U.S. Virgin Islands, St. John, Cruz Bay, elevated town view with The Battery

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

The Westin St. John Resort Villas

The Westin St. John Resort Villas
4.5 star property
St. John
8.2 out of 10, Very good, (491 reviews)
"Great unit, clean, updated and comfortable. Laundry and coffee were a plus. The resort is beautifully maintained and landscaped."
United States
Lindsay
The price is AU$1,268
includes taxes & fees
28 June - 29 June
The Westin St. John Resort Villas

Villa Capiz: Luxury Hilltop Villa with Pool, Jacuzzi and Panoramic Ocean Views

Villa Capiz: Luxury Hilltop Villa with Pool, Jacuzzi and Panoramic Ocean Views
St John
9.8 out of 10, Exceptional, (87 reviews)
"Everything was lovely. "
United States
Robert T.
The price is AU$2,058
includes taxes & fees
3 July - 4 July
Villa Capiz: Luxury Hilltop Villa with Pool, Jacuzzi and Panoramic Ocean Views

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$341
includes taxes & fees
25 June - 26 June
Flamingo Grove Glamping Site with AC

Turtle Nest Family Glamping Site with AC

Turtle Nest Family Glamping Site with AC
St John
10.0 out of 10, Exceptional, (35 reviews)
"Wonderful property and a fun experience! Would stay again."
United States
Carlee D.
The price is AU$496
includes taxes & fees
25 June - 26 June
Turtle Nest Family Glamping Site with AC

Octopus Den Glamping Site with AC

Octopus Den Glamping Site with AC
St John
10.0 out of 10, Exceptional, (8 reviews)
"Emily & Bill are great hosts & have the wonderful ability to be attentive to guests while providing a peaceful & relaxed atmosphere where you know they’re on property, yet giving everyone their personal space. "
United States
William C.
The price is AU$341
includes taxes & fees
25 June - 26 June
Octopus Den Glamping Site with AC

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$506
includes taxes & fees
2 July - 3 July
Lameshur Cottage's Guest House

Peter Bay Gatehouse

Peter Bay Gatehouse
4.0 star property
Maho Bay Quarter
8.4 out of 10, Very good, (20 reviews)
"Staying at the gate house was wonderful. Walk to beach was a little longer than expected because of the sharp incline. Very nice place to stay!! "
United States
jonathan
The price is AU$1,246
includes taxes & fees
11 July - 12 July
Peter Bay Gatehouse

Villa Island Paradise

Villa Island Paradise
4.0 star property
St. John
9.6 out of 10, Exceptional, (31 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$812
includes taxes & fees
29 June - 30 June
Villa Island Paradise

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, (246 reviews)
"We were impressed with the room and its location. Had everything we needed for our brief stay. Appreciated the king sized bed after several days of much smaller ones. In great walking proximity to Sapphire Bay Beach and its restaurants and coffee shop."
United States
Roxanne
The price is AU$405
includes taxes & fees
1 July - 2 July
Modern, furnished condo- Walk to Beach & Marina. Red Hook, Ferry & Bars nearby!

Breathtaking Views from Sapphire Village

Breathtaking Views from Sapphire Village
ST THOMAS
9.4 out of 10, Exceptional, (112 reviews)
"Great place to stay for the night."
United States
Kyle E.
The price is AU$486
includes taxes & fees
25 June - 26 June
Breathtaking Views from Sapphire Village

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, (172 reviews)
"The unit was very nice..our host had supplied beachchairs, masks for snorkeling and an umbrella...the beach was nice as was the pools..we needed another set of beach towels though that we purchased from kmart since there was no beach towel service..Overall we would do it all over again ..."
United States
Rich
The price is AU$394
includes taxes & fees
25 June - 26 June
Amazing new/modern condo-Walk to beach, Marina and pools. Red Hook/bars near by!

