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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
Villa in Leeward Settlement
Sea Sun Relax - villa 5 min walk to Grace Bay
3 bedrooms
,
·
4 beds
,
·
2 private bathrooms
1–6 Sept
1–6 Sept
$3,011 SGD
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for 5 nights
$3,011 SGD for 5 nights
,
·
4.9 out of 5 average rating, 71 reviews
4.9 (71)
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
18–23 Aug
18–23 Aug
$9,328 SGD
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for 5 nights
$9,328 SGD for 5 nights
Pay $0 today
Free cancellation
4.92 out of 5 average rating, 130 reviews
4.92 (130)
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
16–21 Aug
16–21 Aug
$8,199 SGD
$7,227 SGD
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for 5 nights
4.91 out of 5 average rating, 55 reviews
4.91 (55)
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
23–28 Aug
23–28 Aug
$10,783 SGD
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for 5 nights
$10,783 SGD for 5 nights
5.0 out of 5 average rating, 33 reviews
5.0 (33)
Superhost
Superhost
Home in Grace Bay
Live Villa - 2 BDR in Grace Bay
2 bedrooms
2 bedrooms
,
·
2 beds
2 beds
,
·
2.5 bathrooms
2.5 bathrooms
14–19 Aug
14–19 Aug
$4,074 SGD
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for 5 nights
$4,074 SGD for 5 nights
5.0 out of 5 average rating, 4 reviews
5.0 (4)
Superhost
Superhost
Home in Leeward
Channel Villa - Elegant Canal-Front Retreat
4 bedrooms
4 bedrooms
,
·
4 beds
4 beds
,
·
3.5 bathrooms
3.5 bathrooms
13–18 Aug
13–18 Aug
$6,330 SGD
$5,743 SGD
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for 5 nights
4.86 out of 5 average rating, 7 reviews
4.86 (7)
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
12–17 Aug
12–17 Aug
$4,776 SGD
$4,272 SGD
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for 5 nights
4.97 out of 5 average rating, 34 reviews
4.97 (34)
Guest favourite
Guest favourite
Villa in Leeward
Waterfront Villa | Pool, Dock Near Grace Bay
4 bedrooms
4 bedrooms
,
·
7 beds
7 beds
,
·
3.5 bathrooms
3.5 bathrooms
16–21 Aug
16–21 Aug
$9,222 SGD
$8,411 SGD
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for 5 nights
Free cancellation
5.0 out of 5 average rating, 10 reviews
5.0 (10)
Superhost
Superhost
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
13–18 Aug
13–18 Aug
$6,598 SGD
$5,379 SGD
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for 5 nights
5.0 out of 5 average rating, 4 reviews
5.0 (4)
Superhost
Superhost
Villa in Leeward Settlement
Waterfront 5BR Villa - Kayak Sups Dock + Pool
5 bedrooms
5 bedrooms
,
·
6 beds
6 beds
,
·
4 bathrooms
4 bathrooms
13–18 Aug
13–18 Aug
$10,028 SGD
$8,175 SGD
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for 5 nights
5.0 out of 5 average rating, 3 reviews
5.0 (3)
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
12–17 Aug
12–17 Aug
$5,843 SGD
$4,764 SGD
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for 5 nights
4.86 out of 5 average rating, 7 reviews
4.86 (7)
Top guest favourite
Guest favourite
Villa in Leeward Settlement
Villa Solymar Waterfront 4bedroom Villa with Pool
4 bedrooms
4 bedrooms
,
·
5 beds
5 beds
,
·
4.5 bathrooms
4.5 bathrooms
12–17 Aug
12–17 Aug
$9,567 SGD
$8,610 SGD
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for 5 nights
5.0 out of 5 average rating, 34 reviews
5.0 (34)
Top guest favourite
Guest favourite
Cottage in Leeward
Canal Access - SUP - Kayak -Swim. 2BR Guesthouse
2 bedrooms
2 bedrooms
,
·
2 queen beds
2 queen beds
,
·
2 bathrooms
2 bathrooms
13–18 Aug
13–18 Aug
$2,271 SGD
$1,904 SGD
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for 5 nights
5.0 out of 5 average rating, 7 reviews
5.0 (7)
Guest favourite
Guest favourite
Villa in Leeward Settlement
Live style villa
4 bedrooms
4 bedrooms
,
·
4 beds
4 beds
,
·
3 bathrooms
3 bathrooms
12–17 Aug
12–17 Aug
$7,980 SGD
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for 5 nights
$7,980 SGD for 5 nights
4.89 out of 5 average rating, 38 reviews
4.89 (38)
Guest favourite
Guest favourite
Villa in Leeward Settlement
Luxury Canal Front Villa Kayaks, Pool & BBQ
8 bedrooms
8 bedrooms
,
·
9 beds
9 beds
,
·
7.5 bathrooms
7.5 bathrooms
12–17 Aug
12–17 Aug
$21,629 SGD
$19,837 SGD
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for 5 nights
Extended stay discount
Free cancellation
5.0 out of 5 average rating, 8 reviews
5.0 (8)
Guest favourite
Guest favourite
Home in Providenciales
NEW - Aqua Blu Beachfront Villa "The Palm"
4 bedrooms
4 bedrooms
,
·
4 king beds
4 king beds
,
·
5 bathrooms
5 bathrooms
7–12 Sept
7–12 Sept
$10,483 SGD
$8,422 SGD
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for 5 nights
5.0 out of 5 average rating, 5 reviews
5.0 (5)
Top guest favourite
Guest favourite
Home in Grace Bay
Follow Your Dreams Villa!
2 bedrooms
2 bedrooms
,
·
2 queen beds
2 queen beds
,
·
2.5 bathrooms
2.5 bathrooms
12–17 Aug
12–17 Aug
$3,226 SGD
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for 5 nights
$3,226 SGD for 5 nights
Pay $0 today
Free cancellation
5.0 out of 5 average rating, 17 reviews
5.0 (17)
Guest favourite
Guest favourite
Villa in Leeward Settlement
Luxe Villa-Pool, Putting Green, Bocce, Near Beach
4 bedrooms
4 bedrooms
,
·
4 beds
4 beds
,
·
4.5 bathrooms
4.5 bathrooms
14–19 Aug
14–19 Aug
$9,049 SGD
$8,191 SGD
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for 5 nights
4.89 out of 5 average rating, 28 reviews
4.89 (28)
Flat in Leeward Settlement
Marbella Suite 1 | Caribbean Elegance & Luxury
3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
,
·
2 bathrooms
2 bathrooms
13–18 Aug
13–18 Aug
$10,599 SGD
$8,581 SGD
Show price breakdown
for 5 nights
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