Villa vacation rentals in Leeward Settlement
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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
Villa in Providenciales, Long Bay Beach
4.95 out of 5 average rating, 22 reviewsFamily Beachside Vacation Villa,ResortAmenities v8
Villa in Leeward Settlement
4.87 out of 5 average rating, 39 reviewsSea Sun Relax - villa 5 min walk to Grace Bay
Villa in Providenciales
5.0 out of 5 average rating, 24 reviewsVilla & Studio: ocean view & private pool
Villa in Providenciales
4.97 out of 5 average rating, 79 reviewsVilla Jayla
Villa in Grace Bay
4.88 out of 5 average rating, 8 reviewsHopeWell Villa West - 5 Minutes to Grace Bay Beach
Villa in Grace Bay
4.95 out of 5 average rating, 42 reviewsMermaid's Retreat - 3Bd Villa - Heart of Grace Bay
Villa in Discovery Bay Settlement
4.96 out of 5 average rating, 46 reviewsNewly built modern two-bedroom villa with pool!
Villa in Long Bay
4.86 out of 5 average rating, 51 reviewsHakuna Matata Villa + Golf Cart!
Luxury villa rentals
Villa in Providenciales
4.95 out of 5 average rating, 43 reviewsRockspray Villa | On Point in Ocean | Waterfront |
Villa in Providenciales
4.9 out of 5 average rating, 40 reviewsVista Cove - Entire Property
Villa in Providenciales
4.93 out of 5 average rating, 60 reviewsBlanca: Taylor Bay Beach-Ocean View
Villa in Providenciales
4.83 out of 5 average rating, 71 reviewsBeachHaus Villa with ocean view and private pool
Villa in Providenciales
4.97 out of 5 average rating, 30 reviewsStunning Villa - short walk to Sapodilla Beach
Villa in The Bight Settlement
5.0 out of 5 average rating, 12 reviewsWalk to Grace Bay Beach ~ 3 bedroom en-suite
Villa in Providenciales
4.89 out of 5 average rating, 19 reviewsBest views on island!
Villa in Long Bay Hills
4.81 out of 5 average rating, 16 reviewsSurf Lodge Villa- 5 BDR with Rooftop Deck
Villa rentals with a pool
Villa in Grace Bay
4.82 out of 5 average rating, 17 reviewsBeautiful Villa in the Heart of Grace Bay!
Villa in Long Bay Hills
5.0 out of 5 average rating, 24 reviews2 BR Private Pool - Modern & Airy -Flame Tree #3
Villa in Providenciales
4.95 out of 5 average rating, 62 reviewsSapodilla Bay - Walk to the Beach!
Villa in Providenciales
4.93 out of 5 average rating, 44 reviews‘My Little Hideaway’ at Lucayan Cays
Villa in TC
4.88 out of 5 average rating, 95 reviewsWaterfront Point Villa - A Taste of Island Living
Villa in Cooper Jack Bay Settlement
4.95 out of 5 average rating, 38 reviewsT'PII Villa: Brand New Villa in Turtle Creek
Villa in Providenciales
4.84 out of 5 average rating, 19 reviewsCheerful 3bedroom Villa with Large Pool
Villa in Providenciales and West Caicos
4.84 out of 5 average rating, 117 reviewsSecluded 3 BR Villa on Taylor Bay -Place De La Sol
Quick stats about villa rentals in Leeward Settlement
Total rentals
120 properties
Rentals with dedicated workspaces
40 properties have a dedicated workspace
Rentals with a pool
110 properties have a pool
Family-friendly rentals
110 properties are a good fit for families
Total number of reviews
1.3K reviews
Nightly prices starting at
$170 before taxes and fees
Destinations to explore
- Grace Bay Vacation rentals
- Grand Turk Vacation rentals
- Taylor Bay Vacation rentals
- North Caicos Vacation rentals
- Long Bay Beach Vacation rentals
- Sapodilla Bay Vacation rentals
- Chalk Sound Vacation rentals
- Turtle Cove Vacation rentals
- Salt Cay Vacation rentals
- Santiago de los Caballeros Vacation rentals
- Santo Domingo Vacation rentals
- Las Terrenas Vacation rentals
- Villa rentals Turks and Caicos Islands
- Villa rentals Turks and Caicos Islands
- Villa rentals Providenciales
- Villa rentals Providenciales
- Villa rentals Grace Bay
- House rentals Leeward Settlement
- Beachfront rentals Leeward Settlement
- Rentals with a patio Leeward Settlement
- Rentals with a kayak Leeward Settlement
- Apartment rentals Leeward Settlement
- Family-friendly rentals Leeward Settlement
- Rentals with a hot tub Leeward Settlement
- Rentals with a fire pit Leeward Settlement
- Rentals with outdoor seating Leeward Settlement
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- Kid-friendly rentals Leeward Settlement
- Rentals with a washer and dryer Leeward Settlement
- Monthly Rentals Leeward Settlement
- Rentals with pools Leeward Settlement
- Luxury rentals Leeward Settlement
- Rentals with beach access Leeward Settlement
- Waterfront rentals Leeward Settlement
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