Photo by Vada Stevens

Search Holiday Rentals in Estate Chocolate Hole and Great Cruz Bay

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
9 Jan - 11 Jan
In two months
20 Feb - 22 Feb
In three months
20 Mar - 22 Mar
In four months
17 Apr - 19 Apr

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

Property entrance
The Landmark Apartment

Aparthotel in St. Thomas

The Landmark Apartment
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 Rp3.918.901
Rp6.919.914 total
includes taxes & fees
2 Jan - 3 Jan 2026
The Landmark Apartment
Exterior
Villa Island Paradise

Villa in St. John

Villa Island Paradise
4.0 star property
9.2 out of 10, Wonderful, (7)
"Very safe and secure place! Also very clean! Just uphill from cruz bay "
United States
Tyler
The price is Rp1.707.940
Rp10.945.426 total
includes taxes & fees
28 Dec - 29 Dec
Villa Island Paradise
Terrace/patio
The Breeze St Thomas

Aparthotel in St. Thomas

The Breeze St Thomas
2.0 star property
The price is Rp4.369.401
Rp7.863.666 total
includes taxes & fees
5 Jan - 6 Jan 2026
The Breeze St Thomas
Terrace/patio
Shibui Cove

Apartment in St. Thomas

Shibui Cove
2.0 star property
10.0 out of 10, Exceptional, (1)
"I had a great stay here. The view was absolutely stunning. Being up on the side of the mountain was great. Very private but less than 5 min away from town. I will definitely stay again. "
United States
Adam R
The price is Rp3.164.049
Rp6.387.110 total
includes taxes & fees
2 Jan - 3 Jan 2026
Shibui Cove
Deluxe Apartment, 1 Queen Bed with Sofa bed, Harbor View, Slope side, Apt#2 | Private kitchen | Full-sized fridge, microwave, oven, stovetop
Little Indigo Apartments

Apartment in St. Thomas

Little Indigo Apartments
3.5 star property
8.4 out of 10, Very good, (22)
"Amazing views, very nice people"
United States
Ramie
The price is Rp3.224.317
Rp5.623.889 total
includes taxes & fees
2 Jan - 3 Jan 2026
Little Indigo Apartments
Cottage | 1 bedroom, iron/ironing board, free WiFi
Cottage at West 7 Palms

Cottage in St. Thomas

Cottage at West 7 Palms
2.0 star property
Cottage at West 7 Palms
Interior
The Cottage at Villa Indigo

Holiday Home in St. Thomas

The Cottage at Villa Indigo
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 Rp4.354.334
Rp7.426.685 total
includes taxes & fees
25 Jan - 26 Jan 2026
The Cottage at Villa Indigo
Deluxe Apartment | Private kitchen | Full-sized fridge, microwave, oven, stovetop
Villa Indigo 1BR in Private Gated Estate

Apartment in St. Thomas

Villa Indigo 1BR in Private Gated Estate
3.5 star property
9.0 out of 10, Wonderful, (26)
"It was great, clean apartment and definitely recommend going again or booking in the future."
United States
John
The price is Rp3.240.890
Rp5.644.190 total
includes taxes & fees
5 Jan - 6 Jan 2026
Villa Indigo 1BR in Private Gated Estate
Honeymoon Suite, 1 Bedroom | Living area | 45-inch TV with satellite channels, DVD player
Peter Bay Gatehouse

Apartment in Maho Bay Quarter

Peter Bay Gatehouse
4.0 star property
8.4 out of 10, Very good, (19)
"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 Rp14.983.195
Rp20.523.964 total
includes taxes & fees
26 Jan - 27 Jan 2026
Peter Bay Gatehouse
Exterior
Marriott's Frenchman's Cove

Condo resort in St. Thomas

Marriott's Frenchman's Cove
4.0 star property
9.0 out of 10, Wonderful, (189)
"the view was amazing… the room was perfect and very clean! Highly recommend! "
United States
Ron
The price is Rp17.059.079
Rp19.191.548 total
includes taxes & fees
27 Jan - 28 Jan 2026
Marriott's Frenchman's Cove
View from property
Suite St. John at Gallows Point Resort

Aparthotel in St. John

Suite St. John at Gallows Point Resort
4.0 star property
8.6 out of 10, Excellent, (95)
"Amazing property and helpful staff. "
United States
Joseph
The price is Rp13.312.275
Rp18.153.757 total
includes taxes & fees
11 Jan - 12 Jan 2026
Suite St. John at Gallows Point Resort
Aerial view
Beachfront Villas at Crystal Cove

Apartment in St. Thomas

Beachfront Villas at Crystal Cove
4.0 star property
9.6 out of 10, Exceptional, (150)
"Second time there. Just an over all beautiful property. "
United States
Erik
Beachfront Villas at Crystal Cove
Terrace/patio
Crystal Cove Beachfront Pool Tennis

Condo in St. Thomas

Crystal Cove Beachfront Pool Tennis
3.0 star property
8.0 out of 10, Very good, (12)
"Room was great. Beach was very good"
United States
Jeff
The price is Rp3.842.059
Rp7.885.220 total
includes taxes & fees
8 Jan - 9 Jan 2026
Crystal Cove Beachfront Pool Tennis
Exterior
Bettyes Villa

Villa in Charlotte Amalie

Bettyes Villa
4.0 star property
The price is Rp12.053.520
Rp25.647.212 total
includes taxes & fees
27 Jan - 28 Jan 2026
Bettyes Villa
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
"Room was super clean Nice view from the 3200 bldg Staff was Excellent! Friendly responsive Shuttles all around the property back and forth Took 2 trips from the Westin dock both fun and just ascadvertised"
Hal 6-night trip
Posted 3 weeks 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.co.id! 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 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 47 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. Trunk Bay 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.