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Search results; Over 1,000 homes in Leeward Settlement

Top guest favourite
Home in Leeward Settlement
PERIWINKLE | Charming Island Home|Near to Beach
2 bedrooms, 2 beds, 2 private bathrooms
3–8 Jul
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4.96 out of 5 average rating, 96 reviews
Top guest favourite
Villa in Leeward Settlement
Providenciales Beach Front Villa by Shoreline
3 bedrooms, 3 beds, 3 bathrooms
28 Jul – 2 Aug
4.92 out of 5 average rating, 126 reviews
Guest favourite
Home in Leeward Settlement
Upper East Side Estates Gated Community Leeward
4 bedrooms, 4 beds, 4 bathrooms
12–17 Jul
4.9 out of 5 average rating, 50 reviews
Top guest favourite
Villa in Leeward Settlement
Below Deck: Coziest Luxe Villa w/ Firepit & Kayaks
5 bedrooms, 5 beds, 4 bathrooms
13–18 Jul
5.0 out of 5 average rating, 27 reviews
Top guest favourite
Villa in Leeward Settlement
Luxe Villa-Pool, Putting Green, Bocce, Near Beach
4 bedrooms, 4 beds, 4.5 bathrooms
1–6 Aug
4.96 out of 5 average rating, 23 reviews
Villa in Providenciales
Blue Flamingo Villa - Paradise Is a Lifestyle!
3 bedrooms, 4 beds, 2.5 bathrooms
31 Aug – 5 Sept
5.0 out of 5 average rating, 4 reviews
Luxe
Villa in Providenciales
Villa Khaya - Bespoke Waterfront Home
4 bedrooms, 4 beds, 4 bathrooms
18–23 Jun
4.89 out of 5 average rating, 9 reviews
Guest favourite
Home in Leeward Settlement
Guest House 2B&2B near Grace Bay Beach & Long Bay
2 bedrooms, 5 beds, 2 bathrooms
24–29 Jun
4.94 out of 5 average rating, 87 reviews
Top guest favourite
Villa in Leeward
Butler Service, Waterfront Pickleball Villa
4 bedrooms, 7 beds, 3.5 bathrooms
19–24 Jun
5.0 out of 5 average rating, 9 reviews
Guest favourite
Home in Leeward Settlement
Leeward Landing Villa
2 bedrooms, 2 beds, 2 bathrooms
11–16 Jul
4.96 out of 5 average rating, 28 reviews
Home in Leeward Settlement
Blue Diamond Villa
3 bedrooms, 3 beds, 3.5 bathrooms
19–24 Jun
4.8 out of 5 average rating, 5 reviews
Flat in Leeward Settlement
Villa 714 mar
1 bedroom, 1 bed, 1 bathroom
18–23 Jun
New place to stay
Guest favourite
Guest house in Leeward Settlement
Pelican Cottage -Mins. to the Beach!
1 bathroom
18–23 Jun
4.91 out of 5 average rating, 158 reviews
Guest favourite
Villa in Leeward Settlement
Villa Solymar Waterfront 4bedroom Villa with Pool
4 bedrooms, 5 beds, 4.5 bathrooms
3–8 Aug
5.0 out of 5 average rating, 29 reviews
Guest favourite
Villa in Leeward Settlement
Golden Palms – Lotus Villas #2 Privacy, Pool, BBQ
3 bedrooms, 3 beds, 3.5 bathrooms
18–23 Jun
5.0 out of 5 average rating, 17 reviews
Guest favourite
Home in Leeward Settlement
Caicos Cove Villa Private Pool, BBQ near Grace Bay
4 bedrooms, 5 beds, 3 bathrooms
7–12 Jul
4.95 out of 5 average rating, 20 reviews
Top guest favourite
Home in Leeward Settlement
Vision Balance - Canal Front Home in Leeward
3 bedrooms, 6 beds, 2 bathrooms
20–25 Jun
5.0 out of 5 average rating, 45 reviews
Superhost
Home in Leeward Settlement
Beach Daze Villa - Your Tropical Vacation Awaits
3 bedrooms, 6 beds, 2 bathrooms
20–25 Jun
Guest favourite
Home in Long Bay Hills
Resort style luxury villa with ocean view
4 bedrooms, 5 beds, 4.5 bathrooms
27 Jul – 1 Aug
5.0 out of 5 average rating, 9 reviews