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Search results; Over 1,000 homes in Leeward Settlement

Descriptions are based on details hosts provide
Top guest favourite
Guest house in Leeward Settlement
"The Nest Cozy Cottage"
1 bedroom, 1 bed, 1 private bathroom
14–19 Jul
,
4.98 out of 5 average rating, 130 reviews
Top guest favourite
Villa in Leeward Settlement
Waterfront villa with concierge and dock
5 bedrooms, 5 beds, 4 bathrooms
14–19 Jul
5.0 out of 5 average rating, 30 reviews
Guest favourite
Home in Leeward Settlement
Gated villa with pool and golf cart
4 bedrooms, 4 beds, 4 bathrooms
16–21 Aug
4.9 out of 5 average rating, 52 reviews
Top guest favourite
Villa in Leeward Settlement
Luxe Villa-Pool, Putting Green, Bocce, Near Beach
4 bedrooms, 4 beds, 4.5 bathrooms
14–19 Aug
4.96 out of 5 average rating, 24 reviews
Guest favourite
Home in Leeward Settlement
Caicos Cove Villa: Private Pool near Grace Bay
4 bedrooms, 5 beds, 3 bathrooms
27 Aug – 1 Sept
4.95 out of 5 average rating, 21 reviews
Guest favourite
Home in Leeward Settlement
Walk to Grace Bay Beach, with jacuzzi
2 bedrooms, 5 beds, 2 bathrooms
28 Jul – 3 Aug
4.94 out of 5 average rating, 88 reviews
Superhost
Villa in Leeward Settlement
Solar-powered canal front villa with dock
5 bedrooms, 6 beds, 4 bathrooms
5–10 Aug
5.0 out of 5 average rating, 3 reviews
Luxe
Villa in Providenciales
Villa Khaya - Bespoke Waterfront Home
4 bedrooms, 4 beds, 4 bathrooms
2–7 Aug
4.9 out of 5 average rating, 10 reviews
Guest favourite
Villa in Leeward Settlement
Villa Solymar Waterfront 4bedroom Villa with Pool
4 bedrooms, 5 beds, 4.5 bathrooms
2–7 Aug
5.0 out of 5 average rating, 30 reviews
Superhost
Home in Leeward Settlement
Waterfront villa with a pool and jacuzzi
5 bedrooms, 6 beds, 5.5 bathrooms
23–28 Aug
5.0 out of 5 average rating, 4 reviews
Guest favourite
Villa in Leeward Settlement
Newly built with pool near Grace Bay
3 bedrooms, 3 beds, 3.5 bathrooms
14–19 Jul
5.0 out of 5 average rating, 18 reviews
Guest favourite
Villa in Long Bay Hills
Private Pool Villa w/ BBQ, & Fire Pit + Near Beach
3 bedrooms, 4 beds, 3.5 bathrooms
27 Jul – 1 Aug
5.0 out of 5 average rating, 11 reviews
Guest favourite
Villa in Providenciales
Blue Flamingo Villa - Paradise Is a Lifestyle!
3 bedrooms, 4 beds, 2.5 bathrooms
19–24 Jul
5.0 out of 5 average rating, 6 reviews
Villa in Leeward Settlement
Villa Cariad
4 bedrooms, 4 king beds, 5 bathrooms
28 Jul – 2 Aug
Top guest favourite
Villa in The Bight Settlement
New private villa |Pool |300yds to Grace Bay beach
2 bedrooms, 2 beds, 2 bathrooms
4–9 Aug
5.0 out of 5 average rating, 14 reviews
Luxe
Home in Leeward Settlement
Canal-front estate with infinity pool and dock
9 bedrooms, 9 beds, 9.5 bathrooms
16–21 Jul
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, 36 reviews
Top guest favourite
Villa in Venetian Road Settlement
French Cay Estate on Turtle Lake
5 bedrooms, 6 beds, 3 bathrooms
27 Jul – 1 Aug
5.0 out of 5 average rating, 68 reviews
Top guest favourite
Villa in Leeward
Waterfront with a dock, pool, and pickleball
4 bedrooms, 7 beds, 3.5 bathrooms
16–21 Aug
5.0 out of 5 average rating, 10 reviews