Harbour Town Summer Rentals, Cottages & Cabins

Book a Place to Stay in Harbour Town for Your Summer Getaway

About Harbour Town Summer Rental on PickleTrip

PickleTrip™'s summer rentals in Harbour Town 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 Harbour Town 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™.

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Frequently Asked Questions About Harbour Town Luxury Rentals

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

In 2025, PickleTrip offers 384 summer rentals in or around Harbour Town. 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 Harbour Town is $389. Check the full list of summer accommodations in Harbour Town.
There are 384 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 Harbour Town that have a private or indoor pool:

Check all holiday rentals with a pool in Harbour Town on PickleTrip.

Yes, We have 384 summer rental homes in Harbour Town and types of place to stay in Harbour Town include:

  • Vacation Homes: 384 available for rent
  • Villas: 384 Rentals available for rent
  • Holiday Apartments: 384 Rentals available for rent
  • Hotels with Suites: 384 Rentals available for book
Yes, of course! There are many luxury summer rental properties in Harbour Town. 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 Harbour Town.