Leeward holiday lettings
We found 1,615 holiday rentals — enter your dates for availability
Discover a selection of 62 homes, 59 apartments and other holiday rentals in Leeward that are perfect for your trip. Whether you’re staying in a holiday home with friends, family or even just your pets, you'll find the best amenities for hanging out with the people that matter most, which might include cable TV and a washer and dryer. At the end of the day, you're sure to find a property to rent that has what everyone needs, including a place that's non-smoking or offers accessibility.
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Find properties near top attractions in Leeward
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Find the best place to stay - Leeward
🏖REAL BEACH VILLA, BETWEEN ST JEAN BEACH🏖FLAMANS BEACH, CITY BARS,RESTAURANTS
Sleeps 6 · 3 bedrooms · 3 bathrooms
10 out of 10
exceptional
(79 reviews)
- Peace of mindOur Book with Confidence Guarantee gives you 24/7 support
- More quality timeFrom booking to staying, the whole process is simple and enjoyable
- All the privacy of homeEnjoy full kitchens, pools, gardens and more
- More for lessMore space, more privacy, more amenities — more value
Choose a holiday rental for your Leeward getaway
Learn about the unique charm of Leeward with a stay in a holiday home rental. This city has something for everyone. Many rental homes come with outdoor spaces, separate dining areas and full kitchens, perfect if you want to enjoy some home-cooked meals.
Exploring the natural landscape of Leeward
Whether you're an adventurous traveller or just want to take in the scenery, Leeward is a great place to get out in nature. Here are some of the area’s most stunning natural features, all within 30 miles (48.2 km) of the city centre:
- Maho Beach (19.5 mi / 31.3 km)
- Flamands Beach (0.5 mi / 0.8 km)
- Colombier Beach (1.1 mi / 1.7 km)
- St. Jean Beach (1.1 mi / 1.8 km)
- Lorient Beach (2.1 mi / 3.4 km)
- Gouverneur Beach (2.5 mi / 4 km)
Transport options to and around Leeward
The nearest airport is in Gustavia (SBH-Gustaf III), located 1 mi (1.6 km) from the city centre.