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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
25–30 Jul
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4.92 out of 5 average rating, 102 reviews
Guest favourite
Villa in Leeward Settlement
Providenciales Beach Front Villa by Shoreline
3 bedrooms, 3 beds, 3 bathrooms
17–22 Jul
4.92 out of 5 average rating, 130 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, 30 reviews
Guest favourite
Home in Leeward Settlement
Upper East Side Estates Gated Community Leeward
4 bedrooms, 4 beds, 4 bathrooms
16–21 Aug
4.9 out of 5 average rating, 52 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
Top guest favourite
Villa in Leeward
Luxury Waterfront Villa | Dock, Pool & Pickleball
4 bedrooms, 7 beds, 3.5 bathrooms
16–21 Aug
5.0 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, 31 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
4.92 out of 5 average rating, 26 reviews
Guest favourite
Villa in Leeward Settlement
Live style villa
4 bedrooms, 4 beds, 3 bathrooms
20–25 Jul
4.89 out of 5 average rating, 37 reviews
Top guest favourite
Villa in The Bight Settlement
New private villa |Pool |300yds to Grace Bay beach
2 bedrooms, 2 beds, 2 bathrooms
29 Jul – 3 Aug
5.0 out of 5 average rating, 14 reviews
Superhost
Villa in Leeward Settlement
Waterfront 5BR Villa - Kayak Sups Dock + Pool
5 bedrooms, 6 beds, 4 bathrooms
5–10 Aug
5.0 out of 5 average rating, 3 reviews
Guest favourite
Villa in Leeward Settlement
Golden Palms – Lotus Villas #2 Privacy, Pool, BBQ
3 bedrooms, 3 beds, 3.5 bathrooms
17–22 Jul
5.0 out of 5 average rating, 18 reviews
Superhost
Villa in Providenciales
Cascade Villa lll- Modern 1BR/1BR Mins to Gracebay
1 bedroom, 2 beds, 1 bathroom
17–22 Jul
New place to stay
Top guest favourite
Villa in Long Bay Hills
3 Bedrooms Villa Near The Beach
3 bedrooms, 5 beds, 3 bathrooms
31 Aug – 5 Sept
4.97 out of 5 average rating, 36 reviews
Top guest favourite
Villa in Grace Bay
Ideal Honeymoon Villa
1 bedroom, 1.5 bathrooms
31 Aug – 5 Sept
4.96 out of 5 average rating, 78 reviews
Luxe
Villa in Leeward Settlement
Aqua Bliss Villa
4 bedrooms, 4 king beds, 5 bathrooms
20–25 Jul
Superhost
Home in Long Bay Hills
LUXURy Villa: Ocean View. Private Pool! Chef avail
4 bedrooms, 5 beds, 4.5 bathrooms
17–22 Aug
4.92 out of 5 average rating, 79 reviews
Guest favourite
Home in Leeward Settlement
Guest House 2B&2B near Grace Bay Beach & Long Bay
2 bedrooms, 5 beds, 2 bathrooms
28 Jul – 3 Aug
4.94 out of 5 average rating, 88 reviews
Superhost
Home in Leeward Settlement
Blue Tang Villa (5 Bedroom Main House)
5 bedrooms, 6 beds, 5.5 bathrooms
23–28 Aug
5.0 out of 5 average rating, 4 reviews