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Homes in Leeward Settlement
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Search results; Over 1,000 homes in Leeward Settlement
Over 1,000 homes in Leeward Settlement
Guest favourite
Guest favourite
Guest suite in Leeward Settlement
Handfield's Hideaway Cozy One Bedrm
1 bedroom
,
·
2 beds
,
·
1 private bathroom
2–7 Aug
2–7 Aug
$1,208 SGD
Show price breakdown
for 5 nights
$1,208 SGD for 5 nights
,
·
4.92 out of 5 average rating, 102 reviews
4.92 (102)
Guest favourite
Guest favourite
Villa in Leeward Settlement
Providenciales Beach Front Villa by Shoreline
4.92 out of 5 average rating, 130 reviews
4.92 (130)
,
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3 bedrooms
3 bedrooms
,
·
3 beds
3 beds
,
·
3 bathrooms
3 bathrooms
18–23 Aug
18–23 Aug
$9,393 SGD
Show price breakdown
for 5 nights
$9,393 SGD for 5 nights
Top guest favourite
Guest favourite
Villa in Leeward Settlement
Below Deck: Coziest Luxe Villa w/ Firepit & Kayaks
5.0 out of 5 average rating, 31 reviews
5.0 (31)
,
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5 bedrooms
5 bedrooms
,
·
5 beds
5 beds
,
·
4 bathrooms
4 bathrooms
23–28 Aug
23–28 Aug
$10,214 SGD
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for 5 nights
$10,214 SGD for 5 nights
Guest favourite
Guest favourite
Home in Leeward Settlement
Upper East Side Estates Gated Community Leeward
4.91 out of 5 average rating, 54 reviews
4.91 (54)
,
·
4 bedrooms
4 bedrooms
,
·
4 beds
4 beds
,
·
4 bathrooms
4 bathrooms
16–21 Aug
16–21 Aug
$8,257 SGD
$7,277 SGD
Show price breakdown
for 5 nights
Flat in Leeward Settlement
Marbella Suite 1 | Caribbean Elegance & Luxury
New place to stay
New
,
·
3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
,
·
2 bathrooms
2 bathrooms
1–6 Aug
1–6 Aug
$10,385 SGD
$8,412 SGD
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for 5 nights
Luxe
Luxe
Villa in Providenciales
Villa Khaya - Bespoke Waterfront Home
4.9 out of 5 average rating, 10 reviews
4.9 (10)
,
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4 bedrooms
4 bedrooms
,
·
4 beds
4 beds
,
·
4 bathrooms
4 bathrooms
2–7 Aug
2–7 Aug
$8,519 SGD
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for 5 nights
$8,519 SGD for 5 nights
Guest favourite
Guest favourite
Home in Leeward Settlement
Vacay Vibez Villa Luxury Water Front with Pool
4.92 out of 5 average rating, 25 reviews
4.92 (25)
,
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3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
,
·
3.5 bathrooms
3.5 bathrooms
3–8 Aug
3–8 Aug
$10,687 SGD
$8,432 SGD
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for 5 nights
Guest favourite
Guest favourite
Home in Leeward Settlement
Caicos Cove Villa: Private Pool near Grace Bay
4.95 out of 5 average rating, 22 reviews
4.95 (22)
,
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4 bedrooms
4 bedrooms
,
·
5 beds
5 beds
,
·
3 bathrooms
3 bathrooms
11–16 Aug
11–16 Aug
$6,435 SGD
$5,920 SGD
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for 5 nights
Extended stay discount
Top guest favourite
Guest favourite
Villa in Long Bay Hills
3 Bedrooms Villa Near The Beach
4.97 out of 5 average rating, 38 reviews
4.97 (38)
,
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3 bedrooms
3 bedrooms
,
·
5 beds
5 beds
,
·
3 bathrooms
3 bathrooms
20–25 Sept
20–25 Sept
$4,367 SGD
$3,722 SGD
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for 5 nights
Home in Venetian Road Settlement
Turtle Haven Escape/Privatechef/yatch/chauffeur
New place to stay
New
,
·
4 bedrooms
4 bedrooms
,
·
5 beds
5 beds
,
·
4.5 bathrooms
4.5 bathrooms
1–6 Aug
1–6 Aug
$7,736 SGD
