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Featured Villas in Leeward

WATERFRONT PRIVATE ESTATE ! CHECK OUR REVIEWS 95% RETURNING GUESTS WALK TO BEACH

WATERFRONT PRIVATE ESTATE ! CHECK OUR REVIEWS 95% RETURNING GUESTS WALK TO BEACH

Guests of this villa enjoy features like an outdoor pool, a hot tub, and laundry facilities. This smoke-free villa also has barbecue grills.
Pool
Hot Tub
Villa Vue mer Panoramique, à 5 Minute de la Plage !

Villa Vue mer Panoramique, à 5 Minute de la Plage !

Guests staying at this villa enjoy an outdoor pool, an arcade/game room, and local meal delivery service. Transportation is made easy with limo/town car service. Staff members can help with accommodation requests, and provide concierge services. Additional amenities include a garden and barbecue grills.
Pool
Kitchen
SUNSET VILLA ANGEL ****

SUNSET VILLA ANGEL ****

At this villa, guests have access to an outdoor pool and barbecue grills. Staff members can answer questions about accommodations, and also provide concierge services.
Pool
Kitchen
LUMIERE by WIMCO St. Barth Properties

LUMIERE by WIMCO St. Barth Properties

At this villa, guests have access to barbecue grills. Staff members can help with accommodation requests, and provide concierge services.
Pool
Kitchen
Villa Privilege | Water View - Located in Beautiful Gustavia with Private Pool

Villa Privilege | Water View - Located in Beautiful Gustavia with Private Pool

At this villa, guests have access to features like local meal delivery service. Staff members can help with accommodation requests, and provide concierge services. This smoke-free villa also has a garden.
Pool
Kitchen
Lovely Villa Rose des cayes in Saint Barthélémy with parking and private pool

Lovely Villa Rose des cayes in Saint Barthélémy with parking and private pool

At this villa, guests have access to an outdoor pool, laundry facilities, and a garden. This villa also has barbecue grills.
Pool
Kitchen
Villa Rosebud, 2BR, 2BA, (Sleeps 2-4), on the beach of Anse Des Cayes

Villa Rosebud, 2BR, 2BA, (Sleeps 2-4), on the beach of Anse Des Cayes

Guests staying at this villa have access to a garden and barbecue grills.
Pool
Kitchen
Located on the famous island of St. Barts, Villa Eugenie is a charming house.

Located on the famous island of St. Barts, Villa Eugenie is a charming house.

Guests staying at this villa enjoy a hot tub, laundry facilities, and barbecue grills. Transportation is made easy with limo/town car service. Staff members can help with accommodation requests, and provide concierge services. This smoke-free villa also has a garden.
Hot Tub
Kitchen
🏝 BEACH VILLA CENTRAL LOCATION BETW ST JEAN 🏖 FLAMMANS BEACH 4 min TO CITY

🏝 BEACH VILLA CENTRAL LOCATION BETW ST JEAN 🏖 FLAMMANS BEACH 4 min TO CITY

At this villa, guests have access to an outdoor pool, laundry facilities, and a garden. Transportation is made easy with limo/town car service. Staff members can help with accommodation requests, and provide concierge services. This beach villa also has barbecue grills.
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Luxury Villas

Book luxury villas in Leeward
There are plenty of ways to up your vacation game, but one of the best is by staying in a luxury villa in Leeward. Villas, with their thoughtful layout and elegant décor, let you travel in style. They come in a variety of sizes and offer a great experience, whether you’re traveling on your own or with a group of friends. Orbitz has fantastic deals on villas in Leeward, so book one now. You’ll feel like a million bucks before you even check in.

Spacious luxury villas in Leeward
You won’t have a problem finding your own space in Leeward. If you’re traveling in a group, go for a three-bedroom or larger villa; separate bedrooms can make it that much easier to keep the peace, especially when you’re all staying in one house. You can also explore Leeward on your own and use a one-bedroom villa as your home base.

A top-end villa experience in Leeward rivals that of a luxury resort. Float in a swimming pool with an elaborate mosaic bottom, work out in your own gym, and let the daily housekeeping staff clean up after you while a private chef whips up one delicious meal after another. This is the life!

Leeward Villas essential information

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468 Villas
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WATERFRONT PRIVATE ESTATE ! CHECK OUR REVIEWS 95% RETURNING GUESTS WALK TO BEACH, Villa Vue mer Panoramique, à 5 Minute de la Plage !, SUNSET VILLA ANGEL ****, LUMIERE by WIMCO St. Barth Properties, Villa Privilege | Water View - Located in Beautiful Gustavia with Private Pool, Lovely Villa Rose des cayes in Saint Barthélémy with parking and private pool, Villa Rosebud, 2BR, 2BA, (Sleeps 2-4), on the beach of Anse Des Cayes, Located on the famous island of St. Barts, Villa Eugenie is a charming house. , 🏝 BEACH VILLA CENTRAL LOCATION BETW ST JEAN 🏖 FLAMMANS BEACH 4 min TO CITY

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