Florida Summer Rentals, Cottages & Cabins

Book a Place to Stay in Florida for Your Summer Getaway

About Florida Summer Rental on PickleTrip

PickleTrip™'s summer rentals in Florida are perfect for your next summer getaway. We offer a wide range of properties to choose from, including homes with top-notch pickleball courts 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 Florida with PickleTrip™. 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 and play pickleball when you travel with PickleTrip™.

Show more
Show less

Frequently Asked Questions About Florida Luxury Rentals

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

In 2025, PickleTrip offers 476 summer rentals in or around Florida. 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 Florida is $86. Check the full list of summer accommodations in Florida.
There are 476 summer rentals, cabins, cottages and properties that are available to rent. Book for your next trip with PickleTrip.

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

Check all holiday rentals with a pool in Florida on PickleTrip.

Yes, We have 476 summer rental homes in Florida and types of place to stay in Florida include:

  • Vacation Homes: 476 available for rent
  • Villas: 476 Rentals available for rent
  • Holiday Apartments: 476 Rentals available for rent
  • Hotels with Suites: 476 Rentals available for book
Yes, of course! There are many luxury summer rental properties in Florida. 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 Florida.