Title: Chokoloskee Island Vacation Rentals from CA $307: Short-Term Rentals for 2025 | 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)[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 ![calendar shield illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation ![deals illustration](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) ![bed illustration](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 Tonight [Sep 24 - Sep 25](https://www.expedia.ca/Hotel-Search?regionId=553248635976468286&startDate=2025-09-24&endDate=2025-09-25&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Sep 25 - Sep 26](https://www.expedia.ca/Hotel-Search?regionId=553248635976468286&startDate=2025-09-25&endDate=2025-09-26&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Sep 26 - Sep 28](https://www.expedia.ca/Hotel-Search?regionId=553248635976468286&startDate=2025-09-26&endDate=2025-09-28&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Oct 3 - Oct 5](https://www.expedia.ca/Hotel-Search?regionId=553248635976468286&startDate=2025-10-03&endDate=2025-10-05&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Vacation Rentals in Chokoloskee Island ## Our top choices for Chokoloskee Island vacation rentals ![Property grounds](https://images.trvl-media.com/lodging/30000000/29630000/29623500/29623408/a4bd5fde.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/30000000/29630000/29623500/29623408/137d8589.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/30000000/29630000/29623500/29623408/1412e246.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/30000000/29630000/29623500/29623408/fb8fbc9b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Deep Water Access with a Panoramic View of Chokoloskee Bay Chokoloskee 10/10 Exceptional (54) "Property was in great location Property owner was friendly " [](https://www.expedia.ca/Chokoloskee-Hotels-Deep-Water-Access-With-A-Panoramic-View-Of-Chokoloskee-Bay.h29623408.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/79000000/78040000/78036700/78036644/0e17e563.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/79000000/78040000/78036700/78036644/cb73a341.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, stereo](https://images.trvl-media.com/lodging/79000000/78040000/78036700/78036644/fe773699.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/79000000/78040000/78036700/78036644/edfca3f4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Waterfront 2 bedroom 1 bath with boat slip Chokoloskee 10/10 Exceptional (46) "We enjoyed our stay." [](https://www.expedia.ca/Chokoloskee-Hotels-Waterfront-2-Bedroom-1-Bath-With-Boat-Slip.h78036644.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/99000000/98950000/98946800/98946779/bdfdcdd8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Private kitchen](https://images.trvl-media.com/lodging/99000000/98950000/98946800/98946779/1ec8610c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/99000000/98950000/98946800/98946779/b198f36b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/99000000/98950000/98946800/98946779/01692b54.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Chokoloskee-incredible fishing while enjoying Florida with friends and family. Ochopee 10/10 Exceptional (3) "The three of us fly fished for 3 days with local guides. This house is 3 minutes from the boat ramp. Plenty of room." [](https://www.expedia.ca/Chokoloskee-Hotels-Multi-Family-Friendly-House-Wlots-Of-Parking.h98946779.Hotel-Information) ![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) ![Property grounds](https://images.trvl-media.com/lodging/107000000/106820000/106814600/106814514/f96cdadf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/107000000/106820000/106814600/106814514/5adc4fd2.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) ### The Ultimate Fishing Retreat- Comfortable and Convenient! Ochopee 9.8/10 Exceptional (12) "Great place" CA $242 CA $633 total includes taxes & fees Sep 26 - Sep 27 [](https://www.expedia.ca/Chokoloskee-Hotels-Our-Little-Slice-Of-Paradise.h106814514.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/19000000/18840000/18839500/18839426/786dc039.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/19000000/18840000/18839500/18839426/9207e892.