
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

Sea Sun Relax - villa 5 min walk to Grace Bay

‘My Little Hideaway’ at Lucayan Cays

Modern two-bedroom Villa with pool!

WOW! Waterfront Chalk Sound Oasis w/ Infinity Pool

Peaceful island getaway in Long Bay (New 2BR)

Nirvana's Nest

Rockspray Villa | On Point in Ocean | Waterfront |

The Haven
Luxury villa rentals

Villa Bashert

Villa Blu - A contemporary 3 BDR/BTH Villa minutes

Luxury Modern villa with pool

Hang Five Surf Villa in Long Bay

Designer Artist’s Estate - Stunning Interior/View

SURFside: Charming Ocean View Retreat & Villa

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

Salt Life Villa
Villa rentals with a pool

Amalfi- Luxury Beach front villa

Unique, Modern Cozy & Private | 2 minutes to Beach

Pelican Beach Villas 2

Sapodilla Bay - Walk to the Beach!

The White House TCI Guests house

Canal Front Luxury Villa!

NEW *2 BR Villa Maya- BBQ- Golf- Pool in Grace Bay

New Luxury Caribbean Villa with Private Pool
Quick stats about villa rentals in Leeward Settlement
Total rentals
140 properties
Nightly prices starting at
R3,287Â ZAR 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
- North Caicos Vacation rentals
- Long Bay Hills Vacation rentals
- Long Bay Beach Vacation rentals
- Chalk Sound Vacation rentals
- The Bight Settlement Vacation rentals
- Turtle Cove Vacation rentals
- Sapodilla Bay Vacation rentals
- Cooper Jack Bay Settlement Vacation rentals
- Salt Cay Vacation rentals
- Santo Domingo Vacation rentals
- Villa rentals Turks and Caicos Islands
- Villa rentals Providenciales
- Villa rentals Grace Bay
- Villa rentals Caicos Islands
- Family-friendly rentals Leeward Settlement
- Rentals with a washer and dryer Leeward Settlement
- House rentals Leeward Settlement
- Rentals with a hot tub Leeward Settlement
- Kid-friendly rentals Leeward Settlement
- Rentals with a fireplace Leeward Settlement
- Rentals with pools Leeward Settlement
- Apartment rentals Leeward Settlement
- Rentals with a kayak Leeward Settlement
- Rentals with beach access Leeward Settlement
- Beachfront rentals Leeward Settlement
- Pet-friendly rentals Leeward Settlement
- Rentals with a fire pit Leeward Settlement
- Rentals with outdoor seating Leeward Settlement
- Rentals with a patio Leeward Settlement
- Luxury rentals Leeward Settlement
- Monthly Rentals Leeward Settlement
- Waterfront rentals Leeward Settlement
- Fitness-friendly rentals Leeward Settlement
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