Estate Chocolate Hole and Great Cruz Bay Vacation Rentals from ￥17,216: Search Short-Term Rentals

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

Outdoor pool, cabanas (surcharge), sun loungers

The Westin St. John Resort Villas

St. John

Laura

￥130,548 total

includes taxes & fees

May 31 - Jun 1

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

Cruz Bay

Michelle L.

Beach nearby, sun loungers, beach towels

Lameshur Bay Glamping Site with AC

St John

John

￥38,022 total

includes taxes & fees

May 26 - May 27

Family Glamping Site with AC

St John

Kelly

￥55,575 total

includes taxes & fees

May 26 - May 27

Salt Pond Bay Glamping Site With AC

St John

Jim H.

￥38,022 total

includes taxes & fees

May 27 - May 28

Flamboyan on the Bay Resort and Villas

St. Thomas

Israel

￥17,216 total

includes taxes & fees

Jun 6 - Jun 7

Lameshur Cottage's Guest House

St John

Suresh Kumar B.

￥61,584 total

includes taxes & fees

Jun 6 - Jun 7

Marriotts Frenchmans Cove - 2 Bedroom

St. Thomas

Kathie P.

￥123,985 total

includes taxes & fees

Jun 21 - Jun 22

Peter Bay Gatehouse

Maho Bay Quarter

jonathan

￥167,080 total

includes taxes & fees

May 26 - May 27

City Apartment, 3 Bedrooms, Kitchen, City View | Living room | 45-inch TV with digital channels, Netflix, Hulu

The Landmark Apartment

St. Thomas

Fran

￥63,258 total

includes taxes & fees

May 26 - May 27

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

St Thomas

Carla W.

￥37,706 total

includes taxes & fees

Jun 17 - Jun 18

On the beach, sun loungers, beach towels

Breathtaking Views from Sapphire Village II

St Thomas

Darcy

￥45,506 total

includes taxes & fees

Jun 8 - Jun 9

Stunning St. Thomas Condo for Your Tropical Escape

St. Thomas

Kelly

￥100,734 total

includes taxes & fees

May 26 - May 27

Sunset Ridge Villas Unit D

St. John

Jessica

￥133,265 total

includes taxes & fees

Jun 6 - Jun 7

Cottage | 2 bedrooms, premium bedding, down comforters, pillowtop beds

The Cottage at Villa Indigo

St. Thomas

Oronde

￥72,372 total

includes taxes & fees

May 26 - May 27

As Seen on HGTV • Two Level Renovated Beachfront Villa• Generator

East End

Matthew W.

￥133,472 total

includes taxes & fees

May 27 - May 28

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

Maho Bay Quarter

Chris B.

￥198,239 total

includes taxes & fees

May 26 - May 27

Ocean and Magens Bay View NorthStar Escape

St. Thomas

Jeff M.

￥60,589 total

includes taxes & fees

Jun 8 - Jun 9

1BR Oceanfront Sapphire Beach, LOCATION, LOCATION, B-106 Beach level

St Thomas

Greg T.

￥108,961 total

includes taxes & fees

Jun 3 - Jun 4

Villa at Chateau Nightwind w/ Amazing BVI Views

Northside

SHAWN

￥94,950 total

includes taxes & fees

Jun 7 - Jun 8

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Top Estate Chocolate Hole and Great Cruz Bay Hotel Reviews

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

10/10 Excellent

"Great views, wonderful accommodations, and convenient location."

Cute Cozy Cottage with private entrance and ocean views in prime neighborhood

10/10 Excellent

"My boyfriend and I had a fantastic stay at the Cozy Cottage. It was the perfect space for two. It is located in a great area; close to town and the beaches but away from the crowd and noise. We hit most of the beaches and went into town at least once a day if not multiple and it was not a hassle. The place was equipped with everything you would need and more such as beach chairs, beach towels, floaties, ice packs, coolers and even a grill. We had a few grill nights which turned out great. The cottage gets a nice natural breeze but there is a fan in the living room and in the bedroom. The bedroom has an AC unit that worked well. The view from the deck and even the shower were fantastic. They had nice lounger chairs and high top tables with stools on the deck. Communication with Greg and Jen was seamless. We only got to meet Greg but he was an incredibly nice guy. Great vibes. We would stay here again! It was a very cute and functional space. Thank you for your hospitality!"

Poolside Paradise at Castaway Villa with new kitchen, baths, & Tesla batteries !

10/10 Excellent

"Beautiful property and exactly as described. We loved the pool and amazing views. The kitchen was well appointed and everything was very clean. We had 3 couples and there was plenty of space for everyone to enjoy being together. We would definitely love to stay there again!"

Sunset Beach: Beachfront Villa! Pool! Hot Tub!

6/10 Okay

"We travel to St John on a yearly basis. We picked this house because of the waterfront access, the hot tub and the pool. There was some confusion at our arrival, however, we are familiar enough with the island that we were able to find the house ourselves. We were welcomed with a lovely basket of snacks, beverages and some necessities. The house was clean, the beds were comfy. Unfortunately, things went downhill after that. After a long day of traveling and a recent back injury I headed to the hot tub. It wasn’t working properly and wasn’t heating. I called first thing in the am. Was told someone would come out. When we returned to the house that evening the pool had turned green, hot tub still not fixed. The following am was Sunday, nobody answered or returned any of my calls. On the third day workers came and spent the entire day fixing everything.This was an expensive property to rent. I was very disappointed. It is an older home in need of maintenance. There were numerous other small things that needed attention as well. Out of a five day stay I spent the first three days dealing with these problems."

