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Search results; Over 1,000 places in Leeward Settlement

Superhost
Home in Leeward Settlement
💦 LIQUID 💦 LUXURY Villa 🖤 on the WATER !!!💙
5 beds
May 26 – 31
4.91 out of 5 average rating, 90 reviews
Guest favorite
Villa in Providenciales
Amazing Waterfront Villa on Leeward Canals
7 beds
May 6 – 11
5.0 out of 5 average rating, 39 reviews
Guest favorite
Villa in Leeward Settlement
Ocean Pearl-Brand new villa/pool in governors road
3 beds
Apr 21 – 26
4.93 out of 5 average rating, 15 reviews
Guest favorite
Guesthouse in Leeward Settlement
"The Nest Cozy Cottage"
1 king bed
Apr 25 – 30
4.98 out of 5 average rating, 84 reviews
Guesthouse in Leeward Settlement
Pelican Cottage -Mins. to the Beach!! Car 4 Rent!
1 bed
May 3 – 8
4.9 out of 5 average rating, 137 reviews
Guest favorite
Cottage in Leeward Settlement
Sandpiper Cottage, minutes from the beach
1 king bed
Jun 14 – 19
4.96 out of 5 average rating, 68 reviews
Guest favorite
Condo in Leeward Settlement
New! Luxury 1Bed Large Condo
1 bed
Apr 29 – May 4
4.95 out of 5 average rating, 40 reviews
Villa in Leeward Settlement
Live style villa
4 beds
Apr 21 – 26
Guest favorite
Villa in Leeward Settlement
Byculla Villa
4 king beds
Apr 28 – May 3
4.94 out of 5 average rating, 33 reviews
Home in Caicos Islands
! ! NEW ! ! Designers Dream Marina's Beach House
7 beds
Apr 29 – May 4
4.85 out of 5 average rating, 13 reviews
Superhost
Villa in Providenciales
Leeward Jewel Villa | 7 Bedrooms | Waterfront Vi
8 beds
Jul 15 – 20
4.86 out of 5 average rating, 14 reviews
Guest favorite
Apartment in Leeward Settlement
Leisure in Paradise
May 1 – 6
4.95 out of 5 average rating, 231 reviews
Home in Leeward Settlement
Slice of Paradise-Private Pool, Walk to Beach,WIFI
2 beds
Apr 26 – May 1
4.66 out of 5 average rating, 50 reviews
Guest favorite
Apartment in Grace Bay
Palms Hideaway II....7 mins to Grace Bay Beach!!
1 bed
May 6 – 11
4.96 out of 5 average rating, 56 reviews
Guest favorite
Home in Leeward Settlement
Guest House 2B&2B near Grace Bay Beach & Long Bay
4 beds
Jun 9 – 14
4.94 out of 5 average rating, 49 reviews
Guest favorite
Home in Leeward Settlement
PERIWINKLE | Charming Island Home|Near to Beach
2 beds
May 19 – 24
4.95 out of 5 average rating, 60 reviews
Guest favorite
Villa in Leeward Settlement
Providenciales Beach Front Villa
3 beds
Aug 19 – 24
4.93 out of 5 average rating, 57 reviews
Guest favorite
Home in Leeward Settlement
Charming Garden cottage on the canal in Leeward
1 king bed
May 13 – 18
5.0 out of 5 average rating, 124 reviews