Title: Book the Best Chokoloskee Island LUXURY Hotels - Upscale Hotels in Chokoloskee Island, FL | Expedia.ca [Chokoloskee Island Travel Guide](https://expedia.ca/Chokoloskee-Island.dx553248635976468286)[Hotels in Chokoloskee Island](https://expedia.ca/Chokoloskee-Island-Hotels.d553248635976468286.Travel-Guide-Hotels)[Vacation Rentals in Chokoloskee Island](https://expedia.ca/Chokoloskee-Island-Vacation-Rentals.d553248635976468286.Travel-Guide-VacationRentals)[Flights to Chokoloskee Island](https://expedia.ca/Cheap-Flights-To-Chokoloskee-Island.d553248635976468286.Travel-Guide-Flights)[Chokoloskee Island Car Rentals](https://expedia.ca/Car-Rentals-In-Chokoloskee-Island.d553248635976468286.Car-Rental-Guide)[Chokoloskee Island Vacation Packages](https://expedia.ca/Chokoloskee-Island.d553248635976468286.Destination-Travel-Guides) ![](https://mediaim.expedia.com/destination/2/a8d5904e629a072857f058e91354c145.jpg?impolicy=fcrop&w=1200&h=500&q=medium) Photo by Noel Benadom # Find luxury hotels in Chokoloskee Island, FL ![](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 availability on Chokoloskee Island Luxury Hotels Tonight [Oct 23 - Oct 24](https://www.expedia.ca/Hotel-Search?regionId=553248635976468286&startDate=2025-10-23&endDate=2025-10-24&adults=2&propertyStyle=LUXURY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=luxury_property) Tomorrow [Oct 24 - Oct 25](https://www.expedia.ca/Hotel-Search?regionId=553248635976468286&startDate=2025-10-24&endDate=2025-10-25&adults=2&propertyStyle=LUXURY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=luxury_property) This weekend [Oct 24 - Oct 26](https://www.expedia.ca/Hotel-Search?regionId=553248635976468286&startDate=2025-10-24&endDate=2025-10-26&adults=2&propertyStyle=LUXURY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=luxury_property) Next weekend [Oct 31 - Nov 2](https://www.expedia.ca/Hotel-Search?regionId=553248635976468286&startDate=2025-10-31&endDate=2025-11-02&adults=2&propertyStyle=LUXURY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=luxury_property) ## Top Chokoloskee Island Luxury Hotels ## Top Chokoloskee Island Hotel Reviews ![River Wilderness Waterfront Cabins](//images.trvl-media.com/lodging/5000000/4820000/4816100/4816075/05f388f0_y.jpg) ### River Wilderness Waterfront Cabins 10/10 Excellent "Rooms are dated but clean and the kitchens are well outfiited with dishes and cooking supplies. Parking under the unit is awesome. Would recommend for motorcycle riders. Check in and out was really smooth and hasle free." [](https://expedia.ca/Naples-Hotels-River-Wilderness-Waterfront-Cabins.h4816075.Hotel-Information) ![Port of the Islands Everglades Adventure Resort](//images.trvl-media.com/lodging/2000000/1150000/1144200/1144178/b0f8ae7a_y.jpg) ### Port of the Islands Everglades Adventure Resort 10/10 Excellent "Tom was excellent, rooms were clean, the staff was friendly and the price was fair." 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