Entire home

Tradewinds of Hart Bay - Beautiful Home, Pool, A/C, Stunning Views

Photo gallery for Tradewinds of Hart Bay - Beautiful Home, Pool, A/C, Stunning Views

A covered outdoor dining area with wicker furniture, a pool, and tropical vegetation.
A two-story house with a large pool, surrounded by lush greenery and a view of the ocean.
A swimming pool with lounge chairs and a view of the ocean.
A spacious living area with a dining set, a staircase, and large windows offering a view of greenery and a balcony.
A dining area with a wooden table set for six, surrounded by wicker chairs. A spiral staircase is visible in the background, leading to an upper level.

Reviews

10 out of 10
Exceptional

Highlights

  • Cook, dine, and unwind
    Top-rated for its fully equipped kitchen, perfect for every meal.
  • Discover nearby landmarks
    Close to Chocolate Hole

Popular amenities

  • Private pool
  • Barbecue
  • Air-conditioning
  • Internet access
  • Refrigerator
  • Washing machine

Explore the area

View map
St John, VI
  • Place, Chocolate Hole
    ‪4 min walk‬
  • Place, Sunset Beach
    ‪4 min walk‬
  • Place, Chocolate Hole Beach
    ‪8 min walk‬
  • Airport, St. Thomas (STT-Cyril E. King)
    ‪57 min drive‬

Rooms & beds

4 bedrooms (sleeps 8)

3 bathrooms, 1 half bathroom

Bathroom 1

Bathroom 2

Bathroom 3

Bathroom 4

Spaces

Kitchen
Separate dining area
Garden
Dining area

Add dates for prices

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About the area

St. John

Located in St. John, this villa is in the mountains and near the beach. Blackbeard's Castle is a notable landmark, and the area's natural beauty can be seen at Virgin Islands National Park and Cruz Bay Beach. Kayaking, scuba diving and power boating offer great chances to get out on the surrounding water, or you can seek out an adventure with hiking/biking trails nearby.
View more Villas in St. JohnOpens in a new window
Map
St John, VI

What's nearby

  • Devers Bay - 1 min walk - 0.2 km
  • Rendezvous Bay - 1 min walk - 0.2 km
  • Chocolate Hole - 4 min walk - 0.4 km
  • Sunset Beach - 4 min walk - 0.4 km
  • Chocolate Hole Beach - 8 min walk - 0.7 km

Getting around

  • St. Thomas (SPB-St. Thomas Seaplane Base) - 64 min drive

Restaurants

  • ‪Trunk Bay Beach Bar - ‬20 min drive
  • ‪Maho Crossroads - ‬28 min drive
  • ‪Cruz Bay Landing - ‬8 min drive
  • ‪Shambles - ‬10 min drive
  • ‪The Longboard - ‬8 min drive

Frequently asked questions

Does Tradewinds of Hart Bay - Beautiful Home, Pool, A/C, Stunning Views have a pool?

Yes, this property has a pool.

Is Tradewinds of Hart Bay - Beautiful Home, Pool, A/C, Stunning Views pet-friendly?

No, pets are not allowed at this property.

How much is parking at Tradewinds of Hart Bay - Beautiful Home, Pool, A/C, Stunning Views?

On-site parking is available at the property.

What time is check-in at Tradewinds of Hart Bay - Beautiful Home, Pool, A/C, Stunning Views?

Check-in begins at 4:00 PM.

What time is check-out at Tradewinds of Hart Bay - Beautiful Home, Pool, A/C, Stunning Views?

Checkout is at 10:00 AM.

Where is Tradewinds of Hart Bay - Beautiful Home, Pool, A/C, Stunning Views located?

Situated in the mountains, this villa is steps from Sunset Beach and 2.1 mi (3.4 km) from Virgin Islands National Park. Devers Bay and Hart Bay are also within 5 minutes.

Reviews

10

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Learn moreOpens in a new window
Rating 10 - Excellent. 8 out of 8 reviews
Rating 8 - Good. 0 out of 8 reviews
Rating 6 - Okay. 0 out of 8 reviews
Rating 4 - Poor. 0 out of 8 reviews
Rating 2 - Terrible. 0 out of 8 reviews

10/10

Cleanliness

10/10

Check-in

10/10

Communication

9.8/10

Location

10/10

Listing accuracy

Reviews

Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Beautiful house!
Stayed 5 nights in Oct 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
We had the perfect stay at Tradewinds of Hart bay. The house was exactly as described. The views from all sides of the house were absolutely breathtaking. The house was clean, updated, and in great shape. The check in process was as smooth as possible. My family and I had the trip of a lifetime when we visited St John, and we would absolutely recommend Tradewinds of Hart Bay for your stay, when you visit the Island.
Stayed 7 nights in Jul 2026
Response from VrboOwner on 27 August 2026
Thank you for your review. We enjoyed hosting you and your family.
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Tradewinds of Hart Bay is a stunning property, and the hosts thought of every detail. It surpassed all our expectations—amazing views, great location, and the property itself was beautiful. Communication was great with the management team. We would love to return.
Stayed 7 nights in Apr 2026
Response from VrboOwner on 26 April 2026
Thank you for your review. We enjoyed hosting you and your group.
Verified review

10/10 Excellent

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

Awesome get away

Property was fantastic and St. John’s was/is beautiful!
Stayed 3 nights in Mar 2024
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Accurate description of property. Clean with of plenty towels and cutlery. Extraordinary views from both porches. Almost always a breeze to keep the insects away.
Stayed 6 nights in Jun 2026
Response from VrboOwner on 11 June 2026
Thank you for the 5 star review of Tradewinds of Hart Bay. We appreciate you staying with us.
Verified review

10/10 Excellent

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

Better than the Pictures

Hosts were incredibly responsive and had great advice about more than just the property. They recommended a provisioning service that delivered so the house was totally set up the minute we walked in the door. The rooms were bigger and better than they appear in the photos. The kitchen was significantly better and well equipped with tupperware. A perfect St. John rental.
Stayed 7 nights in Apr 2024
Response from VrboOwner on 2 May 2024
Thank you for your review.
Verified review

10/10 Excellent

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

Everything you need for an island vacation!

I was a little worried because of only 2 Vrbo reviews, but it was perfect for our group. We brought our 18 & 20 yo sons and their girlfriends. The views are fantastic, the sofa is super comfy and large! There are games, a nicely stocked kitchen and all supplies needed for the beach. We had issue within water, I called and a plumber was to the house in 30 minutes and resolved problem. Great customer service. We have stayed in lots of VRBO’s - this one is a good one!
Stayed 6 nights in Jul 2025
Response from VrboOwner on 3 August 2025
Thank you for your review. We hope to host you again.
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
This is a well appointed home with a spacious and comfortable main living area. We were pleasantly surprised by how well the kitchen was stocked and truly pleased to see that they had a medium number of small children's toys. Shade around the pool is wonderful. We had one small issue when we first checked in and received excellent customer service/communication by the property manager and they fully resolved the issue within 3 hours. Accidents/mistakes happen, great customer service is intentional and much appreciated. Easy to recommend this home and Carribean Villas of St John.
Stayed 5 nights in Jul 2025
Response from VrboOwner on 26 July 2025
Thank you for your review. It was a pleasure hosting you and your party.
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