Photo by Curt Aftanas

Chalk Sound Drive Holiday Rentals

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Holiday Rentals in Chalk Sound Drive

Neptune Villas
3.5 star property
9.2 out of 10, Wonderful, (215)
"The view of Chalk Sound is beautiful! Every meal we had at Las Brisas was delicious and we loved the beach at Sappdilla Bay."
The price is NZ$555
includes taxes & fees
1 Jun - 2 Jun
Neptune Villas
Palm Jewel - Luxury villa, private outdoor oasis w/pool, walk to SAPODILLA BEACH
10.0 out of 10, Exceptional, (75)
"My husband and I had our three young adults along with partners for a total of seven. The pool and yard are awesome. Sapodilla beach is so close and beautiful. Even Las Barisas was fantastic and if we had more time we would have taken advantage of their platoon boat cruise in the Chalk Sound! We did quite a few excursions; jet skiing, horseback riding, snorkel tour, sunset cruise, fishing charter Plus we did day passes - once at Club Med (great deal) plus a flight to South Caicos with Sailrock...
Palm Jewel - Luxury villa, private outdoor oasis w/pool, walk to SAPODILLA BEACH
Crystal Sands Villa! BEACHFRONT! Private Pool! SPECIALS! Sapodilla Bay Beach!
10.0 out of 10, Exceptional, (142)
"There were 8 adults staying here. The view from the top floor is amazing. walking out directly to the beach from downstairs was awesome. The area is a bit secluded and away from all the main resort areas, but if you like that, it's amazing. We hung out at our beach most of the time. We even cooked dinner most nights here and just had a very relaxing vacation. There are local vendors that set up beach chairs very very close to this house's designated area. It wasn't too much of a hassle. There's...
Crystal Sands Villa! BEACHFRONT! Private Pool! SPECIALS! Sapodilla Bay Beach!
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Bonefish Haven Turks & Caicos Oceanfront Villa with Pool and Dock
9.8 out of 10, Exceptional, (147)
"The villa was beautiful and peaceful. We loved having the cool pool to swim in after a day at the beach. We kayaked everywhere around Chalk Sound. So pretty. LOVED it!"
Bonefish Haven Turks & Caicos Oceanfront Villa with Pool and Dock
Endless Ocean Views, Amazing sunsets, pool,kayaks, pool table and games!
9.8 out of 10, Exceptional, (24)
"We rented the villa for our family of 10. Everything was just as advertised and the property manager, Vallie, was super helpful and great with communication. The photos showing the view of the water don't do it justice. Waking up every day to that spectacular view was amazing. We had plenty of room in the house and enjoyed the game room and deck area. We had a small problem with the light in the pool, but Vallie jumped right on it and it was fixed right away. We would highly recommend this villa...
Endless Ocean Views, Amazing sunsets, pool,kayaks, pool table and games!
2 acre Waterfront Estate (unbelievable views, 2 Pools, Kayaks,)
9.2 out of 10, Wonderful, (16)
"Very convenient and spacious for families. Lots of bathrooms and rooms, including separate houses"
2 acre Waterfront Estate (unbelievable views, 2 Pools, Kayaks,)
Romantic Oceanfront Cottage - Stunning Ocean and Sunset Views!
10.0 out of 10, Exceptional, (183)
"Everything better than described. Total privacy with an amazing view and close enough to Grace Bay with a great beach Taylor Bay beach just 5 minutes away. My wife and I enjoyed it so much that if we go back to Turks we will definitely stay here again."
Romantic Oceanfront Cottage - Stunning Ocean and Sunset Views!
WOW! Waterfront Chalk Sound Oasis w/ Infinity Pool. Kayaks & Canoe
9.6 out of 10, Exceptional, (33)
"The house was well equipped and comfortable with plenty of gathering space for our family. The deck, pool area and dock were all nice spaces with spectactular views. We enjoyed watching the sunrise and sipping coffee overlooking the sound. We had a maintenance issue with the pool, but property manager and maintence man addressed it immediately. We truly enjoyed our stay and are thankful to have made wonderful memories on Chalk Sound."
WOW! Waterfront Chalk Sound Oasis w/ Infinity Pool. Kayaks & Canoe
View of the Breezy Palms Waterfront Villa and infinity pool
9.8 out of 10, Exceptional, (54)
"Fantastic location with one of the best views of Chalk Sound, very clean. Description on VRBO makes no mention for additional charge for electricity. During the check-in process, when we arrived, the property manager raised this issue and insisted on us signing a document with my credit card information allowing them to change for electricity. This was misleading since it was not mentioned in the listing. The pool table has a long crack in the slate which makes it unusable. Strange layout as...
View of the Breezy Palms Waterfront Villa and infinity pool
Coconut Beach Villa! Luxury BEACHFRONT! Private Pool! SPECIALS! Sapodilla Beach!
10.0 out of 10, Exceptional, (128)
