Title: Adventure Vacations in Raccoon Key 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 - ## 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. ![Blue Flamingo Resort Key West](https://images.trvl-media.com/lodging/13000000/12600000/12599300/12599231/c4b850d1_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Blue Flamingo Resort Key West New Town CA $1,420 per person May 10 - May 17 found 1 day ago Roundtrip flight included Toronto (YTO) to Key West (EYW) 8.2/10 Very Good! (1,980 reviews) Great menu. Great property! Something to do for everyonez Reviewed on Apr 2, 2026 ![Winslow's Bungalows - Key West Historic Inns](https://images.trvl-media.com/lodging/1000000/530000/529700/529611/b5f8742c_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Winslow's Bungalows - Key West Historic Inns Old Town Key West CA $1,873 per person May 10 - May 17 found 1 day ago Roundtrip flight included Toronto (YTO) to Key West (EYW) 9.2/10 Wonderful! (1,194 reviews) Second time we have stayed here.Staff is excellent, accommodating. The property is very well maintained and a great location. Reviewed on Apr 1, 2026 ![The Perry Hotel & Marina Key West](https://images.trvl-media.com/lodging/18000000/17320000/17313700/17313680/deb8b21f_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Perry Hotel & Marina Key West CA $1,748 per person May 10 - May 17 found 1 day ago Roundtrip flight included Toronto (YTO) to Key West (EYW) 9.4/10 Exceptional! (1,234 reviews) Did not eat any meals on the property. Overall it's a nice place to stay. Rooms and furniture are dated in some areas. Very nice staff including Jamey and Mitchell. Reviewed on Apr 2, 2026 ![Southernmost Beach Resort and Guesthouses](https://images.trvl-media.com/lodging/1000000/870000/863400/863329/546caf1e_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Southernmost Beach Resort and Guesthouses Old Town Key West CA $2,817 per person May 10 - May 17 found 1 day ago Roundtrip flight included Toronto (YTO) to Key West (EYW) 8.8/10 Excellent! (3,162 reviews) We stayed in the Adults ONLY Duval Gardens. We enjoyed the privacy and location on Duval Street. It was nice to have the option of the amenities at the resort for the different pools and beach access. Free breakfast too! We would stay here again. The room was clean, staff is friendly no beach view at the Duval Gardens but you are right on Duval Street where all the restaurants and shopping are. No phones either, staff was accessible through text. Reviewed on Apr 2, 2026 ![Oceans Edge Key West Resort, Hotel & Marina](https://images.trvl-media.com/lodging/17000000/16210000/16203000/16202992/f7424907_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Oceans Edge Key West Resort, Hotel & Marina CA $1,925 per person May 10 - May 17 found 1 day ago Roundtrip flight included Toronto (YTO) to Key West (EYW) 9/10 Wonderful! (1,848 reviews) Amazing location, the room and property were spotless. Staff were very friendly. Would stay here again! Reviewed on Apr 2, 2026 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/2026-05-03/2026-05-10/?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. ![The Perry Hotel & Marina Key West](https://images.trvl-media.com/lodging/18000000/17320000/17313700/17313680/deb8b21f_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Perry Hotel & Marina Key West CA $1,160 per person May 22 - May 25 found 1 day ago Roundtrip non-stop flight included Toronto (YYZ) to Key West (EYW) 9.4/10 Exceptional! (1,234 reviews) Did not eat any meals on the property. Overall it's a nice place to stay. Rooms and furniture are dated in some areas. Very nice staff including Jamey and Mitchell. Reviewed on Apr 2, 2026 ![Southernmost Beach Resort and Guesthouses](https://images.trvl-media.com/lodging/1000000/870000/863400/863329/546caf1e_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Southernmost Beach Resort and Guesthouses Old Town Key West CA $1,617 per person May 22 - May 25 found 1 day ago Roundtrip non-stop flight included Toronto (YYZ) to Key West (EYW) 8.8/10 Excellent! (3,162 reviews) We stayed in the Adults ONLY Duval Gardens. We enjoyed the privacy and location on Duval Street. It was nice to have the option of the amenities at the resort for the different pools and beach access. Free breakfast too! We would stay here again. The room was clean, staff is friendly no beach view at the Duval Gardens but you are right on Duval Street where all the restaurants and shopping are. No phones either, staff was accessible through text. Reviewed on Apr 2, 2026 ![Oceans Edge Key West Resort, Hotel & Marina](https://images.trvl-media.com/lodging/17000000/16210000/16203000/16202992/f7424907_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Oceans Edge Key West Resort, Hotel & Marina CA $1,262 per person May 22 - May 25 found 1 day ago Roundtrip non-stop flight included Toronto (YYZ) to Key West (EYW) 9/10 Wonderful! (1,848 reviews) Amazing location, the room and property were spotless. Staff were very friendly. Would stay here again! Reviewed on Apr 2, 2026 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/2026-05-03/2026-05-10/?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 Beach House, Key West](https://images.trvl-media.com/lodging/1000000/860000/858000/857962/864ce9f9_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Hyatt Vacation Club at Beach House, Key West CA $1,935 per person May 3 - May 7 found 1 day ago Roundtrip non-stop flight included Toronto (YYZ) to Key West (EYW) 9.4/10 Exceptional! (1,004 reviews) These are recently renovated “condos” with 2 beds/2 baths, full kitchen, dining, and living area. Master bath is very nicely done with a giant shower for two. Very large deck/porch off each unit. The A/C went out but the friendly front desk and maintenance crew repaired it quickly. Resort has a large pool and large sand beach area with plenty of chairs and cabanas. New gas grills are near the pool area. There is a tiki bar on site with food. No complaints about this property whatsoever. There is a kayak tour guide right next door and I highly recommend their night kayak tour. The property is at the opposite end of the island to Old town/Duvall street. It’s about a 20 min bike ride to Duvall, and a 9 minute bike ride to Publix. Reviewed on Apr 1, 2026 ![The Key West Hotel](https://images.trvl-media.com/lodging/9000000/8660000/8657100/8657021/dab63efc_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Key West Hotel Key West Historic District CA $2,274 per person May 21 - May 25 found 1 day ago Roundtrip non-stop flight included Toronto (YYZ) to Key West (EYW) 9.2/10 Wonderful! (536 reviews) The tag line of the hotel is "Come Hide" which was appropriate as it is hidden from plain view of the hustle and bustle of Duval St. The entrance is mysterious as it is set back and the pathway leading to the reception office is filled with green ferns/palms. Loved it! The center of the property is highlighted the bar and the permanent stage for the daily entertainment. Great place to stay and close to everything! Reviewed on Mar 30, 2026 ![Winslow's Bungalows - Key West Historic Inns](https://images.trvl-media.com/lodging/1000000/530000/529700/529611/b5f8742c_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Winslow's Bungalows - Key West Historic Inns Old Town Key West CA $1,949 per person May 21 - May 25 found 1 day ago Roundtrip non-stop flight included Toronto (YYZ) to Key West (EYW) 9.2/10 Wonderful! (1,194 reviews) Second time we have stayed here.Staff is excellent, accommodating. The property is very well maintained and a great location. Reviewed on Apr 1, 2026 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/2026-05-03/2026-05-10/?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