
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

Grace Bay/ Luxurious Coconat Villa 3 Bed + Pool

Modern two-bedroom Villa with pool!

WOW! Waterfront Chalk Sound Oasis w/ Infinity Pool

Peaceful island getaway in Long Bay (New 2BR)

4bd/3ba, 400 Steps to Grace Bay

Nirvana's Nest

The Haven
Luxury villa rentals

Villa Blu - A contemporary 3 BDR/BTH Villa minutes

Luxury Modern villa with pool

Designer Artist’s Estate - Stunning Interior/View

Blanca: Taylor Bay Beach-Ocean View

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

Live style villa

Hakuna Matata Villa + Golf Cart!

100 Steps to Beautiful Grace Bay Beach!
Villa rentals with a pool

Unique, Modern Cozy & Private | 2 minutes to Beach

Pelican Beach Villas 2

Villa Affiniti

‘My Little Hideaway’ at Lucayan Cays

Canal Front Luxury Villa!

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

Modern 4BR oasis on 1 acre, 1 min from the Beach

New Luxury Caribbean Villa with Private Pool
Quick stats about villa rentals in Leeward Settlement
Total rentals
140 properties
Nightly prices starting at
R3,303 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
- Rentals with pools Leeward Settlement
- Waterfront rentals Leeward Settlement
- Fitness-friendly rentals Leeward Settlement
- Kid-friendly rentals Leeward Settlement
- Rentals with a hot tub Leeward Settlement
- Rentals with a washer and dryer Leeward Settlement
- House rentals Leeward Settlement
- Monthly Rentals Leeward Settlement
- Beachfront rentals Leeward Settlement
- Rentals with a kayak Leeward Settlement
- Family-friendly rentals Leeward Settlement
- Rentals with a patio Leeward Settlement
- Rentals with beach access Leeward Settlement
- Rentals with a fire pit Leeward Settlement
- Rentals with outdoor seating Leeward Settlement
- Apartment rentals Leeward Settlement
- Pet-friendly rentals Leeward Settlement
- Luxury rentals Leeward Settlement
- Rentals with a fireplace Leeward Settlement
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