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/19000000/18840000/18839500/18839426/6e335a95.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, in-room safe, WiFi, bed sheets](https://images.trvl-media.com/lodging/19000000/18840000/18839500/18839426/3e99b375.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Everglades Chokoloskee 3 bdrm Home w/ dock, marina, National Park,10,000 Islands Chokoloskee 9.6/10 Exceptional (131) "Well represented " [](https://www.expedia.ca/Chokoloskee-Hotels-Everglades-Chokoloskee-3-Bdrm-Home-W-Dock.h18839426.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/112000000/111310000/111307100/111307025/7f693b2d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/112000000/111310000/111307100/111307025/1c4f907b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Microwave, stovetop, paper towels](https://images.trvl-media.com/lodging/112000000/111310000/111307100/111307025/c94bcac5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, WiFi, bed sheets](https://images.trvl-media.com/lodging/112000000/111310000/111307100/111307025/f9158798.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Waterfront RV with Boat Slip in Chokoloske...Surrounded by Everglades Nat'l Park Chokoloskee 10/10 Exceptional (4) "Will book again" [](https://www.expedia.ca/Chokoloskee-Hotels-Waterfront-RV-With-Boat-Slip-In-ChokoloskeSurrounded-By-Everglades-Natl-Park.h111307025.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/80000000/79450000/79443400/79443326/28038b63.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/80000000/79450000/79443400/79443326/f9b93b70.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/80000000/79450000/79443400/79443326/a193dd15.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/80000000/79450000/79443400/79443326/a6045466.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Reel'em Inn, Chokoloskee Island Fisherman's Paradise Chokoloskee 10/10 Exceptional (10) "Fantastic house, quiet ,extremely clean and well stock, we loved it and would love to come back in the near future .Thank you Maureen and Brock for this dream place Maria and Richard G" [](https://www.expedia.ca/Chokoloskee-Hotels-The-Reelem-Inn.h79443326.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/110000000/109440000/109434400/109434329/c38d7e88.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/110000000/109440000/109434400/109434329/07990385.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/110000000/109440000/109434400/109434329/f0729320.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/110000000/109440000/109434400/109434329/d67fe91e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cottage retreat with walking distance to the Dock 🐠 Everglades City 9.4/10 Exceptional (48) "Good location to visit surrounding areas." [](https://www.expedia.ca/Everglades-City-Hotels-Cottage-Retreat-With-Walking-Distance-To-The-Dock.h109434329.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/69000000/68030000/68024300/68024286/2e872dbc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/69000000/68030000/68024300/68024286/02e0e277.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/69000000/68030000/68024300/68024286/3a372215.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from property](https://images.trvl-media.com/lodging/69000000/68030000/68024300/68024286/206a3d03.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### @cypresscottage Ochopee 10/10 Exceptional (47) "We had a great stat and would absolutely stay here again" [](https://www.expedia.ca/Naples-Hotels-Cypresscottage.h68024286.Hotel-Information) ![Outdoor pool](https://images.trvl-media.com/lodging/5000000/4820000/4816100/4816075/05f388f0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Balcony](https://images.trvl-media.com/lodging/5000000/4820000/4816100/4816075/ac13ec89.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Twin Bed Cabin | Living area](https://images.trvl-media.com/lodging/5000000/4820000/4816100/4816075/f7ce4054.