Search results; Over 1,000 homes

Top guest favourite
Guest house in Leeward Settlement
"The Nest Cozy Cottage"
1 bedroom, 1 bed, 1 private bathroom
14–19 Jul
,
4.98 out of 5 average rating, 130 reviews
Luxe
Villa in Leeward Settlement
Waterfront Luxury – Seafoam Cay w/ Gym near Golf
1-min walk
15–20 Jul
Top guest favourite
Villa in Leeward Settlement
Below Deck: Coziest Luxe Villa w/ Firepit & Kayaks
5-min walk
14–19 Jul
5.0 out of 5 average rating, 30 reviews
Top guest favourite
Home in Leeward Settlement
Vision Balance - Canal Front Home in Leeward
7-min walk
16–21 Jul
5.0 out of 5 average rating, 45 reviews
Home in Leeward Settlement
Blue Diamond Villa, Waterfront Escape with Hot tub
4-min walk
19–24 Jul
4.83 out of 5 average rating, 6 reviews
Superhost
Home in Leeward
Channel Villa - Elegant Canal-Front Retreat
4-min walk
21–26 Jul
4.83 out of 5 average rating, 6 reviews
Guest favourite
Home in Turks & Caicos Islands
Harbour House - 2 Bed Waterfront; 7 Min to Beach
4-min walk
30 Jul – 4 Aug
4.92 out of 5 average rating, 26 reviews
Guest favourite
Home in Leeward Settlement
Vacay Vibez Villa Luxury Water Front with Pool
6-min walk
15–20 Jul
4.91 out of 5 average rating, 23 reviews
Villa in Leeward Settlement
Our Home on the Water - I Land Time Villa
4-min walk
15–20 Jul
4.75 out of 5 average rating, 16 reviews
Guest favourite
Villa in Leeward Settlement
Abundance and Prosperity Villa
4-min walk
19–24 Jul
4.81 out of 5 average rating, 16 reviews
Luxe
Home in Leeward Settlement
sugar apple
1-min walk
24–29 Jul
4.87 out of 5 average rating, 15 reviews
Guest favourite
Villa in Grace Bay
Villa Rise
5-min walk
15–20 Jul
4.88 out of 5 average rating, 8 reviews
Villa in Caicos Islands
Legacy Villa
7-min walk
24–29 Aug
4.93 out of 5 average rating, 27 reviews
Superhost
Villa in Providenciales
Swan Villa-2br 2Bath
5-min walk
14–19 Jul
4.78 out of 5 average rating, 9 reviews
Top guest favourite
Villa in Leeward
Luxury Waterfront Villa | Dock, Pool & Pickleball
7 beds
16–21 Aug
5.0 out of 5 average rating, 10 reviews
Superhost
Home in Caicos Islands
Harbour House - 3 Bed Waterfront; 7 Min to Beach
5-min walk
30 Jul – 4 Aug
4.91 out of 5 average rating, 34 reviews
Villa in Long Bay Hills
Oceanfront Turquoise Dream Villa
10-min drive
10–15 Aug
4.87 out of 5 average rating, 71 reviews
Superhost
Villa in Leeward Settlement
Canal Front 3BR Villa and dock+ Pool+Sups+Kayaks
10-min drive
4–9 Aug
5.0 out of 5 average rating, 4 reviews
Guest favourite
Villa in Caicos Islands
Modern Canal Front Villa in Leeward
7-min walk
20–25 Jul
5.0 out of 5 average rating, 16 reviews