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Search results; Over 1,000 homes in Leeward Settlement

Home in Leeward Settlement
Waterfront Escape • Pool & Dock • Grace Bay Nearby
3 bedrooms, 3 beds, 3 private bathrooms
12–17 Aug
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4.71 out of 5 average rating, 14 reviews
Guest favourite
Villa in Leeward Settlement
Providenciales Beach Front Villa by Shoreline
3 bedrooms, 3 beds, 3 bathrooms
18–23 Aug
4.92 out of 5 average rating, 130 reviews
Guest favourite
Home in Leeward Settlement
Upper East Side Estates Gated Community Leeward
4 bedrooms, 4 king beds, 4 bathrooms
16–21 Aug
4.91 out of 5 average rating, 55 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, 33 reviews
Guest favourite
Villa in Leeward
Waterfront Villa | Pool, Dock Near Grace Bay
4 bedrooms, 7 beds, 3.5 bathrooms
16–21 Aug
5.0 out of 5 average rating, 10 reviews
Superhost
Home in Leeward
Channel Villa - Elegant Canal-Front Retreat
4 bedrooms, 4 beds, 3.5 bathrooms
13–18 Aug
4.86 out of 5 average rating, 7 reviews
Guest favourite
Home in Leeward Settlement
Leeward Landing Villa
2 bedrooms, 2 king beds, 2 bathrooms
11–16 Aug
4.97 out of 5 average rating, 34 reviews
Guest favourite
Home in Leeward Settlement
Blue Diamond Villa, Waterfront Escape with Hot tub
3 bedrooms, 3 king beds, 3.5 bathrooms
11–16 Aug
4.86 out of 5 average rating, 7 reviews
Superhost
Villa in Leeward Settlement
Waterfront 5BR Villa - Kayak Sups Dock + Pool
5 bedrooms, 6 beds, 4 bathrooms
12–17 Aug
5.0 out of 5 average rating, 3 reviews
Top guest favourite
Villa in Leeward Settlement
Villa Solymar Waterfront 4bedroom Villa with Pool
4 bedrooms, 5 beds, 4.5 bathrooms
11–16 Aug
5.0 out of 5 average rating, 34 reviews
Guest favourite
Villa in Leeward Settlement
Luxury Canal Front Villa Kayaks, Pool & BBQ
8 bedrooms, 9 beds, 7.5 bathrooms
11–16 Aug
5.0 out of 5 average rating, 8 reviews
Superhost
Villa in Leeward Settlement
Canal Front 3BR Villa and dock+ Pool+Sups+Kayaks
3 bedrooms, 4 beds, 2 bathrooms
12–17 Aug
5.0 out of 5 average rating, 4 reviews
Superhost
Home in Leeward Settlement
Blue Tang Villa (5 Bedroom Main House)
5 bedrooms, 6 beds, 5.5 bathrooms
23–28 Aug
5.0 out of 5 average rating, 4 reviews
Guest favourite
Villa in Leeward Settlement
Luxe Villa-Pool, Putting Green, Bocce, Near Beach
4 bedrooms, 4 beds, 4.5 bathrooms
14–19 Aug
4.89 out of 5 average rating, 28 reviews
Flat in Leeward Settlement
Marbella Suite 1 | Caribbean Elegance & Luxury
3 bedrooms, 4 beds, 2 bathrooms
12–17 Aug
New place to stay
Superhost
Villa in Providenciales
Swan Villa-2br 2Bath
2 bedrooms, 2 beds, 2.5 bathrooms
1–6 Feb
4.78 out of 5 average rating, 9 reviews
Luxe
Villa in Providenciales
Villa Khaya - Bespoke Waterfront Home
4 bedrooms, 4 beds, 4 bathrooms
30 Sept – 5 Oct
4.91 out of 5 average rating, 11 reviews
Superhost
Villa in Grace Bay
Bougain Villa | New Luxury Villa Near Grace Bay
4 bedrooms, 5 beds, 2.5 bathrooms
11–16 Aug
Home in Providenciales
NEW - Aqua Blu Beachfront Villa "The Orchid"
4 bedrooms, 4 beds, 5 bathrooms
17–22 Aug
New place to stay