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Estate Chocolate Hole and Great Cruz Bay Vacation Rentals

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Vacation Rentals in Estate Chocolate Hole and Great Cruz Bay

Aerial view
Hilltop Villas at Bluebeard's Castle by Capital Vacations
3.0 star property
8.6 out of 10, Excellent, (1161)
"Beautiful place to vacation 😍 "
Hilltop Villas at Bluebeard's Castle by Capital Vacations
View from property
Castle Villas at Bluebeard's by Capital Vacations
2.5 star property
8.4 out of 10, Very Good, (775)
"The Pool bar The bartenders Jay and Lisa were so friendly. The drinks were amazing!! "
Castle Villas at Bluebeard's by Capital Vacations
On the beach, white sand, sun loungers, beach umbrellas
Secret Harbour Beach Resort
4.0 star property
8.8 out of 10, Excellent, (1180)
"Loved everything!"
The price is P 28,851
per night
May 31 - Jun 1
Secret Harbour Beach Resort
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Terrace/patio
Flamboyan on the Bay Resort and Villas
3.5 star property
8.8 out of 10, Excellent, (416)
"Very quiet and calm. It is a small resort. Staff is great. I have stayed here around 7 times. Highly recommended."
The price is P 7,490
per night
May 28 - May 29
Flamboyan on the Bay Resort and Villas
Exterior
Gallows Point Resort
4.0 star property
9.6 out of 10, Exceptional, (472)
"What I liked most about this hotel is its location. It’s a quiet and safe property just outside of town and an easy walk to Cruz Bay."
Gallows Point Resort
Exterior
Pirates Pension at Bluebeard's Castle by Capital Vacations
3.0 star property
8.4 out of 10, Very Good, (557)
"Beautiful view "
Pirates Pension at Bluebeard's Castle by Capital Vacations
On the beach, scuba diving, snorkeling, beach volleyball
Sapphire Beach Resort
3.0 star property
6.8 out of 10, (241)
"Weather was amazing...spent lots of time relaxing at the beach! The scenery was breathtaking. We met folks from various places across the U.S....frìendly and interesting! This experience is one that enhances our book of life's memories. "
Sapphire Beach Resort
Beach nearby, white sand, sun loungers, beach umbrellas
Virgin Islands Campground
2.0 star property
9.4 out of 10, Exceptional, (110)
"Had an excellent time! It was our first time camping and I am definitely more comfortable with showers and facilities rather than setting up a tent. The owners were excellent and the locals are so friendly! Highly recommend this place, but definitely bring industrial strength bug spray"
Virgin Islands Campground
Exterior
Marriott's Frenchman's Cove
4.0 star property
9.0 out of 10, Wonderful, (159)
"Wonderful stay and friendly staff."
The price is P 49,875
per night
May 26 - May 27
Marriott's Frenchman's Cove
Aerial view
Sapphire Village Resort by Antilles Resorts
3.0 star property
6.2 out of 10, (287)
"Location is great!!! Pizza place and bar on the beach were really good. The room needed some serious update. Appliances, kitchen faucet rusted, patio light didn't work and a few lamp bulbs were out as well. The beach amd pool were awesome!!!!"
Sapphire Village Resort by Antilles Resorts
On the beach, white sand, sun loungers, beach towels
Beachfront Villas at Crystal Cove
4.0 star property
9.4 out of 10, Exceptional, (100)
"The apartment inside and the area outside of the complex is very well maintained and so beautiful. Love how spacious it is with everything you need, like being in your home. The proximity to the beach is awesome . Wish there was more of a variety of restaurants on site, the food at the bar was served in brown paper bags and not very good for the cost."
Beachfront Villas at Crystal Cove
Pool
Blue Moon Villa At Point Pleasant Resort 1 Bedroom Condo
3.0 star property
Blue Moon Villa At Point Pleasant Resort 1 Bedroom Condo
Outdoor pool
Suite St. John at Gallows Point Resort
4.0 star property
8.8 out of 10, Excellent, (83)
"Amazing property and helpful staff. "
The price is P 30,483
per night
May 24 - May 25
Suite St. John at Gallows Point Resort
Terrace/patio
Sapphire Beach Villa
3.5 star property
9.4 out of 10, Exceptional, (39)
"I liked sercurty of the gated community and how close it was to the beach. Also the beautiful plants growing around the housing. We had no dislikes and enjoyed ever bit of our vacation "
Sapphire Beach Villa
Fridge, microwave, stovetop, coffee/tea maker
Villa Marina Vista
4.0 star property
9.8 out of 10, Exceptional, (33)
"The view is amazing, we loved relaxing on the deck having our morning coffee or evening nightcap and just watching the harbor. Don't let the steep hill concern you, it’s well worth the privacy and ideal proximity to Red Hook. The pool is another added bonus. We highly recommend this property! "
Villa Marina Vista
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See all available properties in Estate Chocolate Hole and Great Cruz Bay
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.

Other types of properties in Estate Chocolate Hole and Great Cruz Bay you may be interested in

Outdoor pool
The Westin St. John Resort Villas
4.5 star property
8.2 out of 10, Very Good, (364)
"Terrific service staff was super nice and property was clean. restaurants very nice but a bit pricey…after all it is an island!"
The price is P 35,998
per night
Jun 5 - Jun 6
The Westin St. John Resort Villas
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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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.

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

Choose from 43 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. While here, Chocolate Hole Beach and Sunset Beach are other places worth a visit.

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.

Recent reviews of Estate Chocolate Hole and Great Cruz Bay properties
Expedia verified reviews