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Search results; Over 1,000 homes in Leeward Settlement

Guest favourite
Guest house in Leeward Settlement
Pelican Cottage -Mins. to the Beach!
Studio, 1 private bathroom
1–6 Aug
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4.91 out of 5 average rating, 158 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, 152 reviews
Guest favourite
Flat in Leeward Settlement
Luxury Paradise 1 Bedroom condo+pool in Grace Bay
1 bedroom, 1 king bed, 1 bathroom
3–8 Aug
5.0 out of 5 average rating, 93 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
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
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
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
Holiday home in Venetian Road Settlement
Lovely studio apartment, with pool
1 bedroom, 1 bed, 1 bathroom
23–28 Nov
4.95 out of 5 average rating, 100 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, 80 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
Home in Long Bay Hills
Twins Villa - Mellizo B
2 bedrooms, 2 beds, 2 bathrooms
1–6 Aug
5.0 out of 5 average rating, 3 reviews
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, 299 reviews
Superhost
Home in Leeward
Channel Villa - Elegant Canal-Front Retreat
4 bedrooms, 4 beds, 3.5 bathrooms
13–18 Aug
4.83 out of 5 average rating, 6 reviews
Guest favourite
Home in Leeward Settlement
Caicos Cove Villa: Private Pool near Grace Bay
4 bedrooms, 5 beds, 3 bathrooms
11–16 Aug
4.95 out of 5 average rating, 22 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
Room in Leeward Settlement
Minutes from Grace Bay
1 queen bed, 1 bathroom
4–9 Aug
4.92 out of 5 average rating, 12 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
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
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