Villa holiday 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.
Holiday 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 Leeward Settlement
4.87 out of 5 average rating, 38 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 Grace Bay
4.95 out of 5 average rating, 41 reviewsMermaid's Retreat - 3Bd Villa - Heart of Grace Bay
Villa in Long Bay Hills
4.92 out of 5 average rating, 12 reviewsThe Haven
Villa in Providenciales
4.9 out of 5 average rating, 40 reviewsVista Cove - Entire Property
Villa in Long Bay
4.86 out of 5 average rating, 51 reviewsHakuna Matata Villa + Golf Cart!
Villa in The Bight Settlement
5.0 out of 5 average rating, 12 reviewsShades of Blue Grace Bay Beach
Villa in Discovery Bay Settlement
4.96 out of 5 average rating, 46 reviewsNewly built modern two-bedroom villa with pool!
Luxury villa rentals
Villa in Providenciales
4.95 out of 5 average rating, 42 reviewsRockspray Villa | On Point in Ocean | Waterfront |
Villa in Providenciales
5.0 out of 5 average rating, 26 reviewsModern 2 Bedroom Luxury Villa & stunning sea views
Villa in Providenciales, Long Bay Beach
4.86 out of 5 average rating, 21 reviewsFamily Beachside Villa with Resort Amenities v7
Villa in Providenciales
4.83 out of 5 average rating, 70 reviewsBeachHaus Villa with ocean view and private pool
Villa in Providenciales
4.93 out of 5 average rating, 60 reviewsBlanca: Taylor Bay Beach-Ocean View
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 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 TC
4.88 out of 5 average rating, 95 reviewsWaterfront Point Villa - A Taste of Island Living
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 Cooper Jack Bay Settlement
4.95 out of 5 average rating, 38 reviewsT'PII Villa: Brand New Villa in Turtle Creek
Villa in The Bight Settlement
4.88 out of 5 average rating, 26 reviewsSURFside: Charming Ocean View Retreat & Villa
Villa in Providenciales
4.84 out of 5 average rating, 19 reviewsCheerful 3bedroom Villa with Large Pool
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
$278 NZD before taxes and fees
Destinations to explore
- Grace Bay Holiday rentals
- Grand Turk Holiday rentals
- Taylor Bay Holiday rentals
- North Caicos Holiday rentals
- Long Bay Beach Holiday rentals
- Sapodilla Bay Holiday rentals
- Chalk Sound Holiday rentals
- Turtle Cove Holiday rentals
- Salt Cay Holiday rentals
- Santiago de los Caballeros Holiday rentals
- Santo Domingo Holiday rentals
- Las Terrenas Holiday rentals
- Villa rentals Turks and Caicos Islands
- Villa rentals Turks and Caicos Islands
- Villa rentals Providenciales
- Villa rentals Providenciales
- Villa rentals Grace Bay
- Monthly Rentals Leeward Settlement
- Rentals with a patio Leeward Settlement
- Rentals with pools Leeward Settlement
- Fitness-friendly rentals Leeward Settlement
- Apartment rentals Leeward Settlement
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- Rentals with a fire pit Leeward Settlement
- Rentals with outdoor seating Leeward Settlement
- Rentals with a kayak Leeward Settlement
- Rentals with a hot tub Leeward Settlement
- Beachfront rentals Leeward Settlement
- Luxury rentals Leeward Settlement
- Rentals with beach access Leeward Settlement
- Kid-friendly rentals Leeward Settlement
- House rentals Leeward Settlement
- Rentals with a washing machine and dryer Leeward Settlement
- Waterfront rentals Leeward Settlement
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