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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
12–17 Jul
12–17 Jul
$2,316 SGD
$2,152 SGD
Show price breakdown
for 5 nights
,
·
4.98 out of 5 average rating, 130 reviews
4.98 (130)
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
7–12 Jul
7–12 Jul
$8,136 SGD
Show price breakdown
for 5 nights
$8,136 SGD for 5 nights
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
$10,234 SGD
Show price breakdown
for 5 nights
$10,234 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)
,
·
3 bedrooms
3 bedrooms
,
·
3 beds
3 beds
,
·
No bathroom
No bathroom
5–10 Jul
5–10 Jul
$5,676 SGD
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for 5 nights
$5,676 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)
,
·
4 bedrooms
4 bedrooms
,
·
4 beds
4 beds
,
·
4.5 bathrooms
4.5 bathrooms
1–6 Aug
1–6 Aug
$9,286 SGD
Show price breakdown
for 5 nights
$9,286 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
$8,536 SGD
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for 5 nights
$8,536 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
12–17 Jul
12–17 Jul
$8,878 SGD
Show price breakdown
for 5 nights
$8,878 SGD for 5 nights
Top guest favourite
Guest favourite
Home in Grace Bay
Follow Your Dreams Villa!
5.0 out of 5 average rating, 13 reviews
5.0 (13)
,
·
2 bedrooms
2 bedrooms
,
·
2 beds
2 beds
,
·
2.5 bathrooms
2.5 bathrooms
17–22 Aug
17–22 Aug
$3,342 SGD
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for 5 nights
$3,342 SGD for 5 nights
Free cancellation
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
$54,798 SGD
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for 5 nights
$54,798 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
12–17 Jul
12–17 Jul
$8,702 SGD
$7,992 SGD
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for 5 nights
Guest favourite
Guest favourite
Villa in Leeward Settlement
Providenciales Beach Front Villa by Shoreline
4.92 out of 5 average rating, 129 reviews
4.92 (129)
,
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3 bedrooms
3 bedrooms
,
·
3 beds
3 beds
,
·
3 bathrooms
3 bathrooms
15–20 Aug
15–20 Aug
$12,890 SGD
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for 5 nights
$12,890 SGD for 5 nights
Free cancellation
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
7–12 Jul
7–12 Jul
$9,578 SGD
$8,448 SGD
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for 5 nights
Guest favourite
Guest favourite
Villa in Providenciales
Salt Air Villa - Canalfront, Leeward
4.77 out of 5 average rating, 35 reviews
4.77 (35)
,
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4 bedrooms
4 bedrooms
,
·
5 beds
5 beds
,
·
4.5 bathrooms
4.5 bathrooms
25–30 Aug
25–30 Aug
$8,523 SGD
$6,457 SGD
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for 5 nights
Superhost
Superhost
Home in Long Bay
Turkcation Villa with Curated Tropical Living
5.0 out of 5 average rating, 4 reviews
5.0 (4)
,
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4 bedrooms
4 bedrooms
,
·
5 beds
5 beds
,
·
3 bathrooms
3 bathrooms
5–10 Jul
5–10 Jul
$7,755 SGD
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for 5 nights
$7,755 SGD for 5 nights
Guest favourite
Guest favourite
Villa in Providenciales
Amazing Waterfront Villa on Leeward Canals
4.98 out of 5 average rating, 66 reviews
4.98 (66)
,
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5 bedrooms
5 bedrooms
,
·
7 beds
7 beds
,
·
3.5 bathrooms
3.5 bathrooms
14–19 Jul
14–19 Jul
$12,558 SGD
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for 5 nights
$12,558 SGD for 5 nights
Guest favourite
Guest favourite
Home in Leeward Settlement
Caicos Cove Villa Private Pool, BBQ near Grace Bay
4.95 out of 5 average rating, 20 reviews
4.95 (20)
,
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4 bedrooms
4 bedrooms
,
·
5 beds
5 beds
,
·
3 bathrooms
3 bathrooms
7–12 Jul
7–12 Jul
$6,673 SGD
$6,137 SGD
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for 5 nights
Extended stay discount
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
8–13 Jul
8–13 Jul
$7,232 SGD
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for 5 nights
$7,232 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
$6,689 SGD
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for 5 nights
$6,689 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
27 Jul – 1 Aug
27 Jul – 1 Aug
$9,653 SGD
Show price breakdown
for 5 nights
$9,653 SGD for 5 nights
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