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Estate Chocolate Hole and Great Cruz Bay Holiday Rentals

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Holiday Rentals in Estate Chocolate Hole and Great Cruz Bay

Condo resort in St. Thomas

3.5 star property
8.6 out of 10, Excellent, (796)
"Wonderful staff clean room"
United States
Joan
The price is AU$215
includes taxes & fees
8 Dec - 9 Dec
Flamboyan on the Bay Resort and Villas

Villa in St. John

4.0 star property
9.6 out of 10, Exceptional, (4)
"It’s a nice place. "
United States
Leroy
The price is AU$1,128
includes taxes & fees
11 Dec - 12 Dec
Villa Island Paradise

Aparthotel in St. Thomas

3.0 star property
8.4 out of 10, Very good, (794)
"Great staff"
United States
Shereika
Pirates Pension at Bluebeard's Castle

Aparthotel in St. Thomas

3.0 star property
8.6 out of 10, Excellent, (1785)
"Very clean and comfortable room, incredible views"
United States
Isiah
Hilltop Villas at Bluebeard's Castle

Aparthotel in St. Thomas

3.0 star property
6.8 out of 10, (272)
"Really great room view and lots of great little amenities that made the trip very helpful"
United States
Janette
Sapphire Beach Resort

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 AU$1,463
includes taxes & fees
10 Dec - 11 Dec
Marriott's Frenchman's Cove

Aparthotel in St. Thomas

2.5 star property
8.6 out of 10, Excellent, (1210)
"Great get away!"
United States
Roquelle
Castle Villas at Bluebeard's

Aparthotel in St. John

4.0 star property
9.6 out of 10, Exceptional, (532)
"Amazing accomodations!"
United States
Mr.
Gallows Point Resort

Apartment in St. Thomas

4.0 star property
9.6 out of 10, Exceptional, (148)
"Second time there. Just an over all beautiful property. "
United States
Erik
Beachfront Villas at Crystal Cove

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 AU$590
includes taxes & fees
13 Dec - 14 Dec
The Landmark Apartment

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

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 AU$1,374
includes taxes & fees
7 Dec - 8 Dec
Suite St. John at Gallows Point Resort

Condo in St Thomas

9.6 out of 10, Exceptional, (207)
"Check in was easy, the condo had everything we needed and everything worked properly. The nearby pools were well maintained and the on site restaurants were great. "
United States
rodney b.
The price is AU$487
includes taxes & fees
7 Dec - 8 Dec
The Captain and the Mermaid - Adventures in Paradise are waiting!

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

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

Apartment in St. Thomas

3.0 star property
9.6 out of 10, Exceptional, (4)
"Comfortable and beautiful area"
United States
Paola
Aqua

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 AU$508
includes taxes & fees
1 Jan - 2 Jan 2026
Little Indigo Apartments

Villa in St. Thomas

10.0 out of 10, Exceptional, (121)
"One Beach Road was exactly as advertised plus a lot more. House was beautiful and view couldn’t be beat. Location was awesome and close to a ton of restaurants and things to do. Julie goes above and beyond as an owner. She was super communicative and had a ton of great information about things to do. We loved it!"
United States
Patrick S.
ONE BEACH ROAD; 6 Bedroom, 5 1/2 Bath Beachfront Oasis St Thomas VI

Apartment in St. Thomas

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 AU$577
includes taxes & fees
7 Dec - 8 Dec
Shibui Cove

Condo in St. Thomas

3.5 star property
9.4 out of 10, Exceptional, (70)
"Location was perfect."
United States
Daniel
Sapphire Beach 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.
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Top Estate Chocolate Hole and Great Cruz Bay Hotel Reviews

Find out more about Estate Chocolate Hole and Great Cruz Bay

Everything you need to know about Estate Chocolate Hole and Great Cruz Bay holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Estate Chocolate Hole and Great Cruz Bay holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Estate Chocolate Hole and Great Cruz Bay holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Estate Chocolate Hole and Great Cruz Bay holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Estate Chocolate Hole and Great Cruz Bay. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Estate Chocolate Hole and Great Cruz Bay holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Estate Chocolate Hole and Great Cruz Bay holiday rentals we have selected for you start as low as AU$215 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Estate Chocolate Hole and Great Cruz Bay rentals

At Expedia, we put the best Estate Chocolate Hole and Great Cruz Bay holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Estate Chocolate Hole and Great Cruz Bay rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Estate Chocolate Hole and Great Cruz Bay holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Estate Chocolate Hole and Great Cruz Bay. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

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.

What are some of the best holiday rentals that Estate Chocolate Hole and Great Cruz Bay has to offer?

Secluded Oceanfront Villa with pool and incredible view! Welcome to Paradise!: This highly rated holiday home rental in Estate Chocolate Hole and Great Cruz Bay is located on the beach, and has a balcony, a private garden and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a fridge, a microwave and kitchenware. Our travellers also rate STUNNING VIEWS! NEW LUXURY VILLA W/PRIVACY SUITES CONCIERGE SERVICE as a favourite home for rent in Estate Chocolate Hole and Great Cruz Bay.

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.