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Search results; Over 1,000 homes in Leeward Settlement

Guest favourite
Villa in Leeward Settlement
Piccolo Ponte -Waterfront 3BR Caribbean Villa-Pool
3 bedrooms, 3 beds, No bathroom
21–26 Aug
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4.98 out of 5 average rating, 54 reviews
Guest favourite
Villa in Leeward Settlement
Providenciales Beach Front Villa by Shoreline
3 bedrooms, 3 beds, 3 bathrooms
21–26 Aug
4.92 out of 5 average rating, 132 reviews
Guest favourite
Home in Leeward Settlement
Upper East Side Estates Gated Community Leeward
4 bedrooms, 4 king beds, 4 bathrooms
7–12 Sept
4.91 out of 5 average rating, 57 reviews
Guest favourite
Home in Leeward Settlement
Leeward Landing Villa
2 bedrooms, 2 king beds, 2 bathrooms
29 Aug – 3 Sept
4.97 out of 5 average rating, 34 reviews
Top guest favourite
Villa in Leeward Settlement
Below Deck: Coziest Luxe Villa w/ Firepit & Kayaks
5 bedrooms, 5 beds, 4 bathrooms
23–28 Aug
5.0 out of 5 average rating, 34 reviews
Guest favourite
Home in Providenciales
2 Bedroom Spectacular Views
2 bedrooms, 2 beds, 2 bathrooms
31 Aug – 5 Sept
5.0 out of 5 average rating, 47 reviews
Guest favourite
Home in Leeward Settlement
Guest House 2B&2B near Grace Bay Beach & Long Bay
2 bedrooms, 5 beds, 2 bathrooms
21–26 Aug
4.94 out of 5 average rating, 89 reviews
Top guest favourite
Townhouse in Grace Bay
Luxury 4Bed/4.5Bath Home w/ Private Pool Gracebay
4 bedrooms, 4 beds, 4.5 bathrooms
2–7 Sept
5.0 out of 5 average rating, 10 reviews
Top guest favourite
Apartment in Providenciales
★★★★★ Modern Condo | Amazing Pool | On Site Spa
2 bedrooms, 2 queen beds, 2 bathrooms
8–13 Sept
4.92 out of 5 average rating, 275 reviews
Top guest favourite
Villa in Long Bay Hills
3 Bedrooms Villa Near The Beach
3 bedrooms, 5 beds, 3 bathrooms
6–11 Sept
4.98 out of 5 average rating, 40 reviews
Top guest favourite
Villa in Grace Bay
Endless Honeymoon Villa
1 bedroom, 1.5 bathrooms
21–26 Aug
4.92 out of 5 average rating, 75 reviews
Guest favourite
Villa in Leeward Settlement
Luxe Villa-Pool, Putting Green, Bocce, Near Beach
4 bedrooms, 4 beds, 4.5 bathrooms
12–17 Sept
4.9 out of 5 average rating, 29 reviews
Guest favourite
Guest house in Long bay
Villa Kendara~50% 9/12-10/3~Beach~Privt~Gate~View
2 bedrooms, 4 beds, 1 bathroom
12–17 Sept
4.94 out of 5 average rating, 95 reviews
Guest favourite
Flat in Leeward Settlement
Luxury Paradise 1 Bedroom condo+pool in Grace Bay
1 bedroom, 1 king bed, 1 bathroom
1–6 Sept
5.0 out of 5 average rating, 94 reviews
Guest favourite
Guest house in Providenciales
Oceanside Turtle Cove Cottage
1 bedroom, 1 bed, 1 bathroom
22–27 Aug
4.84 out of 5 average rating, 61 reviews
Superhost
Home in Leeward Settlement
25% Off Aug 24-27 Great Reviews Walk 2 Beach, Pool
2 bedrooms, 2 beds, 2 bathrooms
14–19 Sept
4.71 out of 5 average rating, 105 reviews
Guest favourite
Cottage in Leeward Settlement
Sandpiper Cottage, minutes from the beach
1 bedroom, 1 king bed, 1 bathroom
2–7 Sept
4.89 out of 5 average rating, 155 reviews
Guest favourite
Villa in Leeward Settlement
Waterfront Luxury Villa with Pool, Dock, Kayaks
5 bedrooms, 6 beds, 5.5 bathrooms
2–7 Sept
4.96 out of 5 average rating, 24 reviews
Guest favourite
Villa in Leeward
Waterfront Villa | Pool, Dock Near Grace Bay
4 bedrooms, 7 beds, 3.5 bathrooms
21–26 Aug
5.0 out of 5 average rating, 11 reviews