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Chalk Sound Drive Vacation Rentals

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Browse Select Chalk Sound Drive Vacation Homes

Villa Serenity by the water

3.5 star property
8.6 out of 10, Excellent, (21)
"This is a long story, but due to delays, we missed our flight to Grand Turk. We scrambled to find a place to stay, but located this villa allowing a one night booking. I found this villa on Expedia and it was just what we needed. The host and owner was very nice. The favorite part of our stay was the hospitality of the host. We had everything we needed!"
The price is CA $168
CA $346 total
includes taxes & fees
Dec 12 - Dec 13
Villa Serenity by the water

Cozy studio #16 on Venetian Road

10.0 out of 10, Exceptional, (4)
"It was beautiful and clean."
The price is CA $151
CA $283 total
includes taxes & fees
Nov 29 - Nov 30
Cozy studio #16 on Venetian Road

Lovely one bedroom apartment 8-10 minutes walk to Grace Bay Beach(May Promotion)

9.8 out of 10, Exceptional, (8)
"I love the location, it's quiet and the host is very responsive. I have felt safe at this stay, traveling alone. This was my 2nd stay and I will be returning again! "
Lovely one bedroom apartment 8-10 minutes walk to Grace Bay Beach(May Promotion)

Panoramic water views on both sides of spectacular private property.

9.8 out of 10, Exceptional, (85)
"My friends and I stayed at this villa for my birthday weekend, and while the overall experience was enjoyable, there was one major issue. The villa itself was beautiful—spacious, well-decorated, and in a great location. We loved the pool and outdoor area, which made for a relaxing and fun getaway. However, we were without water for almost two days, and unfortunately, the issue was never resolved during our stay. This made things difficult, especially for basic necessities. While we still...
Panoramic water views on both sides of spectacular private property.

Starfish House - The Perfect Golf & Beach Getaway in Grace Bay

2.0 star property
Starfish House - The Perfect Golf & Beach Getaway in Grace Bay

Poolhouse By The Beach - 3 Minute Walk to Grace Bay Beach. Private villa

10.0 out of 10, Exceptional, (32)
"Really lovely place, perfect place to stay near coral gardens that has tons of fish to see snorkeling and also when you book a boat tour they pick up right there, kind and communicative hosts, refreshing pool after the beach, plenty of hot water that never runs out with cool AC! There's beach umbrellas and chairs with an ice chest. It's everything you need! Will try and stay there again!"
Poolhouse By The Beach - 3 Minute Walk to Grace Bay Beach. Private villa

Private. Spacious. Affordable. And OCEAN VIEWS From EVERY Room! Taylor Bay Beach

9.8 out of 10, Exceptional, (81)
"We had 2 families staying at this house. It was a very clean house"
Private. Spacious. Affordable. And OCEAN VIEWS From EVERY Room! Taylor Bay Beach

Paradise Breeze Penthouse- Majestic Ocean Views -Central Location

10.0 out of 10, Exceptional, (4)
"The property was lovely! The views from the front & back were amazing and never failed to impress. The bed was comfy & the bath perfectly amenable with plenty of space. The landscaping is stunning & the pool was nice and well maintained - we had no problem parking our rental car the entire trip. The location was great we thought as it was a few minutes from the busy tourist area of Grace Bay but not too far at all. We enjoyed the marina & Mango Reef restaurant which is walkable. The host was...
Paradise Breeze Penthouse- Majestic Ocean Views -Central Location

1 Bedroom Suite at the Reef; King bed, ACs, pool, WiFi, private terrace and BBQ

9.6 out of 10, Exceptional, (5)
"The apartment was well furnished and clean and comfortable. The location was good but difficult to find. The security gate was not working which was one of the reasons we had booked it but the owner told us this had just happened. Overall the property was good ."
1 Bedroom Suite at the Reef; King bed, ACs, pool, WiFi, private terrace and BBQ

Modern Condo w/ resort amenities. Steps from Grace Bay Beach

10.0 out of 10, Exceptional, (4)
"It was a beautiful place to be at "
Modern Condo w/ resort amenities. Steps from Grace Bay Beach

Cozy one Bedroom Apartment #C in Venetian Site

2.0 star property
The price is CA $169
CA $289 total
includes taxes & fees
Dec 2 - Dec 3
Cozy one Bedroom Apartment #C in Venetian Site

Romantic Oceanfront Cottage - Stunning Ocean and Sunset Views!

10.0 out of 10, Exceptional, (189)
"A parents of two small kiddos, trips are a lot of work, and rarely feel relaxing, but our stay at the cottage was! The cottage was easy to find and the pullout couch was perfect for our family. Our kids named the local cat who came to visit, Perry. We were thankful for the pull to come back to and relax with views of the sound. "
Romantic Oceanfront Cottage - Stunning Ocean and Sunset Views!

