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Leeward Settlement
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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
May 26 – 31
May 26 – 31
$1,221
$990
night
$990 per night, originally $1,221
4.91 out of 5 average rating, 90 reviews
4.91 (90)
Guest favorite
Guest favorite
Villa in Providenciales
Amazing Waterfront Villa on Leeward Canals
7 beds
7 beds
May 6 – 11
May 6 – 11
$1,148
night
$1,148 per night
5.0 out of 5 average rating, 39 reviews
5.0 (39)
Guest favorite
Guest favorite
Villa in Leeward Settlement
Ocean Pearl-Brand new villa/pool in governors road
3 beds
3 beds
Apr 21 – 26
Apr 21 – 26
$465
$295
night
$295 per night, originally $465
4.93 out of 5 average rating, 15 reviews
4.93 (15)
Guest favorite
Guest favorite
Condo in Leeward Settlement
New! Luxury 1Bed Large Condo
1 bed
1 bed
May 5 – 10
May 5 – 10
$300
$225
night
$225 per night, originally $300
4.95 out of 5 average rating, 40 reviews
4.95 (40)
Guest favorite
Guest favorite
Guesthouse in Leeward Settlement
"The Nest Cozy Cottage"
1 king bed
1 king bed
Apr 25 – 30
Apr 25 – 30
$187
night
$187 per night
4.98 out of 5 average rating, 86 reviews
4.98 (86)
Villa in Leeward Settlement
Live style villa
4 beds
4 beds
Apr 21 – 26
Apr 21 – 26
$1,408
$1,120
night
$1,120 per night, originally $1,408
Guest favorite
Guest favorite
Cottage in Leeward Settlement
Sandpiper Cottage, minutes from the beach
1 king bed
1 king bed
Jun 14 – 19
Jun 14 – 19
$200
night
$200 per night
4.96 out of 5 average rating, 68 reviews
4.96 (68)
Guest favorite
Guest favorite
Villa in Leeward Settlement
Byculla Villa
4 king beds
4 king beds
Apr 28 – May 3
Apr 28 – May 3
$1,150
$920
night
$920 per night, originally $1,150
4.94 out of 5 average rating, 33 reviews
4.94 (33)
Home in Caicos Islands
! ! NEW ! ! Designers Dream Marina's Beach House
7 beds
7 beds
Apr 29 – May 4
Apr 29 – May 4
$890
night
$890 per night
4.85 out of 5 average rating, 13 reviews
4.85 (13)
Superhost
Superhost
Home in Providenciales
Newly Listed 2BR Canal Front
2 beds
2 beds
Apr 22 – 27
Apr 22 – 27
$730
$584
night
$584 per night, originally $730
New place to stay
New
Superhost
Superhost
Villa in Providenciales
Leeward Jewel Villa | 7 Bedrooms | Waterfront Vi
8 beds
8 beds
Jul 15 – 20
Jul 15 – 20
$2,236
night
$2,236 per night
4.86 out of 5 average rating, 14 reviews
4.86 (14)
Guest favorite
Guest favorite
Apartment in Leeward Settlement
Beautiful Loft newly renovated
1 bed
1 bed
May 16 – 21
May 16 – 21
$210
night
$210 per night
5.0 out of 5 average rating, 11 reviews
5.0 (11)
Guest favorite
Guest favorite
Apartment in Leeward Settlement
Leisure in Paradise
May 1 – 6
May 1 – 6
$235
night
$235 per night
4.95 out of 5 average rating, 231 reviews
4.95 (231)
Guest favorite
Guest favorite
Villa in Leeward Settlement
Providenciales Beach Front Villa
3 beds
3 beds
Aug 19 – 24
Aug 19 – 24
$1,597
night
$1,597 per night
4.93 out of 5 average rating, 57 reviews
4.93 (57)
Guest favorite
Guest favorite
Home in Leeward Settlement
PERIWINKLE | Charming Island Home|Near to Beach
2 beds
2 beds
May 19 – 24
May 19 – 24
$230
night
$230 per night
4.95 out of 5 average rating, 60 reviews
4.95 (60)
Guest favorite
Guest favorite
Home in Leeward Settlement
Guest House 2B&2B near Grace Bay Beach & Long Bay
4 beds
4 beds
Jun 9 – 14
Jun 9 – 14
$268
night
$268 per night
4.94 out of 5 average rating, 49 reviews
4.94 (49)
Guest favorite
Guest favorite
Villa in Leeward Settlement
Unique, Modern Cozy & Private | 2 minutes to Beach
2 king beds
2 king beds
Jul 21 – 26
Jul 21 – 26
$575
night
$575 per night
4.98 out of 5 average rating, 54 reviews
4.98 (54)
Guest favorite
Guest favorite
Home in Leeward Settlement
Piccolo Ponte -Waterfront 3BR Caribbean Villa-Pool
3 beds
3 beds
May 25 – 30
May 25 – 30
$795
night
$795 per night
5.0 out of 5 average rating, 24 reviews
5.0 (24)
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