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33+ Chipley Holiday Rentals & Private Villas

Find Family-Friendly Holiday Rentals in or near Chipley

Explore more than 33 floating home rentals in Chipley, ideal for your holiday trip. Float Homes offers water-based accommodations with everything you need for a relaxing stay near Chipley, FL.

Whether you're seeking luxury overwater villas, unique houseboats, cozy floating cabins, spacious water chalets, or family-friendly floating homes, we can help you find the perfect place. Our rentals feature top-notch amenities such as private or indoor swimming pools, fully equipped kitchens, fitness areas, hot tubs, and Wi-Fi, ensuring your group has a memorable and comfortable stay.

Planning a group getaway to Chipley? Float Homes guarantees a unique and unforgettable experience with plenty of options for families, large groups, or private rentals for long or short stays. Explore our Chipley pet-friendly floating home rentals and easily book your dream vacation rental in Chipley with Float Homes.

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Frequently Asked Questions About Chipley Holiday Rentals

There are a lot of options in Chipley. If you plan on staying in the Chipley 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 Chipley:

There are many holiday rentals available in Chipley; however, here are a few of the most popular holiday homes listed in Chipley on our website:
At Float Homes most of our places to stay are perfect for families. Check out the complete list of holiday homes in Chipley to find one that works for you.
Yes, there are 33 self-catering family homes and holiday rentals in Chipley.
There are more than 33 luxury holiday homes in or near Chipley, according to 2025 data from Float Homes. Consider these homes for your next holiday:
Yes, there are 33 pet friendly rentals that are available in Chipley.