Leeward Accommodations
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
US $3,142/Night
For 7 Nights US $21,996
6 Guests
3 Bedrooms
3 Bathrooms
Ocean View
Villa
- Private Pool
- Oceanfront
- Hot Tub
US $473/Night
For 7 Nights US $3,308
US $912/Night
For 7 Nights US $6,382
2 Guests
1 Bedroom
1 Bathroom
Ocean View
House
- Private Pool
- Oceanfront
- Hot Tub
US $615/Night
For 7 Nights US $4,308
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
753 ft²
6 Guests
3 Bedrooms
3 Bathrooms
Ocean View
Villa
- Private Pool
- Pool
- Ocean View
US $763/Night
For 7 Nights US $5,342
1076.39 ft²
5 Guests
2 Bedrooms
2 Bathrooms
Ocean View
Apartment
- Oceanfront
- Pool
- Ocean View
US $868/Night
For 7 Nights US $6,075
1938 ft²
4 Guests
2 Bedrooms
3 Bathrooms
Ocean View
Villa
- Private Pool
- Oceanfront
- Pool
US $825/Night
For 7 Nights US $5,772
1076.39 ft²
5 Guests
2 Bedrooms
2 Bathrooms
Ocean View
Apartment
- Oceanfront
- Pool
- Ocean View
US $714/Night
For 7 Nights US $5,000
6 Guests
3 Bedrooms
4 Bathrooms
Ocean View
Villa
- Private Pool
- Pool
- Ocean View
US $2,199/Night
For 7 Nights US $15,393
Why Choose Rent By Owner for your Leeward 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 Leeward
How to Book Your Leeward 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 Leeward
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 Leeward
Gustavia
Grande Vigie
Flamands Beach
Anse des Flamands
Saint-Jean
Anse des Lezards
Terre Neuve
Colombier
Anse des Cayes
Public
Le Palidor
Frequently Asked Questions about Leeward Accommodations
1. What are the top Accommodations 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 Accommodations in Leeward:
- Villa Art | Ocean View - Located in Fabulous Flamands with Private Pool
- Villa Pain de Sucre - 4 Bedrooms - Flamands
- On the Beach, in Saint Barth. Villa Mellow Mood
- Ocean-view apartment in central Gustavia, St Barth; steps from the beach
- The Perfect View of Anse de Cayes/St Jean Beach
- VILLA ANGEL ROCK
- Beautiful 2-bedroom apartment in Gustavia with harbor view in Saint Barthélémy
- Located on the famous island of St. Barts, Villa Eugenie is a charming house.
- Villa Micela - Two Bedroom Beachfront Villa With Pool - St Barts Flamands Beach
- Villa Magic Bird | Ocean View - Located in Exquisite Flamands with Private Pool
2. How many Accommodations are available in Leeward?
Currently, the total number of properties listed by RBO in 2026 is over 2375 in the Leeward area, and still counting. By aggregating listings from multiple websites, RBO offers an immense amount of choice of the best Accommodations in Leeward.
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