2330+ Hotel & Resort Deals in Windward |
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Windward Hotels, Resorts, and Rentals

About Windward Vacation Rentals

There are more than 2330 places to stay in Windward that are available. These options include hotels, resorts, rentals as well as short-term private accommodations (i.e. RVs, Condos, Cabins, Chalets, etc.). The places can provide you with a great option on your next holiday. Compare many places to stay in Windward.

Are you seeking a last-minute hotel deal, or are you wanting to find the best deals available for hotels, resorts, cottages, condos, private villas, chalets, or a large vacation homes? With Hotala Windward, you can quickly compare different options to find the hottest deals with a single click. Looking for a resort with an infinity pool, hot tub, is pet-friendly, or features a large master suite bedrooms or has a fireplace? You can find hotels, resorts, or other popular Airbnb-style properties in or near Windward. Places to stay near Windward are 840.45 ft² on average, with prices averaging CA $4,347 a night.

Hotala makes it easy to find and compare hotels, resorts, and holiday rentals in Windward with prices often listed at a 30-40% off the rack rate. Just enter your destination and secure your reservation today.

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Top Hotels, Resorts, Rentals, Villas, Vacation Homes, Cottages, B&B and Cabins Accommodation Types in Windward

Type Count
Villas 2156
Vacation Homes 106
Holiday Apartments 44
Cabin Rentals 2
B&B 1
Unique Vacation Rentals 1
Cottages 1

Use these Quick Filters to Find a Vacation Rental in Windward

★ Pro Tip: Hotala.ca has aggregated the supply of many of the leading websites including providers of short-term rentals, OTAs (including Booking.com, Agoda, Airbnb, and others). Use the Advanced Filter feature at the top to compare homes, hotels, vacation rentals, bed and breakfasts, private Airbnb-style rentals, eco-friendly properties, and more. We want to help you find the hottest places and best places to stay in Windward.

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

Stay Near Windward's Top Attractions

Hotala.ca can help you find hotels, resorts, and rentals near many of Windward's top attractions, neighborhoods, and points of interest.


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

Find Hotels, Resorts, and Rentals Nearby in these Cities & Neighborhoods


Quartier Lorient 357 Properties
Morne Criquet 280 Properties
Grand Cul-de-Sac 204 Properties
Anse de Toiny 182 Properties
Barriere des Quatres Vents 144 Properties
Devet 143 Properties
Gouverneur 124 Properties
Camaruche 117 Properties
Morne de Depoudre 104 Properties
Grand Cul de Sac 97 Properties
Anse du Grand Cul-de-Sac 97 Properties
Pointe Milou 89 Properties

Frequently Asked Questions About Windward?

What are the top hotels or resorts in Windward?

You have a lot of choices in or near Windward. If you need a hotel in the Windward area, consider making a reservation for a few nights at one of our suggested properties as these have been known to be the Top Vacation Rentals and Places to Stay in Windward:

How many vacation rentals have private pools in Windward?

There are 1903 accommodation options with private pools in or near Windward. Top-rated hotels, resorts, and places to stay that have access to a swimming pool include:

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

At present, the total number of properties listed by Hotala -- including hotels, resorts, and rentals -- as of 2025 is over 2330 in the Windward area, and still growing. By combining listings from multiple websites, Hotala provides a huge selection of the best hotels, resorts, and vacation properties in Windward.


People Also Ask

There are 17 hotels in Windward and 2308 rentals

Recently Booked Hotels, Resorts, or Rentals in Windward