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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 Jul
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4.91 out of 5 average rating, 158 reviews
Guest favourite
Villa in Leeward Settlement
Providenciales Beach Front Villa by Shoreline
3 bedrooms, 3 beds
15–20 Aug
4.92 out of 5 average rating, 128 reviews
Top guest favourite
Villa in Leeward Settlement
Below Deck: Coziest Luxe Villa w/ Firepit & Kayaks
5 bedrooms, 5 beds
13–18 Jul
5.0 out of 5 average rating, 30 reviews
Guest favourite
Home in Leeward Settlement
Upper East Side Estates Gated Community Leeward
4 bedrooms, 4 beds
12–17 Jul
4.9 out of 5 average rating, 51 reviews
Top guest favourite
Villa in Leeward Settlement
Luxe Villa-Pool, Putting Green, Bocce, Near Beach
4 bedrooms, 4 beds
1–6 Aug
4.96 out of 5 average rating, 23 reviews
Guest favourite
Villa in Long Bay Hills
Private Pool Villa w/ BBQ, & Fire Pit + Near Beach
3 bedrooms, 4 beds
27 Jul – 1 Aug
5.0 out of 5 average rating, 11 reviews
Superhost
Home in Long Bay
Turkcation Villa with Curated Tropical Living
4 bedrooms, 5 beds
26–31 Jul
5.0 out of 5 average rating, 4 reviews
Guest favourite
Villa in Providenciales
Blue Flamingo Villa - Paradise Is a Lifestyle!
3 bedrooms, 4 beds
22–27 Aug
5.0 out of 5 average rating, 5 reviews
Luxe
Villa in Providenciales
Villa Khaya - Bespoke Waterfront Home
4 bedrooms, 4 beds
2–7 Aug
4.89 out of 5 average rating, 9 reviews
Top guest favourite
Home in Leeward Settlement
Blue Tang Villa (2 Bedroom)
2 bedrooms, 2 beds
11–16 Aug
5.0 out of 5 average rating, 15 reviews
Guest favourite
Villa in Leeward Settlement
Canal Front Villa - Private Dock & Pool BBQ
8 bedrooms, 9 beds
5–10 Aug
5.0 out of 5 average rating, 8 reviews
Townhouse in Grace Bay
Luxury 4Bed/4.5Bath Home w/ Private Pool Gracebay
4 bedrooms, 4 beds
1–6 Jul
5.0 out of 5 average rating, 3 reviews
Guest favourite
Home in Leeward Settlement
Sapphire Sands –Lotus Villa #3 Privacy, Pool, BBQ
3 bedrooms, 3 beds
20–25 Jul
4.96 out of 5 average rating, 27 reviews
Top guest favourite
Home in Leeward Settlement
Vision Balance - Canal Front Home in Leeward
3 bedrooms, 6 beds
4–9 Jul
5.0 out of 5 average rating, 45 reviews
Top guest favourite
Home in Grace Bay
Follow Your Dreams Villa!
2 bedrooms, 2 queen beds
17–22 Aug
5.0 out of 5 average rating, 12 reviews
Guest favourite
Home in Leeward Settlement
Vacay Vibez Villa Luxury Water Front with Pool
3 bedrooms, 4 beds
7–12 Jul
4.91 out of 5 average rating, 23 reviews
Superhost
Home in Long Bay Hills
LUXURy Villa: Ocean View. Private Pool! Chef avail
4 bedrooms, 5 beds
17–22 Aug
4.92 out of 5 average rating, 79 reviews
Villa in Long Bay Hills
Oceanfront Turquoise Dream Villa
2 bedrooms, 3 beds
5–10 Jul
4.87 out of 5 average rating, 70 reviews
Superhost
Home in Leeward Settlement
Blue Tang Villa (5 Bedroom Main House)
5 bedrooms, 6 beds
23–28 Aug
5.0 out of 5 average rating, 3 reviews