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Estate Chocolate Hole and Great Cruz Bay vacation rentals

We found 3,128 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 7 - Nov 14

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 $6,041 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

    From booking to staying, the whole process is simple and enjoyable

  • 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 most popular type of vacation rental accommodation in Estate Chocolate Hole and Great Cruz Bay?
The most in-demand types of vacation rentals in Estate Chocolate Hole and Great Cruz Bay are villas. Hoping for something different? Vrbo has many options to match the unique needs of our guests, so you'll see vacation homes in all sizes and shapes. The perfect fit is ready and waiting for you — discover yours today.
How much does it cost to rent a vacation rental in Estate Chocolate Hole and Great Cruz Bay?
The average price for a vacation rental in Estate Chocolate Hole and Great Cruz Bay is determined by several factors, such as property type, length of stay and season. Whether you're in search of a sprawling villa with space for extended family or a cozy cabin ideal for just you and the kids, just add your travel dates to find stays with exceptional value.
How much does it cost to rent a beach house in Estate Chocolate Hole and Great Cruz Bay?
Prices for beach houses in Estate Chocolate Hole and Great Cruz Bay can differ depending on the size and style of the property and when you're traveling. Simply enter your dates of travel into Vrbo and the number of guests to view your rental options and prices. From there you can use our filters to narrow your search results by ratings, amenities, nearby activities and more.
Are there pet-friendly vacation rentals in Estate Chocolate Hole and Great Cruz Bay?
Yes, there are. You can choose from 310 vacation rentals that allow pets in Estate Chocolate Hole and Great Cruz Bay. Several of our pet-friendly vacation rentals even have an outdoor space for your furry friend to play around in, complimentary treats, special dog beds and proximity to parks. Apply the "Pets allowed" filter to find your place on Vrbo.
Can I rent a house with a pool in Estate Chocolate Hole and Great Cruz Bay?
Add an extra layer of fun to your vacation by booking one of the 270 houses with a private pool in Estate Chocolate Hole and Great Cruz Bay. Use our search filter to find properties with pools on Vrbo, then spend leisurely days splashing and playing in a swimming pool that's all yours.
What are popular rental amenities in Estate Chocolate Hole and Great Cruz Bay?
A fireplace, a swimming pool and ski-in/ski-out facilities head the list of most popular rental amenities in Estate Chocolate Hole and Great Cruz Bay. Whether you're heading away solo, with your sweetheart or a group of dear friends, Vrbo can help you find a vacation rental that matches your style with all the options you need.
Are there large group vacation rentals in Estate Chocolate Hole and Great Cruz Bay?
Estate Chocolate Hole and Great Cruz Bay has 58 vacation homes that can fit 10 or more guests. These stays come with plenty of space to share good times with family and friends.
Are there vacation rentals in Estate Chocolate Hole and Great Cruz Bay that welcome kids?
Estate Chocolate Hole and Great Cruz Bay has 307 family-friendly vacation homes to pick from. And finding a stay that welcomes kids is a cinch with Vrbo's "Properties good for families" filter. Besides having the whole place to yourselves, you'll enjoy access to conveniences and perks like extra bedrooms, full kitchens and private pools.
What are the top attractions for families in Estate Chocolate Hole and Great Cruz Bay?
Keep the kids amused at these fun family-friendly attractions in Estate Chocolate Hole and Great Cruz Bay:

  • Trunk Bay
  • Cruz Bay Beach
  • Honeymoon Beach

Are there one-bedroom vacation rentals in Estate Chocolate Hole and Great Cruz Bay?
You can pick from 42 one-bedroom rentals in Estate Chocolate Hole and Great Cruz Bay. Whether you're on the lookout for a cozy cottage or a condo, Vrbo's one-bedroom properties are perfect if you don't need huge amounts of space. One of the best things about having your own pad? You won't ever need to share your adventure with strangers.
Can I find two-bedroom vacation rentals in Estate Chocolate Hole and Great Cruz Bay?
Estate Chocolate Hole and Great Cruz Bay has 124 two-bedroom vacation properties for you to pick from. Book a vacation home with all the privacy and comfort you're looking for at a price that won't break the bank on Vrbo.
Are there vacation rentals with WiFi in Estate Chocolate Hole and Great Cruz Bay?
Take your pick of 60 vacation rentals with WiFi in Estate Chocolate Hole and Great Cruz Bay. If you want to disconnect from the world on your escape, but still want to be connected to the web, these properties are just what you need. Narrow your search by applying the WiFi filter on Vrbo.
How can I find vacation rentals with air conditioning in Estate Chocolate Hole and Great Cruz Bay?
Estate Chocolate Hole and Great Cruz Bay has 294 vacation rentals where you can relax and recharge in air-conditioned comfort. To book a stay on Vrbo that features this amenity, choose your travel dates and use the handy filter tool to select the "air conditioning" box.
How old do you have to be to rent a vacation rental in Estate Chocolate Hole and Great Cruz Bay?
The minimum age is generally 16, 18 or 21. It can differ across properties on Vrbo, so look at the rules of your chosen Estate Chocolate Hole and Great Cruz Bay stay before booking.
How long can I rent a vacation rental in Estate Chocolate Hole and Great Cruz Bay for?
The amount of time you can book an Estate Chocolate Hole and Great Cruz Bay vacation home for depends on each property. Simply tap in your travel dates to see options that offer long-term stays. They have all you need to make your extended getaway more comfortable and convenient, like air conditioning and kitchens. Some properties may also offer discounted weekly or monthly prices, so you can stay longer for less money.

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