Leeward Settlement vacation rentals

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Top-rated vacation rentals in Leeward Settlement

Guests agree: these vacation rentals are highly rated for location, cleanliness, and more.

Villa in Leeward Settlement

Villa La Palma

Villa La Palma is located in the gated community of Leeward, just a 2 minute drive and 10 minute walk to Sunset Beach, on Grace Bay Beach. This 2 Bed, 2 Bath villa has a private pool, screened patio, enclosed backyard, gated entry, and golf cart! Kitchen is fully equipped, and also comes will all your gear for the beach. Built for indoor and outdoor living, this villa is the perfect home away from home for your friends and family. Stay comes w. a beach photo shoot with photos for purchase!

$167 per night

Rental unit in Leeward Settlement

Luxury Large 1 Bed Condo close to Grace Bay Beach

Just renovated: The perfect condo, and only 3 minutes from the famous Grace Bay Beach! Located in the exclusive Leeward area, a gated, secure residential area where all the major luxury villas are. The beach is a short stroll away & the main Grace Bay shopping / resort area is 5 minutes by car. The condo boasts a large pool, stunning modern finish and appliances. This 925 sqft luxury 1 bedroom, newly renovated (Jan 2023), provides all necessary amenities for your home away from home.

$168 per night

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Cottage in Leeward Settlement

Sandpiper Cottage, minutes from the beach

Kick back and relax in this delightful modern one bedroom cottage in the high end residential gated community of Leeward. Grace Bay Beach, most recently voted “The best in the world” is only a 4 minute walk away! This cozy cottage is perfect for a couple, wanting to relax and have some downtime. Complete with full kitchen, washer/dryer/ BBQ, high speed internet with cable TV and all amenities needed for the perfect getaway.

$197 per night

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