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The Pirate's Landing North - St. John USVI - Chocolate Hole

Beachfront condo near Trunk Bay

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A beach with clear turquoise water and several sailboats anchored in the distance.
A spacious kitchen with wooden cabinets, stainless steel appliances, and a central island with stools.
A bedroom with a wooden ceiling, a bed with floral bedding, a dresser, a TV, and a large window with a view of greenery.
A wooden deck with two red lounge chairs and a small table.
A coastal view with clear turquoise waters, a sandy beach, and lush greenery.

Reviews

9.6 out of 10
Exceptional

Entire condo

3 bedrooms3 bathrooms

Popular amenities

  • Hot tub
  • Kitchen
  • Washer
  • Dryer
  • Free WiFi
  • Air conditioning

Explore the area

View in a map
Cruz Bay, St John
  • Place, Chocolate Hole Beach
    ‪1 min walk‬
  • Place, Chocolate Hole
    ‪1 min walk‬
  • Place, Great Cruz Bay
    ‪2 min drive‬
  • Airport, St. Thomas (STT-Cyril E. King)
    ‪60 min drive‬

Room options

About the area

St. John

On the beach.You'll be steps from Chocolate Hole Beach and a 5-minute walk from Chocolate Hole. Rendezvous Bay and Great Cruz Bay are also within 2 miles (3 km).
View more Condo rentals in St. JohnOpens in a new window

What's nearby

  • Chocolate Hole Beach - 1 min walk - 0.0 km
  • Chocolate Hole - 1 min walk - 0.1 km
  • Rendezvous Bay - 5 min walk - 0.5 km
  • Sunset Beach - 10 min walk - 0.8 km
  • Great Cruz Bay - 2 min drive - 1.3 km

Getting around

  • St. Thomas (SPB-St. Thomas Seaplane Base) - 68 min drive

Restaurants

  • ‪Skinny Legs - ‬28 min drive
  • ‪Tarpon’s Table - ‬43 min drive
  • ‪Duffy's Love Shack - ‬43 min drive
  • ‪Shambles - ‬10 min drive
  • ‪The Ritz-Carlton, St. Thomas - ‬56 min drive

About this property

Entire place

You'll have the entire condo to yourself and will only share it with other guests in your party.

The Pirate's Landing North - St. John USVI - Chocolate Hole

Beach access Bliss: Pirates Landing North & South – Your St. John Luxury Escape!
Imagine waking up to the gentle sounds of the ocean and stepping directly onto the pristine sands of Chocolate Hole Beach, St. John. At Pirates Landing North & South, two exceptional luxury duplex villas await you, offering an unparalleled beachfront experience in the U.S. Virgin Islands. Though nestled in serene tranquility, you're just a 5-minute drive from the vibrant heart of Cruz Bay, providing the perfect balance of peaceful seclusion and convenient access to island life.

Indulge in Unmatched Comfort & Style
Each exquisitely designed villa at Pirates Landing offers a sanctuary of high-end comfort. Enjoy the blissful relaxation of your private jacuzzi, prepare gourmet meals in your sleek, modern kitchen, and unwind in spacious bedrooms, each featuring a luxurious en-suite bathroom. The open-concept layout effortlessly merges indoor sophistication with the stunning natural beauty just beyond your doors, ensuring you're always connected to the island's charm. Every villa is fully air-conditioned for your ultimate comfort.

Your Effortless St. John Vacation Awaits
Experience a truly stress-free getaway. From the moment you arrive until your departure, we're here to make your vacation seamless.

Everything You Need for the Perfect Island Stay
Convenience is paramount at Pirates Landing. You'll find easy access to local grocery stores, exquisite dining, and charming shops. Plus, we provide all the essentials for unforgettable beach days right outside your door, including complimentary high-speed Wi-Fi, beach chairs, umbrellas, and coolers.

Ready to experience your dream St. John vacation? Book your stay at Pirates Landing North & South today and discover the ultimate beachfront luxury! Can also be found at Rentals.vi

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Property amenities

Beach

  • On the beach

Pool/Spa

  • Hot tub

Internet

  • Available in the condo: Free WiFi

Parking and transportation

  • Parking on site

Kitchen

  • Dishwasher
  • Microwave
  • Oven
  • Stovetop

Bedrooms

  • 3 bedrooms
  • Bedsheets provided

Bathroom

  • 3 bathrooms
  • Soap
  • Toilet paper
  • Towels provided

Entertainment

  • Smart TV

Outdoor areas

  • Balcony
  • Barbecue grill

Laundry

  • Laundry facilities
  • Washing machine

Comfort

  • Air conditioning

Pets

  • No pets allowed

Suitability/Accessibility

  • If you have requests for specific accessibility needs, please contact the property using the information on the reservation confirmation received after booking.
  • Upper floors accessible by stairs only
  • Smoking not allowed

