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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)
,
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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
Top guest favourite
Guest favourite
Home in Leeward Settlement
Vision Balance - Canal Front Home in Leeward
5.0 out of 5 average rating, 45 reviews
5.0 (45)
,
·
3 bedrooms
3 bedrooms
,
·
6 beds
6 beds
,
·
2 bathrooms
2 bathrooms
16–21 Jul
16–21 Jul
$8,155 SGD
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for 5 nights
$8,155 SGD for 5 nights
Guest favourite
Guest favourite
Villa in Caicos Islands
Waterfront Villa &Pool - Cotton House-Sups -Kayak
5.0 out of 5 average rating, 8 reviews
5.0 (8)
,
·
4 bedrooms
4 bedrooms
,
·
5 beds
5 beds
,
·
3 bathrooms
3 bathrooms
5–10 Aug
5–10 Aug
$10,964 SGD
$8,900 SGD
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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)
,
·
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
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
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for 5 nights
$9,676 SGD for 5 nights
Guest favourite
Guest favourite
Home in Leeward Settlement
Vacay Vibez Villa Luxury Water Front with Pool
4.91 out of 5 average rating, 23 reviews
4.91 (23)
,
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3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
,
·
3.5 bathrooms
3.5 bathrooms
15–20 Jul
15–20 Jul
$8,469 SGD
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for 5 nights
$8,469 SGD 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
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)
,
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4 bedrooms
4 bedrooms
,
·
4 beds
4 beds
,
·
4.5 bathrooms
4.5 bathrooms
14–19 Aug
14–19 Aug
$9,308 SGD
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for 5 nights
$9,308 SGD 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
Guest favourite
Guest favourite
Villa in Providenciales
Amazing Waterfront Villa on Leeward Canals
4.99 out of 5 average rating, 67 reviews
4.99 (67)
,
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5 bedrooms
5 bedrooms
,
·
7 beds
7 beds
,
·
3.5 bathrooms
3.5 bathrooms
14–19 Jul
14–19 Jul
$12,589 SGD
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for 5 nights
$12,589 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
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for 5 nights
$54,931 SGD for 5 nights
Guest favourite
Guest favourite
Home in Grace Bay
Follow Your Dreams Villa!
5.0 out of 5 average rating, 15 reviews
5.0 (15)
,
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2 bedrooms
2 bedrooms
,
·
2 beds
2 beds
,
·
2.5 bathrooms
2.5 bathrooms
17–22 Aug
17–22 Aug
$3,262 SGD
Show price breakdown
for 5 nights
$3,262 SGD for 5 nights
Pay $0 today
Free cancellation
Superhost
Superhost
Home in 144645
Villa Starfish
4.76 out of 5 average rating, 17 reviews
4.76 (17)
,
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4 bedrooms
4 bedrooms
,
·
7 beds
7 beds
,
·
3.5 bathrooms
3.5 bathrooms
15–20 Jul
15–20 Jul
$10,146 SGD
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for 5 nights
$10,146 SGD for 5 nights
Pay $0 today
Free cancellation
Guest favourite
Guest favourite
Cottage in Leeward
Canal Access - SUP - Kayak -Swim. 2BR Guesthouse
5.0 out of 5 average rating, 5 reviews
5.0 (5)
,
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2 bedrooms
2 bedrooms
,
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2 beds
2 beds
,
·
2 bathrooms
2 bathrooms
15–20 Jul
15–20 Jul
$3,479 SGD
$2,949 SGD
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for 5 nights
Superhost
Superhost
Home in Leeward Settlement
Beach Daze Villa - Your Tropical Vacation Awaits
3 bedrooms
3 bedrooms
,
·
6 beds
6 beds
,
·
2 bathrooms
2 bathrooms
14–19 Jul
14–19 Jul
$5,636 SGD
$5,152 SGD
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for 5 nights
Top guest favourite
Guest favourite
Villa in Leeward Settlement
Leeward Jewel Villa - Luxurious 7 bedroom Canal Fr
5.0 out of 5 average rating, 11 reviews
5.0 (11)
,
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7 bedrooms
7 bedrooms
,
·
8 beds
8 beds
,
·
7 bathrooms
7 bathrooms
15–20 Jul
15–20 Jul
$16,022 SGD
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for 5 nights
$16,022 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)
,
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2 bedrooms
2 bedrooms
,
·
5 beds
5 beds
,
·
2 bathrooms
2 bathrooms
28 Jul – 3 Aug
28 Jul – 3 Aug
$2,738 SGD
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for 6 nights
$2,738 SGD for 6 nights
Pay $0 today
Free cancellation
Superhost
Superhost
Villa in Leeward Settlement
Canal Front 3BR Villa and dock+ Pool+Sups+Kayaks
5.0 out of 5 average rating, 4 reviews
5.0 (4)
,
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3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
,
·
2 bathrooms
2 bathrooms
6–11 Aug
6–11 Aug
$8,537 SGD
$6,932 SGD
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for 5 nights
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