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Full-size fridge, microwave, stovetop, coffee/tea maker](https://images.trvl-media.com/lodging/5000000/4820000/4816100/4816075/06b66d1e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### River Wilderness Waterfront Cabins Everglades City 8.6/10 Excellent (268) "I would recommend this place for pure rest and relaxation " CA $292 CA $333 total includes taxes & fees Sep 26 - Sep 27 [](https://www.expedia.ca/Naples-Hotels-River-Wilderness-Waterfront-Cabins.h4816075.Hotel-Information) ![Marina](https://images.trvl-media.com/lodging/96000000/95170000/95166000/95165998/db4560ae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/96000000/95170000/95166000/95165998/1df99acb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Marina](https://images.trvl-media.com/lodging/96000000/95170000/95166000/95165998/7552d3a2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/96000000/95170000/95166000/95165998/f32c4bec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Naples Marina Getaway Studio now freshly REMODELED! Naples 9.6/10 Exceptional (14) "Best stay I've had in a very long time. The place is awesome, great restaurant, nice and quiet, and close to everything. Will visit again!! " CA $131 CA $334 total includes taxes & fees Oct 1 - Oct 2 [](https://www.expedia.ca/Naples-Hotels-Port-Of-The-Islands-Naples-Marina-Getaway.h95165998.Hotel-Information) ![Dining](https://images.trvl-media.com/lodging/120000000/119510000/119506300/119506242/d20d17bf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Aerial view](https://images.trvl-media.com/lodging/120000000/119510000/119506300/119506242/c9f0efa0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, DVD player, books](https://images.trvl-media.com/lodging/120000000/119510000/119506300/119506242/eb7c4571.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/120000000/119510000/119506300/119506242/425dc3ad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Historic Home in the Heart of Everglades City Everglades City [](https://www.expedia.ca/Everglades-City-Hotels-History-Home-In-The-Heart-Of-Everglades-City.h119506242.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/103000000/102500000/102494800/102494758/40d824c9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, desk, iron/ironing board, WiFi](https://images.trvl-media.com/lodging/103000000/102500000/102494800/102494758/8ccab82a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/103000000/102500000/102494800/102494758/b9ba2718.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/103000000/102500000/102494800/102494758/86ab6662.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Everglades House Ochopee 10/10 Exceptional (7) "We relaxed and enjoyed the wonderful wildlife " [](https://www.expedia.ca/Everglades-City-Hotels-The-Everglades-House.h102494758.Hotel-Information) ![Outdoor pool](https://images.trvl-media.com/lodging/101000000/100410000/100401300/100401228/444a5cc1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/101000000/100410000/100401300/100401228/c12b1cc8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/101000000/100410000/100401300/100401228/89cf0350.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/101000000/100410000/100401300/100401228/b7d5390c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Marina Fish- Boat and Relax in this Paradise newly remodeled in Naples, Florida! Naples 9.8/10 Exceptional (8) "It was a friendly neighborhood!" CA $106 CA $307 total includes taxes & fees Sep 26 - Sep 27 [](https://www.expedia.ca/Naples-Hotels-Marina-Fish-Boat-And-Relax-In-This-Paradise-In-Naples.h100401228.Hotel-Information) ![Marina](https://images.trvl-media.com/lodging/78000000/77110000/77106000/77105944/4a538c91.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/78000000/77110000/77106000/77105944/a2a7c956.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/78000000/77110000/77106000/77105944/782d14ef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/78000000/77110000/77106000/77105944/635fe96a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 4-bedroom house with pool steps from the dock! Everglades City 10/10 Exceptional (41) "Great clean comfortable lodging. Had a great fishing trip w the guys!" [](https://www.expedia.ca/Everglades-City-Hotels-4-Bedroom-House-With-Pool-Steps-From-The-Dock.h77105944.