Photo by Vada Stevens

Estate Chocolate Hole and Great Cruz Bay Holiday 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
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

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, (783)
"Wonderful staff clean room"
United States
Joan
The price is NZ$253
includes taxes & fees
23 Nov - 24 Nov
Flamboyan on the Bay Resort and Villas

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 NZ$1,091
includes taxes & fees
21 Nov - 22 Nov
Villa Island Paradise

Condo in St. Thomas

9.4 out of 10, Exceptional, (219)
"Clean, quiet, convenient location. Perfect stay!!!"
United States
Glenda
The price is NZ$349
includes taxes & fees
23 Nov - 24 Nov
Modern, furnished condo- Walk to Beach & Marina. Red Hook, Ferry & Bars nearby!

Cottage in St John

10.0 out of 10, Exceptional, (131)
"Such a great experience."
United States
Joshua B.
The price is NZ$618
includes taxes & fees
21 Nov - 22 Nov
Lameshur Cottage's Guest House

Apartment in St. Thomas

9.6 out of 10, Exceptional, (175)
"This place has an amazing view of the whole bay, close to local restaurants and beaches. "
United States
Daniel
The price is NZ$349
includes taxes & fees
25 Nov - 26 Nov
Renovated/new condo-Walk to Beach, Marina, Pools. Red Hook, Ferry, Bars near by!

Cottage in St. Thomas

2.0 star property
Cottage at West 7 Palms

Apartment in St Thomas

10.0 out of 10, Exceptional, (37)
"The host is awesome and very attentive to your needs. Very clean and spacious home with all the amenities. Love it! "
United States
Contessa J.
The price is NZ$426
includes taxes & fees
9 Dec - 10 Dec
Tropical Oasis 🇻🇮Stunning ocean view, minutes drive to Brewers Beach!🇻🇮🏝

Camping in St John

10.0 out of 10, Exceptional, (23)
"Great stay! "
United States
Alex
The price is NZ$401
includes taxes & fees
25 Nov - 26 Nov
Lameshur Bay Glamping Site with AC

Apartment in St Thomas

9.6 out of 10, Exceptional, (117)
"Arrived to find a clean unit with an astonishing view. Proximity to Sapphire Beach and nearby dining was very convenient, and grocery stores and the St John ferry were close enough for affordable taxi trips. "
United States
Trevor
Paradise @ Sapphire Village Studio- H-S WIFI -No Excess Owner Fees #307

Camping in St John

10.0 out of 10, Exceptional, (30)
"Overall great property only semi complaint which is more needy than anything is the tent will get a bit stuffy and hot when the fans die. "
United States
Will C.
The price is NZ$522
includes taxes & fees
2 Dec - 3 Dec
Family Glamping Site with AC

Condo in Smith Bay

9.6 out of 10, Exceptional, (11)
"Beautiful views"
United States
Mark
Ocean View Sapphire Condo-Balcony & King Bed

Condo in St. Thomas

8.8 out of 10, Excellent, (9)
"The condo is lovely and has fantastic views of the bay and mountains. The beds are super comfortable. Julie from Grocery Goddesses was amazing and Elliot’s car rental was great. We had a wonderful time!"
United States
Janet B.
The price is NZ$1,095
includes taxes & fees
21 Nov - 22 Nov
Discover Your Island Oasis: St. Thomas Condo

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 NZ$557
includes taxes & fees
21 Nov - 22 Nov
Little Indigo Apartments

Villa in Nazareth

9.6 out of 10, Exceptional, (93)
"Relaxing time, beautiful views!"
United States
Andy W.
The price is NZ$595
includes taxes & fees
1 Dec - 2 Dec
Amazing villa steps from the pool with incredible views & FREE WiFi

Aparthotel in St. Thomas

2.0 star property
The price is NZ$693
includes taxes & fees
25 Nov - 26 Nov
The Breeze St Thomas

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 NZ$613
includes taxes & fees
1 Dec - 2 Dec
Aqua

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 NZ$672
includes taxes & fees
21 Nov - 22 Nov
The Landmark Apartment

Apartment in Cruz Bay

8.6 out of 10, Excellent, (7)
"Tropical Paradise with Unbeatable Location.We had an incredible stay in Cruz Bay! The location was perfect — just a short walk to the ferry, shops, and amazing restaurants. The property was spotless, well-stocked, and beautifully decorated with a tropical vibe. We’ll definitely be back!"
United States
Baptiste F.
The price is NZ$1,096
includes taxes & fees
21 Nov - 22 Nov
Cruz Bay Oasis | Walk to Beach & Restaurants

Apartment in St Thomas

10.0 out of 10, Exceptional, (16)
"The mountain top view was fantastic and the hosts were very kind and accommodating. I would definitely return and advocate to stay here for anyone visiting the VI's. "
United States
Rene R.
The price is NZ$393
includes taxes & fees
21 Nov - 22 Nov
Zoë Oasis - The Couple’s Choice & #1 Wholesome Getaway 🤍

Apartment in St. Thomas

9.8 out of 10, Exceptional, (37)
"Hosts provided everything for a great stay. "
United States
John G.
The price is NZ$322
includes taxes & fees
23 Nov - 24 Nov
Hidden Hilltop Treasure
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.
Save an average of 15% on thousands of hotels when you're signed in

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 favorite 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 depends 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 NZ$253 per night. Entering your travel dates in the search wizard you might find 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.

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.