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Estate Chocolate Hole and Great Cruz Bay vacation rentals

We found 3,326 vacation rentals — enter your dates for availability

Find the perfect place for your stay in Estate Chocolate Hole and Great Cruz Bay by choosing from 45 houses, 85 condos, and other vacation rentals. Whether you’re staying in a vacation home with your kids and pets or just with friends, you'll find the best amenities for hanging out with the people that matter most, such as air conditioning and a TV. Whatever you're looking for, you're sure to find a rental for everyone's needs, including a place that's non-smoking or offers accessibility.

Vacation rentals with weekly discounts - Estate Chocolate Hole and Great Cruz Bay

Showing deals for:Nov 14 - Nov 21

Image gallery for New home, Privately nestled w/ your own pool and spectacular views! Backup Power

Exterior
10 out of 10 rating
Exceptional
(88 reviews)

New home, Privately nestled w/ your own pool and spectacular views! Backup Power

St. John, St John

10% off
Price is CA $651
CA $6,033 total
includes taxes & fees
New home, Privately nestled w/ your own pool and spectacular views! Backup Power

Find spaces that suit your style

  • Peace of mind

    Our Book with Confidence guarantee gives you 24/7 support

  • More quality time

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  • All the privacy of home

    Enjoy full kitchens, laundry, pools, yards and more

  • More for less

    More space, more privacy, more amenities — more value

Find out more about Estate Chocolate Hole and Great Cruz Bay

Find out more about Estate Chocolate Hole and Great Cruz Bay

Choose a vacation rental for your Estate Chocolate Hole and Great Cruz Bay getaway

Learn about the unique charm of Estate Chocolate Hole and Great Cruz Bay with a stay in a private vacation home. You'll find plenty to explore during your stay in the area. Sapphire Beach and Magens Bay Beach are just a couple of the must-sees in the area. Whether you're planning a family holiday, romantic stay or friends trip, vacation rentals offer features like full kitchens and laundry facilities for a more convenient stay.

Activities and attractions in and around Estate Chocolate Hole and Great Cruz Bay

Do you want to find things to do while you're in town? Although it can be tempting to stay in your comfortable vacation rental, you'll want to check out everything that makes Estate Chocolate Hole and Great Cruz Bay a one-of-a-kind vacation spot. Here are some of the major attractions to put on your list, all within 30 miles (48.2 km) of the city center:

  • Mahogany Run Golf Course (8.4 mi / 13.5 km)
  • The Self Centre (2.1 mi / 3.4 km)

Exploring the natural features in Estate Chocolate Hole and Great Cruz Bay

Whether you're looking for fun outdoor activities or just want to take in the scenery, Estate Chocolate Hole and Great Cruz Bay is a great place to spend some time outside. Here are a few of the area's most stunning natural features, all within 30 miles (48.2 km) of the city center:

  • Sapphire Beach (4.4 mi / 7.1 km)
  • Magens Bay Beach (9.7 mi / 15.6 km)
  • Chocolate Hole (0.3 mi / 0.5 km)
  • Great Cruz Bay (0.5 mi / 0.7 km)
  • Cruz Bay Beach (1.1 mi / 1.8 km)
  • Honeymoon Beach (1.6 mi / 2.5 km)

Transportation to and around Estate Chocolate Hole and Great Cruz Bay

The nearest airport is in St. Thomas (SPB-St. Thomas Seaplane Base), located 10.4 mi (16.7 km) from the city center. If you're unable to find a flight that fits your schedule, you could book a flight to Cyril E. King Airport (STT), which is 12.4 mi (19.9 km) away.

Frequently asked questions

What is the best area to stay in Estate Chocolate Hole And Great Cruz Bay when booking a vacation rental?
When considering a vacation rental in Estate Chocolate Hole and Great Cruz Bay, the area offers a delightful selection of neighbourhoods that cater to various preferences. One of the most appealing spots is Great Cruz Bay itself. This area is known for its stunning views of the water and proximity to beautiful beaches, making it an ideal choice for those looking to relax by the sea. You'll find a range of properties, from charming villas to modern condos, providing ample options for visitors.

In Great Cruz Bay, guests can easily access the picturesque Frank Bay Beach, great for sunbathing and snorkelling. Additionally, the vibrant atmosphere of Cruz Bay is just a short drive away, where you can explore a variety of shops, restaurants, and bars. Another great area is Estate Chocolate Hole, which offers a more tranquil and secluded experience. This neighbourhood features properties that often provide breathtaking panoramas of the Caribbean Sea and are conveniently located near the scenic Chocolate Hole Beach.
How much does it cost to rent a vacation home in Estate Chocolate Hole And Great Cruz Bay?
Prices for vacation rentals in Estate Chocolate Hole And Great Cruz Bay vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're travelling solo, as a couple, with family, or in a group. Vrbo offers something for every taste and budget, from affordable rentals in Estate Chocolate Hole And Great Cruz Bay to more spacious homes.
Are there any discounts for Estate Chocolate Hole And Great Cruz Bay vacation house rentals?
You can find great discounts on house rentals in Estate Chocolate Hole And Great Cruz Bay on Vrbo, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for Last minute bookings, and Early bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
Can I find long-stay vacation rentals in Estate Chocolate Hole And Great Cruz Bay?
A long-stay vacation rental in Estate Chocolate Hole And Great Cruz Bay is the best way to experience local living. Plus, you can make the most of long-stay discounts. Long-stay discounts are applied automatically when you enter your travel dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Are there any Estate Chocolate Hole And Great Cruz Bay vacation rentals with parking?
Vrbo offers a wide selection of vacation rentals in Estate Chocolate Hole And Great Cruz Bay with parking available—perfect for families or travellers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details on Vrbo and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
How early should I book a Estate Chocolate Hole And Great Cruz Bay vacation rental?
Book your Estate Chocolate Hole And Great Cruz Bay vacation rental at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your vacation rental, the better the price.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
What are the top attractions in Estate Chocolate Hole And Great Cruz Bay?
In Estate Chocolate Hole and Great Cruz Bay, visitors can enjoy a variety of attractions that highlight the natural beauty and cultural richness of the U.S. Virgin Islands. The nearby Virgin Islands National Park offers stunning hiking trails, pristine beaches, and opportunities for snorkelling in crystal-clear waters. Great Cruz Bay is home to several beautiful beaches, ideal for sunbathing and swimming, and is also close to local restaurants serving delicious Caribbean cuisine.
Can I change or cancel my Estate Chocolate Hole And Great Cruz Bay home rental booking on Vrbo?
To find Estate Chocolate Hole And Great Cruz Bay vacation rentals with free cancellation, just use Vrbo's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Vrbo makes it easy to book with confidence.
Why should I join Vrbo as a host?
Joining Vrbo as a host opens the door to a global community of travellers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Vrbo makes it easy to list, manage, and succeed. Whether it's a cosy flat or a countryside retreat, you can turn your space into a standout destination—become a host and let Vrbo handle the heavy lifting to help you thrive.
Are all fees included in the Estate Chocolate Hole And Great Cruz Bay vacation rental prices shown on Vrbo?
Vrbo provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.

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