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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
$2,315 SGD
$2,138 SGD
Show price breakdown
for 5 nights
,
·
4.98 out of 5 average rating, 130 reviews
4.98 (130)
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
12–17 Jul
12–17 Jul
$9,088 SGD
Show price breakdown
for 5 nights
$9,088 SGD for 5 nights
Free cancellation
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)
,
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5 bedrooms
5 bedrooms
,
·
5 beds
5 beds
,
·
4 bathrooms
4 bathrooms
13–18 Jul
13–18 Jul
$10,330 SGD
Show price breakdown
for 5 nights
$10,330 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
,
·
4 beds
4 beds
,
·
4 bathrooms
4 bathrooms
12–17 Jul
12–17 Jul
$8,718 SGD
$8,007 SGD
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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, 21 reviews
4.95 (21)
,
·
4 bedrooms
4 bedrooms
,
·
5 beds
5 beds
,
·
3 bathrooms
3 bathrooms
8–13 Jul
8–13 Jul
$6,460 SGD
$5,943 SGD
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for 5 nights
Extended stay discount
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
1–6 Aug
1–6 Aug
$9,303 SGD
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for 5 nights
$9,303 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)
,
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3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
,
·
3.5 bathrooms
3.5 bathrooms
13–18 Jul
13–18 Jul
$8,464 SGD
Show price breakdown
for 5 nights
$8,464 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
$54,901 SGD
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for 5 nights
$54,901 SGD for 5 nights
Guest favourite
Guest favourite
Villa in Providenciales
Blue Flamingo Villa - Paradise Is a Lifestyle!
5.0 out of 5 average rating, 5 reviews
5.0 (5)
,
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3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
,
·
2.5 bathrooms
2.5 bathrooms
19–24 Jul
19–24 Jul
$4,472 SGD
Show price breakdown
for 5 nights
$4,472 SGD for 5 nights
Free cancellation
Top guest favourite
Guest favourite
Villa in Leeward
Luxury Waterfront Villa | Dock, Pool & Pickleball
5.0 out of 5 average rating, 10 reviews
5.0 (10)
,
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4 bedrooms
4 bedrooms
,
·
7 beds
7 beds
,
·
3.5 bathrooms
3.5 bathrooms
13–18 Jul
13–18 Jul
$8,527 SGD
Show price breakdown
for 5 nights
$8,527 SGD for 5 nights
Superhost
Superhost
Home in Long Bay Hills
LUXURy Villa: Ocean View. Private Pool! Chef avail
4.92 out of 5 average rating, 79 reviews
4.92 (79)
,
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4 bedrooms
4 bedrooms
,
·
5 beds
5 beds
,
·
4.5 bathrooms
4.5 bathrooms
23–28 Jul
23–28 Jul
$4,577 SGD
Show price breakdown
for 5 nights
$4,577 SGD for 5 nights
Guest favourite
Guest favourite
Home in Leeward Settlement
Leeward Landing Villa
4.97 out of 5 average rating, 30 reviews
4.97 (30)
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2 bedrooms
2 bedrooms
,
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2 beds
2 beds
,
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2 bathrooms
2 bathrooms
3–8 Aug
3–8 Aug
$4,919 SGD
Show price breakdown
for 5 nights
$4,919 SGD for 5 nights
Guest favourite
Guest favourite
Flat in Caicos Islands
Guest Apartment near Grace Bay Beach
4.97 out of 5 average rating, 104 reviews
4.97 (104)
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1 bedroom
1 bedroom
,
·
3 beds
3 beds
,
·
1 bathroom
1 bathroom
8–13 Jul
8–13 Jul
$1,176 SGD
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for 5 nights
$1,176 SGD for 5 nights
Guest favourite
Guest favourite
Villa in Leeward Settlement
Canal Front Villa - Private Dock & Pool BBQ
5.0 out of 5 average rating, 8 reviews
5.0 (8)
,
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8 bedrooms
8 bedrooms
,
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9 beds
9 beds
,
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7.5 bathrooms
7.5 bathrooms
5–10 Aug
5–10 Aug
$21,865 SGD
$20,053 SGD
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for 5 nights
Extended stay discount
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
,
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5 beds
5 beds
,
·
4.5 bathrooms
4.5 bathrooms
27 Jul – 1 Aug
27 Jul – 1 Aug
$9,671 SGD
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for 5 nights
$9,671 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
12–17 Jul
12–17 Jul
$10,151 SGD
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for 5 nights
$10,151 SGD for 5 nights
Free cancellation
Guest favourite
Guest favourite
Home in Discovery Bay
Luz Maria Villa- 3 bed 3 bath, Pool and Hot Tub!
5.0 out of 5 average rating, 9 reviews
5.0 (9)
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3 bedrooms
3 bedrooms
,
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3 beds
3 beds
,
·
3 bathrooms
3 bathrooms
13–18 Jul
13–18 Jul
$5,300 SGD
Show price breakdown
for 5 nights
$5,300 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
8–13 Jul
8–13 Jul
$5,149 SGD
Show price breakdown
for 5 nights
$5,149 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)
,
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4 bedrooms
4 bedrooms
,
·
4 beds
4 beds
,
·
4 bathrooms
4 bathrooms
2–7 Aug
2–7 Aug
$8,552 SGD
Show price breakdown
for 5 nights
$8,552 SGD for 5 nights
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