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Winter Haven Summer Rentals, Cottages & Cabins

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

About Winter Haven Summer Rental on Casai.com

With 8 summer rental in or near Winter Haven? Look no further than Casai for your upcoming summer getaway. Whether you're traveling with family, friends, or a group, we offer a wide selection of holiday homes and villas designed for the perfect summer retreat.

Our holiday homes and villas in Winter Haven come with a range of top amenities, including private pools, indoor/outdoor pools, hot tubs, WiFi, beach access, nearby parks, luxurious bedrooms, bathtubs, and pet-friendly environments.

Searching for a relaxing retreat in Winter Haven to make unforgettable summer memories? Casai has you covered with a variety of options, including unique condos, luxury resorts, bungalows, cozy cabins, RVs, and cottages in Winter Haven.

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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, Casai offers 8 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 $162. Check the full list of summer accommodations in Winter Haven.
There are 8 summer rentals, cabins, cottages and properties that are available to rent. Book for your next trip with Casai.com.

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 Casai.com.

Yes, We have 8 summer rental homes in Winter Haven and types of place to stay in Winter Haven include:

  • Vacation Homes: 8 available for rent
  • Villas: 8 Rentals available for rent
  • Holiday Apartments: 8 Rentals available for rent
  • Hotels with Suites: 8 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.