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for 5 nights
$7,736 SGD for 5 nights
Home in Providenciales
NEW - Aqua Blu Beachfront Villa "The Palm"
5.0 out of 5 average rating, 4 reviews
5.0 (4)
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4 bedrooms
4 bedrooms
,
·
4 beds
4 beds
,
·
5 bathrooms
5 bathrooms
18–23 Aug
18–23 Aug
$12,261 SGD
$8,052 SGD
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for 5 nights
Superhost
Superhost
Home in Leeward Settlement
Blue Tang Villa (5 Bedroom Main House)
5.0 out of 5 average rating, 4 reviews
5.0 (4)
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5 bedrooms
5 bedrooms
,
·
6 beds
6 beds
,
·
5.5 bathrooms
5.5 bathrooms
23–28 Aug
23–28 Aug
$11,660 SGD
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for 5 nights
$11,660 SGD for 5 nights
Guest favourite
Guest favourite
Villa in Leeward Settlement
Luxe Villa-Pool, Putting Green, Bocce, Near Beach
4.89 out of 5 average rating, 28 reviews
4.89 (28)
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4 bedrooms
4 bedrooms
,
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4 beds
4 beds
,
·
4.5 bathrooms
4.5 bathrooms
14–19 Aug
14–19 Aug
$9,267 SGD
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for 5 nights
$9,267 SGD for 5 nights
Guest favourite
Guest favourite
Villa in Leeward Settlement
Villa Solymar Waterfront 4bedroom Villa with Pool
5.0 out of 5 average rating, 32 reviews
5.0 (32)
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4 bedrooms
4 bedrooms
,
·
5 beds
5 beds
,
·
4.5 bathrooms
4.5 bathrooms
2–7 Aug
2–7 Aug
$8,671 SGD
Show price breakdown
for 5 nights
$8,671 SGD for 5 nights
Top guest favourite
Guest favourite
Home in Grace Bay
Hopewell Villa East/Pool & walk to Gracebay Beach
4.97 out of 5 average rating, 72 reviews
4.97 (72)
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2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
,
·
2 bathrooms
2 bathrooms
12–17 Aug
12–17 Aug
$2,777 SGD
Show price breakdown
for 5 nights
$2,777 SGD for 5 nights
Top guest favourite
Guest favourite
Home in Leeward Settlement
PERIWINKLE | Charming Island Home|Near to Beach
4.96 out of 5 average rating, 97 reviews
4.96 (97)
,
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2 bedrooms
2 bedrooms
,
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2 beds
2 beds
,
·
2 bathrooms
2 bathrooms
1–6 Aug
1–6 Aug
$2,691 SGD
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for 5 nights
$2,691 SGD for 5 nights
Superhost
Superhost
Villa in Leeward Settlement
Waterfront 5BR Villa - Kayak Sups Dock + Pool
5.0 out of 5 average rating, 3 reviews
5.0 (3)
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5 bedrooms
5 bedrooms
,
·
6 beds
6 beds
,
·
4 bathrooms
4 bathrooms
11–16 Aug
11–16 Aug
$9,768 SGD
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for 5 nights
$9,768 SGD for 5 nights
Guest favourite
Guest favourite
Villa in Long Bay Hills
Private Pool Villa w/ BBQ, & Fire Pit + Near Beach
5.0 out of 5 average rating, 12 reviews
5.0 (12)
,
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3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
,
·
3.5 bathrooms
3.5 bathrooms
14–19 Aug
14–19 Aug
$7,537 SGD
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for 5 nights
$7,537 SGD for 5 nights
Superhost
Superhost
Villa in Providenciales
The Caicos House -5 mins to the Beach & Dining!
4.84 out of 5 average rating, 32 reviews
4.84 (32)
,
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3 bedrooms
3 bedrooms
,
·
5 beds
5 beds
,
·
2.5 bathrooms
2.5 bathrooms
1–6 Aug
1–6 Aug
$4,277 SGD
Show price breakdown
for 5 nights
$4,277 SGD for 5 nights
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