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Aug 8 - Aug 10
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Sep 26 - Sep 28

Browse Select Chalk Sound Drive Villas

Caribbean Sea Breeze Villas
Enjoy stunning ocean views from the spacious balcony of this beachfront property.

Caribbean Sea Breeze Villas

3.0 star property
9.2 out of 10, Wonderful, (96)
"Everything was perfect "
Caribbean Sea Breeze Villas
Palm Jewel - Luxury villa, private outdoor oasis w/pool, walk to SAPODILLA BEACH
Relax by the serene pool surrounded by lush tropical vegetation.

Palm Jewel - Luxury villa, private outdoor oasis w/pool, walk to SAPODILLA BEACH

10.0 out of 10, Exceptional, (98)
"Great Villa. Property manager was helpful. Easy walk to Sapodilla Beach."
Palm Jewel - Luxury villa, private outdoor oasis w/pool, walk to SAPODILLA BEACH
Coconut Beach Villa! BEACHFRONT! Private Pool! Couples/Families! Fall Discounts!
Relax by the pool surrounded by palm trees and enjoy breathtaking ocean views.

Coconut Beach Villa! BEACHFRONT! Private Pool! Couples/Families! Fall Discounts!

10.0 out of 10, Exceptional, (145)
"All good, Dana was great to work with."
Coconut Beach Villa! BEACHFRONT! Private Pool! Couples/Families! Fall Discounts!
Popular ocean front villa now offering 20% off a night for the next five months.
Enjoy ocean views from the balcony, featuring a dining area and a potted plant.

Popular ocean front villa now offering 20% off a night for the next five months.

10.0 out of 10, Exceptional, (118)
"Had a great time with our family. Will stay again. Terry is very responsive. "
Popular ocean front villa now offering 20% off a night for the next five months.
WOW! Waterfront Chalk Sound Oasis w/ Infinity Pool. Kayaks & Canoe
Relax by the ocean with a tranquil pool and lounge chairs.

WOW! Waterfront Chalk Sound Oasis w/ Infinity Pool. Kayaks & Canoe

9.8 out of 10, Exceptional, (45)
"Just a week long family trip"
WOW! Waterfront Chalk Sound Oasis w/ Infinity Pool. Kayaks & Canoe
Villa Islander - Grace Bay Modern - owner list
Relax by the pool surrounded by a sleek, open-plan space with a lounge area.

Villa Islander - Grace Bay Modern - owner list

10.0 out of 10, Exceptional, (62)
"We stayed in the Villa with three other couples. Beautiful house and property. 2 min walk to beach with private chairs / umbrellas. Alessandro and Raquel were excellent to deal with. We utilized their grocery stocking service, which eliminated a lot of hassle for us. Highly recommend staying here on your next trip to Turks. "
Villa Islander - Grace Bay Modern - owner list
Seaside Villa, Beachfront Paradise
Enjoy stunning ocean views from the balconies of this coastal property, where a paved pathway leads to the beach and a small boat awaits.

Seaside Villa, Beachfront Paradise

9.8 out of 10, Exceptional, (33)
"The house and location were gorgeous! Right on the water. Daphne was great to work with. We would certainly love to stay here again!!!!"
Seaside Villa, Beachfront Paradise
Endless Ocean Views, Amazing sunsets, pool,kayaks, pool table and games!
Relax by the ocean with a serene pool and unobstructed views.

Endless Ocean Views, Amazing sunsets, pool,kayaks, pool table and games!

9.8 out of 10, Exceptional, (32)
"Our stay at the property was absolutely amazing and the host has the best communication I have ever had staying in a rental house. From the beautiful views, to the kayaking , and space in the house, I’m not sure you can get a better place for the price! If this place is available when we come again, we will certainly stay here! "
Endless Ocean Views, Amazing sunsets, pool,kayaks, pool table and games!
The Four Breezes With Pool 2BD
Relax in a sheltered outdoor space with a view of turquoise waters and small islands.

The Four Breezes With Pool 2BD

9.8 out of 10, Exceptional, (27)
"Everything we needed for our 10 day stay!"
The Four Breezes With Pool 2BD
Grace Bay Beach Ocean Villas, Gardenia Villa. Rated #1 On Trip Advisor.
Relax on the beach with lounge chairs and umbrellas, surrounded by lush greenery.

Grace Bay Beach Ocean Villas, Gardenia Villa. Rated #1 On Trip Advisor.

9.6 out of 10, Exceptional, (74)
"Loved our stay, location is great and an easy walk to the beach and restaurants in Turtle Cove area. "
Grace Bay Beach Ocean Villas, Gardenia Villa. Rated #1 On Trip Advisor.
LUX Villa: Ocean View, Private Pool, Chef Avail, Golf & Beach 5 mins. Long Bay
Enjoy the expansive balcony views and relax by the pool with lounge chairs.

LUX Villa: Ocean View, Private Pool, Chef Avail, Golf & Beach 5 mins. Long Bay

9.2 out of 10, Wonderful, (7)
"Winnie and Norman were wonderful hosts! Any issue we had (even a brief local power outage) they were extremely helpful! We were so sad to have to leave, but can't wait to get back to the most wonderful VRBO on the most beautiful island!"
LUX Villa: Ocean View, Private Pool, Chef Avail, Golf & Beach 5 mins. Long Bay
Blue Chill Your Tropical Escape in Chalk Sound
Relax by the serene pool overlooking the clear blue sea, surrounded by lush greenery and palm trees.

