Title: Mountain 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 Mountain 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 Mountain hotel deals in Raccoon Key Price found within the past 48 hours. Click for updated prices. ![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 $1,375 per person Dec 12 - Dec 17 found 1 day ago Roundtrip non-stop flight included Detroit (DTW) to Key West (EYW) 8.6/10 Excellent! (2,787 reviews) A great place to stay! Reviewed on Oct 18, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-12-12/2025-12-17/?FromAirport=DTW&Destination=EYW&NumRoom=1&NumAdult=2&NumChild=0&hotelId=863329&paandie=true&HotelClass=40&dealMarker=T5O_T8hQemw9aH9wDC3MZJXuk1rs8omgPofsVuGlFuNpCPLNZUyPcUHSBe4tJg1B) ![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 $3,834 per person Dec 26 - Jan 2 found 1 day ago Roundtrip non-stop flight included Detroit (DTW) to Key West (EYW) 9.2/10 Wonderful! (1,021 reviews) This was an excellent historic inn. The staff was outstanding and super knowledgeable of Key West and its history. Special thanks to Johanny, Sonia, and Keith (at the bar) for making my wife's birthday a memerable stay. The room was clean and the property was well maintained. Reviewed on Oct 19, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-12-26/2026-01-02/?FromAirport=DTW&Destination=EYW&NumRoom=1&NumAdult=2&NumChild=0&hotelId=529611&paandie=true&HotelClass=40&dealMarker=t2H1xnjfGwyl9xqy0qETVNlNUe3pNJAURnb052c3ikz2UTFzdAm5AmL67y5PwoBc) ![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 $3,991 per person Dec 26 - Jan 2 found 1 day ago Roundtrip non-stop flight included Detroit (DTW) to Key West (EYW) 8.8/10 Excellent! (1,732 reviews) The hotel was very clean, nice staff, the room was beautiful and comfortable Reviewed on Oct 19, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-12-26/2026-01-02/?FromAirport=DTW&Destination=EYW&NumRoom=1&NumAdult=2&NumChild=0&hotelId=16202992&paandie=true&HotelClass=40&dealMarker=t2H1xnjfGwyl9xqy0qETVNlNUe3pNJAURnb052c3ikyKSdVa5Q-PgC8YLzGgb3LQ) ![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 $4,596 per person Dec 26 - Jan 2 found 1 day ago Roundtrip non-stop flight included Detroit (DTW) 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/2025-12-26/2026-01-02/?FromAirport=DTW&Destination=EYW&NumRoom=1&NumAdult=2&NumChild=0&hotelId=20796&paandie=true&HotelClass=40&dealMarker=JKUPZKKNmBnMmpOONQivhp4lNdcRAET8ss3oPUhNJeteF0_Zu4kfxtEyNT7dLvP6) ![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 $1,861 per person Dec 12 - Dec 17 found 1 day ago Roundtrip non-stop flight included Detroit (DTW) to Key West (EYW) 9/10 Wonderful! (1,017 reviews) Enjoyed the stay. Property and proximity both very good. Staff friendly. Beautiful views Reviewed on Oct 17, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-12-12/2025-12-17/?FromAirport=DTW&Destination=EYW&NumRoom=1&NumAdult=2&NumChild=0&hotelId=19307&paandie=true&HotelClass=40&dealMarker=T5O_T8hQemw9aH9wDC3MZH8KtzDYKbnt-jKU5CcvFMkAGqCzB_H7yfgaHLfcwb7n) 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/2025-11-20/2025-11-27/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=EYW&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## 3 Night Mountain holidays in Raccoon Key Price found within the past 48 hours. Click for updated prices. ![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 $707 per person Dec 22 - Dec 25 found 11 hours ago Roundtrip flight included Detroit (DTW) to Key West (EYW) 8.8/10 Excellent! (1,732 reviews) The hotel was very clean, nice staff, the room was beautiful and comfortable Reviewed on Oct 19, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-12-22/2025-12-25/?FromAirport=DTW&Destination=EYW&NumRoom=1&NumAdult=2&NumChild=0&hotelId=16202992&paandie=true&HotelClass=40&dealMarker=iwwTpUBDGhhjgZhHhjjVUK03eLrsI4VfNUqzUZu1HCooAf7-7_FMcFgRyNpy10Ta) ![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 $975 per person Dec 22 - Dec 25 found 11 hours ago Roundtrip flight included Detroit (DTW) to Key West (EYW) 9/10 Wonderful! (1,017 reviews) Enjoyed the stay. Property and proximity both very good. Staff friendly. Beautiful views Reviewed on Oct 17, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-12-22/2025-12-25/?FromAirport=DTW&Destination=EYW&NumRoom=1&NumAdult=2&NumChild=0&hotelId=19307&paandie=true&HotelClass=40&dealMarker=iwwTpUBDGhhjgZhHhjjVUK03eLrsI4VfNUqzUZu1HCpztA3Tdsyfp2P66MuA8zK_) ![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 $1,128 per person Dec 22 - Dec 25 found 11 hours ago Roundtrip flight included Detroit (DTW) 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/2025-12-22/2025-12-25/?FromAirport=DTW&Destination=EYW&NumRoom=1&NumAdult=2&NumChild=0&hotelId=20796&paandie=true&HotelClass=40&dealMarker=iwwTpUBDGhhjgZhHhjjVUDCls9-g0Qy84tdXhqIaO3NEc5q_yz5fgav7-w1EqU_O) 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/2025-11-20/2025-11-27/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=EYW&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## 4 Night Mountain holidays in Raccoon Key Price found within the past 48 hours. Click for updated prices. ![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 $1,035 per person Dec 22 - Dec 26 found 11 hours ago Roundtrip flight included Detroit (DTW) to Key West (EYW) 8.8/10 Excellent! (1,732 reviews) The hotel was very clean, nice staff, the room was beautiful and comfortable Reviewed on Oct 19, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-12-22/2025-12-26/?FromAirport=DTW&Destination=EYW&NumRoom=1&NumAdult=2&NumChild=0&hotelId=16202992&paandie=true&dealMarker=iwwTpUBDGhhjgZhHhjjVUGMnvH75IhRTghO2vH0PGRaAa1ONJN4MVFUBf6_TlFWo) ![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 $2,385 per person Dec 22 - Dec 26 found 11 hours ago Roundtrip flight included Detroit (DTW) 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/2025-12-22/2025-12-26/?FromAirport=DTW&Destination=EYW&NumRoom=1&NumAdult=2&NumChild=0&hotelId=8657021&paandie=true&dealMarker=iwwTpUBDGhhjgZhHhjjVUDceH2UTbacVgevxzdWm7xZqUYNr_d7lxWo5nQplGOzg) ![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 $1,448 per person Dec 22 - Dec 26 found 11 hours ago Roundtrip flight included Detroit (DTW) to Key West (EYW) 9/10 Wonderful! (1,017 reviews) Enjoyed the stay. Property and proximity both very good. Staff friendly. Beautiful views Reviewed on Oct 17, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-12-22/2025-12-26/?FromAirport=DTW&Destination=EYW&NumRoom=1&NumAdult=2&NumChild=0&hotelId=19307&paandie=true&dealMarker=iwwTpUBDGhhjgZhHhjjVUGMnvH75IhRTghO2vH0PGRYdgongMTFCs6zpsjtVCCXP) 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/2025-11-20/2025-11-27/?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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)