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Search results; Over 1,000 homes in Leeward Settlement
Over 1,000 homes in Leeward Settlement
Photo 1 of 14
Guest favourite
Guest favourite
Home in Leeward Settlement
Blue Tang Villa (2 Bedroom)
2 bedrooms
,
·
2 beds
,
·
2 private bathrooms
20–25 Oct
20–25 Oct
$5,279 SGD
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for 5 nights
$5,279 SGD for 5 nights
,
·
5.0 out of 5 average rating, 15 reviews
5.0 (15)
Photo 1 of 29
Guest favourite
Guest favourite
Villa in Leeward Settlement
Providenciales Beach Front Villa by Shoreline
3 bedrooms
3 bedrooms
,
·
3 beds
3 beds
,
·
3 bathrooms
3 bathrooms
13–18 Oct
13–18 Oct
$7,995 SGD
Show price breakdown
for 5 nights
$7,995 SGD for 5 nights
Free cancellation
4.92 out of 5 average rating, 133 reviews
4.92 (133)
Photo 1 of 29
Guest favourite
Guest favourite
Home in Leeward Settlement
Upper East Side Estates Gated Community Leeward
4 bedrooms
4 bedrooms
,
·
4 king beds
4 king beds
,
·
4 bathrooms
4 bathrooms
1–6 Oct
1–6 Oct
$7,208 SGD
$5,699 SGD
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for 5 nights
4.92 out of 5 average rating, 59 reviews
4.92 (59)
Photo 1 of 29
Guest favourite
Guest favourite
Home in Leeward Settlement
Leeward Landing Villa
2 bedrooms
2 bedrooms
,
·
2 king beds
2 king beds
,
·
2 bathrooms
2 bathrooms
1–6 Oct
1–6 Oct
$4,723 SGD
$4,147 SGD
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for 5 nights
4.97 out of 5 average rating, 35 reviews
4.97 (35)
Photo 1 of 29
Top guest favourite
Guest favourite
Villa in Leeward Settlement
Below Deck: Coziest Luxe Villa w/ Firepit & Kayaks
5 bedrooms
5 bedrooms
,
·
5 beds
5 beds
,
·
4 bathrooms
4 bathrooms
18–23 Oct
18–23 Oct
$10,635 SGD
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for 5 nights
$10,635 SGD for 5 nights
5.0 out of 5 average rating, 34 reviews
5.0 (34)
Photo 1 of 19
Superhost
Superhost
Home in Leeward Settlement
Villa Enandi
5 bedrooms
5 bedrooms
,
·
6 beds
6 beds
,
·
5 bathrooms
5 bathrooms
12–17 Oct
12–17 Oct
$8,894 SGD
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for 5 nights
$8,894 SGD for 5 nights
5.0 out of 5 average rating, 4 reviews
5.0 (4)
Photo 1 of 29
Guest favourite
Guest favourite
Villa in Caicos Islands
Sunlit Waterfront Villa w/Pool, Dock, Near Beaches
4 bedrooms
4 bedrooms
,
·
5 beds
5 beds
,
·
5 bathrooms
5 bathrooms
6–11 Oct
6–11 Oct
$7,676 SGD
$6,886 SGD
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for 5 nights
4.94 out of 5 average rating, 33 reviews
4.94 (33)
Photo 1 of 29
Superhost
Superhost
Home in 144645
Villa Starfish
4 bedrooms
4 bedrooms
,
·
7 beds
7 beds
,
·
3.5 bathrooms
3.5 bathrooms
1–6 Oct
1–6 Oct
$9,769 SGD
Show price breakdown
for 5 nights
$9,769 SGD for 5 nights
Free cancellation
4.61 out of 5 average rating, 18 reviews
4.61 (18)
Photo 1 of 25
Guest favourite
Guest favourite
Home in Leeward Settlement
Blue Diamond Villa, Waterfront Escape with Hot tub
3 bedrooms
3 bedrooms
,
·
3 king beds
3 king beds
,
·
3.5 bathrooms
3.5 bathrooms
1–6 Oct
1–6 Oct
$5,958 SGD
$5,180 SGD
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for 5 nights
4.86 out of 5 average rating, 7 reviews
4.86 (7)
Photo 1 of 29
Top guest favourite
Guest favourite
Villa in Leeward Settlement
