Photo by Vada Stevens

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
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
In two weeks

Holiday Rentals in Estate Chocolate Hole and Great Cruz Bay

Villa Island Paradise

4.0 star property
St. John
9.4 out of 10, Exceptional, (3)
"It’s a nice place. "
United States
Leroy
The price is €582
includes taxes & fees
1 Dec - 2 Dec
Villa Island Paradise

Flamboyan on the Bay Resort and Villas

3.5 star property
St. Thomas
8.6 out of 10, Excellent, (793)
"Wonderful staff clean room"
United States
Joan
The price is €123
includes taxes & fees
4 Dec - 5 Dec
Flamboyan on the Bay Resort and Villas

Lameshur Cottage's Guest House

St John
10.0 out of 10, Exceptional, (132)
"Such a great experience."
United States
Joshua B.
The price is €370
includes taxes & fees
1 Dec - 2 Dec
Lameshur Cottage's Guest House

Shibui Cove

2.0 star property
St. Thomas
The price is €269
includes taxes & fees
5 Dec - 6 Dec
Shibui Cove

Lameshur Bay Glamping Site with AC

St John
10.0 out of 10, Exceptional, (23)
"Great stay! "
United States
Alex
The price is €213
includes taxes & fees
1 Dec - 2 Dec
Lameshur Bay Glamping Site with AC

King`s Lighthouse #2: The City Retreat

Charlotte Amalie
10.0 out of 10, Exceptional, (3)
"Wonderful stay"
United States
Lynnann E.
The price is €179
includes taxes & fees
8 Dec - 9 Dec
King`s Lighthouse #2: The City Retreat

The Breeze St Thomas

2.0 star property
St. Thomas
The price is €344
includes taxes & fees
1 Dec - 2 Dec
The Breeze St Thomas

Family Glamping Site with AC

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 €242
includes taxes & fees
8 Dec - 9 Dec
Family Glamping Site with AC

Modern, furnished condo- Walk to Beach & Marina. Red Hook, Ferry & Bars nearby!

St. Thomas
9.4 out of 10, Exceptional, (220)
"Clean, quiet, convenient location. Perfect stay!!!"
United States
Glenda
The price is €231
includes taxes & fees
4 Dec - 5 Dec
Modern, furnished condo- Walk to Beach & Marina. Red Hook, Ferry & Bars nearby!

Cottage at West 7 Palms

2.0 star property
St. Thomas
Cottage at West 7 Palms

Tropical Oasis 🇻🇮Stunning ocean view, minutes drive to Brewers Beach!🇻🇮🏝

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 €207
includes taxes & fees
9 Dec - 10 Dec
Tropical Oasis 🇻🇮Stunning ocean view, minutes drive to Brewers Beach!🇻🇮🏝

Little Indigo Apartments

3.5 star property
St. Thomas
8.4 out of 10, Very good, (22)
"Amazing views, very nice people"
United States
Ramie
The price is €290
includes taxes & fees
1 Dec - 2 Dec
Little Indigo Apartments

Good Vibes Only Waterfront Villa /Private Pool/Modern/Sun Decks/Majestic Views!

St Thomas
10.0 out of 10, Exceptional, (86)
"Outstanding property in beautiful location. Top notch on all levels. I would highly recommend !!"
United States
jana d.
The price is €838
includes taxes & fees
3 Dec - 4 Dec
Good Vibes Only Waterfront Villa /Private Pool/Modern/Sun Decks/Majestic Views!

Discover Your Island Oasis: St. Thomas Condo

St. Thomas
8.8 out of 10, Excellent, (9)
"Lovely property and excellent communication with the host - we would be delighted to return"
United States
Hope and J.
Discover Your Island Oasis: St. Thomas Condo

The Landmark Apartment

2.5 star property
St. Thomas
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 €356
includes taxes & fees
3 Dec - 4 Dec
The Landmark Apartment

Zoë Oasis - The Couple’s Choice & #1 Wholesome Getaway 🤍

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 €197
includes taxes & fees
2 Dec - 3 Dec
Zoë Oasis - The Couple’s Choice & #1 Wholesome Getaway 🤍

Amazing villa steps from the pool with incredible views & FREE WiFi

Nazareth
9.6 out of 10, Exceptional, (94)
"Relaxing time, beautiful views!"
United States
Andy W.
The price is €329
includes taxes & fees
10 Dec - 11 Dec
Amazing villa steps from the pool with incredible views & FREE WiFi

Salt Pond Bay Glamping Site With AC

St John
The price is €210
includes taxes & fees
1 Dec - 2 Dec
Salt Pond Bay Glamping Site With AC

Single Night Bookings Welcome - Tropical Modern Loft - SoHo Style - Concierge

Charlotte Amalie
10.0 out of 10, Exceptional, (8)
"Nice loft with a great library in downtown Charlotte Amelie. Loved the stay, will go back if I am in the area."
United States
Kevin S.
Single Night Bookings Welcome - Tropical Modern Loft - SoHo Style - Concierge

Amazing new/modern condo-Walk to beach, Marina and pools. Red Hook/bars near by!

St. Thomas
9.6 out of 10, Exceptional, (152)
"Condo was everything it was advertised to be - Sudi’s was the cherry on top"
United States
John A.
The price is €288
includes taxes & fees
15 Dec - 16 Dec
Amazing new/modern condo-Walk to beach, Marina and pools. Red Hook/bars near by!
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, apart-hotels, 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 €123 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. 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.