Leeward Settlement Summer Rentals, Cottages & Cabins

Book a Place to Stay in Leeward Settlement for Your Summer Getaway

About Leeward Settlement Summer Rental on Treehouse Rentals

TreeHouseRentals™'s summer rentals in Leeward Settlement 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 Leeward Settlement 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 Leeward Settlement Luxury Rentals

In 2025, Treehouse.com offers 353 summer rentals in or around Leeward Settlement. 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 Leeward Settlement is $3,397. Check the full list of summer accommodations in Leeward Settlement.
There are 353 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 Leeward Settlement that have a private or indoor pool:

Check all holiday rentals with a pool in Leeward Settlement on Treehouse Rentals.

Yes, We have 353 summer rental homes in Leeward Settlement and types of place to stay in Leeward Settlement include:

  • Vacation Homes: 353 available for rent
  • Villas: 353 Rentals available for rent
  • Holiday Apartments: 353 Rentals available for rent
  • Hotels with Suites: 353 Rentals available for book
Yes, of course! There are many luxury summer rental properties in Leeward Settlement. 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 Leeward Settlement.