filters

Search results; Over 1,000 homes in Leeward Settlement

Top guest favourite
Flat in Leeward Settlement
Leisure in Paradise - steps from Beach, with pool
1 bedroom, 2 beds, 1 private bathroom
12–17 Aug
,
4.95 out of 5 average rating, 299 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, 55 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, 33 reviews
Top guest favourite
Villa in Grace Bay
Ideal Honeymoon Villa
1 bedroom, 1.5 bathrooms
15–20 Sept
4.96 out of 5 average rating, 81 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
Superhost
Home in Leeward
Channel Villa - Elegant Canal-Front Retreat
4 bedrooms, 4 beds, 3.5 bathrooms
13–18 Aug
4.86 out of 5 average rating, 7 reviews
Top guest favourite
Townhouse in Grace Bay
Luxury 4Bed/4.5Bath Home w/ Private Pool Gracebay
4 bedrooms, 4 beds, 4.5 bathrooms
25–30 Aug
5.0 out of 5 average rating, 9 reviews
Superhost
Home in Providenciales
Tranquil 60% OFF! SummerRate PrivatePool OceanView
1 king bed, 1 bathroom
23–28 Aug
New place to stay
Flat in Leeward Settlement
Marbella Suite 1 | Caribbean Elegance & Luxury
3 bedrooms, 4 beds, 2 bathrooms
13–18 Aug
New place to stay
Superhost
Home in Grace Bay
Love Villa - 2 BDR in Grace Bay
2 bedrooms, 2 beds, 2.5 bathrooms
13–18 Aug
Villa in Long Bay Hills
Oceanfront Turquoise Dream Villa
2 bedrooms, 3 beds, 2 bathrooms
13–18 Sept
4.88 out of 5 average rating, 73 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
Guest favourite
Villa in The Bight Settlement
NEW Luxury Grace Bay villa|Pool | 2 min>Beach|Reef
2 bedrooms, 4 beds, 2.5 bathrooms
23–28 Aug
5.0 out of 5 average rating, 7 reviews
Guest favourite
Home in Leeward Settlement
Leeward Landing Villa
2 bedrooms, 2 king beds, 2 bathrooms
12–17 Aug
4.97 out of 5 average rating, 34 reviews
Guest favourite
Home in Providenciales
2 Bedroom Spectacular Views
2 bedrooms, 2 beds, 2 bathrooms
13–18 Aug
5.0 out of 5 average rating, 47 reviews
Guest favourite
Home in Leeward Settlement
Blue Diamond Villa, Waterfront Escape with Hot tub
3 bedrooms, 3 king beds, 3.5 bathrooms
12–17 Aug
4.86 out of 5 average rating, 7 reviews
Guest favourite
Home in Leeward Settlement
Caicos Cove Villa: Private Pool near Grace Bay
4 bedrooms, 5 beds, 3 bathrooms
12–17 Aug
4.96 out of 5 average rating, 23 reviews
Top guest favourite
Home in Grace Bay
Follow Your Dreams Villa!
2 bedrooms, 2 queen beds, 2.5 bathrooms
12–17 Aug
5.0 out of 5 average rating, 17 reviews