Harbour Island Summer Rentals, Cottages & Cabins

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

About Harbour Island Summer Rental on PickleTrip

PickleTrip™'s summer rentals in Harbour Island 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 Island 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 Island Luxury Rentals

There are a lot of options in Harbour Island. If you plan on staying in the Harbour Island 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 Island:

In 2025, PickleTrip offers 1166 summer rentals in or around Harbour Island. 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 Island is $346. Check the full list of summer accommodations in Harbour Island.
There are 1166 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 Island that have a private or indoor pool:

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

Yes, We have 1166 summer rental homes in Harbour Island and types of place to stay in Harbour Island include:

  • Vacation Homes: 1166 available for rent
  • Villas: 1166 Rentals available for rent
  • Holiday Apartments: 1166 Rentals available for rent
  • Hotels with Suites: 1166 Rentals available for book
Yes, of course! There are many luxury summer rental properties in Harbour Island. 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 Island.