Discover Your Perfect Windward Resorts

Windward Resorts

More Top-Rated Resorts in Windward Area

Why Choose Rent By Owner for your Windward Resorts?

What makes our Resorts special?

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Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
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Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
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Diverse Options
From cozy cabins to luxurious villas, find a rental that suits your style and needs.

Weekly Weather Forecast for Windward

How to Book Your Windward Resorts

What's our booking process?

Our platform allows you to browse a curated selection of resorts. Once you find the ideal property, you’ll be redirected to a trusted booking partner to complete your reservation securely.

Booking Steps

01

Search Properties

Use our filters to find the right property that fits your needs.
02

Select a Rental

Click on your preferred listing to view details, amenities, and pricing.
03

Book Online

Follow the link to finalize your reservation directly on the partner’s website.

Explore and book the perfect rental in Windward

More Top-Rated Resorts in Windward Area

Common Resorts Amenities

What amenities can you expect?

Our Resorts are designed to offer all the comforts of home, often with added perks to make your stay unforgettable. Here’s some common amenities to look forward to:

Indoor Features

  • Fully-equipped kitchens with modern appliances
  • Comfortable living areas with flat-screen TVs
  • Free Wi-Fi for staying connected
  • Air conditioning and heating for year-round comfort
  • In-unit washers and dryers for convenience
  • Luxurious bedrooms with premium bedding
  • Spa-like bathrooms with soaking tubs or walk-in showers

Other Places to Stay in Windward

Quartier Lorient
Explore 401 Properties
Morne Criquet
Explore 297 Properties
Grand Cul-de-Sac
Explore 199 Properties
Anse de Toiny
Explore 185 Properties
Barriere des Quatres Vents
Explore 157 Properties
Devet
Explore 142 Properties
Gouverneur
Explore 140 Properties
Camaruche
Explore 125 Properties
Morne de Depoudre
Explore 115 Properties
Pointe Milou
Explore 100 Properties
Petit Cul-de-Sac
Explore 94 Properties
Marigot
Explore 91 Properties
More Places to Stay Near Windward

Frequently Asked Questions About Windward Resorts

1. What are the top Resorts in Windward?

There are a lot of options in Windward. If you plan on staying in the Windward area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Resorts in Windward:

2. How many Resorts are available in Windward?

Currently, the total number of properties listed by RBO in 2026 is over 2604 in the Windward area, and still counting. By aggregating listings from multiple websites, RBO offers an immense amount of choice of the best Resorts in Windward. 

More Rentals You May Like Near Windward

More Top-Rated Resorts in Windward Area