2530+ Rental Villas and Private Getaways in Windward |
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Windward Vacation Rentals & One Degree Stays Homes

About Windward Vacation Rentals

There are more than 2530 vacation rentals that are available in Windward. These rentals, including vacation rentals, One Degree Stays Homes (ODSs) and other short-term private accommodations, have top-notch amenities with the best value, providing you with comfort and luxury at the same time. Get more value and more room when you stay at an ODS property in Windward.

Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With OneDegreeStays Windward, you have the flexibility of comparing different options of various deals with a single click. Looking for an ODS with the best swimming pools, hot tubs, allows pets, or even those with huge master suite bedrooms and have large screen televisions? You can find vacation rentals by owner (ODSs), and other popular Airbnb-style properties in Windward. Places to stay near Windward are 857.47 ft² on average, with prices averaging US $3,074 a night.

OneDegreeStays makes it easy and safe to find and compare vacation rentals in Windward with prices often at a 30-40% discount versus the price of a hotel. Just search for your destination and secure your reservation today.

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Top Rental Accommodation Types in Windward

Type Count
Villas 2349
Vacation Homes 111
Holiday Apartments 45
Cottages 1

Use these Quick Filters to Find a Vacation Rental in Windward

★ Pro Tip: OneDegreeStays makes it easy to compare the best listings on ODS homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between ODS homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals availability, eco-friendly properties, property type, cancellation policies, prices, and several different options. All these make it easier to find the perfect accommodation for your next vacation 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

Top Attractions Around Windward, BL

OneDegreeStays 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 366 Properties
Morne Criquet 306 Properties
Grand Cul-de-Sac 190 Properties
Anse de Toiny 161 Properties
Barriere des Quatres Vents 144 Properties
Gouverneur 130 Properties
Devet 122 Properties
Camaruche 108 Properties
Morne de Depoudre 105 Properties
Grand Cul de Sac 98 Properties
Anse du Grand Cul-de-Sac 98 Properties
Pointe Milou 92 Properties

Frequently Asked Questions About Windward?

What are the top vacation rentals 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 Vacation Rentals in Windward:

How many vacation rentals have private pools in Windward?

There are 2033 vacation rentals with private pools near Windward. Top-rated ODS homes that have access to a swimming pool include:

Which vacation homes in Windward are best for families?

If you are looking for a family-friendly vacation home in Windward, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Windward:

How many onedegreestays vacation rentals are available in Windward?

Currently, the total number of properties listed by One Degree Stays in 2025 is over 2530 in the Windward area, and still counting. By aggregating listings from multiple websites, One Degree Stays offers an immense amount of choice of the best ODS properties in Windward. 


People Also Ask

There are 2530 Windward, BL Vacation Rentals

Recently Booked Vacation Rentals in Windward