Windward Accommodations
1399 ft²
4 Guests
2 Bedrooms
2 Bathrooms
Family Friendly
Villa
- Private Pool
- Pool
- Balcony/Terrace
AU $864/Night
For 7 Nights AU $6,045
753.47 ft²
4 Guests
2 Bedrooms
2 Bathrooms
Ocean View
Apartment
- Oceanfront
- Pool
- Ocean View
AU $952/Night
For 7 Nights AU $6,666
1 Bedroom
1 Bathroom
Family Friendly
Villa
- Pet Friendly
- Air Conditioner
- Internet
AU $2,058/Night
For 7 Nights AU $14,406
2 Guests
1 Bedroom
1 Bathroom
Family Friendly
Villa
- Private Pool
- Pool
- Balcony/Terrace
AU $589/Night
For 7 Nights AU $4,126
1937.51 ft²
16 Guests
8 Bedrooms
4 Bathrooms
Ocean View
Villa
- Oceanfront
- Hot Tub
- Ocean View
AU $1,979/Night
For 7 Nights AU $13,850
7000 ft²
8 Guests
4 Bedrooms
3 Bathrooms
Family Friendly
Villa
- Private Pool
- Pool
- Balcony/Terrace
AU $1,554/Night
For 7 Nights AU $10,881
2152.78 ft²
6 Guests
3 Bedrooms
3 Bathrooms
Free Cancellation
Villa
- Oceanfront
- Pool
- Ocean View
AU $1,849/Night
For 7 Nights AU $12,947
4 Guests
2 Bedrooms
2 Bathrooms
Family Friendly
Villa
- Private Pool
- Hot Tub
- Pool
AU $1,088/Night
For 7 Nights AU $7,617
64.58 ft²
2 Guests
1 Bedroom
1 Bathroom
Couples Retreat
Apartment
- Pool
- Balcony/Terrace
- View
AU $366/Night
For 7 Nights AU $2,564
3500 ft²
4 Guests
2 Bedrooms
2 Bathrooms
Family Friendly
Villa
- Private Pool
- Pool
- Balcony/Terrace
AU $1,157/Night
For 7 Nights AU $8,100
645.83 ft²
4 Guests
1 Bedroom
1 Bathroom
Ocean View
House
- Oceanfront
- Pool
- Ocean View
AU $268/Night
For 7 Nights AU $1,872
3229 ft²
10 Guests
7 Bedrooms
7 Bathrooms
Ocean View
Villa
- Private Pool
- Oceanfront
- Pool
AU $4,922/Night
For 7 Nights AU $34,458
Why Choose Rent By Owner for your Windward Accommodations?
What makes our Accommodations special?
Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
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 Accommodations
What's our booking process?
Our platform allows you to browse a curated selection of accommodations. 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
Common Accommodations Amenities
What amenities can you expect?
Our Accommodations 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
Morne Criquet
Pointe Milou
Barriere des Quatres Vents
Anse de Toiny
Grand Cul-de-Sac
Petit Cul-de-Sac
Gouverneur
Camaruche
Morne de Depoudre
Grand Cul de Sac
Frequently Asked Questions about Windward Accommodations
1. What are the top Accommodations 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 Accommodations in Windward:
- THE VILLA AFRICAN QUEEN - AN OASIS IN THE CARIBBEANS WITH A GIANT POOL !
- Villa Jelo - 3 bdr - 2.5 bth - Pool & SPA - Games Room
- Modern Villa Suite Acajous Boasts Splendid Views !
- Villa 'Coco de Mer' Fabulous views of St Jean Bay and Eden Rock
- Villa La Magnifica | Ocean View - Located in Beautiful Deve with Private Pool
- Boutique villa in les Hauts de Saint Jean with stunning Eden Rock view
- Villa Endeavour So private, breathtaking ocean views, direct from owner !
- Villa Yvantino beachfront (2 bedroom)
- Villa Caco (3 bedrooms)
- Villa Angelique - Luxury 4 Bedroom Villa with Private Pool - St Barts
2. How many Accommodations are available in Windward?
Currently, the total number of properties listed by RBO in 2026 is over 3562 in the Windward area, and still counting. By aggregating listings from multiple websites, RBO offers an immense amount of choice of the best Accommodations in Windward.
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- Private Beach
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- Hot Tub
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- Private Pool
- Oceanfront
- Pool
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- Private Pool
- Oceanfront
- Pool
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