★ Harbor Master ★ Solar | Private Pool | Sunrise | Family | Couples | Stargaze | House in St. John

10.0 (141 Reviews) |   2 Bedrooms  1 Bathroom  4 Guests
Estate Carolina House | ★ Harbor Master ★ Solar | Private Pool | Sunrise | Family | Couples | Stargaze

2 Bedroom House in Estate Carolina, St. John

✦✦✦ Inquire about including HM's downstairs apartment to your rental for an additional fee. By adding this bed & bath, it is possible to sleep 6 people. See photos labeled "Below Deck" to view the apartment. The downstairs apartment will NOT be rented out to a separate party. The pool remains private ✦✦✦
In 1985, a guy and his wife sailed into Coral Bay enjoying an extended honeymoon which lasted fifteen years. During that time two daughters were born and raised on their sailboat. Eventually the beauty of the island compelled them to build a home in Coral Bay. Fast forward twenty-five years when my daughters and myself designed and physically built a dream villa utilizing our vast living experience here on island.
Our greatest construction concern was withstanding the Caribbean’s hurricane seasons. For that reason, the entire structure is built with poured concrete including the decks and roof. Our family stayed at HARBOR MASTER in 2017 for Hurricanes Irma and Maria. She is a fortress and kept us comfortable, safe, and in relative quiet during the storms. HARBOR MASTER is strong but has the warmth of Caribbean living. Turquoise stained T&G Cyprus covers the 16-foot vaulted ceiling. Tiled floors and family artwork adorn the walls. And much nautical paraphernalia, both inside and out are unexpected gifts from Irma and Maria. Hurricane sliders 8’x16’ in front and 8’x12’ on pool side offer panoramic views of Coral Bay from anywhere in the Great Room and cool trade wind breezes!
HARBOR MASTER embodies the best criteria for a dream vacation, offering a peaceful retreat with private gate access. It is located strategically above Coral Bay affording full view of yachts entering and leaving the harbor, very much like the view a harbormaster would have. The panorama beyond includes hurricane holes, East End, the Sir Francis Drake Channel and parts of the BVI. Three hundred feet below several restaurants with live entertainment dot our harbor. Beaches and hikes are within 15 minutes of the property. There’s a local grocery store, bar, and beach rental gear, a minute drive down the hill. However, we do not recommend walking down such a short distance, as the hike back up is a challenge. On the other hand, some guests have enjoyed hiking the hill. We highly encourage renting a 4-wheel drive Jeep Wrangler to fully enjoy driving around St. John. Inclines and steep roads are the norm on island, our property is not the exception.
Our mountainous terrain necessitates building homes multileveled, which is perfect for mountain goats. But the main living area of HARBOR MASTER is one level, the great room and kitchen, 2 bedrooms, outdoor bathroom, pool and almost 800 square feet of tiled decks. Each bedroom has their own AC units, dressers, reading lamps, and a closet. You can enjoy the breathtaking sunrises from your bed through picturesque windows.
For the 2022 season, we opened up a third bedroom with its private outdoor bathroom downstairs. The new addition has a couch, coffee table, refrigerator, sink, AC unit, closets and a private balcony. It's the perfect addition for parties of 6 or if you want to have a private space to retire. Please keep in mind, this room must be requested for parties under 6 persons for an additional cost.
Our pool is spacious and deep, 6 feet deep, which could be a problem for non-swimmers, young or old. But the bench seat within is ideal for cocktails at the Happy Hour and pool floats allow you to relax in its depths. The outdoor rinse shower is tucked into the tropical landscaping with sounds of the banana quits and humming birds on the flowers. Stacked rocks resemble the historical ruins throughout St. John and bring a unique flavor to the gardens, which house 13 different types of palms. The pool is surrounded by this lush garden, giving you a comfortable sense of privacy. There are 3 teak lounge chairs for sunbathing and chairs with tables for relaxing on the pool deck.
The kitchen is spacious and equipped for serious chefs, who will enjoy cooking with a view and the marbled island seats six comfortably. Our custom-built dining table made from reclaimed teak debris, not only accommodates six plus, it’s perfect for that evening card game. We do have WiFi and a 55” Roku TV for streaming Netflix. A sectional couch is inviting to enjoy TV entertainment or the beautiful view through the sliders. And for the unwelcome power outages, we have a generator.
Those staying at our villa can be met in Cruz Bay, upon request by one of our smiling faces and escorted to HARBOR MASTER that first day. Property managers, Jane and Brian, are available for questions, but respectful of privacy. The world will be your oyster.

This 2 Bedrooms House provides accommodation with Entertainment, Laundry, Pool, for your convenience. This House features many amenities for guests who want to stay for a few days, a weekend or probably a longer vacation with family, friends or group. The rental House has 2 Bedrooms and 1 Bathroom to make you feel right at home.

Check to see if this House has the amenities you need and a location that makes this a great choice to stay in Estate Carolina. Enjoy your stay in Estate Carolina at this House.

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Amenities

Air Conditioner
Parking
Pool
TV
View
Private Pool
Ocean View
Balcony/Terrace
Oceanfront
Security/Safety
Sports/Activities
Bedding/Linens
Wellness Facilities
Guest Services
Entertainment
Barbecue/Outdoor Cooking
Child Friendly
Internet
Kitchen
Laundry

Policies

Check-in
Check-in time starts at 4:00 pm minimum check-in age: 25
Check-out
Check-out before 10:00 am contactless check-out available
Child Policy
Children are welcome. note from host: sliders open to pool without an alarm system
Pet Policy
Pets not allowed

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 host has indicated there is a carbon monoxide detector on the property host has indicated there is a smoke detector on the property onsite parties or group events are strictly prohibited safety features at this property include a fire extinguisher, a first aid kit, and a deadbolt lock special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed 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 this property uses solar energy, plus a grey water recycling system

Reviews

Heather D.
Jul 2, 2025 10:52:37 AM
Review Score:   10
Summary: We have stayed on St. John 6 times prior and this was by far the best place we have stayed! Location was great! 3 restaurants literally at the bottom of the hill (Sharkys, Surf Club, and Johnny Lime, along with Skinny Legs down the road) and the Dolphin Market grocery store. Maho is about a 9 minute drive from the house! The house itself is gorgeous! The views are stunning! The landscaping around the property is lush! The pool and patio areas are nice! The house and grounds were very clean! I’m very picky about cleanliness and it met my high standards! The owners have thought of and provided so many things to make your stay go well including things like snorkel gear, various sizes of ice chests, ice packs, beach chairs, pool floats, binoculars, first aide kit, an abundance of seasonings, restaurant list with times/days they are open, and a working ice maker in the fridge just to name a few! The kitchen has everything you need and more! The WiFi connection worked well! We will definitely be staying at Harbor Master the next time we return! Thanks for sharing your little piece of paradise with us! Tip: Stock up with groceries at the Starfish Market in Cruz Bay and use the Dolphin Market in Coral Bay to replace items as needed. The prices and choices at Starfish were much better than the Dolphin Market!
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