2537+ Vacation Rentals in Windward |
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  2. Windward

Windward Vacation Rentals, Hotels, & Places to Stay

About Windward Vacation Rentals

There are more than 2537 places to stay that are available in Windward. These choices include hotels as well as other short-term private accommodations (including vacation rentals, cabins, condos, RVs, and more), have a wide selection of amenities at great prices, providing you with all the comforts of home or a touch of luxury. We like to help you find more room with Varoom when booking your property in Windward.

Varoom features many last-minute deals on hotels, resorts and places to stay including many that are nearby. 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 Varoom's places in Windward, you have the flexibility of comparing different options from multiple suppliers with a single click. Group deals, private pools, hot tubs, allows pets, or even those with huge master suite bedrooms with open-air showers? You can find vacation rentals and resorts as well as Airbnb-style properties in Windward. Places to stay near Windward are 972.84 ft² on average, with prices averaging US $3,144 a night.

Varoom helps you discover places to stay and suggests things to do to create great travel memories in Windward. Prices listed are often found to be at a 30-40% discount versus the rack rates. Just search for your destination and secure your perfect place to stay today.

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Top Rental Accommodation Types in Windward

Type Count
Villas 2353
Vacation Homes 115
Holiday Apartments 44
Cottages 1

Use these Quick Filters to Find a Vacation Rental in Windward

★ Pro Tip: Varoom is a meta travel and activities site, and as such we combine results from many of the leading travel websites, helping you compare the best places to stay and things to do in each market. Use the filter option to narrow down your selection and let us help you find more room to stay, play, and discover. Create new memories in Windward today.

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 86°F       Low 73°F
March - May
High 87°F       Low 74°F
June - August
High 89°F       Low 77°F
September - November
High 90°F       Low 75°F

Top Attractions Around Windward, BL

Varoom offers a large selection of top attractions around Windward . Research things to do on your vacation before you visit Windward.


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 P’tit Collectionneur
La Bulle Diving Center
Wall House
Plage du Grand Galet
Musee Territorial
Corossol
Plage de Public

Other Places to Stay in Windward, BL


Quartier Lorient 420 Properties
Morne Criquet 338 Properties
Grand Cul-de-Sac 239 Properties
Anse de Toiny 194 Properties
Barriere des Quatres Vents 170 Properties
Gouverneur 153 Properties
Devet 152 Properties
Camaruche 126 Properties
Morne de Depoudre 120 Properties
Grand Cul de Sac 113 Properties
Anse du Grand Cul-de-Sac 113 Properties
Pointe Milou 102 Properties

Complexes around Windward, BL


Lagon 30 Properties
Estate 5 Properties
Villa Castle Rock Ocean Located Lorient Beach 12 Properties
Dunes 14 Properties
Eclipse Villa 12 Properties
Belle Etoile 11 Properties
Caro Villa 7 Properties
Villa Lo 11 Properties
Villa Yellow Bird Ocean Located Pointe 11 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 vacation rentals in Windward?

We have scoured the web to find you options in Windward. If you plan on staying near or in the Windward area, consider one of the following places to stay for a week or more. Weekly stays are a great way to unwind and unplug. These places to stay have all been rated as one of the the Top Places to Stay in Windward:

How many vacation rentals have private pools in Windward?

We have found 2025 places to stay that feature a private swimming pool in or near Windward. Some of the best places to stay that feature or have access to a swimming pool are:

Which vacation homes in Windward are best for families?

If you are looking for a place to stay that is family-friendly in Windward, check out one of the following places as all are highly-rated options and have received excellent reviews for families or groups staying in Windward:

How many Varoom vacation rentals are available in Windward?

Varoom updates its properties nightly to bring you a great selection of places to stay. Currently, the total number of properties listed by Varoom in 2025 is over 2537 in the Windward area, and still growing every day. When we combine listings from multiple websites and travel providers, Varoom can provide you with a diverse amount of choice of the best places to stay in Windward. 


People Also Ask

There are 2537 Windward, BL Vacation Rentals

Recently Booked Vacation Rentals in Windward