Leeward St John is a contemporary, luxurious four-bedroom villa beautifully nestled in the verdant hillside of St. John’s prestigious Klein Bay neighborhood of Rendezvous Bay.

Rendezvous Bay is the greater bay on the south shore of St. John that encompasses, from west to east, Hart, Monte, Klein and Ditleff Bays. This setting is charming and tranquil, and only a short drive to Cruz Bay.

The villa benefits from high quality finishings. Yet it is not pretentious. Maintenance and cleanliness are high on the agenda, so you can relax in comfort. Air conditioning in the secure bedroom wing, and copious ceiling fans throughout the property keep it cool.

Aerial view of the villa

Stunning views surround Leeward St. John and lovely tropical gardens provide a calming place for you and your guests to enjoy the local flora and fauna of St. John.

Leeward St. John is an extremely popular vacation villa on St John. Join the many others who have enjoyed fabulous times at Leeward and create your own wonderful memories of special vacations. We welcome you to make Leeward St. John your home in the Caribbean.

The secure bedroom wing consists of four Air-Conditioned bedrooms with en-suite bathrooms. The two upstairs bedrooms have handmade 4-poster beds, and balconies looking over Rendezvous Bay. Downstairs is a large bedroom with a king sized bed, and another bedroom with two singles. All the bedrooms are light and well ventilated. All have ceiling fans.

Bedrooms have four poster beds
Living Area

It also features a spacious and lofty living room and indoor dining area, framed by three wide French doors opening over the tempting pool and views of the south shore of St. John, the Caribbean Sea and St. Croix 40 miles away.

Well-equipped kitchen

The bright and airy, state-of-the-art kitchen offers carefully chosen appliances and utensils suitable for the most discerning chef.

Pool deck

The large coral stone deck area offers sun or shade. Pool side furniture is of a high standard and very comfortable. There are pool floats for those moments when lazing about the pool listening to music from the outdoor speakers is a must.

Shaded seating area

In the shaded area sits a beautiful table for 6 or 8, making outdoor dining a very popular option. A gas fired BBQ is alongside.


This stunning vacation home is appointed with lovely handcrafted Caribbean colonial style furniture throughout.


Learn more about what makes Leeward St. John villa unique, and some facts about our island of St. John.

Rates & Reservations


View our rates and request your booking today – we look forward to welcoming you!

Photo Gallery


View our Photo Gallery, containing 65+ images showcasing Leeward St. John and its natural beauty.

About St. John


St. John is renowned as the most pristine and luxuriant of the four main islands that make up the U.S. Virgin Islands.


We look forward to welcoming you

View our rates, request your reservation, and access special discounted rates for our returning guests.

Relax poolside and take in the amazing view


Just some of the value-added amenities that Leeward St. John offers…

Ocean view
Beach access
Private pool
Free on-site parking
Hair dryer
Mosquito net
Central A/C & heating
Extra pillows & blankets
BBQ & utensils
Outdoor dining
Beach essentials (towels, umbrella, beach blanket, snorkelling gear)
Shampoo & conditioner