Windward Villa
Villa
10.0(36 Reviews)
4 Bedrooms
3 Baths
8 Guests
7000 ft²
Private Pool
Pool
Balcony/Terrace
Kitchen
US $1,284/Night
7 Nights - US $8,987
Villa
10.0(1 Review)
8 Bedrooms
4 Baths
16 Guests
1937.51 ft²
Oceanfront
Hot Tub
Ocean View- Balcony/Terrace
US $1,410/Night
7 Nights - US $9,870
Villa
10.0(1 Review)
1 Bedroom
1 Bath
Pet Friendly
Air Conditioner
Internet
Child Friendly
US $1,467/Night
7 Nights - US $10,266
Villa
10.0(4 Reviews)
2 Bedrooms
2 Baths
4 Guests
754 ft²
- Pool
- Kitchen
- Air Conditioner
- Internet
US $474/Night
7 Nights - US $3,317
Villa
10.0(1 Review)
3 Bedrooms
3 Baths
6 Guests
2152.78 ft²
- Oceanfront
- Pool
- Ocean View
- Balcony/Terrace
US $1,318/Night
7 Nights - US $9,226
Villa
10.0(1 Review)
6 Bedrooms
6 Baths
12 Guests
2691 ft²
- Private Pool
- Oceanfront
- Pool
- Ocean View
US $3,424/Night
7 Nights - US $23,966
Villa
10.0(1 Review)
4 Bedrooms
3 Baths
6 Guests
1722.23 ft²
- Oceanfront
- Pool
- Ocean View
- Balcony/Terrace
US $943/Night
7 Nights - US $6,600
Villa
10.0(1 Review)
1 Bedroom
4 Baths
2 Guests
1615 ft²
- Pool
- Balcony/Terrace
- Kitchen
- Internet
US $1,405/Night
7 Nights - US $9,835
Villa
9.7(13 Reviews)
2 Bedrooms
1 Bath
4 Guests
75.35 ft²
- Balcony/Terrace
View
Parking- Air Conditioner
US $899/Night
7 Nights - US $6,290
New
Villa
10.0(1 Review)
3 Bedrooms
3 Baths
6 Guests
1000 ft²
- Private Pool
- Oceanfront
- Pool
- Ocean View
US $1,255/Night
7 Nights - US $8,784
Villa
9.3(40 Reviews)
13 Bedrooms
13 Baths
26 Guests
1453.13 ft²
- Oceanfront
- Pool
- Ocean View
- Balcony/Terrace
US $489/Night
7 Nights - US $3,423
Villa
10.0(1 Review)
2 Bedrooms
2 Baths
4 Guests
1615 ft²
- Ocean View
- View
- Kitchen
- Air Conditioner
US $1,029/Night
7 Nights - US $7,206
Why Choose Rent By Owner for your Windward Villa?
What makes our Villa 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 Villa
What's our booking process?
Our platform allows you to browse a curated selection of villa. 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 Villa Amenities
What amenities can you expect?
Our Villa 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
Grand Cul-de-Sac
Anse de Toiny
Barriere des Quatres Vents
Petit Cul-de-Sac
Gouverneur
Camaruche
Morne de Depoudre
Grand Cul de Sac
Frequently Asked Questions About Windward Rental Villas
1. What are the top Villas 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 Villas in Windward:
- Villa et Studio Les Belles Vues de St Jean
- Spacious Modern Villa with Pool & Sunrise View - Graviola St Barth
- Villa SAJ, 150m from St Jean beach
- Villa La Vue - Stunning view & heated pool
- Villa Jade
- Felicita (5/7 Rooms) Luxury villa
- Felicita (3/7 Rooms) Luxury villa
- Felicita (4/7 Rooms) Luxury villa
- Felicita (1/7 Rooms) Luxury villa
- Felicita (2/7 Rooms) Luxury villa
2. How many Villas are available in Windward?
Currently, the total number of properties listed by RBO in 2026 is over 3070 in the Windward area, and still counting. By aggregating listings from multiple websites, RBO offers an immense amount of choice of the best Villas in Windward.
More Rentals You May Like Near Windward
Villa
9.3(4 Reviews)
4 Bedrooms
3 Baths
8 Guests
3767.37 ft²
- Oceanfront
- Pool
- Ocean View
- Balcony/Terrace
US $1,180/Night
7 Nights - US $8,260
Villa
10.0(1 Review)
3 Bedrooms
3 Baths
6 Guests
2691 ft²
- Pool
- Kitchen
- Air Conditioner
- Internet
US $725/Night
7 Nights - US $5,077
Villa
10.0(1 Review)
1 Bedroom
1 Bath
2 Guests
2691 ft²
- Pool
- Kitchen
- Air Conditioner
- Internet
US $558/Night
7 Nights - US $3,905
Villa
9.8(7 Reviews)
2 Bedrooms
2 Baths
4 Guests
- Private Pool
- Oceanfront
- Pool
- Ocean View
US $1,212/Night
7 Nights - US $8,483
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Villa
7 Bedrooms
7 Baths
14 Guests
4844 ft²
- Private Pool
- Oceanfront
Fireplace/Heating- Pool
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Villa
6 Bedrooms
6 Baths
12 Guests
- Private Pool
- Oceanfront
- Pool
- Ocean View
US $9,201/Night
7 Nights - US $64,405
US $9,201/Night
7 Nights - US $64,405
