Owner Direct Villas in Windward

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Explore the Best Windward Villas

Looking for the perfect Villas in Windward? Discover a curated collection of vacation rentals offering comfort, convenience, and authentic Windward character. Whether you want a beachfront condo, a cozy family home, or a pet-friendly stay close to downtown, Owner Direct makes it easy to compare verified options for your next trip.

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Why Travelers Love Using
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Find Windward Vacation Rentals

What makes our vacation homes stand out?

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Verified Properties

Every vacation home shown on Owner Direct comes from trusted travel sources and verified hosts, so you can browse with confidence.

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Value You Can Trust

Compare a range of properties and find fair, transparent pricing—no hidden fees.

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Endless Variety

From oceanfront condos and coastal cottages to luxury villas and family homes, there's a rental to fit every traveler and budget.

More Villas Near Windward

Wednesday Aug 12

Windward, St. Barthelemy

Wed
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27.5°C
Thu
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27.4°C
Fri
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27.7°C
Sat
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27.5°C
Sun
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27.5°C
Mon
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27.4°C
Tue
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27.3°C

Common Vacation Rental Amenities Typical Vacation Rental Amenities

What sort of amenities will be available at your stay?

Our Windward vacation rentals are designed for comfort and convenience, with everything you need for a relaxing stay.

Indoor Amenities

  • indoor-amenities-kitchenFully equipped kitchens
  • indoor-amenities-living-areaSpacious living areas with streaming TVs
  • indoor-amenities-wifiComplimentary Wi-Fi
  • indoor-amenities-acAir conditioning and heating
  • indoor-amenities-washerIn-unit washer and dryer
  • indoor-amenities-bedPlush bedding and comfortable furniture

Outdoor Amenities

  • outdoor-amenities-balconyBalconies or patios with coastal views
  • outdoor-amenities-poolPrivate or shared pools
  • outdoor-amenities-bbqBBQ grills and outdoor dining areas
  • outdoor-amenities-parkingOn-site parking
  • outdoor-amenities-beachEasy access to beaches and attractions

More Eco-Friendly Villas You May Like Near Windward

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10 (1 Review)
Villa
Villa Yvantino
  • Air Conditioner
  • Parking
  • Designated Smoking Area
US
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How to Reserve Your Windward Villas

Booking Made Simple

Owner Direct helps travelers find verified vacation rentals from trusted sources. Once you select a property you love, you’ll be guided to our partner’s secure booking platform to complete your reservation.

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SEARCH PROPERTIES

Use filters for location, amenities, and budget.

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VIEW DETAILS

Check photos, reviews, and features for your top picks.

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BOOK SECURELY

Confirm your stay safely through our trusted travel partners.

Windward Villas FAQs

What are the top rated Villa Rentals in Windward?
What is the rate per night for renting a villa near Windward?

At Ownerdirect, the average rental fee for standard villas in Windward is $3,694 per night. Ownerdirect has a large database of quality villas near Windward that are suitable for families, a romantic getaway, or a solo trip with single or multiple bedrooms.

Do you have a villa in Windward that allows pets?
Are there any rental villas in Windward that are suitable for families?

Most of our listed villas are suitable for families. The number of rooms varies, and you can check out the complete list of villas in Windward to find what works for you.

Do your rental villas in Windward have indoor swimming pools?

Based on the 2026 data from our Ownerdirect site, there are more than 3106 private swimming pools or villas with indoor pools in or near Windward.