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Estate Chocolate Hole and Great Cruz Bay Holiday Rentals

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Holiday Rentals in Estate Chocolate Hole and Great Cruz Bay

Smart TV
BRAND NEW "Serenity" Beachfront Villa, steps away from Private Bay
10.0 out of 10, Exceptional, (12)
"Great location, very clean and well equipped. Property was even better than we expected. Will stay here again when we return. David was very accessible and really great to deal with. Very comfortable beds and overall layout!!!"
BRAND NEW "Serenity" Beachfront Villa, steps away from Private Bay
Pool
Secluded Oceanfront Villa with pool and incredible view! Welcome to Paradise!
9.6 out of 10, Exceptional, (9)
"We had an amazing stay at Villa Belvedere. Although the check in process didn’t go as smooth as we’d like, the rest of the stay was perfect. We originally coordinated with the property manager to meet us at the ferry dock but he did not show up or answer our calls which was very concerning. We eventually got in touch with him after picking up our Jeep rental and driving to the grocery store. Since it was about 3pm at this point the owner did remind us that check in was at 4pm so technically we...
Secluded Oceanfront Villa with pool and incredible view! Welcome to Paradise!
Pool
Poi Pu St John - Great Views & Total Privacy
9.8 out of 10, Exceptional, (67)
"This is a great spot for a family or two couples. Small but well appointed with a fantastic outdoor space and great views. The pool was great with small kids and the hammock gets shade pretty much the whole day. Only a few minutes drive from Cruz Bay but far enough away to be quiet and secluded. There were beach chairs and some toys as well as a cooler to use which was fantastic. While we had a small issue with the water turning off, it was handled promptly and communication was excellent...
Poi Pu St John - Great Views & Total Privacy
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Aerial view
Hilltop Villas at Bluebeard's Castle by Capital Vacations
3.0 star property
8.6 out of 10, Excellent, (1150)
"The hotel was very clean, and the staff was very pleasant and helpful"
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, (766)
"The property had gorgeous views of the harbor and cruise ships. The on-site restaurant, gym, pool, and amenities are great. "
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, (1173)
"Everything was great"
The price is AU$1,035
includes taxes & fees
28 May - 29 May
Secret Harbour Beach Resort
Premium Studio | Terrace/patio
Flamboyan on the Bay Resort and Villas
3.5 star property
8.8 out of 10, Excellent, (410)
"The road and sidewalks are cracked and uneven, giving an unkept appearance. The room was new, but the floor leaked when it rained. "
The price is AU$239
includes taxes & fees
15 May - 16 May
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, (554)
"There was a Sick Rooster that sounded like Louis Armstrong when it crow's "
Pirates Pension at Bluebeard's Castle by Capital Vacations
Exterior
Gallows Point Resort
4.0 star property
9.6 out of 10, Exceptional, (469)
"This property was amazing. The view was outstanding, access to the snorkeling area, pool & hot tub. The peacock that lives around the property is beautiful & we saw a few iguanas too. The housekeeping service was great, made our visit stress free. We loved the double doors that open out to the amazing view and cooked in a couple nights to enjoy the view. The store on the property is so convenient. We hope to be back one day."
Gallows Point Resort
On the beach, scuba diving, snorkelling, beach volleyball
Sapphire Beach Resort
3.0 star property
6.8 out of 10, (239)
"All the mattresses both on the beds and fold outs were in awe full shape. Could feel the springs. "
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 AU$1,361
includes taxes & fees
15 May - 16 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, (286)
"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, (99)
"Thanks to Gorety for welcoming us!! We love the place and the beach.. We definitely would come back! Thanks"
Beachfront Villas at Crystal Cove
Property grounds
Private Paradise! One level, panoramic views from every room!
10.0 out of 10, Exceptional, (113)
"This villa is absolutely breathtaking! You feel as though you stepped right into dream with the gorgeous views! Every room is perfect and the property owners were the friendliest and most helpful we've ever had! We loved every minute of our stay in STT!"
Private Paradise! One level, panoramic views from every room!
Pool
