Photo by Noel Benadom
Chokoloskee Island vacation rentals
We found 77 vacation rentals — enter your dates for availability
Find the best place to stay - Chokoloskee Island
4-bedroom house with pool steps from the dock!
Sleeps 12 · 4 bedrooms · 2+ bathrooms
Find spaces that suit your style
Houses
Find properties near top attractions in Chokoloskee Island
Map Attractions
Top rated rentals - Chokoloskee Island
Photo gallery for Chokoloskee Dockside “end of the road”<br>(Includes boat slip) with this rental
Chokoloskee Fish Camp
- Peace of mindOur Book with Confidence guarantee gives you 24/7 support
- All the privacy of homeEnjoy full kitchens, laundry, pools, yards and more
- More for lessMore space, more privacy, more amenities — more value
Book a vacation rental for your Chokoloskee Island getaway
Experience the unique character of Chokoloskee Island with a stay in a vacation home rental. This city has something for everyone. Many rental homes come with outdoor spaces, separate dining areas and full kitchens, perfect if you want to enjoy some home-cooked meals.
Exploring the natural features in Chokoloskee Island
Whether you're looking for adventure or just want to spend some time taking in the scenery, Chokoloskee Island is a great place to get outside. Here are a few of the area's most enchanting natural features, all within 30 miles (48.2 km) of the city center:
- Chokoloskee Bay (2.4 mi / 3.8 km)
- Big Cypress National Preserve (21.3 mi / 34.3 km)
- Gulf Coast Visitor Center (2.9 mi / 4.6 km)
- Fakahatchee Strand Preserve State Park (15.7 mi / 25.2 km)
- Dismal Key (13.4 mi / 21.6 km)
- Marsh Trail Trailhead (16.5 mi / 26.6 km)