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/113000000/112870000/112867300/112867210/c99fa7c0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, free WiFi, bed sheets](https://images.trvl-media.com/lodging/113000000/112870000/112867300/112867210/42241b8f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Towels, soap, shampoo, toilet paper](https://images.trvl-media.com/lodging/113000000/112870000/112867300/112867210/64bb4b1e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/113000000/112870000/112867300/112867210/074e072e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Charming 1-bedroom cottage with AC and WiFi on a creek with private deck & dock. Ochopee 9.4/10 Exceptional (6) "Very private and clean with everything you need for the weekend." CA $277 CA $477 total includes taxes & fees Sep 26 - Sep 27 [](https://www.expedia.ca/Ochopee-Hotels-Charming-1-Bedroom-Cottage-With-AC-And-WiFi-On-A-Creek-With-Private-Deck-Dock.h112867210.Hotel-Information) ![Fridge, microwave, oven, coffee/tea maker](https://images.trvl-media.com/lodging/43000000/42040000/42035500/42035406/d48de0de.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/43000000/42040000/42035500/42035406/w1242h931x0y1-a57d0d2f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/43000000/42040000/42035500/42035406/f3b55701.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, WiFi, bed sheets](https://images.trvl-media.com/lodging/43000000/42040000/42035500/42035406/36b55c0a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Sunrise Waterfront Cottage Marco Island 10/10 Exceptional (44) "The host always responded to my emails quickly and was very accommodating during my stay, she and her husband was great." CA $242 CA $519 total includes taxes & fees Sep 26 - Sep 27 [](https://www.expedia.ca/Goodland-Hotels-Quiet.h42035406.Hotel-Information) ![2 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/101000000/100170000/100163900/100163868/a8f5b234.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/101000000/100170000/100163900/100163868/2520f7a1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/101000000/100170000/100163900/100163868/w1199h800x1y0-eead5dd4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/101000000/100170000/100163900/100163868/w1187h800x13y0-5c57f881.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Lostman's Lodge -Everglades City, Sunset View,Pool Everglades City 10/10 Exceptional (11) "Great accommodations and beautiful scenery " [](https://www.expedia.ca/Everglades-City-Hotels-Lostmans-Lodge-Sunset-View.h100163868.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/34000000/33700000/33691100/33691032/07502149.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, internet, bed sheets](https://images.trvl-media.com/lodging/34000000/33700000/33691100/33691032/w1242h822x0y4-0a9da505.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/34000000/33700000/33691100/33691032/d97a6c62.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/34000000/33700000/33691100/33691032/d530d99c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cozy Cottage Goodland Fl. GOODLAND 10/10 Exceptional (50) "Positive" [](https://www.expedia.ca/Naples-Hotels-Private-Cottage.h33691032.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/77000000/76280000/76271300/76271266/w1237h828x0y0-7c286918.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Microwave, coffee/tea maker, cookware/dishes/utensils, paper towels](https://images.trvl-media.com/lodging/77000000/76280000/76271300/76271266/f7e92588.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/77000000/76280000/76271300/76271266/w1221h822x0y8-19eb0f39.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/77000000/76280000/76271300/76271266/2e9be3f4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Paradise on the Bay Goodland 10/10 Exceptional (14) "We very much enjoyed our stay! Nice cottage and waterfront property’" [](https://www.expedia.ca/Goodland-Hotels-Unique-Slice-Of-Goodland-Paradise.h76271266.