Photo by Vada Stevens

Estate Chocolate Hole and Great Cruz Bay Vacation Rentals

Start date: Check-in selected.
To Date
End date: Check-out

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

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

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
Dec 5 - Dec 7
In two months
Jan 16 - Jan 18
In three months
Feb 13 - Feb 15
In four months
Mar 13 - Mar 15

Vacation Rentals in Estate Chocolate Hole and Great Cruz Bay

Outdoor pool
Hilltop Villas at Bluebeard's Castle

Aparthotel in St. Thomas

3.0 star property
8.6 out of 10, Excellent, (1783)
"Very clean and comfortable room, incredible views"
United States
Isiah
Hilltop Villas at Bluebeard's Castle
Exterior
Flamboyan on the Bay Resort and Villas

Condo resort in St. Thomas

3.5 star property
8.6 out of 10, Excellent, (782)
"Wonderful staff clean room"
United States
Joan
The price is P6,841
P8,381 total
includes taxes & fees
Dec 20 - Dec 21
Flamboyan on the Bay Resort and Villas
Exterior
Castle Villas at Bluebeard's

Aparthotel in St. Thomas

2.5 star property
8.6 out of 10, Excellent, (1209)
"Great get away!"
United States
Roquelle
Castle Villas at Bluebeard's
Balcony
Pirates Pension at Bluebeard's Castle

Aparthotel in St. Thomas

3.0 star property
8.4 out of 10, Very Good, (790)
"This property is a Gem. A must stay if you ever decide to visit this lovely island."
United States
GERALD L
Pirates Pension at Bluebeard's Castle
Exterior
Villa Island Paradise

Villa in St. John

4.0 star property
9.0 out of 10, Wonderful, (2)
"It’s a nice place. "
United States
Leroy
The price is P6,017
P35,614 total
includes taxes & fees
Nov 20 - Nov 21
Villa Island Paradise
Exterior
Marriott's Frenchman's Cove

Condo resort in St. Thomas

4.0 star property
9.0 out of 10, Wonderful, (186)
"Great room and facilities"
United States
Gary
The price is P46,547
P52,365 total
includes taxes & fees
Nov 20 - Nov 21
Marriott's Frenchman's Cove
Outdoor pool
Sapphire Beach Resort

Aparthotel in St. Thomas

3.0 star property
6.8 out of 10, (271)
"Really great room view and lots of great little amenities that made the trip very helpful"
United States
Janette
Sapphire Beach Resort
Aerial view
Beachfront Villas at Crystal Cove

Apartment in St. Thomas

4.0 star property
9.6 out of 10, Exceptional, (146)
"Very clean food was great for the first night then a short ride to Red Hook was quick n easy"
United States
Martin
Beachfront Villas at Crystal Cove
View from property
Crystal Cove Villas

Aparthotel in St. Thomas

3.0 star property
7.4 out of 10, Good, (121)
"This property was a beautiful stay clean and very well organized. The host was beautiful and instructed me with kindness and compassion and made sure I had everything accessible. Will definitely stay here again. "
United States
Jasmine
Crystal Cove Villas
Property entrance
The Landmark Apartment

Aparthotel in St. Thomas

2.5 star property
8.8 out of 10, Excellent, (15)
"I loved the historic nature of the building. It had an interesting layout, but it was very spacious and clean, and had a wonderful location for walking around downtown and seeing the sights."
United States
Mercy
The price is P13,794
P24,357 total
includes taxes & fees
Nov 22 - Nov 23
The Landmark Apartment
White sand, sun loungers, beach umbrellas, beach towels
Virgin Islands Campground

Cabin in St. Thomas

2.0 star property
9.4 out of 10, Exceptional, (115)
"Excellent place to stay! "
United States
Peter
Virgin Islands Campground
View from property
Suite St. John at Gallows Point Resort

Aparthotel in St. John

4.0 star property
8.6 out of 10, Excellent, (95)
"Amazing property and helpful staff. "
United States
Joseph
The price is P38,052
P53,560 total
includes taxes & fees
Nov 20 - Nov 21
Suite St. John at Gallows Point Resort
Terrace/patio
Calichi at Picture Point

Villa in St. John

4.0 star property
9.8 out of 10, Exceptional, (73)
"Absolutely beautiful breathtaking view with beautiful sunrises. It was private and clean. I highly recommend this place. "
United States
Laura Nicole
Calichi at Picture Point
2 outdoor pools
Sapphire Village Resort

