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Search results; Over 1,000 homes in Leeward Settlement

Top guest favourite
Guest house in Leeward Settlement
"The Nest Cozy Cottage"
1 bedroom, 1 bed, 1 private bathroom
9–14 Aug
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4.98 out of 5 average rating, 131 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, 54 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, 32 reviews
Flat in Leeward Settlement
Marbella Suite 1 | Caribbean Elegance & Luxury
3 bedrooms, 4 beds, 2 bathrooms
10–15 Aug
New place to stay
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
Top guest favourite
Villa in Long Bay Hills
3 Bedrooms Villa Near The Beach
3 bedrooms, 5 beds, 3 bathrooms
6–11 Sept
4.97 out of 5 average rating, 39 reviews
Guest favourite
Home in Providenciales
2 Bedroom Spectacular Views
2 bedrooms, 2 beds, 2 bathrooms
10–15 Aug
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
16–21 Aug
4.94 out of 5 average rating, 88 reviews
Top guest favourite
Home in Providenciales
Private Luxury Villa with Pool 5 Min to GB Beach
1 bedroom, 1 bed, 1.5 bathrooms
23–28 Aug
4.96 out of 5 average rating, 382 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, 153 reviews
Guest favourite
Home in Providenciales
NEW Water Access! Luxe Villa, Infinity Pool& Views
2 bedrooms, 3 beds, 2 bathrooms
11–16 Oct
4.91 out of 5 average rating, 53 reviews
Top guest favourite
Villa in The Bight Settlement
Ideal private getaway villa | 250 yds to the beach
1 bedroom, 1 king bed, 1 bathroom
14–19 Aug
4.97 out of 5 average rating, 150 reviews
Guest favourite
Villa in The Bight Settlement
NEW Luxury Grace Bay villa|Pool | 2 min>Beach|Reef
2 bedrooms, 4 beds, 2.5 bathrooms
10–15 Aug
5.0 out of 5 average rating, 6 reviews
Top guest favourite
Home in Grace Bay
#10 The Enclave
2 bedrooms, 3 beds, 2.5 bathrooms
9–14 Aug
4.97 out of 5 average rating, 30 reviews
Top guest favourite
Villa in The Bight Settlement
New private villa |Pool |300yds to Grace Bay beach
2 bedrooms, 2 beds, 2 bathrooms
2–7 Sept
5.0 out of 5 average rating, 15 reviews
Guest favourite
Villa in Grace Bay
Endless Honeymoon Villa
1 bedroom, 1.5 bathrooms
10–15 Aug
4.92 out of 5 average rating, 75 reviews
Guest favourite
Villa in Leeward Settlement
Delightful Family Villa with Pool in Leeward
3 bedrooms, 5 beds, 3 bathrooms
9–14 Aug
4.75 out of 5 average rating, 61 reviews
Guest favourite
Guest house in Long bay
Villa Kendara~50% OFF 8/21-25~Beach~Priv~Gate~View
2 bedrooms, 4 beds, 1 bathroom
5–11 Sept
4.94 out of 5 average rating, 95 reviews