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Search results; Over 1,000 places in Leeward Settlement
Over 1,000 places in Leeward Settlement
Superhost
Superhost
Home in Leeward Settlement
💦 LIQUID 💦 LUXURY Villa 🖤 on the WATER !!!💙
5 beds
5 beds
6–11 Apr
6–11 Apr
$1,814 SGD
$1,666 SGD
night
$1,666 SGD per night, originally $1,814 SGD
4.91 out of 5 average rating, 88 reviews
4.91 (88)
Guest favourite
Guest favourite
Apartment in Leeward Settlement
New! Luxury 1Bed Large Condo
1 bed
1 bed
19–24 Apr
19–24 Apr
$480 SGD
night
$480 SGD per night
4.95 out of 5 average rating, 37 reviews
4.95 (37)
Guest favourite
Guest favourite
Villa in Long Bay Hills
VILLA INFINI..PLUNGE POOL.🌴TROPICAL GETAWAY
2 beds
2 beds
12–17 May
12–17 May
$775 SGD
night
$775 SGD per night
4.97 out of 5 average rating, 79 reviews
4.97 (79)
Guest favourite
Guest favourite
Villa in Leeward Settlement
Unique, Modern Cozy & Private | 2 minutes to Beach
2 king beds
2 king beds
20–25 Apr
20–25 Apr
$895 SGD
night
$895 SGD per night
4.98 out of 5 average rating, 52 reviews
4.98 (52)
Guest favourite
Guest favourite
Home in Leeward Settlement
Piccolo Ponte -Waterfront 3BR Caribbean Villa-Pool
3 beds
3 beds
17–22 May
17–22 May
$1,210 SGD
night
$1,210 SGD per night
5.0 out of 5 average rating, 23 reviews
5.0 (23)
Guest favourite
Guest favourite
Villa in Leeward Settlement
Byculla Villa
4 king beds
4 king beds
9–14 Apr
9–14 Apr
$2,309 SGD
$1,847 SGD
night
$1,847 SGD per night, originally $2,309 SGD
5.0 out of 5 average rating, 32 reviews
5.0 (32)
Superhost
Superhost
Villa in Leeward Settlement
YOLO - Never second guess a vacation worth taking
6 beds
6 beds
30 Apr – 5 May
30 Apr – 5 May
$1,276 SGD
night
$1,276 SGD per night
Home in Caicos Islands
! ! NEW ! ! Designers Dream Marina's Beach House
7 beds
7 beds
9–14 Apr
9–14 Apr
$1,569 SGD
$1,221 SGD
night
$1,221 SGD per night, originally $1,569 SGD
4.83 out of 5 average rating, 12 reviews
4.83 (12)
Guest favourite
Guest favourite
Villa in Providenciales
Amazing Waterfront Villa on Leeward Canals
7 beds
7 beds
19–24 Mar
19–24 Mar
$2,543 SGD
$2,008 SGD
night
$2,008 SGD per night, originally $2,543 SGD
5.0 out of 5 average rating, 39 reviews
5.0 (39)
Guest favourite
Guest favourite
Villa in Leeward Settlement
Providenciales Beach Front Villa
3 beds
3 beds
14–19 Apr
14–19 Apr
$1,738 SGD
night
$1,738 SGD per night
4.92 out of 5 average rating, 53 reviews
4.92 (53)
Guest favourite
Guest favourite
Villa in Grace Bay
Calico Villa
3 beds
3 beds
8–13 Jun
8–13 Jun
$1,396 SGD
night
$1,396 SGD per night
4.96 out of 5 average rating, 85 reviews
4.96 (85)
Villa in Leeward Settlement
Live style villa
4 beds
4 beds
6–11 Apr
6–11 Apr
$2,022 SGD
night
$2,022 SGD per night
Superhost
Superhost
Villa in Long Bay
Villa Julia
6 beds
6 beds
7–12 Apr
7–12 Apr
$4,002 SGD
$3,202 SGD
night
$3,202 SGD per night, originally $4,002 SGD
New place to stay
New
Superhost
Superhost
Home in Leeward Settlement
Bellagio Blu - 4 Bedrooms
4 beds
4 beds
2–7 Apr
2–7 Apr
$1,606 SGD
night
$1,606 SGD per night
5.0 out of 5 average rating, 3 reviews
5.0 (3)
Guest favourite
Guest favourite
Villa in Caicos Islands
Legacy Palms Villa
5 beds
5 beds
14–19 Apr
14–19 Apr
$1,712 SGD
$1,567 SGD
night
$1,567 SGD per night, originally $1,712 SGD
4.9 out of 5 average rating, 69 reviews
4.9 (69)
Guest favourite
Guest favourite
Home in Providenciales
Villa Flamenco - Luxury Vacation Home
4 beds
4 beds
15–20 Apr
15–20 Apr
$2,017 SGD
night
$2,017 SGD per night
4.93 out of 5 average rating, 14 reviews
4.93 (14)
Villa in Leeward Settlement
Caribbean Escape Luxe Waterfront Villa with Pool
9 beds
9 beds
15–20 Apr
15–20 Apr
$6,560 SGD
$5,388 SGD
night
$5,388 SGD per night, originally $6,560 SGD
New place to stay
New
Superhost
Superhost
Villa in Caicos Islands
Villa Seadream - Upper East Side Enclave #16
4 king beds
4 king beds
1–6 May
1–6 May
$1,925 SGD
$1,540 SGD
night
$1,540 SGD per night, originally $1,925 SGD
5.0 out of 5 average rating, 3 reviews
5.0 (3)
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