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Search results; Over 1,000 homes in Leeward Settlement

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Guest favourite
Cottage in Leeward Settlement
Sandpiper Cottage, minutes from the beach
1 bedroom, 1 bed, 1 private bathroom
2–7 Sept
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4.89 out of 5 average rating, 156 reviews
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Guest favourite
Home in Leeward Settlement
Upper East Side Estates Gated Community Leeward
4 bedrooms, 4 king beds
7–12 Sept
4.91 out of 5 average rating, 57 reviews
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Guest favourite
Villa in Leeward Settlement
Providenciales Beach Front Villa by Shoreline
3 bedrooms, 3 beds
7–12 Sept
4.92 out of 5 average rating, 132 reviews
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Guest favourite
Home in Leeward Settlement
Leeward Landing Villa
2 bedrooms, 2 king beds
1–6 Sept
4.97 out of 5 average rating, 35 reviews
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Guest favourite
Villa in Leeward Settlement
Luxe Villa-Pool, Putting Green, Bocce, Near Beach
4 bedrooms, 4 beds
12–17 Sept
4.9 out of 5 average rating, 30 reviews
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Top guest favourite
Villa in Leeward Settlement
Below Deck: Coziest Luxe Villa w/ Firepit & Kayaks
5 bedrooms, 5 beds
1–6 Oct
5.0 out of 5 average rating, 34 reviews
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Top guest favourite
Cottage in Leeward
Canal Access - SUP - Kayak -Swim. 2BR Guesthouse
2 bedrooms, 2 queen beds
11–16 Sept
5.0 out of 5 average rating, 8 reviews
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Guest favourite
Home in Leeward Settlement
Blue Diamond Villa, Waterfront Escape with Hot tub
3 bedrooms, 3 king beds
1–6 Sept
4.86 out of 5 average rating, 7 reviews
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Home in Long Bay Hills
Twins Villa - Mellizo B
2 bedrooms, 2 beds
1–6 Sept
5.0 out of 5 average rating, 3 reviews
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Luxe
Home in Leeward Settlement
CanalFront Retreat 9BR9.5BA Luxury w/ Private Dock
9 bedrooms, 9 beds
1–6 Sept
5.0 out of 5 average rating, 3 reviews
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Top guest favourite
Villa in Grace Bay
Ideal Honeymoon Villa
1 bedroom
3–8 Sept
4.96 out of 5 average rating, 84 reviews
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Guest favourite
Guest house in Long bay
Villa Kendara~50% 9/26-10/3 ~Beach~Privt~Gate~View
2 bedrooms, 4 beds
26 Sept – 2 Oct
4.94 out of 5 average rating, 96 reviews
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Flat in Long Bay Hills
Lush 2-Story Villa, Poolside Bliss Near Beach
2 bedrooms, 2 queen beds
1–6 Sept
4.82 out of 5 average rating, 28 reviews
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Guest favourite
Villa in Leeward Settlement
3BR Villa | Pool | 100 Steps to Pelican Beach
3 bedrooms, 5 beds
1–6 Sept
4.75 out of 5 average rating, 61 reviews
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Guest favourite
Home in Leeward Settlement
Guest House 2B&2B near Grace Bay Beach & Long Bay
2 bedrooms, 5 beds
6–11 Sept
4.94 out of 5 average rating, 89 reviews
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Guest favourite
Home in Leeward
Channel Villa - Elegant Canal-Front Retreat
4 bedrooms, 4 beds
1–6 Sept
4.88 out of 5 average rating, 8 reviews
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Guest favourite
Place to stay in Providenciales
Cozy room/pool in Leeward near sunset, gracebay
1 bedroom, 1 queen bed
1–6 Sept
4.96 out of 5 average rating, 52 reviews
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Guest favourite
Home in Grace Bay
Gabriella Luxury Villa - Opening Special Rates
3 bedrooms, 3 beds
3–8 Sept
4.95 out of 5 average rating, 19 reviews
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Guest favourite
Villa in Leeward Settlement
Sea Sun Relax - villa 5 min walk to Grace Bay
3 bedrooms, 4 beds
10–15 Sept
4.9 out of 5 average rating, 73 reviews