
Villa vacation rentals in Leeward Settlement
Find and book unique villas on Airbnb
Top-rated villa rentals in Leeward Settlement
Guests agree: these villas are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Leeward Settlement villa rentals
Private villa rentals

Unique, Modern Cozy & Private | 2 minutes to Beach

Modern Cottage with Chalk Sound Views

Private Villa |Private Pool, Near Beaches & Dining

3b/2.5b for 7/Pool/AC/90 steps to Grace Bay Beach

BeachHaus Villa with ocean view and private pool

Our Home on the Water - I Land Time Villa

Waterfront 3BR Villa w/ Pool, Canal View , Parking

White Osprey Villa
Luxury villa rentals

Stunning Villa - short walk to Sapodilla Beach

Sea Sun Relax - villa 5 min walk to Grace Bay

Caya Villa 1 - 2 Bedroom - Modern Island Home

1 BR Villa | Romantic Getaway | May Sale!

Hang Five Surf Villa in Long Bay

Rockspray Villa | On Point in Ocean | Waterfront |

Hakuna Matata Villa + Golf Cart!

Suite & Villa Vibes - Your Love Story Goes On
Villa rentals with a pool

Modern villa, steps to the beach, private pool.

Capri- Beach front Luxury villa

Modern two-bedroom Villa with pool!

Walk to Grace Bay Beach ~ 3 bedroom en-suite

Sugar Kube

Luxury 3B Ocean View Villa/Pvt Pool, Walk to Beach

Turks & Caicos Oceanfront Villa w/Pool and Dock

Peaceful island getaway in Long Bay (New Studio)
Quick stats about villa rentals in Leeward Settlement
Total rentals
150 properties
Nightly prices starting at
ﺩ.ﺇ551 before taxes and fees
Total number of reviews
1.8K reviews
Family-friendly rentals
140 properties are a good fit for families
Rentals with a pool
140 properties have a pool
Rentals with dedicated workspaces
50 properties have a dedicated workspace
Destinations to explore
- Grace Bay Vacation rentals
- Grand Turk Vacation rentals
- Long Bay Hills Vacation rentals
- North Caicos Vacation rentals
- The Bight Settlement Vacation rentals
- Chalk Sound Vacation rentals
- Turtle Cove Vacation rentals
- Sapodilla Bay Vacation rentals
- Cooper Jack Bay Settlement Vacation rentals
- Venetian Road Settlement Vacation rentals
- Santo Domingo Vacation rentals
- Las Terrenas Vacation rentals
- Rentals with a patio Leeward Settlement
- Rentals with pools Leeward Settlement
- Rentals with a fire pit Leeward Settlement
- Rentals with outdoor seating Leeward Settlement
- Rentals with a kayak Leeward Settlement
- Family-friendly rentals Leeward Settlement
- Beachfront rentals Leeward Settlement
- House rentals Leeward Settlement
- Apartment rentals Leeward Settlement
- Waterfront rentals Leeward Settlement
- Fitness-friendly rentals Leeward Settlement
- Rentals with a washer and dryer Leeward Settlement
- Rentals with a hot tub Leeward Settlement
- Rentals with beach access Leeward Settlement
- Pet-friendly rentals Leeward Settlement
- Kid-friendly rentals Leeward Settlement
- Luxury rentals Leeward Settlement
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