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=2025-10-09&endDate=2025-10-10®ionId=553248635976468286&adults=2&sort=RECOMMENDED&openPlayBack=true) ![](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-Vacation-Rentals.d553248635976468286.Travel-Guide-VacationRentals)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FChokoloskee-Island-Vacation-Rentals.d553248635976468286.Travel-Guide-VacationRentals) ## Top Chokoloskee Island Hotel Reviews ![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 "Very good hotel, in the center of everything. Clean and quiet." [](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 "Our stay was great. I highly recommend " [](https://expedia.ca/Everglades-City-Hotels-Cottage-Retreat-With-Walking-Distance-To-The-Dock.h109434329.Hotel-Information) ![4-bedroom house with pool steps from the dock!](//images.trvl-media.com/lodging/78000000/77110000/77106000/77105944/4a538c91_y.jpg) ### 4-bedroom house with pool steps from the dock! 10/10 Excellent "Very nice house with plenty of room. We were only two people with our small dog, but this would be a great property for families with the 4 bedrooms, one with bunk beds. It was our first visit to Everglades City and we enjoyed the area and the people we met. " [](https://expedia.ca/Everglades-City-Hotels-4-Bedroom-House-With-Pool-Steps-From-The-Dock.h77105944.Hotel-Information) ![Everglades City Motel](//images.trvl-media.com/lodging/17000000/16210000/16202000/16201972/6fb45e63_y.jpg) ### Everglades City Motel 10/10 Excellent "Ive stayed a few times and will definately be staying again soon!!!" [](https://expedia.ca/Naples-Hotels-Everglades-City-Motel-Everglades-Adventures-Inn.h16201972.Hotel-Information) ![Captain's Table Hotel](//images.trvl-media.com/lodging/74000000/73780000/73778400/73778356/18e0c390_y.jpg) ### Captain's Table Hotel 10/10 Excellent "By what is usual in motels today, this place was very different. But everything about it was excellent and for my needs simply a place to sleep for the night it was very very good. I have seen expensive one bedroom apartment that offered less. I would have no problem staying there again." [](https://expedia.ca/Everglades-City-Hotels-Captains-Table-Hotel.h73778356.Hotel-Information) ![The Ultimate Fishing Retreat- Comfortable and Convenient!](//images.trvl-media.com/lodging/107000000/106820000/106814600/106814514/f1e11f2e_y.jpg) ### The Ultimate Fishing Retreat- Comfortable and Convenient! 10/10 Excellent "Great location! House is right next to boat ramp. House was as described. Would stay again" [](https://expedia.ca/Chokoloskee-Hotels-Our-Little-Slice-Of-Paradise.h106814514.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." [](https://expedia.ca/Naples-Hotels-Port-Of-The-Islands-Everglades-Adventure-Resort.h1144178.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 "Small city, quiet, quaint. Close to amenities we planned. " [](https://expedia.ca/Naples-Hotels-Ivey-House-Everglades-Adventures-Hotel.h1796579.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 "I would recommend this place for pure rest and relaxation " [](https://expedia.ca/Naples-Hotels-River-Wilderness-Waterfront-Cabins.h4816075.Hotel-Information) ## Find out more about Chokoloskee Island **Everything you need to know about** **Chokoloskee Island** **vacation rentals** Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Chokoloskee Island vacation rental for you. At Expedia, you can take your pick from [private vacation homes](https://www.expedia.ca/aa/PrivateVacationHomes), [apartments](https://www.expedia.ca/aa/Apartments), cottages, [cabins](https://www.expedia.ca/aa/Cabins), villas... The list goes on, and on… and on! There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Chokoloskee Island vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.  **Chokoloskee Island vacation rentals: An excellent choice for every season** Whenever you want to travel, a warm welcome awaits you in Chokoloskee Island. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in .  Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Chokoloskee Island vacation rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Chokoloskee Island vacation rentals we have selected for you start as low as CA $307 per night. Entering your travel dates in the search wizard you might find even better deals! **How to find incredible deals on Chokoloskee Island rentals** At Expedia, we put the best Chokoloskee Island vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.  