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, (478 reviews)
"Very nice property. Grocery store within 10 minute walk was very convenient. "
United States
Edward
The price is NZ$1,392
includes taxes & fees
3 May - 4 May
The Westin St. John Resort Villas

Lameshur Bay Glamping Site with AC

Lameshur Bay Glamping Site with AC
St John
10.0 out of 10, Exceptional, (29 reviews)
"Really enjoyed our stay. We felt well taken care of and loved the location!"
United States
John
The price is NZ$421
includes taxes & fees
20 Apr - 21 Apr
Lameshur Bay Glamping Site with AC

Salt Pond Bay Glamping Site With AC

Salt Pond Bay Glamping Site With AC
St John
10.0 out of 10, Exceptional, (6 reviews)
"Very clean"
United States
James
The price is NZ$397
includes taxes & fees
1 May - 2 May
Salt Pond Bay Glamping Site With AC

Family Glamping Site with AC

Family Glamping Site with AC
St John
10.0 out of 10, Exceptional, (34 reviews)
"Thoughtful to have bug swatters, dart boards, honor system drinks/snacks, sunscreen/bug spray. Couches/chairs/hammocks decks were great and Frisbee golf hole/discs!"
United States
Kelly
The price is NZ$587
includes taxes & fees
30 Apr - 1 May
Family Glamping Site with AC

Lameshur Cottage's Guest House

Lameshur Cottage's Guest House
St John
10.0 out of 10, Exceptional, (140 reviews)
"Best place for a vacation, great view from the cottage.Great host and thank you very much Bill for the Christmas gift."
United States
Suresh Kumar B.
The price is NZ$707
includes taxes & fees
1 May - 2 May
Lameshur Cottage's Guest House

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

The Peter Bay 1BR Penthouse Suite at St John's Most Prestigious Address
Maho Bay Quarter
9.6 out of 10, Exceptional, (34 reviews)
"Property was excellent for a couple, exactly as described. Host was welcoming and everything was clean and in order. Location is great - a very short walk to Trunk Bay. We have stayed on St John many times and this property is perfect for two people."
United States
Erik R.
The price is NZ$2,070
includes taxes & fees
17 May - 18 May
The Peter Bay 1BR Penthouse Suite at St John's Most Prestigious Address

Flamboyan on the Bay Resort and Villas

Flamboyan on the Bay Resort and Villas
3.5 star property
St. Thomas
8.6 out of 10, Excellent, (855 reviews)
"Excellent stay resort was perfectly located "
United States
andrew
The price is NZ$188
includes taxes & fees
7 May - 8 May
Flamboyan on the Bay Resort and Villas

The Landmark Apartment

The Landmark Apartment
2.5 star property
St. Thomas
9.0 out of 10, Wonderful, (17 reviews)
"Yes it was very clean and staff was very helpful"
United States
Fran
The price is NZ$645
includes taxes & fees
18 Apr - 19 Apr
The Landmark Apartment

Dolphin Suites Unit 7

Dolphin Suites Unit 7
Cruz Bay
9.6 out of 10, Exceptional, (4 reviews)
"Lovely apartment in great location. Convenient to shops, restaurants and bars, as well as the trails to Honeymoon Beach. Would definitely stay here again."
United States
David M.
The price is NZ$981
includes taxes & fees
30 Apr - 1 May
Dolphin Suites Unit 7

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 NZ$1,486
includes taxes & fees
6 May - 7 May
Peter Bay Gatehouse

Dolphin Suites Unit 6

Dolphin Suites Unit 6
Cruz Bay
9.8 out of 10, Exceptional, (6 reviews)
"The property was clean and everything was updated! Looked bigger on the pictures, and a little pricey for its size, but overall a great stay!"
United States
Emilie L.
The price is NZ$999
includes taxes & fees
24 Apr - 25 Apr
Dolphin Suites Unit 6

Dolphin Suites Unit 4

Dolphin Suites Unit 4
Cruz Bay
8.8 out of 10, Excellent, (13 reviews)
"Property exactly as described. The location to Cruz Bay made it perfect for us to walk to dinner. Parking out front was never a problem and the stairs were fine for us. Would definitely stay again. "
United States
Amber W.
The price is NZ$981
includes taxes & fees
30 Apr - 1 May
Dolphin Suites Unit 4

Dolphin Suites Unit 8

Dolphin Suites Unit 8
Cruz Bay
9.0 out of 10, Wonderful, (15 reviews)
"Location is excellent. Clean and modern."
United States
Paul G.
The price is NZ$981
includes taxes & fees
30 Apr - 1 May
Dolphin Suites Unit 8

Cruz Bay Caribbean Retreat -5

Cruz Bay Caribbean Retreat -5
Cruz Bay
9.0 out of 10, Wonderful, (16 reviews)
"This property is clean and convenient. It was perfect for my wife and I to explore Cruz Bay and explore the area. It is easily walkable from the ferry dock, shops, and restaurants. "
United States
Kyle R.
The price is NZ$981
includes taxes & fees
30 Apr - 1 May
Cruz Bay Caribbean Retreat -5

Villa Island Paradise

Villa Island Paradise
4.0 star property
St. John
8.8 out of 10, Excellent, (25 reviews)
"Everything was clean and well appointed."
United States
Josh
The price is NZ$1,027
includes taxes & fees
22 Apr - 23 Apr
Villa Island Paradise

Oceanview Stay - Walk to Beach

Oceanview Stay - Walk to Beach
Cruz Bay
The price is NZ$1,375
includes taxes & fees
29 Apr - 30 Apr
Oceanview Stay - Walk to Beach

Dolphin Suites Unit 3

Dolphin Suites Unit 3
Cruz Bay
10.0 out of 10, Exceptional, (11 reviews)
"Close to the beach and business "
United States
Steve A.
Dolphin Suites Unit 3

Magens Bay - dining - POOL - Incredible views

Magens Bay - dining - POOL - Incredible views
St. Thomas
9.8 out of 10, Exceptional, (81 reviews)
"Amazing views, conveniently located. We had a great week."
United States
Charlotte H.
Magens Bay - dining - POOL - Incredible views

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, (50 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 NZ$419
includes taxes & fees
22 Apr - 23 Apr
Tropical Oasis 🇻🇮Stunning ocean view, minutes drive to Brewers Beach!🇻🇮🏝

Sophisticated Beach Condo-Ocean View-Sapphire

Sophisticated Beach Condo-Ocean View-Sapphire
Smith Bay
9.0 out of 10, Wonderful, (38 reviews)
"Clean, comfortable and conveniently located to beach, ferry and restaurants."
United States
Deborah
The price is NZ$465
includes taxes & fees
5 May - 6 May
Sophisticated Beach Condo-Ocean View-Sapphire
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 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 NZ$188 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?

The Cottage at Villa Indigo: This holiday home rental outside Estate Chocolate Hole and Great Cruz Bay is located in the mountains, and offers a private garden, Netflix and laundry facilities to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a full-sized fridge, a stovetop and a microwave. Our travellers also rate Secluded Oceanfront Villa with pool and incredible view! Welcome to Paradise! 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 44 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.