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St John USVI Villas Communities

The island of St. John in the U.S. Virgin Islands is comprised of numerous Estates and Quarters which geographically define the various communities around the island. In reality, there are vacation rental homes located in nearly all communities on St. John and CimmaronStJohn represents vacation homes in most of the St John Communities. Our selection of homes within the various St. John Communities represent some of the finest properties and locations that St. John has to offer. Below is a brief listing of the various communities where we proudly offer vacation rentals. Check them out, and book our St John USVI Villas Today!

Cruz-Bay-St-John-USVICruz Bay

Cruz Bay is a small, colorful West Indian village where the ferry from St. Thomas arrives and departs. One of the more popular St. John vacation villa Communities, Cruz Bay features an eclectic selection of restaurants, bars, boutiques, duty free shops, galleries, dive shops, etc. all waiting to welcome you to St. John. Click on the photo to preview the CimmaronStJohn Vacation villa and condo offerings located in and around Cruz Bay.




Sabbat-Point-St-John-USVISabbat Point

Overlooking LeDuc Island, Sabbat Point juts into the eastern Caribbean between Johnson’s Bay and John’s Folly. From this private location you will experience amazing sunrises over Tortola Island in the British Virgin Islands and bask in awe inspiring southeasterly ocean views around to Ram’s Head. Sabbat Point is less than 1 mile from Salt Pond Beach and conveniently close to Coral Bay for a variety of dining and shopping options. Click on the photo to preview our beautiful St John villa called ‘Maison Miele’, the sole villa located on Sabbat Point.




Great-Cruz-Bay-StGreat Cruz Bay

Less than a mile from the village of Cruz Bay along St. John’s southern shoreline lies Great Cruz Bay and the Content area along the western shoreline. This bay is a popular anchorage and features the large beautiful sandy beach in front of the Westin Hotel and Resort. Great Cruz Bay/Content is renowned as one of the premiere St. John Communities where many luxury villas dot the hillsides and water front areas. CimmaronStJohn is proud to represent this luxury St. John villa rentals in Cruz Bay aptly named VI Friendship Villa which is located directly above Great Cruz Bay in the Content area.




Chocolate-Hole-Bay-St-John-USVIChocolate Hole

Chocolate Hole is a very popular and quiet community located on the southwest side of St. John. One of the most popular St. John Communities, this area features a large selection mid-price to luxury properties all with amazing ocean views and a short drive to all of the conveniences of Cruz Bay. Chocolate Hole is considered to be a prime vacation destination on St. John. Click on the photo to preview our St John Virgin Islands villas offerings located within the Chocolate Hole community.




Rendezvous-Bay-STRendezvous Bay

Located along St. John’s southern shore, Rendezvous Bay and Ditleff Point provide the focal points while basking in the views of the Caribbean Sea. Privacy and convenient access to the numerous shopping and dining options in Cruz Bay as well as the world famous beaches along the north shore make villas located in the Rendezvous Bay area very popular with vacation travelers. Click on the photo to preview the St. John USVI villa offerings in and around the Rendezvous Bay community.




Klein-Bay-St-John-USVIKlein Bay

Klein Bay on the south shore of St. John features a very private mostly rubble beach with some of the best snorkeling, kayaking and paddleboarding to be found on St. John. Off the beaten path and a favorite with locals ‘in the know’, Klein Bay is but a short drive to the town of Cruz Bay and a decided favorite with vacationers looking for privacy with elegant, understated luxury. Click on the photo to preview this St. John villas called ‘Belle Mer’ – on the beach in Klein Bay.




Fish-Bay-St.-John-USVIFish Bay

Located between Rendezvous and Reef Bays on the south shore of St. John, the Fish Bay area offers quiet solitude at the many moderately priced hillside villas which feature panoramic views of the Caribbean Sea and the surrounding bays. Roads to the Fish Bay area are fully paved and the village of Cruz Bay is only a 15-20 minute drive. Abutting the Virgin Islands National Park provides access to the many great hiking trails to and around the coastlines and to the Park interior. Click on the photo to preview the Cimmaron St. John Vacation villa offerings in and around the Fish Bay community.