Services and conveniences

  • Concierge services
  • Iron/ironing board

Safety features

  • Carbon monoxide detector (host has indicated there is a carbon monoxide detector on the property)
  • Smoke detector (host has indicated there is a smoke detector on the property)
  • Fire extinguisher

Policies

Check-in

Check-in time starts at 4:00 PM
Minimum check-in age: 25

Check-out

Check-out before 11:00 AM

Special check-in instructions

You will receive an email from the host with check-in and check-out instructions
Information provided by the property may be translated using automated translation tools

Check-out instructions

The host requires you complete the following before checking out:
Load and start the dishwasher
Gather used towels
Remove personal items and take out the trash
Turn off the lights and lock the doors
Failure to complete these may result in a negative review from the host.

Pets

  • No pets allowed

Children and extra beds

  • Children are welcome.

Events

No events allowed

Smoking

Smoking is not permitted

Important information

You need to know

Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card, or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
Onsite parties or group events are strictly prohibited
Host has indicated there is a carbon monoxide detector on the property
Host has indicated there is a smoke detector on the property
Safety features at this property include a fire extinguisher
This property has outdoor spaces, such as balconies, patios, terraces which may not be suitable for children; if you have concerns, we recommend contacting the property prior to your arrival to confirm they can accommodate you in a suitable room
This property is managed through our partner, Vrbo. You will receive an email from Vrbo with a link to a Vrbo account, where you can change or cancel your reservation
Charges for extra guests may apply and vary according to property policy.
A cash deposit, credit card, or debit card for incidental charges and government-issued photo identification may be required upon check-in.
Special requests are subject to availability at the time of check-in. Special requests can't be guaranteed and may incur additional charges.
    This property is managed by a private host, not a professional engaged in trade or business. This property has outdoor spaces, such as balconies, patios, terraces which may not be suitable for children. If you have concerns, we recommend contacting the property prior to your arrival to confirm they can accommodate you in a suitable room. Onsite parties or group events are strictly prohibited. For guests' safety, the property includes a carbon monoxide detector, a fire extinguisher, and a smoke detector in each accommodation.

Property Registration Number N/A

Frequently asked questions

How close is The Pirate's Landing North - St. John USVI - Chocolate Hole to the airport?

This condo is 14 mi (68-min drive) away from the St. Thomas (SPB-St. Thomas Seaplane Base) airport, the closest popular airport to the property.

Does The Pirate's Landing North - St. John USVI - Chocolate Hole have an airport shuttle?

Airport shuttle services are not available at this condo.

How close is The Pirate's Landing North - St. John USVI - Chocolate Hole to the beach?

This condo is on the beach. Don't forget your sunscreen!

Does The Pirate's Landing North - St. John USVI - Chocolate Hole offer free breakfast?

This condo does not offer free breakfast.

Is there a casino at The Pirate's Landing North - St. John USVI - Chocolate Hole?

No, there is no casino at this condo.

What time is check-in at The Pirate's Landing North - St. John USVI - Chocolate Hole?

Check-in begins at 4:00 PM.

Is there free parking at The Pirate's Landing North - St. John USVI - Chocolate Hole?

Free parking is not available at this condo.

Does The Pirate's Landing North - St. John USVI - Chocolate Hole have a pool?

This condo does not have a pool.

Does The Pirate's Landing North - St. John USVI - Chocolate Hole have a spa?

There are no spa services available at this condo.

How close is The Pirate's Landing North - St. John USVI - Chocolate Hole to downtown St. John?

This condo is 0.1 mi away from Estate Chocolate Hole and Great Cruz Bay.

The Pirate's Landing North - St. John USVI - Chocolate Hole Reviews

Reviews

9.6

Exceptional

Rating 10 - Excellent. 11 out of 13 reviews
Rating 8 - Good. 1 out of 13 reviews
Rating 6 - Okay. 1 out of 13 reviews
Rating 4 - Poor. 0 out of 13 reviews
Rating 2 - Terrible. 0 out of 13 reviews

10/10

Cleanliness

Reviews

Verified review

10/10 Excellent

Brenda P.

Liked: Cleanliness, check-in, communication, location, listing accuracy
This house was the best VRBO that my husband and I have ever rented. The house is beautiful, clean and very comfortable. The location is quiet and a short drive from downtown. We definitely want to stay here again.
Stayed 5 nights in Feb 2026
Verified review

10/10 Excellent

Ashley V.

