2534+ Luxury Vacation Rentals & Cabins in Windward |
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Windward Cabin Rentals

About Windward Vacation Rentals

There are more than 2534 incredible getaway rentals that are available in Windward. These choices include cabins, hotels, and other rental options. Browse from a massive selection of luxury amenities at great prices, providing you with the dream spot to base your next vacation. Stay Close to Nature with Cabinns.com and uncover great stays in Windward.

Cabinns.com features numerous last-minute deals on private villas, hotels, and cabin rentals, in locations near you or across the globe. If you need a place for a group or event, be it a hotel or vacation rental (as well as cabins and private luxury villas), let us help. With Cabinns.com in Windward, you can compare options from multiple suppliers with a single click to find the price point, amenities, and style of stay that works for you. Group deals, private pools, hot tubs, allows pets, or even huge master suite bedrooms with open-air showers? You can find it all with the Cabinns.com vacation rentals, resorts, and Airbnb-style properties in Windward. Places to stay near Windward are 911.29 ftยฒ on average, with prices averaging US $3,136 a night.

Cabinns.com helps you find the ideal holiday rental to create a lifetime of travel memories in Windward. Prices listed are often found to be discounted versus the rack rates. Just search for your destination and secure your perfect cabin retreat today.

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Top Cabin Rentals, Cottages, and Holiday Home Rentals in Windward

Type Count
Villas 2351
Vacation Homes 113
Holiday Apartments 45
Cabin Rentals 2
B&B 1
Unique Vacation Rentals 1
Cottages 1

Use these Quick Filters to Find a Vacation Rental in Windward

โ˜… Pro Tip: Cabinns.com is a cabin vacation rental website, pulling some of the top cabins, luxury resorts, and exclusive holiday stays from sources across the web. We supply you with a huge list of incredible cabin resorts and holiday rentals from trusted, reliable suppliers, helping you to compare prices and locations to find the best fit for your getaway. Create lifelong memories in Windward with Cabinns.com.

Weather in Windward, BL

View the weather forecast for Windward before booking your Windward Vacation Rentals to confirm your best time to go.

December - February
High 86ยฐF       Low 73ยฐF
March - May
High 87ยฐF       Low 74ยฐF
June - August
High 89ยฐF       Low 77ยฐF
September - November
High 90ยฐF       Low 75ยฐF

Activities Windward Guest Reviews Local Attractions

Cabins Provides a Large Selection of Cabins and Vacation Rentals in and Near Windward. Discover Top Attractions For Your Next Outdoor Adventure.


Saline Beach
Gouverneur Beach
Grand Cul de Sac
Petit Cul de Sac Beach
Marigot Beach
Gustavia Harbor
St. Jean Beach
Flamands Beach
St-Barth Plongee Birdy Dive Center
Lorient Beach
Colombier Beach
Corossol Beach
Anse des Cayes Beach
Fort Gustave
Inter Oceans Museum
Le Pโ€™tit Collectionneur
La Bulle Diving Center
Wall House
Plage du Grand Galet
Musee Territorial
Corossol
Plage de Public

Find Nearby Cabin Rentals in these Cities & Neighborhoods


Quartier Lorient 420 Properties
Morne Criquet 337 Properties
Grand Cul-de-Sac 238 Properties
Anse de Toiny 194 Properties
Barriere des Quatres Vents 170 Properties
Gouverneur 153 Properties
Devet 152 Properties
Camaruche 125 Properties
Morne de Depoudre 120 Properties
Grand Cul de Sac 105 Properties
Anse du Grand Cul-de-Sac 105 Properties
Pointe Milou 102 Properties

Complexes around Windward, BL


Lagon 30 Properties
Estate 5 Properties
Villa Castle Rock Ocean Located Lorient Beach 12 Properties
Villa Lo 15 Properties
Dunes 14 Properties
Eclipse Villa 12 Properties
Villa Yellow Bird Ocean Located Pointe 12 Properties
Belle Etoile 11 Properties
Caro Villa 7 Properties
Villa Dasha 10 Properties
Villa Ocean Located Saint Jean 10 Properties
Apiano Villa 8 Properties
Bellevue Rooms Villa 4 Properties
Felicita Villa 7 Properties
Jade Villa 7 Properties
See More Complexes

Frequently Asked Questions About Windward?

What are the top cabins, lake houses & summer homes in Windward?

We provide an array of great vacation destinations in Windward. If you are looking to stay in or around the Windward area, make sure to browse our options to find a premium cabin resort or rental location in a top vacation destination. Whether it is a few nights, a week, or more, we've got the luxury stays that rank among the Top Vacation Rentals in Windward:

How many cabin rentals and resorts have private pools in Windward?

We have 2020 cabins, luxury resorts, and holiday home rentals featuring a private pool in and near Windward. Some of the best destinations to stay that feature or have access to a swimming pool are:

Which cabin rental, resort, or holiday home in Windward is best for families?

Searching for a family-friendly cabin in Windward? We've got you covered. Check out one of these luxurious getaways that are highly-rated and perfectly fit families of all sizes.

How many hotels, resorts, or cabin rentals are available in Windward?

Cabinns.com offers a consistent supply of new options, combined with established great stays in top areas. Currently, the number of properties listed by Cabinns.com in 2025 is over 2534 in the Windward area, and that number rises every day. By combining listings from multiple websites and travel providers, Cabinns.com can provide you with a diverse amount of choices of the best luxury stays in Windward.


People Also Ask

Finding the best prices in Windward

There are 18 hotels in Windward and 2511 rentals

Recently Booked Private Villas, Cabin Resorts, and Rentals Windward