A coastal town with buildings, a harbor filled with boats, and a mountainous backdrop.

Estate Chocolate Hole and Great Cruz Bay Vacation Rentals

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Check prices for these dates

In two weeks
Jul 24 - Jul 26
In two months
Sep 4 - Sep 6
In three months
Oct 2 - Oct 4
In four months
Oct 30 - Nov 1

Our top choices for Estate Chocolate Hole and Great Cruz Bay vacation rentals

Outdoor pool, cabanas (surcharge), sun loungers

The Westin St. John Resort Villas

The Westin St. John Resort Villas
4.5 star property
St. John
8.4 out of 10, Very Good, (493 reviews)
"Great unit, clean, updated and comfortable. Laundry and coffee were a plus. The resort is beautifully maintained and landscaped."
United States
Lindsay
The price is P44,923
P50,539 total
includes taxes & fees
Aug 2 - Aug 3
The Westin St. John Resort Villas
Terrace/patio

The Perch at Hawk Hill

The Perch at Hawk Hill
2.0 star property
St. Thomas
The price is P11,912
P23,818 total
includes taxes & fees
Jul 13 - Jul 14
The Perch at Hawk Hill
Living area

The Breeze

The Breeze
2.0 star property
ST Thomas
The price is P10,260
P49,543 total
includes taxes & fees
Jul 13 - Jul 14
The Breeze
Living room

The Landmark Apartment

The Landmark Apartment
2.5 star property
St. Thomas
8.6 out of 10, Excellent, (18 reviews)
"Wonderful place to stay and Ali the cab driver was also amazing "
United States
Eileen
The price is P15,198
P26,323 total
includes taxes & fees
Jul 22 - Jul 23
The Landmark Apartment
Balcony

Villa Indigo 1BR in Private Gated Estate

Villa Indigo 1BR in Private Gated Estate
3.5 star property
St. Thomas
8.8 out of 10, Excellent, (33 reviews)
"Excellent place"
United States
Trent
The price is P13,401
P22,567 total
includes taxes & fees
Jul 21 - Jul 22
Villa Indigo 1BR in Private Gated Estate
Aerial view

Villa Island Paradise

Villa Island Paradise
4.0 star property
St. John
9.6 out of 10, Exceptional, (32 reviews)
"Beautiful location with stunning views and a peaceful atmosphere. The room was clean and comfortable, and the staff was friendly and helpful throughout the stay. Great option for a relaxing getaway in St. John."
United States
Quoc Phong Eric
The price is P4,289
P35,879 total
includes taxes & fees
Jul 15 - Jul 16
Villa Island Paradise
Interior

St Thomas Cliffside Villa With Pool & Hot Tub!

St Thomas Cliffside Villa With Pool & Hot Tub!
3.5 star property
St. Thomas
The price is P39,363
P75,870 total
includes taxes & fees
Jul 18 - Jul 19
St Thomas Cliffside Villa With Pool & Hot Tub!
View from room

Suite St. John at Gallows Point Resort

Suite St. John at Gallows Point Resort
4.0 star property
St. John
8.8 out of 10, Excellent, (105 reviews)
"Everything was just first class!!! Amazing place and great people!"
United States
Grady
The price is P30,445
P44,999 total
includes taxes & fees
Jul 22 - Jul 23
Suite St. John at Gallows Point Resort
1 bedroom, Egyptian cotton sheets, premium bedding, down comforters

Aqua

Aqua
3.0 star property
St. Thomas
9.2 out of 10, Wonderful, (7 reviews)
"Great location. Walkable to restaurants, taxi and coffee. Nice apartment to explore St. Thomas. Will be going back."
United States
Suzanne
The price is P13,783
P24,542 total
includes taxes & fees
Jul 22 - Jul 23
Aqua
Terrace/patio

Little Indigo Apartments

Little Indigo Apartments
3.5 star property
St. Thomas
7.8 out of 10, Good, (30 reviews)
"The apartment had an amazing view. It was clean and well prepared prior to our arrival. I look forward to our next visit."
United States
Lynda
The price is P10,462
P18,966 total
includes taxes & fees
Jul 22 - Jul 23
Little Indigo Apartments
2 bedrooms, premium bedding, down comforters, pillowtop beds

The Cottage at Villa Indigo

The Cottage at Villa Indigo
3.0 star property
St. Thomas
8.8 out of 10, Excellent, (15 reviews)
"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 P16,551
P27,963 total
includes taxes & fees
Jul 22 - Jul 23
The Cottage at Villa Indigo
On the beach, snorkeling

Marriott's Frenchman's Cove

Marriott's Frenchman's Cove
4.0 star property
St. Thomas
9.0 out of 10, Wonderful, (201 reviews)
"The property is well maintained and comfortable. Our family enjoyed the private beach and the pool. The one on-site restaurant serves a variety of good food."
United States
Cathryn
The price is P52,934
P59,551 total
includes taxes & fees
Aug 8 - Aug 9
Marriott's Frenchman's Cove
Balcony view

Peter Bay Gatehouse

Peter Bay Gatehouse
4.0 star property
Maho Bay Quarter
8.4 out of 10, Very Good, (20 reviews)
"Staying at the gate house was wonderful. Walk to beach was a little longer than expected because of the sharp incline. Very nice place to stay!! "
United States
jonathan
The price is P38,441
P53,625 total
includes taxes & fees
Jul 22 - Jul 23
Peter Bay Gatehouse
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 Estate Chocolate Hole and Great Cruz Bay Hotel Reviews

The Westin St. John Resort Villas

The Westin St. John Resort Villas

10/10 Excellent
"Great trip"
Stephen 7-night trip
Posted 5 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:

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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 50 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 Virgin Islands National Park 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.