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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
15–20 Jul
15–20 Jul
$2,279 SGD
$2,079 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
23–28 Aug
23–28 Aug
$10,231 SGD
Show price breakdown
for 5 nights
$10,231 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
17–22 Jul
17–22 Jul
$8,133 SGD
Show price breakdown
for 5 nights
$8,133 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)
,
·
4 bedrooms
4 bedrooms
,
·
4 beds
4 beds
,
·
4 bathrooms
4 bathrooms
2–7 Aug
2–7 Aug
$8,533 SGD
Show price breakdown
for 5 nights
$8,533 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)
,
·
3 bedrooms
3 bedrooms
,
·
3 beds
3 beds
,
·
3.5 bathrooms
3.5 bathrooms
15–20 Jul
15–20 Jul
$6,687 SGD
Show price breakdown
for 5 nights
$6,687 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, 24 reviews
4.92 (24)
,
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3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
,
·
3.5 bathrooms
3.5 bathrooms
16–21 Jul
16–21 Jul
$8,446 SGD
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for 5 nights
$8,446 SGD for 5 nights
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
15–20 Jul
15–20 Jul
$8,651 SGD
Show price breakdown
for 5 nights
$8,651 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
$8,875 SGD
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for 5 nights
$8,875 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
15–20 Jul
15–20 Jul
$12,554 SGD
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for 5 nights
$12,554 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
$9,282 SGD
Show price breakdown
for 5 nights
$9,282 SGD for 5 nights
Luxe
Luxe
Home in Leeward Settlement
CanalFront Retreat 9BR9.5BA Luxury w/ Private Dock
9 bedrooms
9 bedrooms
,
·
9 beds
9 beds
,
·
9.5 bathrooms
9.5 bathrooms
16–21 Jul
16–21 Jul
$54,779 SGD
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for 5 nights
$54,779 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
$9,650 SGD
Show price breakdown
for 5 nights
$9,650 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
15–20 Jul
15–20 Jul
$4,284 SGD
Show price breakdown
for 5 nights
$4,284 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
,
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4 beds
4 beds
,
·
4 bathrooms
4 bathrooms
16–21 Aug
16–21 Aug
$8,270 SGD
$7,289 SGD
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for 5 nights
Guest favourite
Guest favourite
Villa in Caicos Islands
*NEW* Villa Seadream - UESE 16
4.94 out of 5 average rating, 31 reviews
4.94 (31)
,
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4 bedrooms
4 bedrooms
,
·
4 beds
4 beds
,
·
4 bathrooms
4 bathrooms
2–7 Aug
2–7 Aug
$7,410 SGD
$6,455 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
15–20 Jul
15–20 Jul
$5,137 SGD
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for 5 nights
$5,137 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
,
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2 beds
2 beds
,
·
2 bathrooms
2 bathrooms
16–21 Jul
16–21 Jul
$2,941 SGD
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for 5 nights
$2,941 SGD for 5 nights
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
$10,118 SGD
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for 5 nights
$10,118 SGD for 5 nights
Guest favourite
Guest favourite
Villa in Leeward Settlement
Sea Sun Relax - villa 5 min walk to Grace Bay
4.9 out of 5 average rating, 69 reviews
4.9 (69)
,
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3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
,
·
2 bathrooms
2 bathrooms
27 Jul – 1 Aug
27 Jul – 1 Aug
$2,927 SGD
Show price breakdown
for 5 nights
$2,927 SGD for 5 nights
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