Aparthotel in St. Thomas

3.0 star property
6.4 out of 10, (312)
"Great spot. Close to beach and dinning. "
United States
anna
Sapphire Village Resort
Terrace/patio
Aqua

Apartment in St. Thomas

3.0 star property
9.6 out of 10, Exceptional, (4)
"Comfortable and beautiful area"
United States
Paola
The price is P11,614
P21,564 total
includes taxes & fees
Dec 2 - Dec 3
Aqua
Exterior
Gallows Point Resort

Aparthotel in St. John

4.0 star property
9.6 out of 10, Exceptional, (530)
"It was everything we could have asked for. They even left us a little gift for our honeymoon. Would absolutely recommend anybody stay here "
United States
Connor
Gallows Point Resort
Terrace/patio
Sapphire Beach Villa

Condo in St. Thomas

3.5 star property
9.4 out of 10, Exceptional, (69)
"Excellent communication from the owners and I will stay here again on my next visit."
United States
Tabitha
Sapphire Beach Villa
Private kitchen
Little Indigo Apartments

Apartment in St. Thomas

3.5 star property
8.4 out of 10, Very Good, (22)
"Amazing views, very nice people"
United States
Ramie
The price is P10,566
P18,843 total
includes taxes & fees
Nov 20 - Nov 21
Little Indigo Apartments
Beach/ocean view
Hotel Sophia Boutique Hotel

Aparthotel in St. Thomas

4.0 star property
8.2 out of 10, Very Good, (31)
" Beautiful views of the water. The room was clean, comfortable, and the host was great to deal with. "
United States
Matthew
Hotel Sophia Boutique Hotel
Interior
The Cottage at Villa Indigo

Vacation Home in St. Thomas

3.0 star property
8.8 out of 10, Excellent, (15)
"We got a true dose of the life experience on the island staying here. The entire experience was MAGICAL!!!! Me and my family will most definitely staying again when we come back "
United States
Oronde
The price is P15,327
P26,141 total
includes taxes & fees
Dec 2 - Dec 3
The Cottage at Villa Indigo
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Estate Chocolate Hole and Great Cruz Bay Hotel Reviews

The Westin St. John Resort Villas

The Westin St. John Resort Villas

10/10 Excellent
"Rochelle was wonderful!!"
Elda M 5-night trip
Posted 6 days ago
The Westin St. John Resort Villas

Find out more about Estate Chocolate Hole and Great Cruz Bay

Search for holiday rentals in Estate Chocolate Hole and Great Cruz Bay on Expedia! You can easily find your home rentals, villas, holiday apartments in Estate Chocolate Hole and Great Cruz Bay using one of the methods below:

  • View our selection of featured holiday rentals in Estate Chocolate Hole and Great Cruz Bay
  • Use the map to find apartments and other holiday homes in the Estate Chocolate Hole and Great Cruz Bay neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Estate Chocolate Hole and Great Cruz Bay while they last

Look no further and take a look at our great range of rental properties in Estate Chocolate Hole and Great Cruz Bay!

Frequently asked questions

Can I find vacation rentals in Estate Chocolate Hole and Great Cruz Bay?

Yes, we have vacation rentals near well known points of interest in Estate Chocolate Hole and Great Cruz Bay, or you can go with a more secluded option if you're looking for a relaxing stay.

How many vacation rentals are there in Estate Chocolate Hole and Great Cruz Bay?

Choose from 47 Expedia vacation rentals in Estate Chocolate Hole and Great Cruz Bay for a memorable vacation.

What can I see and do in Estate Chocolate Hole and Great Cruz Bay?

Chocolate Hole and Great Cruz Bay are a couple of lovely local spots to get outside and enjoy nature. Trunk Bay and Sapphire Beach are other popular places to visit in the area.

What are vacation rentals like in Estate Chocolate Hole and Great Cruz Bay?

A vacation rental is a private property where you can stay for several days or longer in Estate Chocolate Hole and Great Cruz Bay. Vacation rentals provide amenities such as patios, hot tubs, and fire pits so you'll feel right at home. If you're concerned about cleanliness, vacation rentals can offer a sense of security away from public hotel elevators and busy lobbies while still allowing you the experience of travel. You'll also get more space in a vacation rental than in a traditional hotel, which is another reason why a vacation rental is a great option for a small group gathering.