Winter Haven Summer Rentals, Cottages & Cabins

Book a Place to Stay in Winter Haven for Your Summer Getaway

About Winter Haven Summer Rental on Treehouse Rentals

TreeHouseRentals™'s summer rentals in Winter Haven are perfect for your next summer getaway. We offer a wide range of properties to choose from, including homes with top-notch treehouse rentals or nearby facilities, private pools, indoor/outdoor pools, hot tubs, WiFi, beach access, and more. Whether you're traveling with family, friends, or a group, we have a rental that will suit your needs.

Enjoy the perfect summer vacation in Winter Haven with TreeHouseRentals™. Our summer rental homes are designed to provide you with maximum comfort and relaxation. Choose from a variety of properties, including condos, resorts, villas, bungalows, cozy cabins, RVs, and cottages. Stay in your treehouse when you travel with TreeHouseRentals™.

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Frequently Asked Questions About Winter Haven Luxury Rentals

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

In 2025, Treehouse.com offers 305 summer rentals in or around Winter Haven. Find unique home rentals for your summer holiday or a weekend getaway with family and friends.
The average price per night for a summer rental in Winter Haven is $270. Check the full list of summer accommodations in Winter Haven.
There are 305 summer rentals, cabins, cottages and properties that are available to rent. Book for your next trip with Treehouse Rentals.

Yes, here are some popular summer holiday rentals in Winter Haven that have a private or indoor pool:

Check all holiday rentals with a pool in Winter Haven on Treehouse Rentals.

Yes, We have 305 summer rental homes in Winter Haven and types of place to stay in Winter Haven include:

  • Vacation Homes: 305 available for rent
  • Villas: 305 Rentals available for rent
  • Holiday Apartments: 305 Rentals available for rent
  • Hotels with Suites: 305 Rentals available for book
Yes, of course! There are many luxury summer rental properties in Winter Haven. Use our search filter to discover all of our luxury summer accommodations with an indoor/outdoor pool. Sorting by price is another way to find the most and least expensive luxury summer rentals in Winter Haven.