Liked: Cleanliness, check-in, communication, location, listing accuracy

4th of July Family Vacation

Beautiful house, great location, fantastic property manager, great vacation. Would love to stay there again.
Stayed 7 nights in Jul 2023
Verified review

10/10 Excellent

Peter C.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Condo was spacious, clean, and modern. The kitchen was well-equipped with newer appliances. The location is just a bit off the beaten path, but just a short drive to Cruz Bay. Make sure you carefully read the directions the host posts to the location. We arrived in the dark, and it was hard to find initially. Not exactly a beachfront place, but you can see the ocean from the master suite deck, and it is a one minute walk to a beach. Would definitely stay here again.
Stayed 7 nights in Mar 2026
Verified review

10/10 Excellent

Kelli E.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Outstanding

We have stayed on island many times and Pirates Landing is now our favorite. We will definitely be booking again. Highly recommend.
Stayed 7 nights in Feb 2025
Verified review

10/10 Excellent

Lela S.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Pirates Landing

Great location and super nice property. All the faculty are very accomodating with taxi service, cars, and recommendations. Perfect family vacation!
Stayed 7 nights in Mar 2023
Verified review

10/10 Excellent

Joseph S.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Excellent location

Spacious clean villa. Do need a car though but not a drawback for us. Would rent again
Stayed 5 nights in Dec 2024
Verified review

8/10 Good

Gary B.

Liked: Cleanliness, check-in, communication, location
Property is not beachfront, despite what the listing says. It's about a 150-yard walk to the beach. Otherwise, property was clean and spacious. Beach chairs, umbrella, cooler and snorkels/fins were supplied although a few of the latter were broken. Property has a generator so we never lost power for more than 15 seconds. Each bedroom has its own private full bathroom and ceiling fan. When using Google Maps to find the property, search for Pirates Bay North not the street address.
Stayed 7 nights in Mar 2026
Verified review

10/10 Excellent

Verified traveller

Liked: Cleanliness, check-in, communication, location, listing accuracy

The Pirates Landing South is GREAT!

What a great place for a family vacation; the villa had everything we needed and more!! Very spacious, lovely furnishings,; everything was new!! The kitchen was well-stocked, everything was perfect for home-cooked family meals. It was a quick walk to the beach, we all had so much fun kayaking and and enjoying the hot tub after. Close to town, & grocery stores. We highly recommend this accommodation!
Stayed 7 nights in Aug 2022
Verified review

10/10 Excellent

KATHERINE W.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Immaculate, three bedroom in chocolate hole

This is a very well kept three bedroom, duplex all rooms have king size beds, and ensuite baths The owners have on site Concierge to help out with any questions. There are kayaks and sup boards on site .very nicely equipped kitchen we cooked a lot. Very easy to get to the North Shore beaches. Snorkeling in the little bay 40 feet from the house was also nice.
Stayed 7 nights in Jan 2024
Verified review

10/10 Excellent

Julie E.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Perfect getaway!

It was a gorgeous huge villa! 3 very spacious bedrooms, each en suite. Hot tub on the patio, grill, TV in every bedroom, beautiful bathrooms. Just a short stroll right to the sandy beach! It was great not having to drive to a beach. Kayaks, paddle boards and snorkel gear available. Very low key and casual atmosphere. Only minutes to town or a grocery store. Loved it !!!
Stayed 9 nights in Feb 2023
Verified review

6/10 Okay

Jaime G.

Liked: Cleanliness, check-in, communication, location, listing accuracy
It was hard to find as the location does not show up on maps. There are no signs on the road either that have Pirates Landing on them so it took us a while to find it. When we arrived the hot tub was broken which was frustrating since we were sore from the trip. The water pressure in the house was terrible the entire time we were there. That would be the main reason we would not rent again as the water was cold most of the time and barely trickled out. Otherwise that house itself was very nice. The beds were comfortable and it had everything we needed. The location of the house is nice if you have a rental car since there are no sidewalks to walk to town and the roads are a bit scary with the way people drive and all the hills.
Stayed 7 nights in Mar 2026
Verified review

10/10 Excellent

Verified traveller

Liked: Cleanliness, check-in, communication, location, listing accuracy

We Loved Our Stay!!

The Pirates Landing South was a fabulous accommodation for our family! This new upscale duplex villa was beautifully decorated and the location was a gem!! Steps to the beach, kayaks, paddle boards and snorkeling gear were all included and very much appreciated. We saw sea turtles, octopus, spotted ray and other interesting sea life. The town is a quick drive, only about 5 minutes!! We couldn't ask for more. We all posed with the life size pirate, haha!! Thanks to the owner and their team for a very memorale vacation!!
Stayed 7 nights in Aug 2022