Sunset View Villa

3.5 star property
2.0 out of 10, (1)
"I did not even stay at this property. Even though listing was up on expedia, as soon as I booked, the hotel sent me a message saying it is not available. I've asked for help to cancel to get my money back, they told me to contact Expedia. Fair enough, I've contacted expedia explained the situation. Expedia said they could not contact the hotel and did not refund my money. A service I didn't even use!! Hotel didn't move a finger to help. On top of that , the daily rate presented is misleading ,...
The price is CA $491
CA $1,728 total
includes taxes & fees
Nov 29 - Nov 30
Sunset View Villa

House Suite by the Grace Bay Beach(1b/1b)-sleeps 5, pool, reef, amenities

9.8 out of 10, Exceptional, (19)
"Everything about the house was outstanding! It was roomy and comfortable and the location was perfect."
The price is CA $560
CA $928 total
includes taxes & fees
Nov 29 - Nov 30
House Suite by the Grace Bay Beach(1b/1b)-sleeps 5, pool, reef, amenities

White House beachfront villa at Coral Gardens snorkeling reef

10.0 out of 10, Exceptional, (53)
"The White House is a lovely place to stay, it is absolutely perfect! A few feet to a pool, a few feet to the most beautiful beach and a few feet from fantastic snorkeling where we snorkeled every day and saw sting rays, turtles, thousands of fish and even a shark. Sunsets were absolutely spectacular! We are most certainly Inter’s in returning here! This was our 3rd time back and this was our favorite place this far. "
The price is CA $1,570
CA $2,216 total
includes taxes & fees
Nov 29 - Nov 30
White House beachfront villa at Coral Gardens snorkeling reef

Cheerful 3 bedroom Villa close to Grace Bay and Chalk Sound

9.8 out of 10, Exceptional, (18)
"Our family had a wonderful vacation. House was great. Excellent location, very spacious. Pool great to come back to after a day at the beach. We cooked most of our meals and the kitchen had everything we needed. Jasmine, the property manager, was fantastic and always responded to questions quickly. I definitely recommend this house for others and wouldn't hesitate to go back."
Cheerful 3 bedroom Villa close to Grace Bay and Chalk Sound

Intimate remodeled villa with private beach and pool.

9.8 out of 10, Exceptional, (14)
"This property is gorgeous, well located, well maintained, and lives up to it's billing. My family spent two weeks here and leaving was so difficult and sad because we loved it here so much. We're very much not resort people and this offers amazing privacy, comfort, beauty and easy access to the best beach on the island Taylor Bay. Having our own little beach for beautiful moonlit nights was such a plus. When you're not eating out the kitchen is outfitted with brand new appliances and was...
Intimate remodeled villa with private beach and pool.

Villa Vivace - New Luxurious Seaside Home

10.0 out of 10, Exceptional, (102)
"Great private pool and and open spaces for a best friends catch up trip."
Villa Vivace - New Luxurious Seaside Home

The Tree House- Presidential Suite 3b/2.5b,sleep 6,pool,WiFi,AC,Grace Bay Beach

9.8 out of 10, Exceptional, (21)
"Our family of 6 adults (parents and early 20’s-aged kids) enjoy our time the island. The hosts were very responsive and the home’s description reflected accurately. The home was spacious and the hosts provided beach chairs, toys and towels. While not directly on the beach, the walk was a quick 3-5 minutes. The bedrooms did have good AC and even though noted in description, the remainder of the home was without - the slight cross breeze and fans did help some but our family found the heat...
The price is CA $961
CA $1,518 total
includes taxes & fees
Nov 29 - Nov 30
The Tree House- Presidential Suite 3b/2.5b,sleep 6,pool,WiFi,AC,Grace Bay Beach

9 Bed Oceanview, Steps to Grace Bay Beach (#2,3,4)

9 Bed Oceanview, Steps to Grace Bay Beach (#2,3,4)
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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Other property types in Chalk Sound Drive

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

9.6 out of 10, Exceptional, (34)
"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

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

10.0 out of 10, Exceptional, (83)
"2 Families shared this home for a week. Absolutely beautiful home, great location to the beach, plenty of space for everyone to spread out in the house. Communication with the Owner and Property Managers was quick and always helpful. We all enjoyed having the refreshing pool to jump in whenever we wanted. Highly recommend this home and location. "
Palm Jewel - Luxury villa, private outdoor oasis w/pool, walk to SAPODILLA BEACH

Neptune Villas

3.5 star property
9.2 out of 10, Wonderful, (226)
"great property! wonderful stay "
Neptune Villas
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.
Beautiful view of the beach with palm trees

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