Leeward Accommodations
Villa
10.0(69 Reviews)
3 Bedrooms
3 Baths
6 Guests
Private Pool
Oceanfront
Hot Tub
Pool
US $375/Night
7 Nights - US $2,626
House
10.0(5 Reviews)
12 Bedrooms
13 Baths
28 Guests
322.92 ft²
- Oceanfront
- Pool
Ocean View
Balcony/Terrace
US $2,159/Night
7 Nights - US $15,113
US $1,614/Night
7 Nights - US $11,296
Villa
10.0(30 Reviews)
3 Bedrooms
3 Baths
6 Guests
754 ft²
- Private Pool
- Pool
- Ocean View
- Balcony/Terrace
US $842/Night
7 Nights - US $5,891
Villa
10.0(1 Review)
2 Bedrooms
3 Baths
4 Guests
1184.03 ft²
- Oceanfront
- Hot Tub
- Pool
- Ocean View
US $1,899/Night
7 Nights - US $13,293
Villa
10.0(22 Reviews)
3 Bedrooms
3 Baths
6 Guests
- Private Pool
- Oceanfront
- Pool
- Ocean View
US $1,312/Night
7 Nights - US $9,181
Apartment
10.0(1 Review)
2 Bedrooms
2 Baths
5 Guests
1076.39 ft²
- Oceanfront
- Pool
- Ocean View
- Balcony/Terrace
US $868/Night
7 Nights - US $6,075
Villa
10.0(14 Reviews)
1 Bedroom
1 Bath
2 Guests
1346 ft²
- Private Pool
- Pool
- Ocean View
- Balcony/Terrace
US $673/Night
7 Nights - US $4,713
Apartment
10.0(1 Review)
2 Bedrooms
2 Baths
5 Guests
1076.39 ft²
- Oceanfront
- Pool
- Ocean View
- Balcony/Terrace
US $714/Night
7 Nights - US $5,000
Villa
10.0(11 Reviews)
1 Bedroom
1 Bath
2 Guests
861 ft²
- Oceanfront
- Hot Tub
- Ocean View
- Balcony/Terrace
US $448/Night
7 Nights - US $3,136
House
10.0(1 Review)
1 Bedroom
2 Baths
4 Guests
1076.39 ft²
- Oceanfront
- Ocean View
- Balcony/Terrace
View
US $504/Night
7 Nights - US $3,527
Villa
10.0(10 Reviews)
2 Bedrooms
2 Baths
4 Guests
2476 ft²
- Private Pool
- Oceanfront
- Pool
- Ocean View
US $3,079/Night
7 Nights - US $21,555
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
Anse des Cayes
Public
La Grande Montagne
Gustavia
Grande Vigie
Flamands Beach
Anse des Flamands
Saint-Jean
Anse des Lezards
Terre Neuve
Colombier
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 King Gustaf - Ocean & harbour view
- Villa Arc En Ciel, Exotic Retreat On St. Barts
- Homerez - Villa in Gustavia, private pool.
- luxury 4 bedroom villa on the coral beach of Anse des Cayes in St Barths
- Villa Casaroc (3 bedrooms)
- Beautiful Byzance Luxury villa
- Wish (1/2 Rooms) Luxury villa
- Villa Chouchou: Affordable 3 Bedroom Villa with Private Heated Pool & Jacuzzi!
- Ocean View - Villa l'Enclos - St-Barth
- Les Palmiers Luxury villa
2. How many Accommodations are available in Leeward?
Currently, the total number of properties listed by RBO in 2026 is over 2348 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.
More Rentals You May Like Near Leeward
Villa
9.8(17 Reviews)
2 Bedrooms
2 Baths
4 Guests
1614.59 ft²
- Oceanfront
- Pool
- Ocean View
- Balcony/Terrace
US $1,004/Night
7 Nights - US $7,025
Villa
10.0(10 Reviews)
3 Bedrooms
3 Baths
6 Guests
1600 ft²
- Private Pool
- Oceanfront
- Pool
- Ocean View
US $2,274/Night
7 Nights - US $15,918
Villa
10.0(9 Reviews)
1 Bedroom
1 Bath
2 Guests
646 ft²
- Private Pool
- Oceanfront
- Pool
- Ocean View
US $537/Night
7 Nights - US $3,759
Apartment
10.0(8 Reviews)
1 Bedroom
1 Bath
3 Guests
538 ft²
- Oceanfront
- Pool
- Ocean View
- Balcony/Terrace
US $474/Night
7 Nights - US $3,319
Apartment
10.0(6 Reviews)
2 Bedrooms
2 Baths
4 Guests
1399 ft²
- Oceanfront
- Hot Tub
- Ocean View
- Balcony/Terrace
US $983/Night
7 Nights - US $6,883
House
10.0(5 Reviews)
3 Bedrooms
4 Baths
7 Guests
1500 ft²
- Private Pool
- Pool
- Ocean View
- Balcony/Terrace
US $1,519/Night
7 Nights - US $10,635
Villa
10.0(5 Reviews)
2 Bedrooms
2 Baths
4 Guests
2153 ft²
- Private Pool
- Pool
- Ocean View
- Balcony/Terrace
US $1,229/Night
7 Nights - US $8,605
Villa
10.0(5 Reviews)
2 Bedrooms
2 Baths
4 Guests
- Private Pool
- Hot Tub
- Pool
- Balcony/Terrace
US $730/Night
7 Nights - US $5,110
Villa
10.0(4 Reviews)
3 Bedrooms
3 Baths
6 Guests
- Private Pool
- Oceanfront
- Pool
- Ocean View
US $831/Night
7 Nights - US $5,815
Villa
10.0(4 Reviews)
2 Bedrooms
2 Baths
4 Guests
- Private Pool
- Pool
- Ocean View
- Balcony/Terrace
US $593/Night
7 Nights - US $4,152
House
10.0(4 Reviews)
1 Bedroom
1 Bath
2 Guests
861 ft²
- Private Pool
- Oceanfront
- Pool
- Ocean View
US $298/Night
7 Nights - US $2,087
Villa
10.0(3 Reviews)
4 Bedrooms
5 Baths
8 Guests
- Private Pool
- Oceanfront
- Pool
- Ocean View
US $3,882/Night
7 Nights - US $27,177
