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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, 149 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, 31 reviews
Guest favourite
Home in Leeward Settlement
Upper East Side Estates Gated Community Leeward
4 bedrooms, 4 king beds, 4 bathrooms
16–21 Aug
4.9 out of 5 average rating, 52 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
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
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 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
Top guest favourite
Home in Grace Bay
Follow Your Dreams Villa!
2 bedrooms, 2 queen beds, 2.5 bathrooms
11–16 Aug
5.0 out of 5 average rating, 16 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
Guest favourite
Home in Leeward Settlement
Erisa Studio - Cozy Comfortf - 5 min to GraceBay
1 bedroom, 1 king bed, 1 bathroom
1–6 Sept
4.94 out of 5 average rating, 107 reviews
Top guest favourite
Room in Leeward Settlement
Minutes from Grace Bay
1 queen bed, 1 bathroom
1–6 Aug
5.0 out of 5 average rating, 11 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
4.92 out of 5 average rating, 26 reviews
Guest favourite
Villa in Leeward Settlement
Sea Sun Relax - villa 5 min walk to Grace Bay
3 bedrooms, 4 beds, 2 bathrooms
25–30 Aug
4.9 out of 5 average rating, 69 reviews
Guest favourite
Flat in Leeward Settlement
15 mins walk to restaurants and beach
2 bedrooms, 2 beds, 1 bathroom
1–6 Aug
4.93 out of 5 average rating, 14 reviews
Superhost
Flat in Long Bay Hills
Ponciana House Pool Side Studio, Ocean View
1 queen bed, 1 bathroom
7–12 Sept
4.81 out of 5 average rating, 108 reviews
Superhost
Villa in Grace Bay
Caya Villa 1 - 2 Bedroom - Modern Island Home
2 bedrooms, 3 beds, 2.5 bathrooms
3–8 Aug
4.89 out of 5 average rating, 35 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
Top guest favourite
Villa in Providenciales
Villa DelEvan 4A / 1-bedrm Beach front villa
1 bedroom, 1 king bed, 1.5 bathrooms
2–7 Aug
4.99 out of 5 average rating, 139 reviews