Photo by Vada Stevens

Estate Chocolate Hole and Great Cruz Bay Vacation Rentals

Check prices for these dates

Tonight
Aug 28 - Aug 29
Tomorrow
Aug 29 - Aug 30
This weekend
Aug 29 - Aug 31
Next weekend
Sep 5 - Sep 7

Vacation Rentals in Estate Chocolate Hole and Great Cruz Bay

Stunning Views, Peaceful Location, Large Pool & Minutes from Cruz Bay
Smart TV, stereo, printers

Stunning Views, Peaceful Location, Large Pool & Minutes from Cruz Bay

9.8 out of 10, Exceptional, (68)
"The property was centrally located to Cruz Bay and we had easy access to all points of interest. A Jeep is a must have. The views were unparalleled and for our son’s final high school spring break we could not have picked a better place."
Stunning Views, Peaceful Location, Large Pool & Minutes from Cruz Bay
Flamboyan on the Bay Resort and Villas
Exterior

Flamboyan on the Bay Resort and Villas

3.5 star property
8.6 out of 10, Excellent, (724)
"Great place to stay for Megan’s bay"
$100 nightly
The price is $111
Sep 6 - Sep 7
Total with taxes and fees
Flamboyan on the Bay Resort and Villas
Hilltop Villas at Bluebeard's Castle
Outdoor pool

Hilltop Villas at Bluebeard's Castle

3.0 star property
8.6 out of 10, Excellent, (1719)
"great place to stay"
$150 nightly
The price is $169
Sep 2 - Sep 3
Total with taxes and fees
Hilltop Villas at Bluebeard's Castle
Pirates Pension at Bluebeard's Castle
Suite, 1 Bedroom | Balcony

Pirates Pension at Bluebeard's Castle

3.0 star property
8.4 out of 10, Very Good, (751)
"Safe and tranquil stay with a beautiful view of the port."
$136 nightly
The price is $153
Sep 2 - Sep 3
Total with taxes and fees
Pirates Pension at Bluebeard's Castle
Castle Villas at Bluebeard's
Exterior

Castle Villas at Bluebeard's

2.5 star property
8.6 out of 10, Excellent, (1179)
"Our stay at Bluebeards was phenomenal. The bar tenders were excellent. "
$129 nightly
The price is $145
Aug 31 - Sep 1
Total with taxes and fees
Castle Villas at Bluebeard's
Marriott's Frenchman's Cove
Exterior

Marriott's Frenchman's Cove

4.0 star property
9.0 out of 10, Wonderful, (185)
"Loved our time at this property! Stunning views!"
$629 nightly
The price is $708
Aug 29 - Aug 30
Total with taxes and fees
Marriott's Frenchman's Cove
Beachfront Villas at Crystal Cove
Aerial view

Beachfront Villas at Crystal Cove

4.0 star property
9.6 out of 10, Exceptional, (135)
"The area was perfect as it’s close to red hook & the ferry to St. John, taxis everywhere to get wherever you need to go. "
Beachfront Villas at Crystal Cove
Sapphire Beach Resort
Outdoor pool

Sapphire Beach Resort

3.0 star property
6.8 out of 10, (267)
"It was close to the beach was a definite plus, only minus was having to leave. "
Sapphire Beach Resort
Gallows Point Resort
Exterior

Gallows Point Resort

4.0 star property
9.6 out of 10, Exceptional, (528)
"Amazing accomodations!"
Gallows Point Resort
Sapphire Beach Villa
Panoramic Condo, 1 King Bed with Sofa bed, Sea View | Terrace/patio

Sapphire Beach Villa

3.5 star property
9.4 out of 10, Exceptional, (65)
"Liked everything-villa, location, beach, pool, condition of community. "
Sapphire Beach Villa
Calichi at Picture Point
Panoramic Villa, 1 King Bed, Ocean View (Papaya) | Terrace/patio

Calichi at Picture Point

4.0 star property
9.8 out of 10, Exceptional, (72)
"Absolutely beautiful breathtaking view with beautiful sunrises. It was private and clean. I highly recommend this place. "
Calichi at Picture Point
ONE BEACH ROAD; 6 Bedroom, 5 1/2 Bath Beachfront Oasis St Thomas VI
Outdoor pool, an infinity pool

ONE BEACH ROAD; 6 Bedroom, 5 1/2 Bath Beachfront Oasis St Thomas VI

10.0 out of 10, Exceptional, (118)
"We could not have asked for a more beautiful setting. "
ONE BEACH ROAD; 6 Bedroom, 5 1/2 Bath Beachfront Oasis St Thomas VI
Hotel Sophia Boutique Hotel
Standard Single Room, Balcony, Beach View | Beach/ocean view

Hotel Sophia Boutique Hotel

4.0 star property
8.2 out of 10, Very Good, (31)
" Beautiful views of the water. The room was clean, comfortable, and the host was great to deal with. "
$332 nightly
The price is $370
Sep 1 - Sep 2
Total with taxes and fees
Hotel Sophia Boutique Hotel
Blue Wrasse - Cute Little Cottage with Gorgeous Deck Views
Sun loungers

