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
4.98 out of 5 average rating, 54 reviewsUnique, Modern Cozy & Private | 2 minutes to Beach
Villa
4.98 out of 5 average rating, 43 reviewsModern Cottage with Chalk Sound Views
Villa
5 out of 5 average rating, 4 reviewsNew Listing! Modern Comfort! Private Pool!
Villa
4.75 out of 5 average rating, 16 reviewsOur Home on the Water - I Land Time Villa
Villa
4.93 out of 5 average rating, 15 reviewsVilla Tayo Canal Front with Pool 5BR
Villa
4.8 out of 5 average rating, 66 reviewsNirvana's Nest
Villa
5 out of 5 average rating, 4 reviewsBlue Lotus Villa - Long bay Luxury Sea View Villa
Villa
4.9 out of 5 average rating, 20 reviewsBest views on island!
Luxury villa rentals
Villa
5 out of 5 average rating, 49 reviewsWALK TO BEACH IN 2! RECLINE … RELAX … RECHARGE …
Villa
5 out of 5 average rating, 29 reviewsVilla & Studio: ocean view & private pool
Villa
4.84 out of 5 average rating, 79 reviewsBeachHaus Villa with ocean view and private pool
Villa
5 out of 5 average rating, 28 reviewsHang Five Surf Villa in Long Bay
Villa
4.88 out of 5 average rating, 26 reviewsDesigner Artist’s Retreat - Stunning Interior/View
Villa
4.85 out of 5 average rating, 39 reviewsSunny ☀️ Place
Villa
4.95 out of 5 average rating, 76 reviewsBlanca: Taylor Bay Beach-Ocean View
Villa
4.98 out of 5 average rating, 85 reviewsVilla Jayla
Villa rentals with a pool
Villa
4.89 out of 5 average rating, 9 reviewsLuxury villa, steps to the beach, private pool.
Villa
5 out of 5 average rating, 6 reviewsBlue Water Villa w/ Private Pool Providenciales
Villa
4.76 out of 5 average rating, 46 reviewsCanal Front Luxury Villa!
Villa
4.86 out of 5 average rating, 29 reviewsThe Caicos House -5 mins to the Beach & Dining!
Villa
4.96 out of 5 average rating, 51 reviewsWhite Osprey Villa
Villa
5 out of 5 average rating, 9 reviewsNew Luxury Caribbean Villa with Private Pool
Villa
4.8 out of 5 average rating, 41 reviewsPeaceful island getaway in Long Bay (New Studio)
Villa
5 out of 5 average rating, 6 reviewsVilla Alee: Pool & Golf Cart, Walkable to Beach
Quick stats about villa rentals in Leeward Settlement
Total rentals
140 properties
Nightly prices starting at
€ 104 before taxes and fees
Total number of reviews
1.6K reviews
Family-friendly rentals
130 properties are a good fit for families
Rentals with a pool
130 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
- 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
- Santo Domingo Vacation rentals
- Santiago de los Caballeros 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
- Rentals with a patio Leeward Settlement
- Apartment rentals Leeward Settlement
- Family-friendly rentals Leeward Settlement
- Rentals with a kayak Leeward Settlement
- Rentals with a fire pit Leeward Settlement
- Rentals with outdoor seating Leeward Settlement
- Rentals with a washer and dryer Leeward Settlement
- Rentals with a fireplace Leeward Settlement
- House rentals Leeward Settlement
- Rentals with beach access Leeward Settlement
- Rentals with pools Leeward Settlement
- Monthly Rentals Leeward Settlement
- Waterfront rentals Leeward Settlement
- Beachfront rentals Leeward Settlement
- Luxury rentals Leeward Settlement
- Kid-friendly rentals Leeward Settlement
- Rentals with a hot tub Leeward Settlement
- Fitness-friendly rentals Leeward Settlement
- Pet-friendly rentals Leeward Settlement
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