Estate Chocolate Hole and Great Cruz Bay Holiday Rentals from €110: Search Short-Term Rentals

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Holiday Rentals in Estate Chocolate Hole and Great Cruz Bay

Enjoy ocean views from the spacious living area with large windows and a high ceiling.

"Simply stunning villa - more than we could have ever expected!"

Relax by the pool surrounded by lush greenery and scenic views of the surrounding landscape.

"The property was perfect for our girls trip. We loved the pool and it’s surroundings."

Relax by the pool with a view of the sea and distant mountains.

"Very much enjoyed the stay. Spectacular view!!!"

Relax by the pool overlooking the marina and sea.

"great place to stay"

Relax by the serene pool surrounded by lush greenery and a waterfall.

"I can't wait to stay here again! Best hotel experience I've had on island to date!"

includes taxes & fees

3 Aug - 4 Aug

Stunning traditional architecture surrounded by lush gardens and a serene natural setting.

"Great stay at amazing location, very close to nearby attractions and stores! "

includes taxes & fees

3 Aug - 4 Aug

Relax on the balcony with a serene sea view and enjoy dining or unwinding in the shade of the pergola.

"This is my third time staying here. The pool is clean rooms are clean and comfy. Great place to stay with kids "

Stunning beachfront hotel complex with balconies and serene ocean views.

"Property was beautiful!"

includes taxes & fees

2 Aug - 3 Aug

Enjoy breathtaking ocean views from this serene island retreat, surrounded by lush greenery and a picturesque beach.

"The area was perfect as it’s close to red hook & the ferry to St. John, taxis everywhere to get wherever you need to go. "

Experience the tranquility of Gallows Point, where ocean views and lush greenery meet a relaxing pool area.

"Excellent place to stay in St John! Great customer service and prime location on the island. "

Relax by the clear blue pool surrounded by palm trees and lounge chairs.

"It was close to the beach was a definite plus, only minus was having to leave. "

Relax on the balcony with a sofa, chair, and table, taking in the marina views and distant mountains.

"Condo was clean and comfortable. Loved that there was a restaurant on property. Bed comfortable. Loved the view"

Enjoy breathtaking views of the turquoise ocean from this hillside hotel, where the beach is just steps away.

" Beautiful views of the water. The room was clean, comfortable, and the host was great to deal with. "

includes taxes & fees

2 Aug - 3 Aug

Relax by the tranquil pool overlooking the calm sea and lush green hills.

"The house and amenities were just as presented online. We had the best time spending together and relaxing in the pool and hot tub. Could not have asked for a better vacation."

Enjoy breathtaking views of the coastal landscape from the spacious rooftop terrace with a hot tub.

"Absolutely beautiful breathtaking view with beautiful sunrises. It was private and clean. I highly recommend this place. "

Relax on a wide, sandy beach with palm trees swaying in the breeze.

"Excellent place to stay! "

Relax by the serene pool surrounded by arched windows and a pergola.

"Beautiful, high end condo-like suite with full kitchen and laundry. Beds were comfortable and it was very upscale homey."

Relax by the pool surrounded by palm trees and lounge chairs.

"Great spot. Close to beach and dinning. "

Enjoy serene harbor views from a tranquil seaside retreat with a deck and table for al fresco dining.

"Beautiful location!"

includes taxes & fees

29 Jul - 30 Jul

Escape to a serene coastal haven with unspoiled beaches and lush surroundings.

"Great views, wonderful natural setting sleeping with the trees!"

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Top Estate Chocolate Hole and Great Cruz Bay Hotel Reviews

Tranquil relaxing & private 5 bedroom villa on pond w kayaks paddle boards +++

10/10 Excellent

"10 out of 10. Loved everything about it. "

New Listing! Blue Dolphin Villa in Great Cruz bay!

