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Holiday Homes in Chalk Sound Drive

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Our top choices for Chalk Sound Drive holiday homes

10.0 out of 10, Exceptional, (2)
"Great stay, new kitchen. Management was great"
United States
Igor A.
The price is NZ$25,570
includes taxes & fees
3 Jan - 4 Jan 2026
TC Villas -Six Turtles -Beachfront Luxury on Taylor Bay with Pool & Beach Views
9.8 out of 10, Exceptional, (7)
"Great house. Great location. Julian was awesome supporting anything we needed and amenities were top notch. Plenty large enough for 9 of us. When we come back, we will be staying here again."
United States
Carlos C.
The price is NZ$25,970
includes taxes & fees
3 Jan - 4 Jan 2026
TC Villas - Lilikoi - Calm Beach, Pool, Kayaks & Family-Friendly Fun
10.0 out of 10, Exceptional, (133)
"Great property!"
United States
Justin A.
The price is NZ$1,506
includes taxes & fees
1 Jan - 2 Jan 2026
Tree House Atmosphere on Chalk Sound National Park
10.0 out of 10, Exceptional, (29)
"Never wanted to leave the upstairs room. Why Check out the island when paradise stares you in the face with a big smile all day and night Place rules "
United States
Todd D.
The price is NZ$6,881
includes taxes & fees
20 Jan - 21 Jan 2026
TC Villas -Miami Vice One -Romantic Ocean & Bay Escape
10.0 out of 10, Exceptional, (16)
"Beautiful property. Don’t even need to leave pool and ocean are perfect. A little far from food options but nothing a 20 min drive couldn’t fix! "
Canada
Ali V.
The price is NZ$17,792
includes taxes & fees
17 Jan - 18 Jan 2026
TC Villas -Caicos Cays -Modern Villa w. Infinity Pool, Dock, Kayaks & Hot Tub
9.8 out of 10, Exceptional, (12)
"The property was perfect for two couples. The pool, beach access, kayaks, paddle boards and the villa were all fantastic. I would stay there again!"
United States
Lea Anne W.
The price is NZ$9,245
includes taxes & fees
3 Jan - 4 Jan 2026
TC Villas -Miami Vice Two - Luxe Waterfront with Kayaks & Views
The price is NZ$23,642
includes taxes & fees
23 Jan - 24 Jan 2026
TC Villas -Alizee Villa -Modern Family Retreat w/ Pool and Private Beach Path

Holiday Home in Discovery Bay

Villa Serenity by the water
3.5 star property
8.6 out of 10, Excellent, (32)
"The room was very clean, spacious and the staff Sherlett was amazing and helped out whenever needed and responded quickly. Even with some construction going on the room was very peaceful I will definitely stay again "
United States
alondra
The price is NZ$429
includes taxes & fees
4 Jan - 5 Jan 2026
Villa Serenity by the water

Holiday Home in The Bight

Cozy studio on Venetian Road
7.6 out of 10, Good, (14)
"Great place "
United States
Selena
The price is NZ$354
includes taxes & fees
27 Dec - 28 Dec
Cozy studio on Venetian Road
2.0 star property
8.8 out of 10, Excellent, (3)
"It's a beautyfull location "
Canada
Wilfrid
The price is NZ$350
includes taxes & fees
4 Jan - 5 Jan 2026
Cozy one Bedroom Apartment #C in Venetian Site
9.8 out of 10, Exceptional, (13)
"We enjoyed our stay at Plum Wild so much! Everything was easy, clean, wonderful and I would highly recommend to anyone wanting a relaxing vacation. "
United States
Rebekah H.
The price is NZ$17,256
includes taxes & fees
5 Jan - 6 Jan 2026
TC Villas -Grace Bay Luxury with Pool & Beach Views
2.0 star property
9.6 out of 10, Exceptional, (8)
"This place was perfect, great location and hosts responsive and accommodating! "
United States
Alyse
The price is NZ$364
includes taxes & fees
4 Jan - 5 Jan 2026
Cozy Studio with King Size bed in Providenciales

Holiday Home in The Bight

Cozy studio #2 in Venetian Road
7.8 out of 10, Good, (13)
"Nice place to stay"
United States
Marie Pierre Sarah
The price is NZ$402
includes taxes & fees
15 Jan - 16 Jan 2026
Cozy studio #2 in Venetian Road
10.0 out of 10, Exceptional, (6)
"The Flamingo House was perfect for our family’s needs - an adult couple, adult daughter and two teenagers. We enjoyed all amenities and the location was central to the island and best beaches. We recommend this property! "
United States
Sue L.
The price is NZ$1,087
includes taxes & fees
3 Jan - 4 Jan 2026
Blue Bird Villa, Open & Breezy Island Home...minutes from the beach!

Holiday Home in Discovery Bay

Waterfront House - Upstairs
The price is NZ$507
includes taxes & fees
9 Jan - 10 Jan 2026
Waterfront House - Upstairs
9.8 out of 10, Exceptional, (10)
"This condo was perfect for my family of 4! "
United States
heather k.
Paradise Breeze Penthouse- Majestic Ocean Views -Central Location
10.0 out of 10, Exceptional, (18)
"Wonderful stay "
United States
John H.
The price is NZ$7,670
includes taxes & fees
5 Jan - 6 Jan 2026
TC Villas -Ocean Edge -Luxe Private Pool & Beach View
10.0 out of 10, Exceptional, (7)
"Very welcoming and comfortable stay. Feels very homey."
United Kingdom
Bishop W.
The price is NZ$1,129
includes taxes & fees
12 Jan - 13 Jan 2026
Modern getaway 2 bedroom Home nearby Beach leeward
10.0 out of 10, Exceptional, (2)
"We really enjoyed the house. New and spacious with modern design. A short walk to the beach. The property management staff were easy to work with and attentive. Would definitely return. Thank you. "
United States
Nicholas W.
The price is NZ$10,340
includes taxes & fees
12 Jan - 13 Jan 2026
TC Villas -Lumiere West -Brand-new with Rooftop, Pool & Steps to Grace Bay
9.6 out of 10, Exceptional, (4)
"Great experience"
United States
Jay R.
The price is NZ$1,138
includes taxes & fees
15 Jan - 16 Jan 2026
Castle Home - 2 Bedroom/2 Bathroom with Breakfast & Kiteboarding Available
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Chalk Sound Drive Hotel Reviews

Find out more about Chalk Sound Drive

Chalk Sound Drive Holiday Homes information

Number of reviews
282
Accommodation
240 Holiday Homes
Lowest Price
NZ$350
Highest Price
NZ$25,970