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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)
,
·
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
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
Show price breakdown
for 5 nights
$9,303 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
,
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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
Top guest favourite
Guest favourite
Home in Grace Bay
Follow Your Dreams Villa!
5.0 out of 5 average rating, 14 reviews
5.0 (14)
,
·
2 bedrooms
2 bedrooms
,
·
2 beds
2 beds
,
·
2.5 bathrooms
2.5 bathrooms
17–22 Aug
17–22 Aug
$3,261 SGD
Show price breakdown
for 5 nights
$3,261 SGD for 5 nights
Free cancellation
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
8–13 Jul
8–13 Jul
$4,293 SGD
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for 5 nights
$4,293 SGD for 5 nights
Guest favourite
Guest favourite
Cottage in Leeward Settlement
Sandpiper Cottage, minutes from the beach
4.9 out of 5 average rating, 148 reviews
4.9 (148)
,
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1 bedroom
1 bedroom
,
·
1 bed
1 bed
,
·
1 bathroom
1 bathroom
20–25 Jul
20–25 Jul
$1,750 SGD
$1,402 SGD
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for 5 nights
Flat in Long Bay Hills
Lush 2-Story Villa, Poolside Bliss Near Beach
4.81 out of 5 average rating, 27 reviews
4.81 (27)
,
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2 bedrooms
2 bedrooms
,
·
2 beds
2 beds
,
·
2.5 bathrooms
2.5 bathrooms
12–17 Jul
12–17 Jul
$3,106 SGD
$1,955 SGD
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for 5 nights
Superhost
Superhost
Home in Providenciales
Grace Bay, Pool, Great Reviews! (#2,3)
4.73 out of 5 average rating, 33 reviews
4.73 (33)
,
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6 bedrooms
6 bedrooms
,
·
8 beds
8 beds
,
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8 bathrooms
8 bathrooms
14–19 Aug
14–19 Aug
$9,183 SGD
$4,858 SGD
Show price breakdown
for 5 nights
Top guest favourite
Guest favourite
Guest suite in Leeward Settlement
The Sandbox (UNIT 1)
4.99 out of 5 average rating, 94 reviews
4.99 (94)
,
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1 bedroom
1 bedroom
,
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1 bed
1 bed
,
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1 bathroom
1 bathroom
14–19 Jul
14–19 Jul
$1,173 SGD
Show price breakdown
for 5 nights
$1,173 SGD for 5 nights
Top guest favourite
Guest favourite
Home in Grace Bay
#10 The Enclave
4.96 out of 5 average rating, 27 reviews
4.96 (27)
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2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
,
·
2.5 bathrooms
2.5 bathrooms
3–8 Oct
3–8 Oct
$2,038 SGD
Show price breakdown
for 5 nights
$2,038 SGD for 5 nights
Luxe
Luxe
Home in Leeward Settlement
CanalFront Retreat 9BR9.5BA Luxury w/ Private Dock
9 bedrooms
9 bedrooms
,
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9 beds
9 beds
,
·
9.5 bathrooms
9.5 bathrooms
16–21 Jul
16–21 Jul
$54,901 SGD
Show price breakdown
for 5 nights
$54,901 SGD for 5 nights
Guest favourite
Guest favourite
Villa in Leeward Settlement
Sea Sun Relax - villa 5 min walk to Grace Bay
4.91 out of 5 average rating, 68 reviews
4.91 (68)
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3 bedrooms
3 bedrooms
,
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4 beds
4 beds
,
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2 bathrooms
2 bathrooms
27 Jul – 1 Aug
27 Jul – 1 Aug
$3,012 SGD
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for 5 nights
$3,012 SGD for 5 nights
Guest favourite
Guest favourite
Home in Leeward Settlement
25%Off July 27-29 Great Reviews Walk 2 Beach, Pool
4.75 out of 5 average rating, 103 reviews
4.75 (103)
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2 bedrooms
2 bedrooms
,
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2 beds
2 beds
,
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2 bathrooms
2 bathrooms
20–25 Aug
20–25 Aug
$2,768 SGD
$2,082 SGD
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for 5 nights
Guest favourite
Guest favourite
Guest house in Long bay
VillaKendara~8/15-9/26@30%OFF~Beach~Prvt~Gate~View
4.94 out of 5 average rating, 95 reviews
4.94 (95)
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2 bedrooms
2 bedrooms
,
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4 beds
4 beds
,
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1 bathroom
1 bathroom
15–22 Aug
15–22 Aug
$3,400 SGD
$2,716 SGD
Show price breakdown
for 7 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
,
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5 beds
5 beds
,
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4.5 bathrooms
4.5 bathrooms
27 Jul – 1 Aug
27 Jul – 1 Aug
$9,671 SGD
Show price breakdown
for 5 nights
$9,671 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, 21 reviews
4.95 (21)
,
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4 bedrooms
4 bedrooms
,
·
5 beds
5 beds
,
·
3 bathrooms
3 bathrooms
8–13 Jul
8–13 Jul
$6,460 SGD
$5,943 SGD
Show price breakdown
for 5 nights
Extended stay discount
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