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752+ Windley Key Holiday Rentals & Private Villas

Find Family-Friendly Holiday Rentals in or near Windley Key

Discover more than 752 treehouse rentals in Windley Key, perfect for your holiday adventure. Treehouse offers treetop accommodations with everything you need for a relaxing escape near Windley Key, FL.

Whether you're seeking luxury multi-level treehouses, rustic forest cabins, cozy off-grid retreats, or family-friendly treehouse lodgings, we can help you find the ideal place. Our rentals feature top-notch amenities such as private decks, fully equipped kitchens, fire pits, hot tubs, and Wi-Fi, ensuring your group enjoys a comfortable and memorable stay.

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

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Frequently Asked Questions About Windley Key Holiday Rentals

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

There are many holiday rentals available in Windley Key; however, here are a few of the most popular holiday homes listed in Windley Key on our website:
At Treehouse Rentals most of our places to stay are perfect for families. Check out the complete list of holiday homes in Windley Key to find one that works for you.
Yes, there are 752 self-catering family homes and holiday rentals in Windley Key.
There are more than 752 luxury holiday homes in or near Windley Key, according to 2025 data from Treehouse Rentals. Consider these homes for your next holiday:
Yes, there are 752 pet friendly rentals that are available in Windley Key.