Title: Chokoloskee Island Vacation Home Rentals : Search Top Private Vacation Homes for Rent | 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 # Chokoloskee Island Vacation Rentals - ![](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 prices for these dates In two weeks [Nov 28 - Nov 30](https://www.expedia.ca/Hotel-Search?regionId=553248635976468286&startDate=2025-11-28&endDate=2025-11-30&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Jan 9 - Jan 11](https://www.expedia.ca/Hotel-Search?regionId=553248635976468286&startDate=2026-01-09&endDate=2026-01-11&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In three months [Feb 6 - Feb 8](https://www.expedia.ca/Hotel-Search?regionId=553248635976468286&startDate=2026-02-06&endDate=2026-02-08&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In four months [Mar 6 - Mar 8](https://www.expedia.ca/Hotel-Search?regionId=553248635976468286&startDate=2026-03-06&endDate=2026-03-08&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Browse Select Chokoloskee Island Vacation Homes ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/107000000/106820000/106814600/106814514/f1e11f2e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/107000000/106820000/106814600/106814514/37223624.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, desk, WiFi, bed sheets](https://images.trvl-media.com/lodging/107000000/106820000/106814600/106814514/a5de6200.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/107000000/106820000/106814600/106814514/f96cdadf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Ultimate Fishing Retreat- Comfortable and Convenient! Ochopee 9.8/10 Exceptional (13) "Great place" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Matt CA $245 CA $642 total includes taxes & fees Nov 19 - Nov 20 [](https://www.expedia.ca/Chokoloskee-Hotels-Our-Little-Slice-Of-Paradise.h106814514.Hotel-Information) Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply. [View all properties](https://expedia.ca/Hotel-Search?startDate=2025-11-29&endDate=2025-11-30®ionId=553248635976468286&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true) ## Find vacation rentals that suit your style Apartments [](https://www.expedia.ca/Hotel-Search?destination=Chokoloskee+Island%2C+Florida%2C+United+States+of+America®ionId=553248635976468286&latLong=25.812324%2C-81.359523&adults=2&startDate=2026-02-13&d1=2026-02-13&endDate=2026-02-16&d2=2026-02-16&lodging=APARTMENT) Cottages [](https://www.expedia.ca/Hotel-Search?destination=Chokoloskee+Island%2C+Florida%2C+United+States+of+America®ionId=553248635976468286&latLong=25.812324%2C-81.359523&adults=2&startDate=2026-02-13&d1=2026-02-13&endDate=2026-02-16&d2=2026-02-16&lodging=COTTAGE) Condos [](https://www.expedia.ca/Hotel-Search?destination=Chokoloskee+Island%2C+Florida%2C+United+States+of+America®ionId=553248635976468286&latLong=25.812324%2C-81.359523&adults=2&startDate=2026-02-13&d1=2026-02-13&endDate=2026-02-16&d2=2026-02-16&lodging=CONDO) Private vacation homes [](https://www.expedia.ca/Hotel-Search?destination=Chokoloskee+Island%2C+Florida%2C+United+States+of+America®ionId=553248635976468286&latLong=25.812324%2C-81.359523&adults=2&startDate=2026-02-13&d1=2026-02-13&endDate=2026-02-16&d2=2026-02-16&lodging=VACATION_HOME) Houseboats [](https://www.expedia.ca/Hotel-Search?destination=Chokoloskee+Island%2C+Florida%2C+United+States+of+America®ionId=553248635976468286&latLong=25.812324%2C-81.359523&adults=2&startDate=2026-02-13&d1=2026-02-13&endDate=2026-02-16&d2=2026-02-16&lodging=HOUSE_BOAT) ![](https://a.travel-assets.com/pricing-claim/sparkle_dark.svg) Save an average of 15% on thousands of hotels when you're signed in [Sign in](https://expedia.ca/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FChokoloskee-Island-Private-Vacation-Homes.d553248635976468286-aaPrivateVacationHomes.Travel-Guide-Accommodation)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FChokoloskee-Island-Private-Vacation-Homes.d553248635976468286-aaPrivateVacationHomes.Travel-Guide-Accommodation) ## Top Chokoloskee Island Hotel Reviews ![Captain's Table Hotel](//images.trvl-media.com/lodging/74000000/73780000/73778400/73778356/18e0c390_y.jpg) ### Captain's Table Hotel 10/10 Excellent " staff was very pleasant and easy to work with. thanks" [](https://expedia.ca/Everglades-City-Hotels-Captains-Table-Hotel.h73778356.Hotel-Information) ![Waterfront