Leeward Jewel Villa - Luxurious 7 bedroom Canal Fr
7 bedrooms
7 bedrooms
,
·
8 beds
8 beds
,
·
7 bathrooms
7 bathrooms
1–6 Oct
1–6 Oct
$15,180 SGD
$13,389 SGD
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for 5 nights
5.0 out of 5 average rating, 11 reviews
5.0 (11)
Photo 1 of 29
Guest favourite
Guest favourite
Villa in Leeward Settlement
*NEW* Villa Serenity - UESE 5
4 bedrooms
4 bedrooms
,
·
4 beds
4 beds
,
·
3 bathrooms
3 bathrooms
1–6 Oct
1–6 Oct
$6,248 SGD
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for 5 nights
$6,248 SGD for 5 nights
4.94 out of 5 average rating, 17 reviews
4.94 (17)
Photo 1 of 29
Luxe
Luxe
Villa in Providenciales
Villa Khaya - Bespoke Waterfront Home
4 bedrooms
4 bedrooms
,
·
4 beds
4 beds
,
·
4 bathrooms
4 bathrooms
1–6 Oct
1–6 Oct
$7,632 SGD
$6,869 SGD
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for 5 nights
4.92 out of 5 average rating, 13 reviews
4.92 (13)
Photo 1 of 29
Guest favourite
Guest favourite
Home in Leeward Settlement
Sapphire Sands –Lotus Villa #3 Privacy, Pool, BBQ
3 bedrooms
3 bedrooms
,
·
3 beds
3 beds
,
·
3.5 bathrooms
3.5 bathrooms
1–6 Oct
1–6 Oct
$6,316 SGD
Show price breakdown
for 5 nights
$6,316 SGD for 5 nights
4.97 out of 5 average rating, 30 reviews
4.97 (30)
Photo 1 of 22
Superhost
Superhost
Home in Leeward Settlement
25% Off September Great Reviews Walk 2 Beach, Pool
2 bedrooms
2 bedrooms
,
·
2 beds
2 beds
,
·
2 bathrooms
2 bathrooms
3–8 Oct
3–8 Oct
$2,241 SGD
$1,548 SGD
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for 5 nights
4.71 out of 5 average rating, 108 reviews
4.71 (108)
Photo 1 of 29
Guest favourite
Guest favourite
Villa in Leeward Settlement
Live style villa
4 bedrooms
4 bedrooms
,
·
4 beds
4 beds
,
·
3 bathrooms
3 bathrooms
1–6 Oct
1–6 Oct
$8,541 SGD
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for 5 nights
$8,541 SGD for 5 nights
4.89 out of 5 average rating, 38 reviews
4.89 (38)
Photo 1 of 29
Guest favourite
Guest favourite
Home in Grace Bay
Gabriella Luxury Villa - Opening Special Rates
3 bedrooms
3 bedrooms
,
·
3 beds
3 beds
,
·
4.5 bathrooms
4.5 bathrooms
1–6 Oct
1–6 Oct
$4,565 SGD
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for 5 nights
$4,565 SGD for 5 nights
4.95 out of 5 average rating, 19 reviews
4.95 (19)
Photo 1 of 29
Guest favourite
Guest favourite
Villa in Leeward Settlement
Canal Front 3BR Villa and dock+ Pool+Sups+Kayaks
3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
,
·
2 bathrooms
2 bathrooms
1–6 Oct
1–6 Oct
$6,561 SGD
$5,349 SGD
Show price breakdown
for 5 nights
5.0 out of 5 average rating, 5 reviews
5.0 (5)
Photo 1 of 29
Guest favourite
Guest favourite
Home in Leeward Settlement
Blue Tang Villa (5 Bedroom Main House)
5 bedrooms
5 bedrooms
,
·
6 beds
6 beds
,
·
5.5 bathrooms
5.5 bathrooms
20–25 Oct
20–25 Oct
$11,996 SGD
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for 5 nights
$11,996 SGD for 5 nights
5.0 out of 5 average rating, 5 reviews
5.0 (5)
Photo 1 of 28
Luxe
Luxe
Home in Leeward Settlement
sugar apple
4 bedrooms
4 bedrooms
,
·
4 beds
4 beds
,
·
4.5 bathrooms
4.5 bathrooms
1–6 Oct
1–6 Oct
$6,376 SGD
Show price breakdown
for 5 nights
$6,376 SGD for 5 nights
4.89 out of 5 average rating, 18 reviews
4.89 (18)
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