"If you want the perfect beach away from grace bay traffic this is it. We loved every second of being here. The more we would venture out the more we just wanted to go back to the house to hang. It has everything you need from jet skis to beach bars but it’s like you have it to yourself. Can’t say enough good things about this home."
Coconut Beach Villa! Luxury BEACHFRONT! Private Pool! SPECIALS! Sapodilla Beach!
The Four Breezes With Pool 2BD
9.6 out of 10, Exceptional, (20)
"We stayed here after 4 months cruising on our sailboat. We needed a place to stay while off loading our boat and prepare it for storage. There are several beaches nearby for enjoying the water. The apartment was quiet and peaceful. The views are spectacular, the kayaking is great. Easy in and out access on the waters edge and dock. Outdoor spaces are also very nice."
The Four Breezes With Pool 2BD
The Atrium Resort
3.5 star property
8.2 out of 10, Very good, (152)
"Amazing pool and perfect size rooms"
The Atrium Resort
H2O LifeStyle Resort
4.0 star property
9.4 out of 10, Exceptional, (54)
"This property is amazing and extremely quiet clean and beautiful I would definitely visit and stay here again"
The price is NZ$989
includes taxes & fees
6 Jun - 7 Jun
H2O LifeStyle Resort
Inn at Grace Bay
3.0 star property
9.4 out of 10, Exceptional, (521)
"We has the best time here. Ariel was amazing and I couldn’t say enough about how he hooked us up for all kinds of deals for day trips and jet skis. He seriously is very dedicated and passionate about the guests. The only issue we had was a water leak through the wall when we gad some torrential rain that should be looked at asap. Ariel was great and got the place cleaned up and the tv on the wall replaced asap. Thank you for a great stay!"
Inn at Grace Bay
The Venetian on Grace Bay
4.0 star property
9.8 out of 10, Exceptional, (63)
"Liked that it was away from other busy hotels, which we intentionally wanted, but did require a 30 minute walk or a taxi ride at $6-$20 per person, depending on time of day/night to get to busier area with restaurants and casino. "
The Venetian on Grace Bay
Grace Bay Beach Ocean Villas
3.5 star property
8.8 out of 10, Excellent, (122)
"First, TCI is beautiful. Our choice of Grace Bay Beach Ocean Villas proved to be fantastic! The ocean is just steps away down a private lighted path. Fantastic snorkeling at Smith Reef from shore. The villa was great, clean and had everything we needed. The use of the grills at the pool was great for us when we didn't want to eat out. Great coffee shop and restaurants near by. The grocery store was a 10 minute drive. Everything was so convenient and the on-site manager was fantastic. We can't...
The price is NZ$992
includes taxes & fees
6 Jun - 7 Jun
Grace Bay Beach Ocean Villas
The Tuscany on Grace Bay
4.0 star property
10.0 out of 10, Exceptional, (147)
"Excellent property from begin to end...Great Staff very helpful..Would definitely recommend "
The Tuscany on Grace Bay
Sea Grape Studios
3.0 star property
9.0 out of 10, Wonderful, (56)
"Amazing"
Sea Grape Studios
South Fleetwood Grace Bay
3.0 star property
8.6 out of 10, Excellent, (137)
"Great time at the South Fleetwood!! Good location, nice villa, nice pool. Kitchen if u wish to cook! Great neighbors too we all enjoyed our time."
South Fleetwood Grace Bay
Checkers Vacation Homes
3.0 star property
7.0 out of 10, Good, (32)
"Very quiet and clean "
Checkers Vacation Homes
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See all available properties in Chalk Sound Drive
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.

Other types of properties in Chalk Sound Drive you may be interested in

Neptune Villas
3.5 star property
9.2 out of 10, Wonderful, (215)
"The view of Chalk Sound is beautiful! Every meal we had at Las Brisas was delicious and we loved the beach at Sappdilla Bay."
The price is NZ$555
includes taxes & fees
1 Jun - 2 Jun
Neptune Villas
Ocean Club Resort
3.5 star property
9.4 out of 10, Exceptional, (1002)
"Great "
The price is NZ$716
includes taxes & fees
30 Jun - 1 Jul
Ocean Club Resort
Ports of Call Resort
3.0 star property
8.4 out of 10, Very good, (1002)
"It was nice and clean, staff were so nice. Walking distance to food and night life."
The price is NZ$579
includes taxes & fees
1 Jul - 2 Jul
Ports of Call Resort
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.

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Chalk Sound Drive holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Chalk Sound Drive. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in Chalk Sound Drive. Seeing all the best attractions is bound to make you fall in love with Chalk Sound Drive. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true. 

It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in Chalk Sound Drive short-term rentals, that won’t be hard to do.

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