RV with Boat Slip in Chokoloske...Surrounded by Everglades Nat'l Park](//images.trvl-media.com/lodging/112000000/111310000/111307100/111307025/7f693b2d_y.jpg) ### Waterfront RV with Boat Slip in Chokoloske...Surrounded by Everglades Nat'l Park 10/10 Excellent "The park was amazing and everyone was very welcoming and kind. The RV itself was spacious, quiet, cooled down quickly and the BED WAS SO COMFORTABLE!! We've never slept better on a vacation. We will definitely be back!" [](https://expedia.ca/Chokoloskee-Hotels-Waterfront-RV-With-Boat-Slip-In-ChokoloskeSurrounded-By-Everglades-Natl-Park.h111307025.Hotel-Information) ![Everglades City Motel](//images.trvl-media.com/lodging/17000000/16210000/16202000/16201972/6fb45e63_y.jpg) ### Everglades City Motel 10/10 Excellent "One thing about Everglade City, it is quant as hell. The hotel room was small but great for two people who just need a place to lay their heads down. All the amenities are there and everything is super close." [](https://expedia.ca/Naples-Hotels-Everglades-City-Motel-Everglades-Adventures-Inn.h16201972.Hotel-Information) ![Everglades Adventures Hotel Suites by Ivey House](//images.trvl-media.com/lodging/58000000/57920000/57918300/57918264/aecfbdd5_y.jpg) ### Everglades Adventures Hotel Suites by Ivey House 10/10 Excellent "The room and bathroom were clean and spacious with a nice kitchenette and at a very reasonable price. We would definitely stay there again." [](https://expedia.ca/Naples-Hotels-Everglades-Adventures-Hotel-Suites.h57918264.Hotel-Information) ![Cottage retreat with walking distance to the Dock 🐠](//images.trvl-media.com/lodging/110000000/109440000/109434400/109434329/c38d7e88_y.jpg) ### Cottage retreat with walking distance to the Dock 🐠 10/10 Excellent "It was great. Nice and clean with a lot of character!! I would stay again. I came to fish and I did!!!" [](https://expedia.ca/Everglades-City-Hotels-Cottage-Retreat-With-Walking-Distance-To-The-Dock.h109434329.Hotel-Information) ![Deep Water Access with a Panoramic View of Chokoloskee Bay](//images.trvl-media.com/lodging/30000000/29630000/29623500/29623408/a4bd5fde_y.jpg) ### Deep Water Access with a Panoramic View of Chokoloskee Bay 10/10 Excellent "Awesome place! Very clean, private, beautiful area. We definitely plan on coming back!" [](https://expedia.ca/Chokoloskee-Hotels-Deep-Water-Access-With-A-Panoramic-View-Of-Chokoloskee-Bay.h29623408.Hotel-Information) ![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) ![Stay In Our 10,000 Island Guest Suite For A Special Everglades Retreat ](//images.trvl-media.com/lodging/19000000/18800000/18790500/18790493/4fd1fbe7_y.jpg) ### Stay In Our 10,000 Island Guest Suite For A Special Everglades Retreat 10/10 Excellent "Host was great, the place was very clean and the neighborhood was quiet." [](https://expedia.ca/Everglades-City-Hotels-Stay-In-Our-10.h18790493.Hotel-Information) ![Ivey House Everglades Adventures Hotel](//images.trvl-media.com/lodging/2000000/1800000/1796600/1796579/4f3ed09f_y.jpg) ### Ivey House Everglades Adventures Hotel 10/10 Excellent "Clean room, staff was great! Make sure you take OFF mosquito spray with you. They are bad but, that's the Everglades. " [](https://expedia.ca/Naples-Hotels-Ivey-House-Everglades-Adventures-Hotel.h1796579.Hotel-Information) ## Find out more about Chokoloskee Island ## Chokoloskee Island Vacation Homes information | Number of reviews | | | --- | --- | | Accommodation | Vacation Homes | | Lowest Price | | | Highest Price | | ## Explore a world of travel with Expedia - Lodging - Other - More ways to book - [Aparthotels in Aberdeen](https://www.expedia.ca/Aberdeen-Apart-Hotels.d553248635975850734-aaApartHotels.Travel-Guide-Accommodation) - [B&B in Aberdeen](https://www.expedia.ca/Aberdeen-Bed-And-Breakfast.d553248635975850734-aaBedAndBreakfast.Travel-Guide-Accommodation) - [Castles in Aberdeen](https://www.expedia.ca/Aberdeen-Castles.d553248635975850734-aaCastles.Travel-Guide-Accommodation) - [Cottages in Aberdeen](https://www.expedia.ca/Aberdeen-Cottages.d553248635975850734-aaCottages.Travel-Guide-Accommodation) - [Guest Houses in Aberdeen](https://www.expedia.ca/Aberdeen-Guest-Houses.d553248635975850734-aaGuestHouses.Travel-Guide-Accommodation) - 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