Chalk Sound Drive Holiday Rentals

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Our top choices for Chalk Sound Drive holiday rentals

Condo resort in Providenciales

Neptune Villas
3.5 star property
9.2 out of 10, Wonderful, (232)
"The villa was spacious, clean, with perfect amenities. We never saw housekeeping until checkout. The beaches on the property needed some tending and clean up. Some broken equipment and trash needlessly laying around. Otherwise a very peaceful and lovely experience. Sapodilla bay beach conveniently located across the street but traded proximity/direct beach access with comfort, space, and convenience. Overall loved our stay here. "
United States
Amy E
The price is NZ$504
includes taxes & fees
4 Jan - 5 Jan 2026
Neptune Villas

Condo resort in Grace Bay

The Somerset on Grace Bay
5.0 star property
9.6 out of 10, Exceptional, (182)
"Property was just right for our family loved the staff very friendly "
United States
Elias
The price is NZ$2,645
includes taxes & fees
5 Jan - 6 Jan 2026
The Somerset on Grace Bay

Apartment in Venetian Road Settlement

Cozy 2-bedroom Apartment in Venetian Road
9.6 out of 10, Exceptional, (4)
"We were looking for a quick one night stay and this fit the bill. It was not super luxurious but had everything we needed and was very clean. The host was very kind and was very responsive to us!"
United States
Chandra
The price is NZ$489
includes taxes & fees
16 Jan - 17 Jan 2026
Cozy 2-bedroom Apartment in Venetian Road

Apartment in Providenciales

Classic Studio in Venetian Road
9.6 out of 10, Exceptional, (5)
"Cheap and cheerful. Sophie always available and responsive. Central location 3 or 4K from the main beaches…. Car rental is 100% the play to get around…. In any direction. So many great beaches, restaurants and bars….good to be rolling vs all inclusive in T&C IMO, hands down."
Canada
mark i.
The price is NZ$436
includes taxes & fees
27 Jan - 28 Jan 2026
Classic Studio in Venetian Road
9.8 out of 10, Exceptional, (63)
"We loved our stay and would stay at this property again."
United States
Cindy T.
The price is NZ$561
includes taxes & fees
6 Jan - 7 Jan 2026
Grace Bay Beach Ocean Villas, Oleander Villa. Rated #1 On Trip Advisor.
9.8 out of 10, Exceptional, (91)
"Great stay! Host accommodation was great. Got us new umbrellas quickly as old ones were not properly functioning. Great place to stay "
United States
Ehsan
The price is NZ$710
includes taxes & fees
7 Jan - 8 Jan 2026
1 BD,1.5 Bathroom, Beautiful Condo.
9.0 out of 10, Wonderful, (28)
"Great location and people. Needs new window shutters."
United States
George S.
The price is NZ$1,121
includes taxes & fees
3 Jan - 4 Jan 2026
Awe-Inspiring Beachfront Villas & Breathtaking Views On Long Bay Beach
9.2 out of 10, Wonderful, (5)
"Close to gorgeous Long Bay Beach, Maria was a very attentive host. Very close by car to Grace Bay, kite boarding Mecca. Room was tidy with cool European features, yet compact. "
Canada
Jonathan
The price is NZ$672
includes taxes & fees
15 Jan - 16 Jan 2026
Castle Studio Sunset 🌄 with Breakfast & Kiteboarding Available
10.0 out of 10, Exceptional, (7)
"Very welcoming and comfortable stay. Feels very homey."
United Kingdom
Bishop W.
The price is NZ$1,204
includes taxes & fees
6 Jan - 7 Jan 2026
Modern getaway 2 bedroom Home nearby Beach leeward

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$423
includes taxes & fees
4 Jan - 5 Jan 2026
Villa Serenity by the water
3.5 star property
8.4 out of 10, Very good, (32)
"The view was spectacular. The unit was clean and great for a family. We enjoyed the pool and we were walking distance to the beach. "
United States
Onelia
La Vista Azul Modern Condo Ocean Views
9.4 out of 10, Exceptional, (60)
"Amazing views of the water. Right on the beach. Had everything we needed. "
United States
Sean
The price is NZ$1,229
includes taxes & fees
1 Jan - 2 Jan 2026
Awe-Inspiring Beachfront, Serene Villas & Breathtaking Views On Long Bay Beach

Apartment in The Bight

Cozy Studio in Venetian Site
8.8 out of 10, Excellent, (15)
"Great stay would visit again "
United States
David
The price is NZ$394
includes taxes & fees
4 Jan - 5 Jan 2026
Cozy Studio in Venetian Site

Condo in Turtle Cove

The Yacht Club TC
3.5 star property
9.6 out of 10, Exceptional, (14)
"Perfect location for solo traveling and budget friendly prices . Location is close to so many places "
United States
Elizabeth
The price is NZ$1,079
includes taxes & fees
25 Jan - 26 Jan 2026
The Yacht Club TC
2.0 star property
8.8 out of 10, Excellent, (3)
"It's a beautyfull location "
Canada
Wilfrid
The price is NZ$349
includes taxes & fees
4 Jan - 5 Jan 2026
Cozy one Bedroom Apartment #C in Venetian Site
9.0 out of 10, Wonderful, (41)
"Room was clean and beautiful. While the layout of the room isn't nice it wasn't my preference "
United States
Ann
The price is NZ$554
includes taxes & fees
16 Jan - 17 Jan 2026
Island Stay Studio with Stunning Ocean Views
9.2 out of 10, Wonderful, (28)
"Clean property with the necessities needed for an enjoyable stay. No complaints. However, women beware, there is no full length mirror so be prepared to pose in the bathroom "
United States
Jerome S.
The price is NZ$1,000
includes taxes & fees
2 Jan - 3 Jan 2026
1 bdrm queen bed access to pool, hot tub, private beach, upgrades

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$350
includes taxes & fees
23 Jan - 24 Jan 2026
Cozy studio on Venetian Road
3.0 star property
9.0 out of 10, Wonderful, (2)
"The owner is very friendly!!!!"
United States
Veniel
The price is NZ$476
includes taxes & fees
5 Jan - 6 Jan 2026
Villa Serenity- Water View Suite - Sleeps 3 -pool
9.6 out of 10, Exceptional, (80)
"The property worked very well for our short stay"
United States
Douglas H.
The price is NZ$672
includes taxes & fees
15 Jan - 16 Jan 2026
Grace Bay Beach Ocean Villas, Gardenia Villa. Rated #1 On Trip Advisor.
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

Everything you need to know about Chalk Sound Drive holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Chalk Sound Drive holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Chalk Sound Drive holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Chalk Sound Drive holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Chalk Sound Drive. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Chalk Sound Drive holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Chalk Sound Drive holiday rentals we have selected for you start as low as NZ$504 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Chalk Sound Drive rentals

At Expedia, we put the best Chalk Sound Drive holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Chalk Sound Drive rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Chalk Sound Drive holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Chalk Sound Drive. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.