Photo by Curt Aftanas

Chalk Sound Drive Holiday Rentals

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Holiday Rentals in Chalk Sound Drive

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

Sapodilla BEACHFRONT Luxury Villa! Sunsets, views, private pool, kayaks & more!

10.0 out of 10, Exceptional, (139)
"Beautiful home on the pristine Sapodilla Bay! Our family of 9 from ages 14-77 enjoyed this home immensely. We felt 100% safe and enjoyed walking some mornings in the neighborhood. We will definitely be back. Julian was a wonderful host and responded quickly to any of our needs. "
Sapodilla BEACHFRONT Luxury Villa! Sunsets, views, private pool, kayaks & more!

Villa Romano Waterfront Sanctuary

10.0 out of 10, Exceptional, (3)
"It was beautiful, only thing I would have preferred mirrors in the bedrooms "
Villa Romano Waterfront Sanctuary

4 bdrm, 3 bath Beachfront Villa w/ 48 ft pool & Best Sunsets on the Island!

10.0 out of 10, Exceptional, (118)
"We loved our stay here. Private pool for the kids, direct and easy access to lovely quiet beach. Would definitely stay again. "
4 bdrm, 3 bath Beachfront Villa w/ 48 ft pool & Best Sunsets on the Island!

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

10.0 out of 10, Exceptional, (100)
"Great Villa. Property manager was helpful. Easy walk to Sapodilla Beach."
Palm Jewel - Luxury villa, private outdoor oasis w/pool, walk to SAPODILLA BEACH

New Villa - Vitamin Sea on The Water - Walk to Sapodilla and Taylor Bay

9.4 out of 10, Exceptional, (14)
"Breathtaking walking into the property. Amazing views. High end. Nice hot tub and pool. Kayak across the sound to be greeted by local iguanas. Across the road is wonderful beach. Go left past the pier if snorkeling and saw octopus, turtle, lobster and swam around old sunken ship. Great service. Wish we could have stayed longer. "
New Villa - Vitamin Sea on The Water - Walk to Sapodilla and Taylor Bay

Crystal Sands BEACHFRONT Villa! Private pool! Best Value for Families! Discounts

10.0 out of 10, Exceptional, (160)
"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 for Families! Discounts

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!

Seaside Villa, Beachfront Paradise

9.8 out of 10, Exceptional, (34)
"This villa is a beautiful haven. The views are breathtaking, from all the windows to the multiple balconies! Truly such a magical place to stay. The pool is perfect, the kids spent the better part of their days inside it. The dock by the beach side was incredible to lounge on while watching the sunrise and set. We will be back so sure. "
Seaside Villa, Beachfront Paradise

2 acre Waterfront Estate (unbelievable views, 2 Pools, Kayaks,)

9.0 out of 10, Wonderful, (28)
"Thanks for the opportunity to spend a week in paradise. Best vacation ever!"
2 acre Waterfront Estate (unbelievable views, 2 Pools, Kayaks,)

Turquoise Water Views On Both Sides Of Spectacular Private Property.

10.0 out of 10, Exceptional, (93)
"Just as advertised"
Turquoise Water Views On Both Sides Of Spectacular Private Property.

Intimate remodeled villa with private beach and pool.

9.6 out of 10, Exceptional, (24)
"Great home with everything you'll want."
Intimate remodeled villa with private beach and pool.

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

10.0 out of 10, Exceptional, (146)
"Everything about our stay was perfect… the best beach, very friendly and responsive hosts, fantastic villa… just perfect!"
Coconut Beach Villa! BEACHFRONT! Private Pool! Couples/Families! Fall Discounts!

Inn at Grace Bay

3.0 star property
9.4 out of 10, Exceptional, (600)
"Great location for those Who want to enjoy the Island on their own, Ariel is a great manager, always helpful and caring. Nice, quinte, little ‘piece of paradise’"
Inn at Grace Bay

The Somerset on Grace Bay

5.0 star property
9.6 out of 10, Exceptional, (180)
"Property was just right for our family loved the staff very friendly "
The price is AU$1,029
includes taxes & fees
25 Aug - 26 Aug
The Somerset on Grace Bay

The Tuscany on Grace Bay

4.0 star property
10.0 out of 10, Exceptional, (191)
"Wonderful relaxing place to vacation!"
The Tuscany on Grace Bay

H2O LifeStyle Resort

4.0 star property
9.4 out of 10, Exceptional, (89)
"It was really nice. Would book again."
H2O LifeStyle Resort

Dream Villas Provo

4.0 star property
9.0 out of 10, Wonderful, (45)
"Jono the property manager made our stay peaceful! Amazing place with a. Great view, would come back again"
Dream Villas Provo

Sea Grape Studios

3.0 star property
8.8 out of 10, Excellent, (80)
"The place was very quiet and nice clean. The host was very plesant "
Sea Grape Studios

The Atrium Resort

3.5 star property
8.2 out of 10, Very good, (204)
"Great property with full kitchen. Loved our stay and will return again. "
The Atrium 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.
Save an average of 15% on thousands of hotels when you're signed in

Top Chalk Sound Drive Hotel Reviews