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Top Holiday 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, (1165)
"Room had a good view, spacious, clean, has everything you need."
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, (781)
"I love that they are little studios with ki"
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, (1182)
"We stayed in the 2 bedroom villa and it was absolutely amazing. Loved having 2 king beds so my young kids were able to share a bed. The AC and blackout curtains were amazing and such a nice treat to get a good nights rest before heading to the airport in the morning. Highly recommend! "
The price is ฿20,035
฿24,743 total
includes taxes & fees
11 Jun - 12 Jun
Secret Harbour Beach Resort
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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
Premium Studio | Terrace/patio
Flamboyan on the Bay Resort and Villas
3.5 star property
8.8 out of 10, Excellent, (418)
"Great spot with a fantastic view of Magen’s Bay…"
The price is ฿4,719
฿5,781 total
includes taxes & fees
1 Jun - 2 Jun
Flamboyan on the Bay Resort and Villas
Exterior
Pirates Pension at Bluebeard's Castle by Capital Vacations
3.0 star property
8.4 out of 10, Very good, (560)
"Awesome view to the Havensight bay area from the balconies. Plenty of free parking spaces. Good restaurant on property. Clean, spacious rooms with everything you would need. No housekeeping though (you have to leave sheets/towels outside to have them changed). Would return!!"
Pirates Pension at Bluebeard's Castle by Capital Vacations
On the beach, scuba diving, snorkelling, 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
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 ฿31,422
฿35,350 total
includes taxes & fees
29 May - 30 May
Marriott's Frenchman's Cove
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
Aerial view
Sapphire Village Resort by Antilles Resorts
3.0 star property
6.2 out of 10, (288)
"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, (101)
"Such a great experience upon arrival. Concierge, Gorety met us in the parking lot. She provided a tour of the property and was available if needed. The outside of the property may be a turn off due age and simply the weather can be tough on the exterior; however you open the door and this place was amazing - nice upgrades throughout. The walk to the beach is 2 min - take your coolers, backpack cooler if you have one. The restaurants have amazing food - from good ole burgers to Chilean Sea...
Beachfront Villas at Crystal Cove
Studio | Pool | Outdoor pool
Blue Moon Villa At Point Pleasant Resort 1 Bedroom Condo by RedAwning
3.0 star property
Blue Moon Villa At Point Pleasant Resort 1 Bedroom Condo by RedAwning
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 ฿19,205
฿28,052 total
includes taxes & fees
9 Jun - 10 Jun
Suite St. John at Gallows Point Resort
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, (40)
"Sudi's was good and very comvenient."
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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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, (365)
"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 ฿22,680
฿25,515 total
includes taxes & fees
11 Jun - 12 Jun
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 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.

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

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

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.

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