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

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Check prices for these dates

In two weeks
14 Aug - 16 Aug
In two months
25 Sep - 27 Sep
In three months
23 Oct - 25 Oct
In four months
20 Nov - 22 Nov

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

Outdoor pool, pool cabanas (surcharge), pool loungers

1. 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, (498 reviews)
"We had a good stay at the Westin in St. John. Service is slow in the resort other than that everything else was good."
United States
Rituparna
The price is 14.082.805 ₫
15.843.169 ₫ total
includes taxes & fees
17 Aug - 18 Aug
The Westin St. John Resort Villas
Aerial view

2. 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 2.000.548 ₫
15.697.194 ₫ total
includes taxes & fees
2 Aug - 3 Aug
Villa Island Paradise
Luxury Suite Ocean View Upper 15D | View from room

3. 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 13.029.885 ₫
19.258.696 ₫ total
includes taxes & fees
31 Jul - 1 Aug
Suite St. John at Gallows Point Resort
Exterior

4. Bluebeard's Castle Resort

Bluebeard's Castle Resort
4.0 star property
Charlotte Amalie
9.0 out of 10, Wonderful, (680 reviews)
"Great place!"
United States
Amy
The price is 5.714.460 ₫
7.700.234 ₫ total
includes taxes & fees
5 Aug - 6 Aug
Bluebeard's Castle Resort
Luxury Penthouse | Balcony view

5. Peter Bay Gatehouse

Peter Bay Gatehouse
4.0 star property
Maho Bay Quarter
8.4 out of 10, Very good, (20 reviews)
"Outstanding view from the villa"
United States
Thomas
The price is 16.451.875 ₫
22.950.497 ₫ total
includes taxes & fees
31 Jul - 1 Aug
Peter Bay Gatehouse
City Apartment, 3 Bedrooms, Kitchen, City View | Living room | 45-inch TV with digital channels, Netflix, Hulu

6. 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 6.504.282 ₫
11.265.767 ₫ total
includes taxes & fees
1 Aug - 2 Aug
The Landmark Apartment
Deluxe House, Ocean View | Living area

7. The Breeze

The Breeze
2.0 star property
ST Thomas
The price is 3.462.396 ₫
20.035.236 ₫ total
includes taxes & fees
5 Aug - 6 Aug
The Breeze
Cottage | 2 bedrooms, premium bedding, down duvets, pillow-top beds

8. 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 7.083.519 ₫
11.967.686 ₫ total
includes taxes & fees
31 Jul - 1 Aug
The Cottage at Villa Indigo
Deluxe Apartment | Balcony

9. 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 5.448.742 ₫
9.307.008 ₫ total
includes taxes & fees
31 Jul - 1 Aug
Villa Indigo 1BR in Private Gated Estate
Panoramic Apartment, 2 Bedrooms, Harbor View, Sea Facing, Apt#3 | Terrace/patio

10. 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 4.477.542 ₫
8.117.289 ₫ total
includes taxes & fees
31 Jul - 1 Aug
Little Indigo Apartments
On the beach, snorkelling

11. Marriott's Frenchman's Cove

Marriott's Frenchman's Cove
4.0 star property
St. Thomas
9.0 out of 10, Wonderful, (204 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 16.557.167 ₫
18.626.944 ₫ total
includes taxes & fees
22 Aug - 23 Aug
Marriott's Frenchman's Cove
Luxury Apartment, 1 Bedroom, Sea Facing | 1 bedroom, Egyptian cotton sheets, premium bedding, down duvets

12. Aqua

Aqua
3.0 star property
St. Thomas
9.4 out of 10, Exceptional, (8 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 5.898.984 ₫
10.503.470 ₫ total
includes taxes & fees
3 Aug - 4 Aug
Aqua
Terrace/patio

13. Shibui Cove

Shibui Cove
2.0 star property
St. Thomas
7.4 out of 10, Good, (6 reviews)
"Not everything was operational in the apt. Lights/fans etc. but was an awesome place to stay."
United States
William Eric
The price is 5.069.810 ₫
10.158.967 ₫ total
includes taxes & fees
3 Aug - 4 Aug
Shibui Cove
Family Apartment, Ocean View | Terrace/patio

14. The Perch at Hawk Hill

The Perch at Hawk Hill
2.0 star property
St. Thomas
The price is 4.531.059 ₫
9.498.998 ₫ total
includes taxes & fees
31 Jul - 1 Aug
The Perch at Hawk Hill
Villa (3 Bedrooms) | Interior

15. 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 16.846.720 ₫
32.471.000 ₫ total
includes taxes & fees
6 Aug - 7 Aug
St Thomas Cliffside Villa With Pool & Hot Tub!
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
"We didn't spend a lot of time on the resort (mostly at beaches around the island), but it was a great resort. It was nice to come back after a long beach day and relax in the pool before changing and catching a taxi to dinner. The taxis hangout on property, making it easy to catch a ride into town for dinner (Morgan's Mango and The Banana Deck were our favorites)."
James 3-night trip
Posted 3 days ago
The Westin St. John Resort Villas

Frequently asked questions

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

Yes, there are holiday rentals close to the most popular sights in Estate Chocolate Hole and Great Cruz Bay, or you can select a more secluded option if you're looking for a relaxing stay.

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

Choose from 52 Expedia holiday rentals in Estate Chocolate Hole and Great Cruz Bay for a memorable holiday.

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. Virgin Islands National Park and Sapphire Beach are other popular places to visit in the area.

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

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Estate Chocolate Hole and Great Cruz Bay. Holiday rentals provide amenities like WiFi and washers and dryers so you'll have a home away from home. If you're concerned about a clean environment, a holiday rental can provide a sense of privacy away from public hotel lifts and bustling concierge desks while still allowing you to travel. You'll also have more space in a holiday rental than in a traditional hotel, which is another reason why a holiday rental is an attractive choice for family trips.