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Search results; Over 1,000 homes in Leeward Settlement

Top guest favourite
Flat in Leeward Settlement
Romantic Apartment few steps from beach
1 bedroom, 1 bed, 1 private bathroom
6–11 Aug
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4.96 out of 5 average rating, 267 reviews
Guest favourite
Home in Leeward Settlement
Upper East Side Estates Gated Community Leeward
4 bedrooms, 4 king beds
16–21 Aug
4.91 out of 5 average rating, 54 reviews
Guest favourite
Villa in Leeward Settlement
Providenciales Beach Front Villa by Shoreline
3 bedrooms, 3 beds
18–23 Aug
4.92 out of 5 average rating, 130 reviews
Top guest favourite
Villa in Leeward Settlement
Below Deck: Coziest Luxe Villa w/ Firepit & Kayaks
5 bedrooms, 5 beds
23–28 Aug
5.0 out of 5 average rating, 32 reviews
Guest favourite
Villa in Leeward Settlement
Luxe Villa-Pool, Putting Green, Bocce, Near Beach
4 bedrooms, 4 beds
14–19 Aug
4.89 out of 5 average rating, 28 reviews
Top guest favourite
Villa in Grace Bay
Ideal Honeymoon Villa
1 bedroom
21–26 Aug
4.96 out of 5 average rating, 80 reviews
Guest favourite
Home in Leeward Settlement
Caicos Cove Villa: Private Pool near Grace Bay
4 bedrooms, 5 beds
11–16 Aug
4.96 out of 5 average rating, 23 reviews
Villa in Long Bay Hills
Oceanfront Turquoise Dream Villa
2 bedrooms, 3 beds
10–15 Aug
4.88 out of 5 average rating, 73 reviews
Superhost
Home in Leeward
Channel Villa - Elegant Canal-Front Retreat
4 bedrooms, 4 beds
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
6–11 Aug
4.97 out of 5 average rating, 33 reviews
Flat in Leeward Settlement
Marbella Suite 1 | Caribbean Elegance & Luxury
3 bedrooms, 4 beds
7–12 Aug
New place to stay
Top guest favourite
Villa in Long Bay Hills
3 Bedrooms Villa Near The Beach
3 bedrooms, 5 beds
20–25 Sept
4.97 out of 5 average rating, 38 reviews
Guest favourite
Villa in The Bight Settlement
NEW Luxury Grace Bay villa|Pool | 2 min>Beach|Reef
2 bedrooms, 4 beds
10–15 Aug
5.0 out of 5 average rating, 6 reviews
Guest favourite
Villa in Leeward Settlement
Live style villa
4 bedrooms, 4 beds
6–11 Aug
4.89 out of 5 average rating, 38 reviews
Guest favourite
Home in Providenciales
NEW Water Access! Luxe Villa, Infinity Pool& Views
2 bedrooms, 3 beds
11–16 Oct
4.91 out of 5 average rating, 53 reviews
Guest favourite
Villa in Leeward Settlement
Villa Solymar Waterfront 4bedroom Villa with Pool
4 bedrooms, 5 beds
6–11 Aug
5.0 out of 5 average rating, 34 reviews
Guest favourite
Home in Providenciales
2 Bedroom Stunning Views
2 bedrooms, 2 beds
21–26 Sept
4.96 out of 5 average rating, 46 reviews
Top guest favourite
Guest house in Providenciales
Oceanside Turtle Cove Cottage
1 bedroom, 1 bed
6–11 Aug
4.85 out of 5 average rating, 60 reviews
Guest favourite
Villa in Long Bay Hills
Private Romantic Beachfront Getaway!
1 bedroom, 1 king bed
8–13 Aug
5.0 out of 5 average rating, 5 reviews