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Cayman Islands Places To Stay > Caribbean > St. John > Vacation Rentals
 

St. John Caribbean Villa Rentals & Resorts Vacation Rentals - Gay Friendly

Choose from Private Vacation Homes for Rent, Villas, Cabins, Condos, Cottages and other various types of Vacation Rentals.

Contact the property manager / rental agent / owner directly for rates and to find vacation homes that fits your travel requirements by selecting the View Details or Contact Owner link associated with each listing displayed below.
 
[1 to 32 Vacation Rentals Found] Next Vacation Rentals
 PALMELLO - CHOCOLATE HOLE,   ST. JOHN      [Premier]
Chocolate Hole Vacation Homes
PropID: 4343
Type: Villa  |  Bedrooms: 2 |  Starting At: $175.00/Day
LOVELY SUNSET AND OCEAN VIEWS - A Spacious masonry 2 bedroom island style home features a spacious great room and clothing optional deck space with spa and covered dining area. Situated on a half acre lot in Estate Chocolate Hole, Cruz Bay is one mile away and nearest Beac......
 Hot Tub/Spa  View Details   Contact Owner 
 WINDWARDSIDE - CORAL BAY,   ST. JOHN      [Premier]
Coral Bay Vacation Homes
PropID: 4568
Type: Cottage  |  Bedrooms: 1 |  Starting At: $1,645.00/Week
AN ELEGANT RETREAT WITH LOVELY FURNISHINGS! - Welcome to Windwardside, an elegant retreat with lovely furnishings, a beautiful view and lush tropical gardens. This traditional West Indian style home consists of multiple buildings with a large central courtyard. The mainhou......
 Hot Tub/Spa  View Details   Contact Owner 
 SUNDANCE - CHOCOLATE HOLE,   ST. JOHN      [Premier]
Chocolate Hole Vacation Homes
PropID: 4340
Type: Villa  |  Bedrooms: 3 |  Starting At: $285.00/Day
LISTEN TO THE SURF - A delightful Virgin Island villa nestled on the southwest corner of St. John with a panoramic view of Hart Bay, St. Croix, and St. Thomas. Enjoy the beautiful oval Pool and Spa or a five minute walk to an isolated beach with crystalline waters and co......
 Pool   View Details   Contact Owner 
 SOFT WINDS - FISH BAY,   ST. JOHN     
Fish Bay Vacation Homes
PropID: 7994
Type: Vacation Home  |  Bedrooms: 4 |  Starting At: Call for Rates
SECLUDED AND PRIVATE HOME WITH PANORAMIC VIEWS! - Soft Winds sits on the top of a hill, on the point between Fish Bay and Reef Bay. The panoramic views extend in all directions from Rams Head on the far eastern tip of St. John, south to St. Croix, west to St. Thomas a......
 Pool   View Details   Contact Owner 
 NAUTILUS - GREAT CRUZ BAY,   ST. JOHN     
Great Cruz Bay Vacation Homes
PropID: 4558
Type: Vacation Home  |  Bedrooms: 3 |  Starting At: Call for Rates
ENJOY THE OCEAN FROM THE CLIFF'S EDGE - Nautilus is a beautiful St. John villa rental situated on Maria Bluff, the tip of the point between Great Cruz Bay and Chocolate Hole, less than two miles out of Cruz Bay. The house, which faces south, sits on the edge of the clif......
 View Details   Contact Owner 
 POINCIANA - HART BAY,   ST. JOHN     
Hart Bay Vacation Homes
PropID: 5818
Type: Vacation Home  |  Bedrooms: 3 |  Starting At: Call for Rates
ENJOY THE BREEZE STRAIGHT OFF THE WATER! - Poinciana is a delightful island home, with a private path down to Hart Bay below. A great location, 2 miles from Cruz Bay. Poinciana faces east and always enjoys a delightful breeze across Rendezvous Bay, which keeps the home......
 View Details   Contact Owner 
 VIEWTIFUL - MAMEY PEAK,   ST. JOHN     
Mamey Peak Vacation Homes
PropID: 4559
Type: Vacation Home  |  Bedrooms: 2 |  Starting At: Call for Rates
SPECTACULAR 200 DEGREE VIEWS - High on Mamey Peak facing east over Coral Bay, enjoy spectacular views over eastern St. John and the British Virgin Islands. Sit on the deck, in the pool, or in the jacuzzi and watch the magnificent colors of our Caribbean sunrise and o......
 Pool   View Details   Contact Owner 
 VILLA MADELINE - CORAL BAY,   ST. JOHN     
Coral Bay Vacation Homes
PropID: 7336
Type: Villa  |  Bedrooms: 2 |  Starting At: $350.00/Day
NEW 2BR STONE VILLA W/POOL & SPA - Villa Madeline is a gorgeous 2BR home overlooking Coral Bay Harbor and Hurricane Hole in the beautiful island of St John. Close to the famous & fun Skinny Legs restaurant and to the lovely Cocoloba Complex which houses a great dining spo......
 Pool   View Details   Contact Owner 
 TREE HOUSE - MAMEY PEAK,   ST. JOHN     
Mamey Peak Vacation Homes
PropID: 7990
Type: Vacation Home  |  Bedrooms: 3 |  Starting At: Call for Rates
NOT TOO FAR FROM ANYTHING! - Tree House is high on Mamey Peak, with great views to the north of Jost van Dyke and Great Thatch and east over the East End of St. John and the British Virgin Islands of Tortola, Virgin Gorda and Norman, Salt, Cooper, and Peter Islands. Th......
 View Details   Contact Owner 
 MERIDIAN - CHOCOLATE HOLE,   ST. JOHN     
Chocolate Hole Vacation Homes
PropID: 7992
Type: Vacation Home  |  Bedrooms: 2 |  Starting At: Call for Rates
CASUAL AND COMFORTABLE WITH CARIBBEAN FLAIR! - Meridian is a St. John rental villa, built in the traditional West Indian style with wrap around decks, and painted with charming tropical colors. This inviting home is located in Chocolate Hole, less than a mile and a hal......
 Pool   View Details   Contact Owner 
 
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