Blue Wrasse - Cute Little Cottage with Gorgeous Deck Views

9.8 out of 10, Exceptional, (179)
"Great views, wonderful natural setting sleeping with the trees!"
Blue Wrasse - Cute Little Cottage with Gorgeous Deck Views
Virgin Islands Campground
White sand, sun loungers, beach umbrellas, beach towels

Virgin Islands Campground

2.0 star property
9.4 out of 10, Exceptional, (115)
"Excellent place to stay! "
Virgin Islands Campground
Suite St. John at Gallows Point Resort
View from property

Suite St. John at Gallows Point Resort

4.0 star property
8.6 out of 10, Excellent, (94)
"Amazing folks and space was beautiful..."
$670 nightly
The price is $732
Aug 29 - Aug 30
Total with taxes and fees
Suite St. John at Gallows Point Resort
Villa Marina Vista
Beach/ocean view

Villa Marina Vista

4.0 star property
9.6 out of 10, Exceptional, (48)
"Great view. Accessible to ferries and restaurants. "
Villa Marina Vista
“Secluded Romantic Villa with Private Pool—Nestled in Lush National Park Beauty”
Terrace/patio

“Secluded Romantic Villa with Private Pool—Nestled in Lush National Park Beauty”

9.8 out of 10, Exceptional, (94)
"It was clean and had an amazing view "
“Secluded Romantic Villa with Private Pool—Nestled in Lush National Park Beauty”
Celebrate time with friends & family! Private pool, float and take in the view!
Outdoor pool, a heated pool

Celebrate time with friends & family! Private pool, float and take in the view!

9.6 out of 10, Exceptional, (173)
"Amazing views, pool was great and overall layout of house was excellent. The only reason it was not a 5 out 5 for us was the cleanliness of the kitchen. The bedrooms and bathrooms were clean. Emphasis on amaxing views. Simply stunning. The pictures of it on VRBO although beautiful do not do it justice."
Celebrate time with friends & family! Private pool, float and take in the view!
Sapphire Beach; St Thomas USVI; Sleep 4; STEPS FROM BEACH
Terrace/patio

Sapphire Beach; St Thomas USVI; Sleep 4; STEPS FROM BEACH

10.0 out of 10, Exceptional, (61)
"The location was fantastic as it was just steps from the beach with restaurants on site. You could stay on property your entire visit and never need to leave. The unit also had a pool but we chose to spend all our time on the beautiful beach. The rental was very well furnished and had all the amenities you could need. We look forward to staying here again! "
Sapphire Beach; St Thomas USVI; Sleep 4; STEPS FROM BEACH
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

Find out more about Estate Chocolate Hole and Great Cruz Bay

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

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Estate Chocolate Hole and Great Cruz Bay vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. 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 vacation 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 vacation 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 low season months. For more hustle and bustle, you may prefer to visit Estate Chocolate Hole and Great Cruz Bay in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $111 per night. Rates vary depending on your travel dates, location, and amenities so make a search and 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 vacation 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 vacation.

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.

Explore a world of travel with Expedia

Explore a world of travel with Expedia

Frequently asked questions

Can I find vacation rentals in Estate Chocolate Hole and Great Cruz Bay?

Yes, we have vacation rentals near well known points of interest in Estate Chocolate Hole and Great Cruz Bay, or you can go with a more secluded option if you're looking for a relaxing stay.

What are some of the best vacation home rentals in Estate Chocolate Hole and Great Cruz Bay?

Secluded Oceanfront Villa with pool and incredible view! Welcome to Paradise!: This highly rated vacation home rental in Estate Chocolate Hole and Great Cruz Bay is located on the beach and has a balcony, a private yard, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a fridge, a microwave, and a coffee maker. Our travelers also rate NEWEST House on St John! Gorgeous!! Secluded Pool, 6 min from ferry, Sleeps 12 as a favorite home for rent in Estate Chocolate Hole and Great Cruz Bay.

How many vacation rentals are there in Estate Chocolate Hole and Great Cruz Bay?

Choose from 44 Expedia vacation rentals in Estate Chocolate Hole and Great Cruz Bay for a memorable vacation.

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. Sapphire Beach and Magens Bay Beach are other popular places to visit in the area.

What are vacation rentals like in Estate Chocolate Hole and Great Cruz Bay?

A vacation rental is a private property where you can stay for several days or longer in Estate Chocolate Hole and Great Cruz Bay. Vacation rentals provide amenities such as patios, hot tubs, and fire pits so you'll feel right at home. If you're concerned about cleanliness, vacation rentals can offer a sense of security away from public hotel elevators and busy lobbies while still allowing you the experience of travel. You'll also get more space in a vacation rental than in a traditional hotel, which is another reason why a vacation rental is a great option for a small group gathering.