Photo by Staci Partlo
Leeward Settlement vacation rentals
We found 1,145 vacation rentals — enter your dates for availability
Discover a selection of 49 homes, 152 villas, and vacation rentals in Leeward Settlement that are perfect for your trip. Whether you're staying in a vacation rental with family or friends, you'll have the best amenities for spending time at your home away from home, which might include air conditioning and a pool. You're sure to find a rental for everyone's needs, including options that are accessible or non-smoking.
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Find the best place to stay - Leeward Settlement
New Listing 60 Second Walk to Grace Bay Beach! 1BR, Lush Gardens!! New Villa!!
Sleeps 2 · 1 bedroom · 1 bathroom
9.6 out of 10
exceptional
(34 reviews)
Top rated rentals - Leeward Settlement
Beautiful beaches
10 out of 10
exceptional
(53 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, laundry, pools, yards and more
- More for lessMore space, more privacy, more amenities — more value
Book a vacation rental for your Leeward Settlement getaway
Learn about the unique charm of Leeward Settlement with a stay in a private vacation home. You'll find plenty to explore during your stay in the area. If you're looking for accommodations with space to entertain friends and family, Vrbo has plenty of options to choose from. Many rental homes offer full kitchens and laundry facilities, perfect for big groups.
Exploring the natural features in Leeward Settlement
Whether you're an adventurous traveler or just want to spend some time taking in the scenery, Leeward Settlement is a great spot to appreciate mother nature. Here are some of the area’s noteworthy features, all within 30 miles (48.2 km) of the city center:
- Leeward Beach (1 mi / 1.6 km)
- Long Bay Beach (1.1 mi / 1.8 km)
- Grace Bay Beach (2.6 mi / 4.2 km)
- Providenciales Beaches (5.3 mi / 8.5 km)
- Pelican Beach (5.6 mi / 8.9 km)
- Sapodilla Bay (10.1 mi / 16.3 km)
Transportation options to and around Leeward Settlement
Fly into Providenciales Intl. Airport (PLS), the closest airport, located 8.3 mi (13.4 km) from the city center.