Leeward Beach Home Rentals
Villa
10.0(86 Reviews)
3 Bedrooms
3 Baths
6 Guests
1600 ft²
Private Pool
Oceanfront
Pool
Ocean View
R25,591/Night
7 Nights - R179,138
House
10.0(5 Reviews)
12 Bedrooms
13 Baths
28 Guests
322.92 ft²
- Oceanfront
- Pool
- Ocean View
Balcony/Terrace
R35,256/Night
7 Nights - R246,793
R13,306/Night
7 Nights - R93,145
Villa
10.0(69 Reviews)
3 Bedrooms
3 Baths
6 Guests
- Private Pool
- Oceanfront
Hot Tub- Pool
R8,505/Night
7 Nights - R59,539
Villa
10.0(1 Review)
2 Bedrooms
3 Baths
4 Guests
1184.03 ft²
- Oceanfront
- Hot Tub
- Pool
- Ocean View
R31,010/Night
7 Nights - R217,072
House
10.0(52 Reviews)
1 Bedroom
1 Bath
2 Guests
- Private Pool
- Oceanfront
- Hot Tub
- Pool
R9,995/Night
7 Nights - R69,973
Apartment
10.0(1 Review)
2 Bedrooms
2 Baths
5 Guests
1076.39 ft²
- Oceanfront
- Pool
- Ocean View
- Balcony/Terrace
R14,171/Night
7 Nights - R99,204
Villa
10.0(30 Reviews)
3 Bedrooms
3 Baths
6 Guests
753 ft²
- Private Pool
- Pool
- Ocean View
- Balcony/Terrace
R13,230/Night
7 Nights - R92,606
Apartment
10.0(1 Review)
2 Bedrooms
2 Baths
5 Guests
1076.39 ft²
- Oceanfront
- Pool
- Ocean View
- Balcony/Terrace
R11,664/Night
7 Nights - R81,649
Villa
10.0(25 Reviews)
2 Bedrooms
3 Baths
4 Guests
1938 ft²
- Private Pool
- Oceanfront
- Pool
- Ocean View
R12,194/Night
7 Nights - R85,356
House
10.0(1 Review)
1 Bedroom
2 Baths
4 Guests
1076.39 ft²
- Oceanfront
- Ocean View
- Balcony/Terrace
View
R8,229/Night
7 Nights - R57,595
Villa
10.0(22 Reviews)
3 Bedrooms
4 Baths
6 Guests
- Private Pool
- Pool
- Ocean View
- Balcony/Terrace
R35,547/Night
7 Nights - R248,834
Why Choose Rent By Owner for your Leeward Beach Home Rentals?
What makes our Beach Home Rentals 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 Beach Home Rentals
What's our booking process?
Our platform allows you to browse a curated selection of beach home rentals. 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 Beach Home Rentals Amenities
What amenities can you expect?
Our Beach Home Rentals 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
Terre Neuve
Anse des Lezards
Colombier
Saint-Jean
Anse des Cayes
Public
La Grande Montagne
Frequently Asked Questions About Leeward Beach Rentals
1. What are the top Beach Rentals 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 Beach Rentals in Leeward:
- Villa Art | Ocean View - Located in Fabulous Flamands with Private Pool
- On the Beach, in Saint Barth. Villa Mellow Mood
- Beautiful 2-bedroom apartment in Gustavia with harbor view in Saint Barthélémy
- The Perfect View of Anse de Cayes/St Jean Beach
- VILLA ANGEL ROCK
- 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
- Villa Magic Bird | Ocean View - Located in Tropical Flamands with Private Pool
- Picturesque Villa W/Beautiful Sunset Views Directly Over Shell Beach & Gustavia
2. How many Beach Rentals are available in Leeward?
Currently, the total number of properties listed by RBO in 2026 is over 1414 in the Leeward area, and still counting. By aggregating listings from multiple websites, RBO offers an immense amount of choice of the best Beach Rentals 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
R16,388/Night
7 Nights - R114,717
Villa
10.0(22 Reviews)
3 Bedrooms
3 Baths
6 Guests
- Private Pool
- Oceanfront
- Pool
- Ocean View
R28,987/Night
7 Nights - R202,914
Villa
10.0(17 Reviews)
2 Bedrooms
1 Bath
4 Guests
1800 ft²
- Private Pool
- Pool
- Ocean View
- Balcony/Terrace
R10,716/Night
7 Nights - R75,019
Villa
10.0(14 Reviews)
1 Bedroom
1 Bath
2 Guests
1345 ft²
- Private Pool
- Pool
- Ocean View
- Balcony/Terrace
R11,084/Night
7 Nights - R77,583
Villa
10.0(11 Reviews)
1 Bedroom
1 Bath
2 Guests
861 ft²
- Oceanfront
- Hot Tub
- Ocean View
- Balcony/Terrace
R6,615/Night
7 Nights - R46,295
Villa
10.0(10 Reviews)
3 Bedrooms
3 Baths
6 Guests
1600 ft²
- Private Pool
- Oceanfront
- Pool
- Ocean View
R38,443/Night
7 Nights - R269,099
Villa
10.0(10 Reviews)
2 Bedrooms
2 Baths
4 Guests
2476 ft²
- Private Pool
- Oceanfront
- Pool
- Ocean View
R32,931/Night
7 Nights - R230,512
Villa
10.0(9 Reviews)
3 Bedrooms
2 Baths
6 Guests
- Private Pool
- Oceanfront
- Pool
- Ocean View
R23,418/Night
7 Nights - R163,919
Villa
10.0(9 Reviews)
1 Bedroom
1 Bath
2 Guests
646 ft²
- Private Pool
- Oceanfront
- Pool
- Ocean View
R11,995/Night
7 Nights - R83,968
Apartment
10.0(8 Reviews)
1 Bedroom
1 Bath
3 Guests
538 ft²
- Oceanfront
- Pool
- Ocean View
- Balcony/Terrace
R6,964/Night
7 Nights - R48,745
Villa
10.0(7 Reviews)
4 Bedrooms
4 Baths
8 Guests
3229 ft²
- Private Pool
- Oceanfront
- Pool
- Ocean View
R53,976/Night
7 Nights - R377,823
Villa
10.0(6 Reviews)
1 Bedroom
1 Bath
2 Guests
- Private Pool
- Oceanfront
- Pool
- Ocean View
R23,418/Night
7 Nights - R163,919