10/10 Excellent

"My family and I loved every minute of our stay. There were times it was too good to be true….arrived to find a deer in the side garden with the flowering trees, woke up the next morning to a double rainbow over the bay and hummingbirds outside the kitchen window. The property manager was super responsive, met us at the house, and showed us around the place. The view is spectacular, the pool gets plenty of sun all day, and the outside area has plenty of seating in the sun and shade. The house was clean and comfy and plenty of room for us all. Would definitely stay again!"

Villa SeaGate · Waterfront 5/5.5 bath Tesla backup power

10/10 Excellent

"Our family of five (kids ages 20, 18, and 14) had a fantastic week staying at Seagate. The house is very close to Cruz Bay, the ferry, and downtown. The house is spacious and the deck overlooking the ocean is just perfect. The ability to snorkel from the house is wonderful. Communication with property management was smooth. Highly recommend. "

Thanksgiving and Christmas wk open w/lower rates! Sunsets Over Great Cruz Bay!

10/10 Excellent

"We really enjoyed our stay in Saint John. House was just as described with a great view. The location was perfect - close to center of town but in a nice, quiet bay area. The pool was a great addition and communication/response time from host was excellent. We would definitely come back to this VRBO!"

Hale Lani Villa - breathtaking views Tesla backup power

10/10 Excellent

"We loved this house. Lots of wildlife from Iguanas, to hermit crabs to a friendly family of deer. The private pool was wonderful as well as the amazing view. The bedrooms are very private. The upstairs area is all recently remodeled. The two lower level bedrooms are not remodeled and are very separate from the rest of the house so just be aware if planning to use these rooms. The concierge person was extremely helpful in pretrip planning. You are close to the grocery stores as well as the Westin where we went for a day sail. We had a fantastic stay! "

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

10/10 Excellent

"We loved the property! Amazing views of Cruz Bay and well located. It has everything we needed for our stay on St John. Robyn and Aaron were also super helpful getting us situated as this was our first visit to the island. "

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, apart-hotels, 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 favorite 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 depends 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 €110 per night. Entering your travel dates in the search wizard you might find 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.

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

Choose from 46 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. Sapphire Beach and Magens Bay 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.

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Holiday Rentals in Estate Chocolate Hole and Great Cruz Bay

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Check prices for these dates

Holiday Rentals in Estate Chocolate Hole and Great Cruz Bay

Stunning Views, Peaceful Location, Large Pool & Minutes from Cruz Bay

New Listing! Blue Dolphin Villa in Great Cruz bay!

Secluded Oceanfront Villa with pool and incredible view! Welcome to Paradise!

Hilltop Villas at Bluebeard's Castle

Flamboyan on the Bay Resort and Villas

Castle Villas at Bluebeard's

Pirates Pension at Bluebeard's Castle

Marriott's Frenchman's Cove

Beachfront Villas at Crystal Cove

Gallows Point Resort

Sapphire Beach Resort

Sapphire Beach Villa

Hotel Sophia Boutique Hotel

ONE BEACH ROAD; 6 Bedroom, 5 1/2 Bath Beachfront Oasis St Thomas VI

Calichi at Picture Point

Virgin Islands Campground

The Hills, St John

Sapphire Village Resort by Antilles Resorts

Grande Bay Resort - Mojo Blue Luxury Studio Beachfront!

Blue Wrasse - Cute Little Cottage with Gorgeous Deck Views

Top Estate Chocolate Hole and Great Cruz Bay Hotel Reviews

Tranquil relaxing & private 5 bedroom villa on pond w kayaks paddle boards +++

New Listing! Blue Dolphin Villa in Great Cruz bay!

Villa SeaGate · Waterfront 5/5.5 bath Tesla backup power

Thanksgiving and Christmas wk open w/lower rates! Sunsets Over Great Cruz Bay!

Secluded Oceanfront Villa with pool and incredible view! Welcome to Paradise!

The Westin St. John Resort Villas

Hale Lani Villa - breathtaking views Tesla backup power

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

New rental, Newly Renovated 3br/2ba - open main room/beautiful view/large pool

Find out more about Estate Chocolate Hole and Great Cruz Bay

Frequently asked questions