Hawks-Nest-Bay-StHawksnest/Denis Bay

A unique north shore location – an ‘in-holding’ surrounded by the Virgin Islands National Park. Here you will find the ultimate in privacy and solitude with dramatic ocean views and a location which is close to many of the world-renowned north shore beaches. This area is within walking distance to several north shore beaches and historical areas and is also within 2 miles of the town of Cruz Bay. Taxi and bus service are available along the north shore road which makes this location ‘rental car optional’! Click on the photo to preview the CimmaronStJohn Vacation cottage called ‘The Hawk’s Nest’ located in the Hawksnest/Denis Bay community.





The community of Catherineberg is located on St. John’s north shore within the boundaries of the Virgin Islands National Park. This upscale neighborhood is one of the more affluent of the St. John Communities and features many elegant and luxurious private homes on spacious lots which overlook the north shore of St. John including Cinnamon Bay, Peter Bay and Francis/Maho Bays. Privacy and luxurious accommodations are the ‘norm’ in this community located approximately 30 minutes from the village of Cruz Bay. Click on the photo to preview the CimmaronStJohn luxury Vacation villa called ‘La Jolla Caribe’ located in the Catherineberg St. John community.




st john usvi; vacation rentals on st john usvi; st john vacation rental villas; st johns vacation rentalsGifft Hill

The Gifft Hill community is approximately 800 feet above sea level and offers some of the most majestic day, evening and (especially) sunset views on St. John. Most of the vacation homes in this area south-southwest and are bathed in sunshine and cooling breezes the entire day and are a great place to just lay back and relax. It’s a 10-minute drive from Cruz Bay on either of two scenic paved roads. In addition to breath-taking views, this location also offers a good amount of privacy and serenity.




Virgin-Grand-Estates-St-John-USVIVirgin Grand Estates

High on the hillside overlooking St. John’s southern and western shorelines is the exclusive gated community of Virgin Grande Estates.One of only several ‘gated’ St. John Communities, this enclave is located high on the hillside overlooking Cruz Bay and St. John’s southern shore. This community of luxury homes offers some of the best ocean and sunset views on St. John and is but a short drive to the village of Cruz Bay. Click on the photo to see the CimmaronStJohn St. John vacation rentals in Cruz Bay in Virgin Grand Estates.





Upper-Carolina-StUpper Carolina

The Upper Carolina community is adjacent to Coral Bay and has panoramic views overlooking Bordeaux Mountain, Coral Harbor, Coral Bay, several of the British Virgin Islands and the Caribbean Sea. This location affords close convenience to the all of the shopping and dining options available in Coral Bay. Beaches, snorkeling and various water sports are readily available in all of the surrounding areas. Click on the photo to preview the CimmaronStJohn Vacation villa called ‘Satinwood’ a environmentally correct ‘Green House’ perched high on Upper Carolina.




Salt-Pond-Bay-St-John-USVISalt Pond/Concordia

The Salt Pond area is on St. John’s southeastern shore in close proximity to John’s Folly and Concordia. Famous for Salt Pond Beach and Ram’s Head, this area attracts the more adventurous vacationers who are looking for privacy with deluxe accommodations in an ‘away from it all’ location. Awe inspiring views of Drunk Bay, Ram’s Head Salt Pond Bay and the fabulous Caribbean Sea are the ‘norm’ from most locations. Click on the photo to preview the CimmaronStJohn Vacation villa offerings in the Salt Pond area.





Coral-Bay-StCoral Bay

Located approximately 8 miles from Cruz Bay on the eastern side of St. John’s is the laid back village of Coral Bay. Another gem to be cherished, Coral Bay is also one of the more popular St. John Communities. Delight in the quiet times and enjoy the eclectic ‘people watching’ opportunities in this very popular part of the island in one of our St John villa rentals in Coral Bay. Numerous eating and dining options as well as unique snorkeling, diving and watersports adventures await in Coral Bay. Click on the photo to preview the CimmaronStJohn St. John vacation rentals in Cruz Bay around the Coral Bay area.