A coastal town with buildings, a harbor filled with boats, and a mountainous backdrop.

Estate Chocolate Hole and Great Cruz Bay Holiday Rentals

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Our top choices for Estate Chocolate Hole and Great Cruz Bay holiday rentals

1. The Westin St. John Resort Villas

The Westin St. John Resort Villas
4.5 star property
St. John
8.4 out of 10, Very good, (500 reviews)
"We had a good stay at the Westin in St. John. Service is slow in the resort other than that everything else was good."
United States
Rituparna
The price is AU$594
includes taxes & fees
1 Sept - 2 Sept
The Westin St. John Resort Villas

2. Villa Island Paradise

Villa Island Paradise
4.0 star property
St. John
9.6 out of 10, Exceptional, (33 reviews)
"Beautiful location with stunning views and a peaceful atmosphere. The room was clean and comfortable, and the staff was friendly and helpful throughout the stay. Great option for a relaxing getaway in St. John."
United States
Quoc Phong Eric
The price is AU$834
includes taxes & fees
12 Aug - 13 Aug
Villa Island Paradise

3. Cozy Island Studio-5 Mins to Cruz Bay & Beaches

Cozy Island Studio-5 Mins to Cruz Bay & Beaches
St John
9.6 out of 10, Exceptional, (82 reviews)
"Amazing host and great property!"
United States
Stephanie K.
The price is AU$335
includes taxes & fees
11 Aug - 12 Aug
Cozy Island Studio-5 Mins to Cruz Bay & Beaches

4. Modern, furnished condo- Walk to Beach & Marina. Red Hook, Ferry & Bars nearby!

Modern, furnished condo- Walk to Beach & Marina. Red Hook, Ferry & Bars nearby!
St. Thomas
9.4 out of 10, Exceptional, (251 reviews)
"Enjoyed our stay "
United States
Jason A.
The price is AU$318
includes taxes & fees
11 Aug - 12 Aug
Modern, furnished condo- Walk to Beach & Marina. Red Hook, Ferry & Bars nearby!

5. Renovated/new condo-Walk to Beach, Marina, Pools. Red Hook, Ferry, Bars near by!

Renovated/new condo-Walk to Beach, Marina, Pools. Red Hook, Ferry, Bars near by!
St. Thomas
9.6 out of 10, Exceptional, (199 reviews)
"Good"
United States
Edvern
The price is AU$318
includes taxes & fees
15 Aug - 16 Aug
Renovated/new condo-Walk to Beach, Marina, Pools. Red Hook, Ferry, Bars near by!

6. Suite St. John at Gallows Point Resort

Suite St. John at Gallows Point Resort
4.0 star property
St. John
8.8 out of 10, Excellent, (106 reviews)
"Friendly staff. Beautiful property."
United States
Sean
The price is AU$1,035
includes taxes & fees
11 Aug - 12 Aug
Suite St. John at Gallows Point Resort

7. Amazing new/modern condo-Walk to beach, Marina and pools. Red Hook/bars near by!

Amazing new/modern condo-Walk to beach, Marina and pools. Red Hook/bars near by!
St. Thomas
9.6 out of 10, Exceptional, (175 reviews)
"Good location. "
United States
Anonymous traveller
The price is AU$409
includes taxes & fees
11 Aug - 12 Aug
Amazing new/modern condo-Walk to beach, Marina and pools. Red Hook/bars near by!

8. Cruz Bay Oasis | Walk to Beach & Restaurants

Cruz Bay Oasis | Walk to Beach & Restaurants
Cruz Bay
8.6 out of 10, Excellent, (11 reviews)
"You can basically walk to everything more importantly walk home after all the fun "
United States
Edward J.
The price is AU$781
includes taxes & fees
11 Aug - 12 Aug
Cruz Bay Oasis | Walk to Beach & Restaurants

9. Sunset Ridge Villas Unit D

Sunset Ridge Villas Unit D
3.5 star property
St. John
9.4 out of 10, Exceptional, (3 reviews)
"This property was excellent especially for us a family of 4 with teenage kids. The space was great and the location was easy enough to get to. The amenities were excellent, from a fully outfitted kitchen to great beach resources such as chairs, cooler & snorkel equipment. "
United States
Jessica
The price is AU$902
includes taxes & fees
5 Sept - 6 Sept
Sunset Ridge Villas Unit D

10. Flamingo House • PALM • Sunset view • Walk to town

Flamingo House • PALM • Sunset view • Walk to town
Cruz Bay
9.8 out of 10, Exceptional, (26 reviews)
"Great view from balcony. Cooler, beach chairs and towels provided"
United States
Inga W.
The price is AU$349
includes taxes & fees
13 Aug - 14 Aug
Flamingo House • PALM • Sunset view • Walk to town