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

10/10 Excellent

"We had everything we needed to cook any meal. The rooms were clean and comfortable. We really loved the outdoor showers! Parking was a non-issue. The pool and view were amazing! Honestly, the perfect space and location for two couples. "

Poi Pu St John - Great Views, Total Privacy & Tesla Solar Backup System

6/10 Okay

"The property was clean and had a great deck with amazing views. The location was great- far enough from the traffic in Cruz Bay, but close enough that it took less than 10 minutes to get to restaurants, the grocery store, etc. The kitchen was well appointed with everything we needed. Communication with the host was good and she was very responsive. However, communication with the property manager wasn’t great- the directions to get there were not accurate based on where we were coming from and it took several calls and us driving around and around to figure out where to go. The front door stuck badly and took multiple tries to open and close. There was only AC in the two bedrooms and loft got really hot, so our son had to move downstairs and share the other bedroom. The couch in the living room was stained and very uncomfortable. Also, be aware that there is only 1 shower for the whole house- we didn’t realize this as the listing showed 2 bathrooms. There were two shower heads in said shower, but only one of them would allow hot water to come out. And due to the fact that there is only AC in the bedrooms, the bathrooms were very stuffy and hot. Lack of central AC may be the case for most houses in St. John, but as this was our first time there, I can’t say for sure."

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

4/10 Poor

"Great location, beautiful setting, very private and lots of space. So many things we loved. Many we did not. Oven did not work, ice maker did not work. Did have lots of little details most do not. Pool fills daily with leaves. Lots of work to use for a short time. We had to clean it twice daily. Large trees filled with large birds crapping all over the deck and seating areas. Lots! Lots of bugs that needed to be cleaned daily. Quick contact with mgr but he would never show. Blew us off several days. Never showed up. Doors did not lock but we felt safe. Overall we liked our time. "

Find out more about Estate Chocolate Hole and Great Cruz Bay

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Frequently asked questions

Can I find vacation rentals in Estate Chocolate Hole and Great Cruz Bay?

Yes, we have vacation rentals near well known points of interest in Estate Chocolate Hole and Great Cruz Bay, or you can go with a more secluded option if you're looking for a relaxing stay.

What are some of the best vacation home rentals in Estate Chocolate Hole and Great Cruz Bay?

Secluded Oceanfront Villa with pool and incredible view! Welcome to Paradise!: This highly rated vacation home rental in Estate Chocolate Hole and Great Cruz Bay is located on the beach and has a balcony, a private yard, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a fridge, a microwave, and a coffee maker.

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

Choose from 47 Expedia vacation rentals in Estate Chocolate Hole and Great Cruz Bay for a memorable vacation.

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 Rendezvous Bay are other places worth a visit.

What are vacation rentals like in Estate Chocolate Hole and Great Cruz Bay?

A vacation rental is a private property where you can stay for several days or longer in Estate Chocolate Hole and Great Cruz Bay. Vacation rentals provide amenities such as patios, hot tubs, and fire pits so you'll feel right at home. If you're concerned about cleanliness, vacation rentals can offer a sense of security away from public hotel elevators and busy lobbies while still allowing you the experience of travel. You'll also get more space in a vacation rental than in a traditional hotel, which is another reason why a vacation rental is a great option for a small group gathering.

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Check prices for these dates

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

The Westin St. John Resort Villas

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

Lameshur Bay Glamping Site with AC

Family Glamping Site with AC

Salt Pond Bay Glamping Site With AC

Flamboyan on the Bay Resort and Villas

Lameshur Cottage's Guest House

Marriotts Frenchmans Cove - 2 Bedroom

Peter Bay Gatehouse

The Landmark Apartment

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

Breathtaking Views from Sapphire Village II

Stunning St. Thomas Condo for Your Tropical Escape

Sunset Ridge Villas Unit D

The Cottage at Villa Indigo

As Seen on HGTV • Two Level Renovated Beachfront Villa• Generator

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

Ocean and Magens Bay View NorthStar Escape

1BR Oceanfront Sapphire Beach, LOCATION, LOCATION, B-106 Beach level

Villa at Chateau Nightwind w/ Amazing BVI Views

Find vacation rentals that suit your style

Top Estate Chocolate Hole and Great Cruz Bay Hotel Reviews

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

Blue Dolphin Villa Great Cruz Bay FEATURING A NEW MASTER BEDROOM gorgeous views

The Westin St. John Resort Villas

Cute Cozy Cottage with private entrance and ocean views in prime neighborhood

Poolside Paradise at Castaway Villa with new kitchen, baths, & Tesla batteries !

Sunset Beach: Beachfront Villa! Pool! Hot Tub!

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

Poi Pu St John - Great Views, Total Privacy & Tesla Solar Backup System

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

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