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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 Leeward Settlement
Piccolo Ponte -Waterfront 3BR Caribbean Villa-Pool
3 bedrooms
3 bedrooms
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·
3 beds
3 beds
,
·
No bathroom
No bathroom
3–8 Jul
3–8 Jul
$6,408 SGD
$5,690 SGD
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for 5 nights
Free cancellation
4.98 out of 5 average rating, 52 reviews
4.98 (52)
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
,
·
4 bathrooms
4 bathrooms
13–18 Jul
13–18 Jul
$10,428 SGD
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for 5 nights
$10,428 SGD for 5 nights
Free cancellation
5.0 out of 5 average rating, 30 reviews
5.0 (30)
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
1–6 Jul
1–6 Jul
$5,636 SGD
$5,152 SGD
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for 5 nights
Villa in Leeward Settlement
Aqua Divina Villas
5 bedrooms
5 bedrooms
,
·
8 beds
8 beds
,
·
5.5 bathrooms
5.5 bathrooms
1–6 Jul
1–6 Jul
$9,461 SGD
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for 5 nights
$9,461 SGD for 5 nights
4.67 out of 5 average rating, 12 reviews
4.67 (12)
Guest favourite
Guest favourite
Villa in Caicos Islands
Waterfront Villa &Pool - Cotton House-Sups -Kayak
4 bedrooms
4 bedrooms
,
·
5 beds
5 beds
,
·
3 bathrooms
3 bathrooms
12–17 Jul
12–17 Jul
$10,965 SGD
$8,900 SGD
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for 5 nights
Free cancellation
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
,
·
4.5 bathrooms
4.5 bathrooms
1–6 Aug
1–6 Aug
$9,309 SGD
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for 5 nights
$9,309 SGD for 5 nights
Free cancellation
4.96 out of 5 average rating, 23 reviews
4.96 (23)
Luxe
Luxe
Villa in Providenciales
Villa Khaya - Bespoke Waterfront Home
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
Free cancellation
4.89 out of 5 average rating, 9 reviews
4.89 (9)
Superhost
Superhost
Home in Long Bay
Turkcation Villa with Curated Tropical Living
4 bedrooms
4 bedrooms
,
·
5 beds
5 beds
,
·
3 bathrooms
3 bathrooms
26–31 Jul
26–31 Jul
$7,812 SGD
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for 5 nights
$7,812 SGD for 5 nights
Free cancellation
5.0 out of 5 average rating, 4 reviews
5.0 (4)
Guest favourite
Guest favourite
Home in Leeward Settlement
Upper East Side Estates Gated Community Leeward
4 bedrooms
4 bedrooms
,
·
4 beds
4 beds
,
·
4 bathrooms
4 bathrooms
12–17 Jul
12–17 Jul
$8,724 SGD
$8,012 SGD
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for 5 nights
Free cancellation
4.9 out of 5 average rating, 51 reviews
4.9 (51)
Superhost
Superhost
Villa in Providenciales
The Caicos House -5 mins to the Beach & Dining!
3 bedrooms
3 bedrooms
,
·
5 beds
5 beds
,
·
2.5 bathrooms
2.5 bathrooms
1–6 Jul
1–6 Jul
$4,296 SGD
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for 5 nights
$4,296 SGD for 5 nights
Free cancellation
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
,
·
4.5 bathrooms
4.5 bathrooms
25–30 Aug
25–30 Aug
$8,544 SGD
$6,473 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 Providenciales
Amazing Waterfront Villa on Leeward Canals
5 bedrooms
5 bedrooms
,
·
7 beds
7 beds
,
·
3.5 bathrooms
3.5 bathrooms
3–8 Jul
3–8 Jul
$12,590 SGD
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for 5 nights
$12,590 SGD for 5 nights
4.98 out of 5 average rating, 65 reviews
4.98 (65)
Guest favourite
Guest favourite
Villa in Leeward Settlement
Providenciales Beach Front Villa by Shoreline
3 bedrooms
3 bedrooms
,
·
3 beds
3 beds
,
·
3 bathrooms
3 bathrooms
15–20 Aug
15–20 Aug
$12,923 SGD
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for 5 nights
$12,923 SGD for 5 nights
Free cancellation
4.92 out of 5 average rating, 128 reviews
4.92 (128)
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
6–11 Jul
6–11 Jul
$54,935 SGD
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for 5 nights
$54,935 SGD for 5 nights
Free cancellation
Townhouse in Grace Bay
Luxury 4Bed/4.5Bath Home w/ Private Pool Gracebay
4 bedrooms
4 bedrooms
,
·
4 beds
4 beds
,
·
4.5 bathrooms
4.5 bathrooms
1–6 Jul
1–6 Jul
$5,234 SGD
$4,803 SGD
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for 5 nights
Free cancellation
5.0 out of 5 average rating, 3 reviews
5.0 (3)
Guest favourite
Guest favourite
Home in Leeward Settlement
Caicos Cove Villa Private Pool, BBQ near Grace Bay
4 bedrooms
4 bedrooms
,
·
5 beds
5 beds
,
·
3 bathrooms
3 bathrooms
7–12 Jul
7–12 Jul
$6,754 SGD
$6,212 SGD
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for 5 nights
Extended stay discount
Free cancellation
4.95 out of 5 average rating, 20 reviews
4.95 (20)
Top guest favourite
Guest favourite
Home in Grace Bay
Follow Your Dreams Villa!
2 bedrooms
2 bedrooms
,
·
2 queen beds
2 queen beds
,
·
2.5 bathrooms
2.5 bathrooms
17–22 Aug
17–22 Aug
$3,350 SGD
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for 5 nights
$3,350 SGD for 5 nights
Free cancellation
5.0 out of 5 average rating, 12 reviews
5.0 (12)
Top guest favourite
Guest favourite
Home in Grace Bay
#10 The Enclave
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
,
·
2.5 bathrooms
2.5 bathrooms
25–30 Aug
25–30 Aug
$2,039 SGD
Show price breakdown
for 5 nights
$2,039 SGD for 5 nights
Free cancellation
4.96 out of 5 average rating, 26 reviews
4.96 (26)
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