1529+ Vacation Rentals & Holiday Homes in Leeward |
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Leeward Accommodations - Hotels & Rentals

About Leeward Vacation Rentals

Discover More than 1529 Incredible Getaway Rentals Available in Leeward. Choose from a Wide Selection of Villas, Hotels, and Other Rental Options. Explore Luxury Amenities at Affordable Prices, Creating the Ideal Base for Your Next Vacation. Plan Your Perfect Escape with Online Reservations and Uncover Fantastic Stays in Leeward.

Online Reservations Offers Numerous Last-Minute Deals on Villas, Hotels, and Rentals, Both Near You and Across the Globe. Whether You Need Accommodation for a Group or an Event, Be it a Hotel or Vacation Rental (Including Cabins and Private Luxury Villas), We're Here to Assist. With Online Reservations in Leeward, You Can Easily Compare Options from Multiple Suppliers with a Single Click to Find the Perfect Price Point, Amenities, and Style of Stay That Suit Your Needs. Looking for Group Deals, Properties with Private Pools, Hot Tubs, Pet-Friendly Options, or Spacious Master Suite Bedrooms with Open-Air Showers? You Can Find It All in the Online Reservations Vacation Rentals, Resorts, and Airbnb-Style Properties in Leeward. The Average Size of Places to Stay Near Leeward is 858.54 ft², with Prices Averaging US $3,576 per Night.

Let Online Reservations Help You Discover the Ideal Holiday Rental to Create Lifelong Travel Memories in Leeward. Our Listed Prices Are Often Discounted Compared to Rack Rates. Simply Search for Your Destination and Secure the Perfect Place to Stay Today.

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Top Hotels & Vacation Rentals in Leeward

Type Count
Villas 1425
Vacation Homes 64
Holiday Apartments 26

Use these Quick Filters to Find a Vacation Rental in Leeward

★ Pro Tip: Online Reservations is a vacation rental website specializing in cottages, lake houses, and exclusive summer home rentals. We curate a vast selection of incredible properties from trusted suppliers, allowing you to compare prices and locations to find the perfect fit for your getaway. Create lasting memories in Leeward with Online Reservations.

Activities LeewardGuest Reviews Local Attractions

A Large Selection of Hotels and Vacation Rentals from Around the World LeewardGuest Reviews Discover Exciting Activities and Must-Visit Destinations for Your Upcoming Journey


Gustavia Harbor
St. Jean Beach
Flamands Beach
St-Barth Plongee Birdy Dive Center
Colombier Beach
Corossol Beach
Fort Gustave
Inter Oceans Museum
Le P’tit Collectionneur
La Bulle Diving Center
Wall House
Corossol
Musee Territorial
Plage du Grand Galet
Plage de Public
Saline Beach
Gouverneur Beach
Lorient Beach
Grand Cul de Sac
Petit Cul de Sac Beach
Marigot Beach
Anse des Cayes Beach

Find Hotels & Vacation Rentals in these Cities and Neighborhoods


Gustavia 831 Properties
Lurin 322 Properties
Grande Vigie 99 Properties
Saint-Jean 86 Properties
Terre Neuve 86 Properties
Flamands Beach 70 Properties
Anse des Flamands 70 Properties
Anse des Lezards 67 Properties
Colombier 62 Properties
Anse des Cayes 60 Properties
La Grande Montagne 47 Properties
Public 41 Properties

Frequently Asked Questions About Leeward?

What are the top hotels, lake houses & vacation rentals in Leeward?

We provide an array of great vacation destinations in Leeward. If you are looking to stay in or around the Leeward area, make sure to browse our options to find a premium rental location in a top vacation destination. Whether it is a few nights, a week, or more, we've got the luxury stays that rank among the Top Vacation Rentals in Leeward:

How many Hotels & Vacation Rentals have private pools in Leeward?

We have 1233 Hotels & Vacation Rentals featuring a private pool in and near Leeward. Some of the best destinations to stay that feature or have access to a swimming pool are:

Which hotel, lake house, or vacation rental in Leeward is best for families?

Searching for a family-friendly getaway in Leeward? We've got you covered. Check out one of these luxurious getaways that are highly-rated and perfect fits for families of all sizes.

How many hotels, resorts, or rentals are available in Leeward?

Online Reservations™ offers a consistent supply of new options, combined with established great stays in top areas. Currently, the number of properties listed by Online Reservations™ in 2025 is over 1529 in the Leeward area, and that number rises every day. By combining listings from multiple websites and travel providers, Online Reservations™ can provide you with a diverse amount of choices of the best luxury stays in Leeward.


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