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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
Top guest favourite
Guest favourite
Guest house in Leeward Settlement
"The Nest Cozy Cottage"
1 bedroom
,
·
1 bed
,
·
1 private bathroom
14–19 Jul
14–19 Jul
$2,084 SGD
Show price breakdown
for 5 nights
$2,084 SGD for 5 nights
,
·
4.98 out of 5 average rating, 130 reviews
4.98 (130)
Top guest favourite
Guest favourite
Villa in Leeward Settlement
Below Deck: Coziest Luxe Villa w/ Firepit & Kayaks
5.0 out of 5 average rating, 30 reviews
5.0 (30)
,
·
5 bedrooms
5 bedrooms
,
·
5 beds
5 beds
,
·
4 bathrooms
4 bathrooms
14–19 Jul
14–19 Jul
$10,259 SGD
Show price breakdown
for 5 nights
$10,259 SGD for 5 nights
Guest favourite
Guest favourite
Home in Leeward Settlement
Upper East Side Estates Gated Community Leeward
4.9 out of 5 average rating, 52 reviews
4.9 (52)
,
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4 bedrooms
4 bedrooms
,
·
4 beds
4 beds
,
·
4 bathrooms
4 bathrooms
16–21 Aug
16–21 Aug
$8,293 SGD
$7,309 SGD
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for 5 nights
Top guest favourite
Guest favourite
Villa in Leeward Settlement
Luxe Villa-Pool, Putting Green, Bocce, Near Beach
4.96 out of 5 average rating, 24 reviews
4.96 (24)
,
·
4 bedrooms
4 bedrooms
,
·
4 beds
4 beds
,
·
4.5 bathrooms
4.5 bathrooms
14–19 Aug
14–19 Aug
$9,308 SGD
Show price breakdown
for 5 nights
$9,308 SGD for 5 nights
Guest favourite
Guest favourite
Home in Leeward Settlement
Guest House 2B&2B near Grace Bay Beach & Long Bay
4.94 out of 5 average rating, 88 reviews
4.94 (88)
,
·
2 bedrooms
2 bedrooms
,
·
5 beds
5 beds
,
·
2 bathrooms
2 bathrooms
28 Jul – 3 Aug
28 Jul – 3 Aug
$2,738 SGD
Show price breakdown
for 6 nights
$2,738 SGD for 6 nights
Guest favourite
Guest favourite
Villa in Leeward Settlement
Canal-Front Pool Luxury Villa with Private Dock
4.96 out of 5 average rating, 23 reviews
4.96 (23)
,
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5 bedrooms
5 bedrooms
,
·
6 beds
6 beds
,
·
5.5 bathrooms
5.5 bathrooms
5–10 Aug
5–10 Aug
$12,704 SGD
$11,669 SGD
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for 5 nights
Guest favourite
Guest favourite
Home in Leeward Settlement
Caicos Cove Villa Private Pool, BBQ near Grace Bay
4.95 out of 5 average rating, 21 reviews
4.95 (21)
,
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4 bedrooms
4 bedrooms
,
·
5 beds
5 beds
,
·
3 bathrooms
3 bathrooms
27 Aug – 1 Sept
27 Aug – 1 Sept
$6,549 SGD
$6,024 SGD
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for 5 nights
Guest favourite
Guest favourite
Villa in Leeward Settlement
Golden Palms – Lotus Villas #2 Privacy, Pool, BBQ
5.0 out of 5 average rating, 18 reviews
5.0 (18)
,
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3 bedrooms
3 bedrooms
,
·
3 beds
3 beds
,
·
3.5 bathrooms
3.5 bathrooms
14–19 Jul
14–19 Jul
$6,705 SGD
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for 5 nights
$6,705 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
5–10 Aug
5–10 Aug
$13,035 SGD
$10,583 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
$11,711 SGD
Show price breakdown
for 5 nights
$11,711 SGD for 5 nights
Top guest favourite
Guest favourite
Villa in Long Bay Hills
3 Bedrooms Villa Near The Beach
4.97 out of 5 average rating, 36 reviews
4.97 (36)
,
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3 bedrooms
3 bedrooms
,
·
5 beds
5 beds
,
·
3 bathrooms
3 bathrooms
26–31 Aug
26–31 Aug
$4,386 SGD
$3,739 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
$8,557 SGD
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for 5 nights
$8,557 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, 30 reviews
5.0 (30)
,
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4 bedrooms
4 bedrooms
,
·
5 beds
5 beds
,
·
4.5 bathrooms
4.5 bathrooms
2–7 Aug
2–7 Aug
$9,676 SGD
Show price breakdown
for 5 nights
$9,676 SGD for 5 nights
Luxe
Luxe
Home in Leeward Settlement
CanalFront Retreat 9BR9.5BA Luxury w/ Private Dock
9 bedrooms
9 bedrooms
,
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9 beds
9 beds
,
·
9.5 bathrooms
9.5 bathrooms
16–21 Jul
16–21 Jul
$54,931 SGD
Show price breakdown
for 5 nights
$54,931 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, 11 reviews
5.0 (11)
,
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3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
,
·
3.5 bathrooms
3.5 bathrooms
27 Jul – 1 Aug
27 Jul – 1 Aug
$7,209 SGD
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for 5 nights
$7,209 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
14–19 Jul
14–19 Jul
$2,718 SGD
Show price breakdown
for 5 nights
$2,718 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, 71 reviews
4.97 (71)
,
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2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
,
·
2 bathrooms
2 bathrooms
12–17 Aug
12–17 Aug
$2,922 SGD
Show price breakdown
for 5 nights
$2,922 SGD for 5 nights
Top guest favourite
Guest favourite
Villa in The Bight Settlement
New private villa |Pool |300yds to Grace Bay beach
5.0 out of 5 average rating, 14 reviews
5.0 (14)
,
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2 bedrooms
2 bedrooms
,
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2 beds
2 beds
,
·
2 bathrooms
2 bathrooms
4–9 Aug
4–9 Aug
$4,803 SGD
Show price breakdown
for 5 nights
$4,803 SGD for 5 nights
Top guest favourite
Guest favourite
Villa in Leeward
Luxury Waterfront Villa | Dock, Pool & Pickleball
5.0 out of 5 average rating, 10 reviews
5.0 (10)
,
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4 bedrooms
4 bedrooms
,
·
7 beds
7 beds
,
·
3.5 bathrooms
3.5 bathrooms
16–21 Aug
16–21 Aug
$10,799 SGD
$9,360 SGD
Show price breakdown
for 5 nights
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