Villa de Paz, St John. New to rental market. 4BR/2.5B Pool, Private, Renovated!!
10.0 out of 10, Exceptional, (12)
"Our family loved the villa. Our 3 kids enjoyed time in the pool and it was perfect for us. Location was great- quiet, safe, secluded. The only thing to keep in mind is that the lower level of the villa is accessed by stairs outside. For this reason we stayed as a family in the 2 bedrooms upstairs. Would be ideal for two families staying together or a family with extended family. Property manager was great and had good recommendations. Villa was clean and had everything we needed! Would love to...
Villa de Paz, St John. New to rental market. 4BR/2.5B Pool, Private, Renovated!!
Condo, 1 Bedroom | 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 dining
Beach Front Villa with Down Island View - Priceless!
9.4 out of 10, Exceptional, (140)
"We did love the condo itself and the ocean swimming was amazing and had chairs for beach set up. The pool renovations happening made it kinda unsafe for our small kids but was still fun. We made it work. Over all the property was beautiful and we enjoyed it. Downtown is close and the food there was really good. Would recommend over the food on site. "
Beach Front Villa with Down Island View - Priceless!
Outdoor pool, a heated pool
Amazing Views With Pool, Hot Tub, Restaurant, Beach, Washer/Dryer, Roku & WiFi.
9.4 out of 10, Exceptional, (162)
"This place was perfect for our family. Everyone had comfortable space and their own bathrooms. Great views off patio and the best rocking loungers. Beautiful ocean breezes in the evening. Location is close to Red Hook with lots of shops and restaurants. Beach was nice with great snorkeling on the left side. Pool is nice and large. Would definitely come back."
The price is AU$1,497
includes taxes & fees
31 May - 1 June
Amazing Views With Pool, Hot Tub, Restaurant, Beach, Washer/Dryer, Roku & WiFi.
Beach nearby, sun-loungers, beach towels
HEAVENLY VIEWS and PRIVATE POOL!!
10.0 out of 10, Exceptional, (136)
"Love love love love love"
HEAVENLY VIEWS and PRIVATE POOL!!
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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 AU$1,242
includes taxes & fees
14 May - 15 May
The Westin St. John Resort Villas
Smart TV
BRAND NEW "Serenity" Beachfront Villa, steps away from Private Bay
10.0 out of 10, Exceptional, (12)
"Great location, very clean and well equipped. Property was even better than we expected. Will stay here again when we return. David was very accessible and really great to deal with. Very comfortable beds and overall layout!!!"
BRAND NEW "Serenity" Beachfront Villa, steps away from Private Bay
Living area
Stunning Views, Peaceful Location, Large Pool & Minutes from Cruz Bay
9.8 out of 10, Exceptional, (50)
"Location is great! This is the 3rd property we’ve stayed in on STJ, and while it was definitely adequate for our getaway purposes in every way, it’s been our least favorite due to layout mostly. Wouldn’t recommend for family with young children; there are many stairs on this property and access to the pool is not easy."
Stunning Views, Peaceful Location, Large Pool & Minutes from 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.

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

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Estate Chocolate Hole and Great Cruz Bay holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... 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 holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Estate Chocolate Hole and Great Cruz Bay holiday 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 months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Estate Chocolate Hole and Great Cruz Bay holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Estate Chocolate Hole and Great Cruz Bay holiday rentals we have selected for you start as low as AU$239 per night. Entering your travel dates in the search wizard might find you 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 holiday 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 holiday.

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. 

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.

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

The Westin St. John Resort Villas

The Westin St. John Resort Villas

5/5 Excellent
"Terrific service staff was super nice and property was clean. restaurants very nice but a bit pricey…after all it is an island!"
A verified traveller stayed at The Westin St. John Resort Villas
Posted 6 days ago
The Westin St. John Resort Villas