Blue Chill Your Tropical Escape in Chalk Sound

10.0 out of 10, Exceptional, (4)
"Place was great. Price was great. We had one small issue and they took care of it very quick. Was easy to contact. Pool was great. View was great. We highly recommend. "
Blue Chill Your Tropical Escape in Chalk Sound
Seclusion, Privacy, Luxury - This is the perfect place for 2 people.
Relax in comfort with a large bed, sofa, and armchairs, plus a balcony with ocean views.

Seclusion, Privacy, Luxury - This is the perfect place for 2 people.

9.8 out of 10, Exceptional, (108)
"The place is absolutely breathtaking and so relaxing! We will for sure stay again in the future!! "
Seclusion, Privacy, Luxury - This is the perfect place for 2 people.
NEWLY REMODELED Luxury Turtle Tail Villa w/ Private Beach!
Relax in a serene beachside setting with a dining area and pool nearby.

NEWLY REMODELED Luxury Turtle Tail Villa w/ Private Beach!

10.0 out of 10, Exceptional, (126)
"Needed a place with 5-6 bedrooms for family vacation, diving. This exceeded our expectations, bigger than I pictured, beautiful pool, really nice beach almost totally to ourselves, very safe, very responsive property manager. All family members said this was a perfect vacation, loved the villa."
NEWLY REMODELED Luxury Turtle Tail Villa w/ Private Beach!
Sea La Vie - Beachside 2 Bedrooms Unit #4, with ocean views
Enjoy a serene beach setting with turquoise waters and lush greenery.

Sea La Vie - Beachside 2 Bedrooms Unit #4, with ocean views

9.8 out of 10, Exceptional, (98)
"This place is magical. I would highly recommend this property to a family or really anyone coming to Turks. It’s super quiet, clean, and very close to the beach. We had the best time!"
Sea La Vie - Beachside 2 Bedrooms Unit #4, with ocean views
Waterfront, Total Privacy, Relaxation, Incredible Views, Directly on Chalk Sound
Enjoy a serene beach experience with access to the turquoise sea and a rocky shoreline.

Waterfront, Total Privacy, Relaxation, Incredible Views, Directly on Chalk Sound

10.0 out of 10, Exceptional, (30)
"The house was perfect for our family. Everything was exactly as described, the house was spotless and check-in very easy. Amazing views from the house and pool area- we could have sat out there all day long... and we did a couple of days. Very close to Taylor Bay beach and Sopadilla beach which we also loved. This house had everything we needed and more. Perfect trip for us!"
Waterfront, Total Privacy, Relaxation, Incredible Views, Directly on Chalk Sound
Steps from Grace Bay Beach w/Private Pool, Guest House, Snorkeling & More
Enjoy a serene beach experience with clear waters and a wide sandy shore surrounded by lush greenery.

Steps from Grace Bay Beach w/Private Pool, Guest House, Snorkeling & More

2.0 star property
10.0 out of 10, Exceptional, (1)
"The villa was relatively new and had excellent amenities. The weather was not stellar during our week in TCI and the partially covered outdoor space allowed us to still spend time outdoors in the evenings, eating or playing cards. The rooms and living areas were spacious and well-furnished, but the outdoor space was the star with ample seating, a pool and chairs and toys to take to the beach. The beach was a very short walk and felt very private. The hosts were easily reachable through VRBO...
Steps from Grace Bay Beach w/Private Pool, Guest House, Snorkeling & More
Azure Sunset Villa
Relax by the serene pool surrounded by lush greenery and breathtaking views.

Azure Sunset Villa

10.0 out of 10, Exceptional, (1)
"From the moment I booked this villa, the host was so attentive to how he could make our stay and trip as a whole beautiful, peaceful worry free experience. This house is absolutely beautiful, inside and out. It was very clean and good for a group stay. We had an amazing view and a front row spot to the beach! It didn’t matter what level you were on at this villa you could see breath taking views! Nathan was our host and I don’t know what we would have did without him! He had all the right...
Azure Sunset Villa
Crystal Sands BEACHFRONT Villa! Private pool! Best Value! Special Fall Discounts
Enjoy the serene beach atmosphere with palm trees, a sandy shore, and a wooden fence.

Crystal Sands BEACHFRONT Villa! Private pool! Best Value! Special Fall Discounts

10.0 out of 10, Exceptional, (158)
"Stayed with our family including a 3 year old. Felt very safe and the home was lovely. Right on the water. Beautiful weather. The hosts were terrific throughout the trip. "
Crystal Sands BEACHFRONT Villa! Private pool! Best Value! Special Fall Discounts
Grace Bay Beach Ocean Villas, Oleander Villa. Rated #1 On Trip Advisor.
Relax on the beach with a clear view of the ocean, surrounded by lush greenery and shaded by comfortable sun loungers.

Grace Bay Beach Ocean Villas, Oleander Villa. Rated #1 On Trip Advisor.

9.8 out of 10, Exceptional, (58)
"Property was convenient, very clean, quiet, comfy and good beach access."
Grace Bay Beach Ocean Villas, Oleander 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

Windsong on the Reef

Windsong on the Reef

10/10 Excellent
"We arrived at Windsong on a Thursday and left Monday. From the moment we arrived the staff were so friendly and accommodating in every way. They helped us book our excursions and set up transportation as well. The restaurant on site was good and the staff were very friendly as well. The pool was refreshing and the ocean so close was even better. The staff who really stood out to us were Dashaya & Ruth at the front desk and Omar at the restaurant. Definitely recommend Windsong on the reef. Also the housekeeping staff kept our rooms clean and stocked with lots of towels and other products. "
ReAnnon 4-night trip
Posted 8 hours ago
Windsong on the Reef