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, (229 reviews)
"Great location. "
United States
Carolyn W.
The price is AU$360
includes taxes & fees
30 June - 1 July
The Captain and the Mermaid - Adventures in Paradise are waiting!

Sophisticated Beach Condo-Ocean View-Sapphire

Sophisticated Beach Condo-Ocean View-Sapphire
Smith Bay
9.0 out of 10, Wonderful, (41 reviews)
"We stayed just one night before heading over to St. John. The room was clean and suited our needs well. It was nice to have an on site restaurant, Sudi's, that provided a fun start to our trip"
United States
Marshall
The price is AU$388
includes taxes & fees
25 June - 26 June
Sophisticated Beach Condo-Ocean View-Sapphire

Romantic Private Pool Villa @ Sapphire. Generator.Grill

Romantic Private Pool Villa @ Sapphire. Generator.Grill
Red Hook
9.2 out of 10, Wonderful, (23 reviews)
"Location was great-short walk to beach. In walking distance to excellent restaurant. The accommodation was clean and comfortable. Could use some maintenance updates. Overall it was a great place to stay. We communicated directly with Chris! She was very helpful it getting us settled and giving info on beaches, eateries and sites to see. Would recommend to others."
United States
pat
The price is AU$632
includes taxes & fees
28 June - 29 June
Romantic Private Pool Villa @ Sapphire. Generator.Grill

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, (105 reviews)
"Everything was just first class!!! Amazing place and great people!"
United States
Grady
The price is AU$1,045
includes taxes & fees
12 July - 13 July
Suite St. John at Gallows Point Resort

The Breeze

The Breeze
2.0 star property
ST Thomas
The price is AU$1,171
includes taxes & fees
20 July - 21 July
The Breeze

The Peter Bay 1BR Honeymoon Suite at St. John's Most Prestigious Address

The Peter Bay 1BR Honeymoon Suite at St. John's Most Prestigious Address
Maho Bay Quarter
9.8 out of 10, Exceptional, (28 reviews)
"Property was great! Perfect location and views."
United States
Angie F.
The price is AU$1,470
includes taxes & fees
11 July - 12 July
The Peter Bay 1BR Honeymoon Suite at St. John's Most Prestigious Address

Tropical Oasis 🇻🇮Stunning ocean view, minutes drive to Brewers Beach!🇻🇮🏝

Tropical Oasis 🇻🇮Stunning ocean view, minutes drive to Brewers Beach!🇻🇮🏝
St Thomas
9.8 out of 10, Exceptional, (57 reviews)
"One of my favorite vrbo stays, place felt very serene and relaxing, if you love being immersed in nature I would definitely book this place."
United States
Ishjah S.
The price is AU$394
includes taxes & fees
25 June - 26 June
Tropical Oasis 🇻🇮Stunning ocean view, minutes drive to Brewers Beach!🇻🇮🏝

The Mermaid's Pearl at Sapphire Beach

The Mermaid's Pearl at Sapphire Beach
St. Thomas
9.8 out of 10, Exceptional, (159 reviews)
"Host was very courteous!! I will definitely be back!!"
United States
Tyneisha
The price is AU$409
includes taxes & fees
1 July - 2 July
The Mermaid's Pearl at Sapphire Beach

Ocean and Magens Bay View NorthStar Escape

Ocean and Magens Bay View NorthStar Escape
St. Thomas
10.0 out of 10, Exceptional, (22 reviews)
"The host Jamila was amazing. She is available if you need anything. The condo was very clean and in great condition. We would recommend highly as our stay was wonderful. Thank you Jamila"
United States
Jeff M.
The price is AU$547
includes taxes & fees
5 July - 6 July
Ocean and Magens Bay View NorthStar Escape
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$360 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. Our travellers also rate Poi Pu St John - Great Views, Total Privacy & Tesla Solar Backup System as a favourite home for rent in Estate Chocolate Hole and Great Cruz Bay.

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

Choose from 51 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 Sapphire Beach 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.