11. Flamingo Grove Glamping Site with AC

Flamingo Grove Glamping Site with AC
St John
9.8 out of 10, Exceptional, (30 reviews)
"Really enjoyed our stay. We felt well taken care of and loved the location!"
United States
John
The price is AU$259
includes taxes & fees
11 Aug - 12 Aug
Flamingo Grove Glamping Site with AC

12. Sunset Hideaway Suite - Oceanview/central to Cruz Bay

Sunset Hideaway Suite - Oceanview/central to Cruz Bay
St John
9.8 out of 10, Exceptional, (18 reviews)
"Clean and spacious! Great location, proximity to Cruz Bay!"
United States
Laina M.
The price is AU$577
includes taxes & fees
11 Aug - 12 Aug
Sunset Hideaway Suite - Oceanview/central to Cruz Bay

13. The Captain and the Mermaid - Adventures in Paradise are waiting!

The Captain and the Mermaid - Adventures in Paradise are waiting!
St Thomas
9.8 out of 10, Exceptional, (236 reviews)
"Nice for what we needed pool close, we didnt rent a car so be advised condo is up a big hill , if going to beach you have to walk a ways, if you have mobility issue you may need a car , Suzi bar was great every one friendly. Michael the host is very responsive."
United States
Steve
The price is AU$384
includes taxes & fees
20 Aug - 21 Aug
The Captain and the Mermaid - Adventures in Paradise are waiting!

14. Lameshur Cottage's Guest House

Lameshur Cottage's Guest House
St John
10.0 out of 10, Exceptional, (141 reviews)
"Amazing place! Great host!!Close to Salt Pond."
United States
Shawn C.
The price is AU$504
includes taxes & fees
11 Aug - 12 Aug
Lameshur Cottage's Guest House

15. Breathtaking Views from Sapphire Village II

Breathtaking Views from Sapphire Village II
St Thomas
8.8 out of 10, Excellent, (39 reviews)
"Had a great time. Mary was very responsive and helpful."
United States
Teresa S.
The price is AU$405
includes taxes & fees
11 Aug - 12 Aug
Breathtaking Views from Sapphire Village II

16. St John Inn Boutique Hotel Suite w/ Kitchenette

St John Inn Boutique Hotel Suite w/ Kitchenette
Cruz Bay
9.8 out of 10, Exceptional, (7 reviews)
"Fantastic we'll go again! "
United States
Paul D.
The price is AU$480
includes taxes & fees
31 Aug - 1 Sept
St John Inn Boutique Hotel Suite w/ Kitchenette

17. Bluebeard's Castle Resort

Bluebeard's Castle Resort
4.0 star property
Charlotte Amalie
9.0 out of 10, Wonderful, (719 reviews)
"The view, the accommodation, the staff were all superb. I always stay there when I visit the Island."
United States
Janice
The price is AU$352
includes taxes & fees
8 Sept - 9 Sept
Bluebeard's Castle Resort

18. The Mermaid's Pearl at Sapphire Beach

The Mermaid's Pearl at Sapphire Beach
St. Thomas
9.8 out of 10, Exceptional, (161 reviews)
"Host was very courteous!! I will definitely be back!!"
United States
Tyneisha
The price is AU$386
includes taxes & fees
12 Aug - 13 Aug
The Mermaid's Pearl at Sapphire Beach

19. Sophisticated Beach Condo-Ocean View-Sapphire

Sophisticated Beach Condo-Ocean View-Sapphire
Smith Bay
9.0 out of 10, Wonderful, (43 reviews)
"Swell"
United States
Chelsea
The price is AU$370
includes taxes & fees
11 Aug - 12 Aug
Sophisticated Beach Condo-Ocean View-Sapphire

20. Aahana Studio 4-303S

Aahana Studio 4-303S
Cruz Bay, St. John
10.0 out of 10, Exceptional, (58 reviews)
"4th time staying here. Great experience as always!"
United States
Glenn L.
The price is AU$828
includes taxes & fees
11 Aug - 12 Aug
Aahana Studio 4-303S
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

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$351 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.

What are some of the best holiday rentals that Estate Chocolate Hole and Great Cruz Bay has to offer?

Secluded Oceanfront Villa with pool and incredible view! Welcome to Paradise!: This highly rated holiday home rental in Estate Chocolate Hole and Great Cruz Bay is located on the beach, and has a balcony, a private garden and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a fridge, a microwave and a coffee maker. Some other homes for rent in Estate Chocolate Hole and Great Cruz Bay include Poi Pu St John - Great Views, Total Privacy & Tesla Solar Backup System and Private Pool overlooking ocean, large deck on Estate Property. Great Privacy..

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

Choose from 56 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. Trunk Bay and Virgin Islands National Park are other popular places to visit in the area.

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.