Leeward Settlement Resorts & All Inclusive Resorts

Discover the 16 Best Resorts in Leeward Settlement

About Leeward Settlement Resorts on Rent By Owner

Many resorts feature condos and RBO-style homes available for booking. Leeward Settlement has a variety of resorts & a lot of options for travelers. Gain access to more than 16 resorts near Leeward Settlement, as well as fun things you can do while there.

There are several resorts in the Leeward Settlement area, several with gyms, wifi, spas, private pools & pet-friendly rooms. They can serve as a great option for different categories of travelers; be it a honeymoon resort for newly-married couples, a wedding resort for a destination wedding to be remembered, a golf resort for golf lovers, or resorts that are perfect for conferences and business meetings.

All inclusive Leeward Settlement resorts may also be available for couples, families, or groups, and for both short & long-term travelers. These resorts come with top amenities such as spas, hot tubs, pools, TVs, bars, fine and casual dining, gardens, and children's entertainment areas.

Rent By Owner’s large selection of resorts in or near Leeward Settlement may give you a great alternative to staying in a vacation rental and help you find the right accommodation for your next trip.

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Leeward Settlement Resorts Frequently Asked Questions

Most of our listed resorts are suitable for families in Leeward Settlement. Filter your all-inclusive resorts Leeward Settlement with a family-friendly option to see which ones are right for you.
Yes, there are more than 16 resorts in Leeward Settlement that have indoor and private swimming pools. Check out our filter option and find your best resort near Leeward Settlement.
At RBO, the rate for luxury resorts in Leeward Settlement per night starts from $338. Our partner provides these prices & we calculated the average daily rate in Leeward Settlement. Please see our partner's price for more details.
Yes. We have all-inclusive resorts in Leeward Settlement that allow pets. Some of the top pet-friendly resorts in Leeward Settlement are:

You can see all pet-friendly places to stayin Leeward Settlement on Rent By Owner

Most of the resorts are perfect for travelers, but based on guest reviews in 2025, the best resorts in or near Leeward Settlement are: