Leeward Settlement Summer Rentals, Cottages & Cabins

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

About Leeward Settlement Summer Rental on StayAndPlay

Looking for the perfect summer golf trip in Leeward Settlement? StayAndPlay offers a unique collection of golf villa rentals, including golf cabins, golf resorts, golf retreats, and more. Our properties are equipped with luxurious amenities such as private decks, swimming pools, hot tubs, Wi-Fi, and stunning golf course views. Whether you’re traveling with family, friends, or a larger group, our golf accommodations in Leeward Settlement provide the ideal setting for an unforgettable golf vacation.

Make the most of your summer golf retreat in Leeward Settlement with StayAndPlay. Our selection of golf accommodations ensures maximum comfort and relaxation. From elegant golf villas to private golf retreats and cozy golf cabins, each home offers a one-of-a-kind experience on the course. Find your perfect golf villa for the ultimate summer retreat in Leeward Settlement with StayAndPlay. Ready to make your best swing? Book your dream golf escape with StayAndPlay!

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Frequently Asked Questions About Leeward Settlement Luxury Rentals

In 2025, StayAndPlay.com offers 354 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 $3,385. Check the full list of summer accommodations in Leeward Settlement.
There are 354 summer rentals, cabins, cottages and properties that are available to rent. Book for your next trip with StayAndPlay.

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 StayAndPlay.

Yes, We have 354 summer rental homes in Leeward Settlement and types of place to stay in Leeward Settlement include:

  • Vacation Homes: 354 available for rent
  • Villas: 354 Rentals available for rent
  • Holiday Apartments: 354 Rentals available for rent
  • Hotels with Suites: 354 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.