Photo by ‎Keisha White

Search Vacation Homes in Chalk Sound Drive

Start date: Check-in selected.
To Date
End date: Check-out
  • Bundle & Save

    Get more, spend less whenever you see Bundle & Save deals
  • OneKeyCash

    Earn OneKeyCash on all your eligible bookings
  • Upfront pricing

    We are not like the others - we include taxes and fees

Check prices for these dates

Next weekend
In two weeks
In one month
In two months

Our top choices for Chalk Sound Drive vacation homes

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.
$9,932 nightly
The price is $10,999
Dec 16 - Dec 17
Total with taxes and fees
TC Villas -Caicos Cays -Modern Villa w. Infinity Pool, Dock, Kayaks & Hot Tub
10.0 out of 10, Exceptional, (1)
"Great stay, new kitchen. Management was great"
United States
Igor A.
$11,777 nightly
The price is $13,054
Dec 11 - Dec 12
Total with taxes and fees
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.
$10,912 nightly
The price is $12,093
Dec 11 - Dec 12
Total with taxes and fees
TC Villas - Lilikoi - Calm Beach, Pool, Kayaks & Family-Friendly Fun
10.0 out of 10, Exceptional, (133)
"Great property!"
United States
Justin A.
$840 nightly
The price is $928
Jan 1 - Jan 2, 2026
Total with taxes and fees
Tree House Atmosphere on Chalk Sound National Park
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.
$4,414 nightly
The price is $4,890
Dec 11 - Dec 12
Total with taxes and fees
TC Villas -Miami Vice Two - Luxe Waterfront with Kayaks & Views
$11,003 nightly
The price is $12,194
Dec 11 - Dec 12
Total with taxes and fees
TC Villas -Alizee Villa -Modern Family Retreat w/ Pool and Private Beach Path
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.
$3,672 nightly
The price is $4,091
Dec 14 - Dec 15
Total with taxes and fees
TC Villas -Miami Vice One -Romantic Ocean & Bay Escape

Vacation 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
$220 nightly
The price is $247
Dec 11 - Dec 12
Total with taxes and fees
Villa Serenity by the water
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
$226 nightly
The price is $226
Jan 4 - Jan 5, 2026
Total with taxes and fees
Cozy Studio with King Size bed in Providenciales

Vacation Home in Providenciales

Cozy one Bedroom Apartment #C in Venetian Site
2.0 star property
8.8 out of 10, Excellent, (3)
"It's a beautyfull location "
Canada
Wilfrid
$206 nightly
The price is $206
Dec 13 - Dec 14
Total with taxes and fees
Cozy one Bedroom Apartment #C in Venetian Site

Vacation Home in The Bight

Cozy studio on Venetian Road
7.6 out of 10, Good, (14)
"Great place "
United States
Selena
$204 nightly
The price is $204
Dec 11 - Dec 12
Total with taxes and fees
Cozy studio on Venetian Road

Vacation 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
$222 nightly
The price is $222
Dec 11 - Dec 12
Total with taxes and fees
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.
$541 nightly
The price is $574
Dec 11 - Dec 12
Total with taxes and fees
The Flamingo House, Open & Breezy Island Home...minutes from the beach!
9.8 out of 10, Exceptional, (10)
"This condo was perfect for my family of 4! "
United States
heather k.
$423 nightly
The price is $452
Dec 11 - Dec 12
Total with taxes and fees
Paradise Breeze Penthouse- Majestic Ocean Views -Central Location

Vacation Home in Discovery Bay

Waterfront House - Upstairs
$275 nightly
The price is $293
Jan 6 - Jan 7, 2026
Total with taxes and fees
Waterfront House - Upstairs
10.0 out of 10, Exceptional, (40)
"The beach was a little rough for young kids, but the staff and security guards were amazing. The house was impeccable and the was a short drive to restaurants and other beaches. Highly recommend."
United States
John D.
$20,140 nightly
The price is $22,407
Jan 10 - Jan 11, 2026
Total with taxes and fees
TC Villas -Villa Isla -Prime Luxury Estate w. Infinity Pool, Hot Tub & Beach
9.8 out of 10, Exceptional, (19)
"The property was spotless, spacious, and perfectly located for exploring Turks & Caicos. We felt safe and at ease the entire stay, making it the ideal spot for a peaceful island getaway."
United States
Brian G.
$6,438 nightly
The price is $7,132
Dec 15 - Dec 16
Total with taxes and fees
TC Villas -Villa MaryJane -Private Tidal Beach w. Infinity Pool & Hot Tub
7.0 out of 10, Good, (7)
"Nice place for the night, clean house a little hard to get to but nice. Comfortable beds and couches."
United States
ERIC W.
$289 nightly
The price is $289
Dec 11 - Dec 12
Total with taxes and fees
Condo with ocean view, private balcony & private Jacuzzi (unit 3)
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.
$5,023 nightly
The price is $5,565
Dec 11 - Dec 12
Total with taxes and fees
TC Villas -Lumiere West -Brand-new with Rooftop, Pool & Steps to Grace Bay
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.
$5,335 nightly
The price is $5,911
Dec 11 - Dec 12
Total with taxes and fees
TC Villas -Grace Bay Luxury with Pool & Beach Views
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Chalk Sound Drive Hotel Reviews

Find out more about Chalk Sound Drive

Chalk Sound Drive Vacation Homes information

Number of reviews
301
Accommodation
251 Vacation Homes
Lowest Price
$204
Highest Price
$22,407