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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

$1,413 SGD for 5 nights

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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, 3 bathrooms

15–20 Aug

$12,921 SGD for 5 nights

Free cancellation

4.92 out of 5 average rating, 127 reviews

Top guest favourite

Villa in Leeward Settlement

Below Deck: Coziest Luxe Villa w/ Firepit & Kayaks

5 bedrooms, 5 beds, 4 bathrooms

13–18 Jul

$10,262 SGD for 5 nights

5.0 out of 5 average rating, 29 reviews

Guest favourite

Home in Leeward Settlement

Upper East Side Estates Gated Community Leeward

4 bedrooms, 4 beds, 4 bathrooms

12–17 Jul

4.9 out of 5 average rating, 51 reviews

Guest favourite

Villa in Long Bay Hills

Private Pool Villa w/ BBQ, & Fire Pit + Near Beach

3 bedrooms, 4 beds, 3.5 bathrooms

14–19 Jul

$6,393 SGD for 5 nights

5.0 out of 5 average rating, 11 reviews

Top guest favourite

Villa in Leeward Settlement

Luxe Villa-Pool, Putting Green, Bocce, Near Beach

4 bedrooms, 4 beds, 4.5 bathrooms

1–6 Aug

$9,308 SGD for 5 nights

4.96 out of 5 average rating, 23 reviews

Guest favourite

Villa in Providenciales

Blue Flamingo Villa - Paradise Is a Lifestyle!

3 bedrooms, 4 beds, 2.5 bathrooms

1–6 Jul

$4,751 SGD for 5 nights

Free cancellation

5.0 out of 5 average rating, 5 reviews

Luxe

Villa in Providenciales

Villa Khaya - Bespoke Waterfront Home

4 bedrooms, 4 beds, 4 bathrooms

2–7 Aug

$8,556 SGD for 5 nights

4.89 out of 5 average rating, 9 reviews

Top guest favourite

Home in Leeward Settlement

Vision Balance - Canal Front Home in Leeward

3 bedrooms, 6 beds, 2 bathrooms

4–9 Jul

$7,961 SGD for 5 nights

5.0 out of 5 average rating, 45 reviews

Guest favourite

Home in Leeward Settlement

Sapphire Sands –Lotus Villa #3 Privacy, Pool, BBQ

3 bedrooms, 3 beds, 3.5 bathrooms

20–25 Jul

$7,086 SGD for 5 nights

4.96 out of 5 average rating, 27 reviews

Townhouse in Grace Bay

Luxury 4Bed/4.5Bath Home w/ Private Pool Gracebay

4 bedrooms, 4 beds, 4.5 bathrooms

1–6 Jul

5.0 out of 5 average rating, 3 reviews

Superhost

Home in Long Bay

Turkcation Villa with Curated Tropical Living

4 bedrooms, 5 beds, 3 bathrooms

26–31 Jul

$7,810 SGD for 5 nights

5.0 out of 5 average rating, 4 reviews

Guest favourite

Home in Leeward Settlement

Guest House 2B&2B near Grace Bay Beach & Long Bay

2 bedrooms, 5 beds, 2 bathrooms

4–9 Jul

$1,970 SGD for 5 nights

4.94 out of 5 average rating, 87 reviews

Superhost

Home in Leeward Settlement

Beach Daze Villa - Your Tropical Vacation Awaits

3 bedrooms, 6 beds, 2 bathrooms

1–6 Jul

$5,151 SGD for 5 nights

Guest favourite

Villa in Leeward Settlement

Canal Front Villa - Private Dock & Pool BBQ

8 bedrooms, 9 beds, 7.5 bathrooms

5–10 Aug

5.0 out of 5 average rating, 8 reviews

Luxe

Villa in Long Bay

Coco Rock - Villa Julia (Villa Julia)

5 bedrooms, 6 beds, 5.5 bathrooms

5–10 Jul

$16,892 SGD for 5 nights

5.0 out of 5 average rating, 24 reviews

Superhost

Home in Leeward Settlement

Blue Tang Villa (5 Bedroom Main House)

5 bedrooms, 6 beds, 5.5 bathrooms

23–28 Aug

$12,970 SGD for 5 nights

5.0 out of 5 average rating, 3 reviews

Top guest favourite

Villa in The Bight Settlement

New private villa |Pool |300yds to Grace Bay beach

2 bedrooms, 2 beds, 2 bathrooms

7–12 Oct

$4,343 SGD for 5 nights

5.0 out of 5 average rating, 13 reviews

Guest favourite

Villa in Grace Bay

Grace House Amazing home in the heart of Grace Bay

2 bedrooms, 2 king beds, 2 bathrooms

1–6 Jul

$4,064 SGD for 5 nights

4.89 out of 5 average rating, 18 reviews