Compare Windward Villas

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Featured Villas in Windward

At this villa, guests have access to an outdoor pool, laundry facilities, and a garden. This beach villa also has barbecue grills.

Pool

Kitchen

This villa features an outdoor pool and laundry facilities. Helpful staff is there to provide concierge services, as well as offer insight about the area.

Pool

Kitchen

Villa Roy - Lagoon & Ocean Breathtaking View

At this villa, guests have access to an outdoor pool, laundry facilities, and barbecue grills. This smoke-free villa also has a garden.

Pool

Kitchen

Guests staying at this villa have access to barbecue grills and a garden.

Pool

Kitchen

At this villa, guests have access to an outdoor pool, laundry facilities, and barbecue grills. Staff members can answer questions about accommodations, and also provide concierge services.

Pool

Kitchen

Beautiful 4-bedroom bohemian-style villa with sea view, perfect for sunset lover

At this villa, guests have access to features like laundry facilities. This smoke-free villa also has barbecue grills.

Pool

Kitchen

Villa Dreamtime ideal Family and Friends / 2 BDR

Guests staying at this villa enjoy a hot tub, laundry facilities, and a water dispenser. Friendly staff can provide concierge services, and also offer advice about sightseeing. Additional amenities include barbecue grills and a garden.

Pool

Hot Tub

BOUGAINVILLIERS Very Private and Charming Villa With Sea View Close to the Beach

At this villa, guests have access to an outdoor pool, laundry facilities, and a garden.

Pool

Kitchen

ST BART LUXURY VILLA SKRUTTEN, WITH OCEAN VIEW AND CONTEMPORARY FURNISHING

Guests staying at this villa have access to laundry facilities, a garden, and barbecue grills. Staff members can help with accommodation requests, and provide concierge services.

Pool

Kitchen

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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 Windward
There are plenty of ways to up your vacation game, but one of the best is by staying in a luxury villa in Windward. 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 Windward, so book one now. You’ll feel like a million bucks before you even check in.

Spacious luxury villas in Windward
You won’t have a problem finding your own space in Windward. 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 Windward on your own and use a one-bedroom villa as your home base.

A top-end villa experience in Windward 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!

Windward Villas essential information

Accommodation	1024 Villas
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Popular accommodation	St Barts New Luxury Villa Roc E Mar, Fantastic Ocean View, Large Pool, Exclusive, Sweet Hill Villa Alba, Villa Roy - Lagoon & Ocean Breathtaking View, Villa Bonbonnière St Barths 1-bd, Sweet Hill Villa Rosa, Beautiful 4-bedroom bohemian-style villa with sea view, perfect for sunset lover, Villa Dreamtime ideal Family and Friends / 2 BDR, BOUGAINVILLIERS Very Private and Charming Villa With Sea View Close to the Beach, ST BART LUXURY VILLA SKRUTTEN, WITH OCEAN VIEW AND CONTEMPORARY FURNISHING