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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
13–18 Jul
13–18 Jul
$2,314 SGD
$2,136 SGD
Show price breakdown
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
13–18 Jul
13–18 Jul
$10,245 SGD
Show price breakdown
for 5 nights
$10,245 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
15–20 Jul
15–20 Jul
$8,145 SGD
Show price breakdown
for 5 nights
$8,145 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
$8,888 SGD
Show price breakdown
for 5 nights
$8,888 SGD for 5 nights
Luxe
Luxe
Villa in Providenciales
Villa Khaya - Bespoke Waterfront Home
4.89 out of 5 average rating, 9 reviews
4.89 (9)
,
·
4 bedrooms
4 bedrooms
,
·
4 beds
4 beds
,
·
4 bathrooms
4 bathrooms
2–7 Aug
2–7 Aug
$8,545 SGD
Show price breakdown
for 5 nights
$8,545 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)
,
·
4 bedrooms
4 bedrooms
,
·
4 beds
4 beds
,
·
4 bathrooms
4 bathrooms
13–18 Jul
13–18 Jul
$8,607 SGD
$7,315 SGD
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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
13–18 Jul
13–18 Jul
$2,009 SGD
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for 5 nights
$2,009 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)
,
·
4 bedrooms
4 bedrooms
,
·
5 beds
5 beds
,
·
4.5 bathrooms
4.5 bathrooms
2–7 Aug
2–7 Aug
$9,663 SGD
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for 5 nights
$9,663 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)
,
·
3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
,
·
3.5 bathrooms
3.5 bathrooms
14–19 Jul
14–19 Jul
$8,458 SGD
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for 5 nights
$8,458 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
$9,296 SGD
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for 5 nights
$9,296 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, 17 reviews
5.0 (17)
,
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3 bedrooms
3 bedrooms
,
·
3 beds
3 beds
,
·
3.5 bathrooms
3.5 bathrooms
13–18 Jul
13–18 Jul
$6,696 SGD
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for 5 nights
$6,696 SGD for 5 nights
Guest favourite
Guest favourite
Home in Grace Bay
Follow Your Dreams Villa!
5.0 out of 5 average rating, 14 reviews
5.0 (14)
,
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2 bedrooms
2 bedrooms
,
·
2 beds
2 beds
,
·
2.5 bathrooms
2.5 bathrooms
17–22 Aug
17–22 Aug
$3,258 SGD
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for 5 nights
$3,258 SGD 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
13–18 Jul
13–18 Jul
$5,145 SGD
Show price breakdown
for 5 nights
$5,145 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
$12,572 SGD
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for 5 nights
$12,572 SGD for 5 nights
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
,
·
2 beds
2 beds
,
·
2 bathrooms
2 bathrooms
15–20 Jul
15–20 Jul
$2,945 SGD
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for 5 nights
$2,945 SGD for 5 nights
Guest favourite
Guest favourite
Villa in Leeward Settlement
Piccolo Ponte -Waterfront 3BR Caribbean Villa-Pool
4.98 out of 5 average rating, 53 reviews
4.98 (53)
,
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3 bedrooms
3 bedrooms
,
·
3 beds
3 beds
,
·
No bathroom
No bathroom
18–23 Aug
18–23 Aug
$6,399 SGD
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for 5 nights
$6,399 SGD for 5 nights
Top guest favourite
Guest favourite
Home in Grace Bay
#10 The Enclave
4.96 out of 5 average rating, 28 reviews
4.96 (28)
,
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2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
,
·
2.5 bathrooms
2.5 bathrooms
3–8 Oct
3–8 Oct
$2,037 SGD
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for 5 nights
$2,037 SGD for 5 nights
Superhost
Superhost
Home in Leeward Settlement
Gentry House
5.0 out of 5 average rating, 3 reviews
5.0 (3)
,
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3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
,
·
2 bathrooms
2 bathrooms
14–19 Jul
14–19 Jul
$5,171 SGD
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for 5 nights
$5,171 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)
,
·
3 bedrooms
3 bedrooms
,
·
5 beds
5 beds
,
·
2.5 bathrooms
2.5 bathrooms
13–18 Jul
13–18 Jul
$4,290 SGD
Show price breakdown
for 5 nights
$4,290 SGD for 5 nights
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