To find some top Chokoloskee Island rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Chokoloskee Island vacation. If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Chokoloskee Island. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.  ## Explore a world of travel with Expedia - Trending destinations on Expedia.ca - All accommodation types in Chokoloskee Island ### Trending destinations on Expedia.ca - [Canmore Vacation Rentals](https://www.expedia.ca/Canmore-Vacation-Rentals.d10131.Travel-Guide-VacationRentals) - [Maui Vacation Rentals](https://www.expedia.ca/Maui-Vacation-Rentals.d180073.Travel-Guide-VacationRentals) - [Kelowna Vacation Rentals](https://www.expedia.ca/Kelowna-Vacation-Rentals.d3997.Travel-Guide-VacationRentals) - [Whistler Vacation Rentals](https://www.expedia.ca/Whistler-Vacation-Rentals.d4115.Travel-Guide-VacationRentals) - [Florida Vacation Rentals](https://www.expedia.ca/Destinations-In-Florida.d211.Vacation-Rental-Destinations) - [Victoria Vacation Rentals](https://www.expedia.ca/Victoria-Vacation-Rentals.d4138.Travel-Guide-VacationRentals) - [Vancouver Vacation Rentals](https://www.expedia.ca/Vancouver-Vacation-Rentals.d178315.Travel-Guide-VacationRentals) - [Palm Springs Vacation Rentals](https://www.expedia.ca/Palm-Springs-Vacation-Rentals.d180676.Travel-Guide-VacationRentals) - [Tofino Vacation Rentals](https://www.expedia.ca/Tofino-Vacation-Rentals.d6094955.Travel-Guide-VacationRentals) - [Calgary Vacation Rentals](https://www.expedia.ca/Calgary-Vacation-Rentals.d178245.Travel-Guide-VacationRentals) - [Costa Rica Vacation Rentals](https://www.expedia.ca/Destinations-In-Costa-Rica.d42.Vacation-Rental-Destinations) - [Vancouver Island Vacation Rentals](https://www.expedia.ca/Vancouver-Island-Vacation-Rentals.d6058387.Travel-Guide-VacationRentals) - [Puerto Vallarta Vacation Rentals](https://www.expedia.ca/Puerto-Vallarta-Vacation-Rentals.d180016.Travel-Guide-VacationRentals) - [Hawaii Vacation Rentals](https://www.expedia.ca/Destinations-In-Hawaii.d213.Vacation-Rental-Destinations) - [Toronto Vacation Rentals](https://www.expedia.ca/Toronto-Vacation-Rentals.d178314.Travel-Guide-VacationRentals) - [Banff Vacation Rentals](https://www.expedia.ca/Banff-Vacation-Rentals.d10550.Travel-Guide-VacationRentals) - [Penticton Vacation Rentals](https://www.expedia.ca/Penticton-Vacation-Rentals.d4135.Travel-Guide-VacationRentals) - [Osoyoos Vacation Rentals](https://www.expedia.ca/Osoyoos-Vacation-Rentals.d181782.Travel-Guide-VacationRentals) - [Mont Tremblant Vacation Rentals](https://www.expedia.ca/Mont-Tremblant-Vacation-Rentals.d55374.Travel-Guide-VacationRentals) - [Big White Ski Resort Vacation Rentals](https://www.expedia.ca/Big-White-Ski-Resort-Vacation-Rentals.d6058319.Travel-Guide-VacationRentals) - [Ontario Vacation Rentals](https://www.expedia.ca/Destinations-In-Ontario.d11178.Vacation-Rental-Destinations) - [British Columbia Vacation Rentals](https://www.expedia.ca/Destinations-In-British-Columbia.d11117.Vacation-Rental-Destinations) - [Prince Edward Island Vacation Rentals](https://www.expedia.ca/Destinations-In-Prince-Edward-Island.d6058122.Vacation-Rental-Destinations) - [Québec Vacation Rentals](https://www.expedia.ca/Quebec-Vacation-Rentals.d180017.Travel-Guide-VacationRentals) - [Apartments in Chokoloskee Island](https://expedia.ca/Chokoloskee-Island-Apartments.d553248635976468286-aaApartments.Travel-Guide-Accommodation) - [Vacation Homes in Chokoloskee Island](https://expedia.ca/Chokoloskee-Island-Private-Vacation-Homes.d553248635976468286-aaPrivateVacationHomes.Travel-Guide-Accommodation) - [Condo Rentals in Chokoloskee Island](https://expedia.ca/Chokoloskee-Island-Condos.d553248635976468286-aaCondos.Travel-Guide-Accommodation) - [Cottages in Chokoloskee Island](https://expedia.ca/Chokoloskee-Island-Cottages.d553248635976468286-aaCottages.Travel-Guide-Accommodation) - [Cabin Rentals in Chokoloskee Island](https://expedia.ca/Chokoloskee-Island-Cabins.d553248635976468286-aaCabins.Travel-Guide-Accommodation) - [Villas in Chokoloskee Island](https://expedia.ca/Chokoloskee-Island-Villas.d553248635976468286-aaVillas.Travel-Guide-Accommodation) - [RV Parks in Chokoloskee