Leeward Villa
1600 ft²
6 Guests
3 Bedrooms
3 Bathrooms
Ocean View
Villa
- Private Pool
- Oceanfront
- Pool
US $1,466/Night
For 7 Nights US $10,260
322.92 ft²
28 Guests
12 Bedrooms
13 Bathrooms
Ocean View
House
- Oceanfront
- Pool
- Ocean View
US $2,159/Night
For 7 Nights US $15,113
1 Bedroom
1 Bathroom
Family Friendly
Villa
- Private Pool
- Pool
- Balcony/Terrace
US $1,231/Night
For 7 Nights US $8,617
6 Guests
3 Bedrooms
3 Bathrooms
Ocean View
Villa
- Private Pool
- Oceanfront
- Hot Tub
US $315/Night
For 7 Nights US $2,205
US $912/Night
For 7 Nights US $6,382
753 ft²
6 Guests
3 Bedrooms
3 Bathrooms
Ocean View
Villa
- Private Pool
- Pool
- Ocean View
US $756/Night
For 7 Nights US $5,295
1184.03 ft²
4 Guests
2 Bedrooms
3 Bathrooms
Ocean View
Villa
- Oceanfront
- Hot Tub
- Pool
US $1,899/Night
For 7 Nights US $13,293
1938 ft²
4 Guests
2 Bedrooms
3 Bathrooms
Ocean View
Villa
- Private Pool
- Oceanfront
- Pool
US $817/Night
For 7 Nights US $5,722
1076.39 ft²
4 Guests
1 Bedroom
2 Bathrooms
Ocean View
House
- Oceanfront
- Ocean View
- Balcony/Terrace
US $504/Night
For 7 Nights US $3,527
6 Guests
3 Bedrooms
3 Bathrooms
Ocean View
Villa
- Private Pool
- Oceanfront
- Pool
US $2,095/Night
For 7 Nights US $14,662
1614.59 ft²
4 Guests
2 Bedrooms
2 Bathrooms
Ocean View
Villa
- Oceanfront
- Pool
- Ocean View
US $1,004/Night
For 7 Nights US $7,025
6 Guests
3 Bedrooms
4 Bathrooms
Ocean View
Villa
- Private Pool
- Pool
- Ocean View
US $2,199/Night
For 7 Nights US $15,395
Why Choose Rent By Owner for your Leeward 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 Leeward
How to Book Your Leeward 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 Leeward
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 Leeward
Gustavia
Grande Vigie
Flamands Beach
Anse des Flamands
Saint-Jean
Anse des Lezards
Terre Neuve
Colombier
Anse des Cayes
Public
Le Palidor
Leeward Villa Frequently Asked Questions
1. What are the top Villas in Leeward?
There are a lot of options in Leeward. If you plan on staying in the Leeward area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Villas in Leeward:
- VILLA ANGEL ROCK
- Located on the famous island of St. Barts, Villa Eugenie is a charming house.
- Villa Magic Bird | Ocean View - Located in Exquisite Flamands with Private Pool
- Villa Micela - Two Bedroom Beachfront Villa With Pool - St Barts Flamands Beach
- Villa Magic Bird | Ocean View - Located in Tropical Flamands with Private Pool
- Picturesque Villa W/Beautiful Sunset Views Directly Over Shell Beach & Gustavia
- Secluded and Romantic Villa Overlooking St. Jean Bay
- Blue Swan - Luxury 4 Bedroom Villa in Lurin St Barts
- Villa LES GAILLACS in Saint Barth an incredible view
- Villa Casa Mia
2. How many Villas are available in Leeward?
Currently, the total number of properties listed by RBO in 2026 is over 2014 in the Leeward area, and still counting. By aggregating listings from multiple websites, RBO offers an immense amount of choice of the best Villas in Leeward.
More Rentals You May Like Near Leeward
1506.95 ft²
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2 Bathrooms
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- Oceanfront
- Hot Tub
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646 ft²
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- Private Pool
- Oceanfront
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3229 ft²
8 Guests
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4 Bathrooms
Ocean View
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2 Guests
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Ocean View
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2 Bathrooms
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- Private Pool
- Oceanfront
- Pool
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Family Friendly
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