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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
Guest house in Leeward Settlement
Pelican Cottage -Mins. to the Beach!
Studio
,
·
1 private bathroom
1–6 Jul
1–6 Jul
$1,413 SGD
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for 5 nights
$1,413 SGD for 5 nights
,
·
4.91 out of 5 average rating, 158 reviews
4.91 (158)
Guest favourite
Guest favourite
Villa in Providenciales
Amazing Waterfront Villa on Leeward Canals
5 bedrooms
5 bedrooms
,
·
7 beds
7 beds
3–8 Jul
3–8 Jul
$12,587 SGD
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for 5 nights
$12,587 SGD for 5 nights
4.98 out of 5 average rating, 65 reviews
4.98 (65)
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
13–18 Jul
13–18 Jul
$10,418 SGD
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for 5 nights
$10,418 SGD for 5 nights
5.0 out of 5 average rating, 30 reviews
5.0 (30)
Guest favourite
Guest favourite
Villa in Leeward Settlement
Piccolo Ponte -Waterfront 3BR Caribbean Villa-Pool
3 bedrooms
3 bedrooms
,
·
3 beds
3 beds
3–8 Jul
3–8 Jul
$6,407 SGD
$5,689 SGD
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for 5 nights
4.98 out of 5 average rating, 52 reviews
4.98 (52)
Superhost
Superhost
Home in Leeward Settlement
Beach Daze Villa - Your Tropical Vacation Awaits
3 bedrooms
3 bedrooms
,
·
6 beds
6 beds
1–6 Jul
1–6 Jul
$5,635 SGD
$5,151 SGD
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for 5 nights
Luxe
Luxe
Villa in Providenciales
Villa Khaya - Bespoke Waterfront Home
4 bedrooms
4 bedrooms
,
·
4 beds
4 beds
2–7 Aug
2–7 Aug
$8,555 SGD
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for 5 nights
$8,555 SGD for 5 nights
4.89 out of 5 average rating, 9 reviews
4.89 (9)
Guest favourite
Guest favourite
Villa in Caicos Islands
Waterfront Villa &Pool - Cotton House-Sups -Kayak
4 bedrooms
4 bedrooms
,
·
5 beds
5 beds
12–17 Jul
12–17 Jul
$10,963 SGD
$8,898 SGD
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for 5 nights
5.0 out of 5 average rating, 8 reviews
5.0 (8)
Top guest favourite
Guest favourite
Villa in Leeward Settlement
Luxe Villa-Pool, Putting Green, Bocce, Near Beach
4 bedrooms
4 bedrooms
,
·
4 beds
4 beds
1–6 Aug
1–6 Aug
$9,307 SGD
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for 5 nights
$9,307 SGD for 5 nights
4.96 out of 5 average rating, 23 reviews
4.96 (23)
Superhost
Superhost
Home in Long Bay
Turkcation Villa with Curated Tropical Living
4 bedrooms
4 bedrooms
,
·
5 beds
5 beds
1–6 Jul
1–6 Jul
$7,766 SGD
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for 5 nights
$7,766 SGD for 5 nights
5.0 out of 5 average rating, 4 reviews
5.0 (4)
Villa in Leeward Settlement
Aqua Divina Villas
5 bedrooms
5 bedrooms
,
·
8 beds
8 beds
1–6 Jul
1–6 Jul
$9,459 SGD
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for 5 nights
$9,459 SGD for 5 nights
4.67 out of 5 average rating, 12 reviews
4.67 (12)
Guest favourite
Guest favourite
Home in Leeward Settlement
Upper East Side Estates Gated Community Leeward
4 bedrooms
4 bedrooms
,
·
4 beds
4 beds
12–17 Jul
12–17 Jul
$8,722 SGD
$8,010 SGD
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for 5 nights
4.9 out of 5 average rating, 52 reviews
4.9 (52)
Top guest favourite
Guest favourite
Home in Leeward Settlement
Vision Balance - Canal Front Home in Leeward
3 bedrooms
3 bedrooms
,
·
6 beds
6 beds
4–9 Jul
4–9 Jul
$7,960 SGD
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for 5 nights
$7,960 SGD for 5 nights
5.0 out of 5 average rating, 45 reviews
5.0 (45)
Superhost
Superhost
Villa in Providenciales
The Caicos House -5 mins to the Beach & Dining!
3 bedrooms
3 bedrooms
,
·
5 beds
5 beds
1–6 Jul
1–6 Jul
$4,295 SGD
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for 5 nights
$4,295 SGD for 5 nights
4.84 out of 5 average rating, 32 reviews
4.84 (32)
Guest favourite
Guest favourite
Villa in Providenciales
Salt Air Villa - Canalfront, Leeward
4 bedrooms
4 bedrooms
,
·
5 beds
5 beds
25–30 Aug
25–30 Aug
$8,542 SGD
$6,472 SGD
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for 5 nights
4.77 out of 5 average rating, 35 reviews
4.77 (35)
Guest favourite
Guest favourite
Villa in Leeward Settlement
Providenciales Beach Front Villa by Shoreline
3 bedrooms
3 bedrooms
,
·
3 beds
3 beds
15–20 Aug
15–20 Aug
$12,920 SGD
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for 5 nights
$12,920 SGD for 5 nights
Free cancellation
4.92 out of 5 average rating, 128 reviews
4.92 (128)
Townhouse in Grace Bay
Luxury 4Bed/4.5Bath Home w/ Private Pool Gracebay
4 bedrooms
4 bedrooms
,
·
4 beds
4 beds
1–6 Jul
1–6 Jul
$5,233 SGD
$4,802 SGD
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for 5 nights
5.0 out of 5 average rating, 3 reviews
5.0 (3)
Top guest favourite
Guest favourite
Villa in Leeward Settlement
Leeward Jewel Villa - Luxurious 7 bedroom Canal Fr
7 bedrooms
7 bedrooms
,
·
8 beds
8 beds
3–8 Jul
3–8 Jul
$17,314 SGD
$16,019 SGD
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for 5 nights
5.0 out of 5 average rating, 11 reviews
5.0 (11)
Villa in Grace Bay
Villa Rise
4 bedrooms
4 bedrooms
1–6 Jul
1–6 Jul
$8,698 SGD
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for 5 nights
$8,698 SGD for 5 nights
4.83 out of 5 average rating, 6 reviews
4.83 (6)
Top guest favourite
Guest favourite
Villa in Leeward
Luxury Waterfront Villa | Dock, Pool & Pickleball
4 bedrooms
4 bedrooms
,
·
7 beds
7 beds
6–11 Jul
6–11 Jul
$10,254 SGD
$8,890 SGD
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for 5 nights
5.0 out of 5 average rating, 9 reviews
5.0 (9)
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