35+ Chokoloskee Island Holiday Rentals & Private Villas

Find Family-Friendly Holiday Rentals in or near Chokoloskee Island

Discover more than 35 holiday rentals in Chokoloskee Island. Casai holiday homes have everything you need to find a place to stay near Chokoloskee Island, FL.

Whether you are looking for luxury villas in Chokoloskee Island, furnished homes, unique style condos, flats, cozy cottages for a romantic getaway, spacious apartments for family holidays, or stylish accommodations for a business trip, we can help you find the perfect place. Our holiday rentals include top amenities such as indoor/outdoor swimming pools, kitchen facilities, gyms, hot tubs, Internet connectivity, and more.

If you are planning to travel to Chokoloskee Island with a whole family or group, Casai holiday accommodations will make your trip memorable. We have plenty of places to stay in Chokoloskee Island for families, large parties, or private owner accommodations for long or short trips. Chokoloskee Island Pet-friendly holiday rentals are available. Book your favorite vacation rentals in Chokoloskee Island with Casai. Casai makes it easy to compare and book holiday rentals today.

Show more
Show less

Frequently Asked Questions About Chokoloskee Island Holiday Rentals

There are a lot of options in Chokoloskee Island. If you plan on staying in the Chokoloskee Island area, consider making a reservation for a few nights at one of these properties as these have been rated the top Holiday Home Rentals in Chokoloskee Island:

There are many holiday rentals available in Chokoloskee Island; however, here are a few of the most popular holiday homes listed in Chokoloskee Island on our website:
At Casai.co.za most of our places to stay are perfect for families. Check out the complete list of holiday homes in Chokoloskee Island to find one that works for you.
Yes, there are 35 self-catering family homes and holiday rentals in Chokoloskee Island.
There are more than 35 luxury holiday homes in or near Chokoloskee Island, according to 2025 data from Casai.co.za. Consider these homes for your next holiday:
Yes, there are 35 pet friendly rentals that are available in Chokoloskee Island.