611&paandie=true&HotelClass=40&dealMarker=OWBfzzOkUIZbu4Q2F5nRpPMtXXfW07GQILYVzvx8nfDszPHgXuWP0mL9Mw1i3fxN) ![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 $2,625 per person Dec 28 - Jan 1 found 22 hours ago Roundtrip non-stop flight included Detroit (DTW) to Key West (EYW) 9/10 Wonderful! (1,722 reviews) Staff was friendly and accommodating. The concierge booked trips for us and made some great recommendations for us. Reviewed on Oct 8, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-12-28/2026-01-01/?FromAirport=DTW&Destination=EYW&NumRoom=1&NumAdult=2&NumChild=0&hotelId=16202992&paandie=true&HotelClass=40&dealMarker=OWBfzzOkUIZbu4Q2F5nRpOgcFH3RD517S0db_Keo2HFRwyT_U5SJOfOdWzqWGfri) ![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 $3,037 per person Dec 28 - Jan 1 found 22 hours ago Roundtrip non-stop flight included Detroit (DTW) to Key West (EYW) 9.8/10 Exceptional! (1,001 reviews) The Gardens Hotel was a perfect choice! Nancy welcomed us with a glass of Prosecco! We absolutely loved the hotel! Nancy was a fantastic host and had so many fabulous suggestions! She even went to the trouble of having an electric kettle delivered to our room for my tea! Beautiful hotel and great breakfast! Reviewed on Oct 8, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-12-28/2026-01-01/?FromAirport=DTW&Destination=EYW&NumRoom=1&NumAdult=2&NumChild=0&hotelId=20796&paandie=true&HotelClass=40&dealMarker=OWBfzzOkUIZbu4Q2F5nRpGC6yXfGgQge8JJnZuyQF5Nel_RXwUZGSOSb6e63pBaT) ![Southernmost Beach Resort and Guesthouses](https://images.trvl-media.com/lodging/1000000/870000/863400/863329/026f10af_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Southernmost Beach Resort and Guesthouses Old Town Key West CA $3,646 per person Dec 5 - Dec 12 found 10 hours ago Roundtrip non-stop flight included Calgary (YYC) to Key West (EYW) 8.6/10 Excellent! (2,750 reviews) The balcony was not private it was outside our front door located outside. Other then that it was a great stay! Reviewed on Oct 13, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-12-05/2025-12-12/?FromAirport=YYC&Destination=EYW&NumRoom=1&NumAdult=2&NumChild=0&hotelId=863329&paandie=true&HotelClass=40&dealMarker=dyy0MAVXruvhfrgKd5K3pureyQnX_Lvo9FEhqQqqmrNPNuAP9KOydIsJ24VyflgY) ![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 $2,657 per person Dec 5 - Dec 12 found 9 hours ago Roundtrip non-stop flight included Calgary (YYC) to Key West (EYW) 9/10 Wonderful! (1,005 reviews) Everything was excellent, except poor TV service in room. Reviewed on Oct 13, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-12-05/2025-12-12/?FromAirport=YYC&Destination=EYW&NumRoom=1&NumAdult=2&NumChild=0&hotelId=19307&paandie=true&HotelClass=40&dealMarker=dyy0MAVXruvhfrgKd5K3pv_wiTJ3tseYhb4QQ_8Botb0jirwzuUjSgA_wTUgJ-j4) 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/2025-11-14/2025-11-21/?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. ![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 $2,061 per person Dec 30 - Jan 2 found 11 hours ago Roundtrip non-stop flight included Toronto (YYZ) to Key West (EYW) 9.2/10 Wonderful! (1,005 reviews) Clean rooms and property. The grounds were so clean and taken care of. The landscape was so lush and exquisite. I loved everything about this property. Will be back. Reviewed on Oct 13, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-12-30/2026-01-02/?FromAirport=YYZ&Destination=EYW&NumRoom=1&NumAdult=2&NumChild=0&hotelId=529611&paandie=true&HotelClass=40&dealMarker=4hh5fGxEe_WaQKSHc7ZUjcHaTHO7n-2y1xxCOjGx5UPkF1HZQy1nMLQ9W67_IzNK) ![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 $2,172 per person Dec 30 - Jan 2 found 10 hours ago Roundtrip non-stop flight included Toronto (YYZ) to Key West (EYW) 9/10 Wonderful! (1,722 reviews) Staff was friendly and accommodating. The concierge booked trips for us and made some great recommendations for us. Reviewed on Oct 8, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-12-30/2026-01-02/?FromAirport=YYZ&Destination=EYW&NumRoom=1&NumAdult=2&NumChild=0&hotelId=16202992&paandie=true&HotelClass=40&dealMarker=4hh5fGxEe_WaQKSHc7ZUjcHaTHO7n-2y1xxCOjGx5UPjwFZYYOX94CflOUHMhGRy) ![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 $2,443 per person Dec 30 - Jan 2 found 10 hours ago Roundtrip non-stop flight included Toronto (YYZ) to Key West (EYW) 9/10 Wonderful! (1,005 reviews) Everything was excellent, except poor TV service in room. Reviewed on Oct 13, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-12-30/2026-01-02/?FromAirport=YYZ&Destination=EYW&NumRoom=1&NumAdult=2&NumChild=0&hotelId=19307&paandie=true&HotelClass=40&dealMarker=4hh5fGxEe_WaQKSHc7ZUjcHaTHO7n-2y1xxCOjGx5UOAoQGQp4lbp6CfGpGpyb2L) 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/2025-11-14/2025-11-21/?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. ![Lighthouse Hotel - Key West Historic Inns](https://images.trvl-media.com/lodging/2000000/1180000/1171100/1171079/2155599f_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Lighthouse Hotel - Key West Historic Inns Old Town Key West CA $2,200 per person Dec 24 - Dec 28 found 8 hours ago Roundtrip non-stop flight included Toronto (YYZ) to Key West (EYW) 9/10 Wonderful! (791 reviews) The pool was lovely! Reviewed on Oct 12, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-12-24/2025-12-28/?FromAirport=YYZ&Destination=EYW&NumRoom=1&NumAdult=2&NumChild=0&hotelId=1171079&paandie=true&dealMarker=ID1KOb_rJe9KjVVW5SiWaCoYWK33mxDozXFD-8W0WzxZF_22J-E1va-l9D9W0xfR) ![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 $2,392 per person Dec 28 - Jan 1 found 22 hours ago Roundtrip non-stop flight included Detroit (DTW) to Key West (EYW) 9.2/10 Wonderful! (1,005 reviews) Clean rooms and property. The grounds were so clean and taken care of. The landscape was so lush and exquisite. I loved everything about this property. Will be back. Reviewed on Oct 13, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-12-28/2026-01-01/?FromAirport=DTW&Destination=EYW&NumRoom=1&NumAdult=2&NumChild=0&hotelId=529611&paandie=true&dealMarker=OWBfzzOkUIZbu4Q2F5nRpPMtXXfW07GQILYVzvx8nfDszPHgXuWP0mL9Mw1i3fxN) ![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 $2,625 per person Dec 28 - Jan 1 found 22 hours ago Roundtrip non-stop flight included Detroit (DTW) to Key West (EYW) 9/10 Wonderful! (1,722 reviews) Staff was friendly and accommodating. The concierge booked trips for us and made some great recommendations for us. Reviewed on Oct 8, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-12-28/2026-01-01/?FromAirport=DTW&Destination=EYW&NumRoom=1&NumAdult=2&NumChild=0&hotelId=16202992&paandie=true&dealMarker=OWBfzzOkUIZbu4Q2F5nRpOgcFH3RD517S0db_Keo2HFRwyT_U5SJOfOdWzqWGfri) 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/2025-11-14/2025-11-21/?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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)