1. USA
  2. Florida
  3. Big Pine Key
  4. Holiday Homes

284+ Big Pine Key Holiday Rentals & Private Villas

Find Family-Friendly Holiday Rentals in or near Big Pine Key

Discover more than 284 treehouse rentals in Big Pine Key, perfect for your holiday adventure. Treehouse offers treetop accommodations with everything you need for a relaxing escape near Big Pine 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 Big Pine 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 Big Pine Key pet-friendly treehouse rentals and easily book your dream treehouse vacation rental in Big Pine Key with TreeHouse.

Show more
Show less

Frequently Asked Questions About Big Pine Key Holiday Rentals

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

There are many holiday rentals available in Big Pine Key; however, here are a few of the most popular holiday homes listed in Big Pine 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 Big Pine Key to find one that works for you.
Yes, there are 284 self-catering family homes and holiday rentals in Big Pine Key.
There are more than 284 luxury holiday homes in or near Big Pine Key, according to 2025 data from Treehouse Rentals. Consider these homes for your next holiday:
Yes, there are 284 pet friendly rentals that are available in Big Pine Key.