Island](https://expedia.ca/Chokoloskee-Island-RV-Parks.d553248635976468286-aaRVParks.Travel-Guide-Accommodation) - [Resorts in Chokoloskee Island](https://expedia.ca/Chokoloskee-Island-Resort-Hotels.d553248635976468286-aaResortHotels.Travel-Guide-Accommodation) - [Houseboats in Chokoloskee Island](https://expedia.ca/Chokoloskee-Island-Houseboats.d553248635976468286-aaHouseboats.Travel-Guide-Accommodation) - [Motels in Chokoloskee Island](https://expedia.ca/Chokoloskee-Island-Motels.d553248635976468286-aaMotels.Travel-Guide-Accommodation) ### Expedia's Latest Trends Hotels - [Hotels in Emerald Coast](https://expedia.ca/Emerald-Coast-Hotels.d553248635975748129.Travel-Guide-Hotels) - [All Inclusive Resorts and Hotels in Fort Walton Beach - Destin](https://expedia.ca/Fort-Walton-Beach-Destin-Hotels-All-Inclusive-Hotel.0-0-d6023392-tAllInclusiveHotel.Travel-Guide-Filter-Hotels) - [Hotels near Walt Disney World® Resort](https://expedia.ca/Walt-Disney-World-Resort-Hotels.0-l6034120-0.Travel-Guide-Filter-Hotels) - [Hotels in South Florida](https://expedia.ca/South-Florida-Hotels.d6233792.Travel-Guide-Hotels) - [All Inclusive Resorts and Hotels in South Florida](https://expedia.ca/South-Florida-Hotels-All-Inclusive-Hotel.0-0-d6233792-tAllInclusiveHotel.Travel-Guide-Filter-Hotels) - [South Beach hotels](https://expedia.ca/South-Beach-Miami-Hotels.0-n6138745-0.Travel-Guide-Filter-Hotels) - [Hotels in Anna Maria Island](https://expedia.ca/Anna-Maria-Island-Hotels.d553248622847118534.Travel-Guide-Hotels) Flights - [Cheap Flights to Anna Maria Island](https://expedia.ca/Cheap-Flights-To-Anna-Maria-Island.d553248622847118534.Travel-Guide-Flights) - [Cheap Flights to Highway 30A](https://expedia.ca/Cheap-Flights-To-Highway-30A.d553248635976474465.Travel-Guide-Flights) - [Cheap Flights to Fort Walton Beach - Destin](https://expedia.ca/Cheap-Flights-To-Fort-Walton-Beach-Destin.d6023392.Travel-Guide-Flights) Cars - [Car rental Tampa Airport (TPA)](https://expedia.ca/Car-Rentals-In-Tampa-Intl.d4280404.Car-Rental-Guide) - [Car rental Orlando Airport (MCO)](https://expedia.ca/Car-Rentals-In-Orlando-Intl.d5194573.Car-Rental-Guide) - [Car rental Fort Lauderdale Airport (FLL)](https://expedia.ca/Car-Rentals-In-Fort-Lauderdale-Hollywood-Intl.d5000262.Car-Rental-Guide) Activities - [Things to do in Southeast Florida](https://expedia.ca/Things-To-Do-In-Southeast-Florida.d6047949.Travel-Guide-Activities) - [Things to do in South Florida](https://expedia.ca/Things-To-Do-In-South-Florida.d6233792.Travel-Guide-Activities) - [Things to do in Emerald Coast](https://expedia.ca/Things-To-Do-In-Emerald-Coast.d553248635975748129.Travel-Guide-Activities) - [Things to do in Florida Gulf Coast](https://expedia.ca/Things-To-Do-In-Florida-Gulf-Coast.d553248635974622901.Travel-Guide-Activities) Packages - [Central West Coast Florida Vacations](https://expedia.ca/Central-West-Coast-Florida.d6048187.Destination-Travel-Guides) - [Anna Maria Island Vacations](https://expedia.ca/Anna-Maria-Island.d553248622847118534.Destination-Travel-Guides) - [Walt Disney World® Resort](https://expedia.ca/Walt-Disney-World-Resort-Orlando.d6034120.Vacation-Attraction) - [Highway 30A Vacations](https://expedia.ca/Highway-30A.d553248635976474465.Destination-Travel-Guides) - [South Florida Vacations](https://expedia.ca/South-Florida.d6233792.Destination-Travel-Guides) Vacation Rentals - [Florida Panhandle Vacation Rentals](https://expedia.ca/Florida-Panhandle-Vacation-Rentals.d6048212.Travel-Guide-VacationRentals) - [South Florida Vacation Rentals](https://expedia.ca/South-Florida-Vacation-Rentals.d6233792.Travel-Guide-VacationRentals) - [Anna Maria Island Vacation Rentals](https://expedia.ca/Anna-Maria-Island-Vacation-Rentals.d553248622847118534.Travel-Guide-VacationRentals) General - [Visit Southeast Florida](https://expedia.ca/Southeast-Florida.dx6047949) - [Visit Northern Florida](https://expedia.ca/Northern-Florida.dx6233767) - [Visit Florida Panhandle](https://expedia.ca/Florida-Panhandle.dx6048212) - [Visit Southwest Florida](https://expedia.ca/Southwest-Florida.dx6233839) - [Visit Sanibel Captiva Island](https://expedia.ca/Sanibel-Captiva-Island.dx6326115) ![](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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)