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Search results; Over 1,000 homes in Leeward Settlement

Guest favourite
Guest suite in Leeward Settlement
Handfield's Hideaway Cozy One Bedrm
1 bedroom, 2 beds, 1 private bathroom
1–6 Aug
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4.92 out of 5 average rating, 102 reviews
Guest favourite
Cottage in Leeward Settlement
Sandpiper Cottage, minutes from the beach
1 bedroom, 1 king bed, 1 bathroom
7–12 Sept
4.89 out of 5 average rating, 150 reviews
Top guest favourite
Flat in Leeward Settlement
Luxury Paradise 1 Bedroom condo+pool in Grace Bay
1 bedroom, 1 king bed, 1 bathroom
2–7 Aug
5.0 out of 5 average rating, 93 reviews
Guest favourite
Home in Leeward Settlement
Leeward Landing Villa
2 bedrooms, 2 king beds, 2 bathrooms
3–8 Aug
4.97 out of 5 average rating, 32 reviews
Guest favourite
Room in Leeward Settlement
Minutes from Grace Bay
1 queen bed, 1 bathroom
1–6 Aug
4.92 out of 5 average rating, 12 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, 53 reviews
Superhost
Flat in Grace Bay
25%Off July 30&31 Walk To Beach Ocean Views Z-B304
1 king bed, 1 bathroom
26 Sept – 1 Oct
4.74 out of 5 average rating, 78 reviews
Guest favourite
Cottage in Leeward
Canal Access - SUP - Kayak -Swim. 2BR Guesthouse
2 bedrooms, 2 queen beds, 2 bathrooms
1–6 Aug
5.0 out of 5 average rating, 6 reviews
Top guest favourite
Home in Grace Bay
Follow Your Dreams Villa!
2 bedrooms, 2 queen beds, 2.5 bathrooms
3–8 Aug
5.0 out of 5 average rating, 17 reviews
Top guest favourite
Apartment in Providenciales
*Blue Oasis TCI* Sun, Sand & Poolside Perfection
1 bedroom, 2 beds, 1 bathroom
6–11 Aug
5.0 out of 5 average rating, 43 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
Top guest favourite
Villa in Long Bay Hills
3 Bedrooms Villa Near The Beach
3 bedrooms, 5 beds, 3 bathrooms
26–31 Aug
4.97 out of 5 average rating, 38 reviews
Top guest favourite
Villa in Grace Bay
Ideal Honeymoon Villa
1 bedroom, 1.5 bathrooms
21–26 Aug
4.96 out of 5 average rating, 79 reviews
Guest favourite
Villa in Long Bay Beach
Beach Bungalow Steps from Ocean!
1 bedroom, 1 king bed, 1.5 bathrooms
7–12 Sept
5.0 out of 5 average rating, 11 reviews
Guest favourite
Place to stay in Providenciales
Cozy room/pool in Leeward near sunset, gracebay
1 bedroom, 1 queen bed, 1 bathroom
1–6 Aug
4.96 out of 5 average rating, 51 reviews
Top guest favourite
Flat in Leeward Settlement
Leisure in Paradise - steps from Beach, with pool
1 bedroom, 2 king beds, 1 bathroom
1–6 Aug
4.95 out of 5 average rating, 297 reviews
Top guest favourite
Guest house in Leeward Settlement
"The Nest Cozy Cottage"
1 bedroom, 1 king bed, 1 bathroom
2–7 Aug
4.98 out of 5 average rating, 130 reviews
Guest favourite
Flat in Grace Bay
Crescent 4 - Grace Bay beach 2 min walk
1 bedroom, 1 queen bed, 1 bathroom
20–25 Sept
4.82 out of 5 average rating, 207 reviews
Guest favourite
Villa in Providenciales
Nest *50% OFF! Summer PrivatePool OceanView SunSet
1 bedroom, 1 king bed, 1 bathroom
1–6 Aug
5.0 out of 5 average rating, 56 reviews