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We found 74 Rental Properties - Choose from Private Vacation Homes, Villas, Cabins, Condos, Cottages and other various types of Vacation Rental Properties. Once you find the property that fits your travel requirements, you can contact the property manager / rental agent / owner directly for rates or reservations by selecting the View More Details or Request Information link associated with each listing displayed below.
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PALMELLO - CHOCOLATE HOLE,   ST. JOHN         Jacuzzi/Spa
Chocolate Hole Vacation Rentals
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 n....
 
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SUNDANCE - CHOCOLATE HOLE,   ST. JOHN       Private Pool  
Chocolate Hole Vacation Rentals
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 cry....
 
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WINDWARDSIDE - CORAL BAY,   ST. JOHN         Jacuzzi/Spa
Coral Bay Vacation Rentals
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 mainhouse ....
 
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LA PAPAYA - CHOCOLATE HOLE,   ST. JOHN       Private Pool  
Chocolate Hole Vacation Rentals
PropID: 7916
Type: Villa   |   Bedrooms: 5   |  Starting At: $4,595.00/Week
BEAUTY IS FINALLY AVAILABLE & SURE TO BE A FAVOR! - This gorgeous five bedroom beauty is finally available and sure to be a favorite! La Papaya located high on the hillside in Chocolate Hole North, this home has commanding views over countless bays an islands to the west and sou....
 
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SANCTUARY - RENDEZVOUS BAY,   ST. JOHN       Private Pool   Jacuzzi/Spa
Rendezvous Bay Vacation Rentals
PropID: 4325
Type: Villa   |   Bedrooms: 4   |  Starting At: $4,600.00/Week
RENDEZVOUS BAY - GREAT VIEW! - Let the romance of the Caribbean take you away on an escape to Sanctuary... Perched atop a forty-foot cliff on the beach at Rendezvous Bay, this new waterfront villa features privacy, relaxation, and comfort. Just 1.5 miles from d....
 
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SAPPHIRE VILLAGE - SAPPHIRE BEACH,   ST. THOMAS        
Sapphire Beach Vacation Rentals
PropID: 4608
Type: Condo   |   Bedrooms: 1   |  Starting At: $150.00/Day
SITUATED ON 1200 FEET OF SAPPHIRE BEACH. - Sapphire Village is part of the Sapphire Beach Resort complex and sits to the right of the resort, with Crystal Cove Villas on the resort's left side. There is a check-in office right on the property. We have available studios and....
 
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TEQUILA SUNRISE - CORAL BAY,   ST. JOHN       Private Pool  
Coral Bay Vacation Rentals
PropID: 7910
Type: Villa   |   Bedrooms: 2   |  Starting At: $2,495.00/Week
A PERFECT BASE FOR YOUR ST. JOHN ADVENTURE. - Tequila Sunrise, is perched on a mountainside, high above Coral Bay Harbor. This lovely 2 BR / 2.5 Bath home has everything you need for a perfect vacation. This two level home has a large and colorful great room opening onto a co....
 
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SUGAR BEACH CONDO RESORT - CHRISTIANSTED,   ST. CROIX        
Christiansted Vacation Rentals
PropID: 4251
Type: Condo   |   Bedrooms: 2   |  Starting At: $165.00/Day
#1 RATING ON TRIPADVISOR.COM SINCE 2004 !! - Imagine... Waking up to the sound of gentle rolling waves - the crystal blue Caribbean Sea stretches out before you ... gazing out over the fresh white sand from your own private gallery, bidding good morning to the rising sun. ....
 
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VILLA SIEMPRE AZUL - CORAL BAY,   ST. JOHN        
Coral Bay Vacation Rentals
PropID: 7337
Type: Villa   |   Bedrooms: 1   |  Starting At: $300.00/Day
SECLUDED OCEANFRONT FOR TWO - St John's Oceanfront Villa Siempré Azul is intimately secluded yet conveniently close to the famous St. John beaches, hiking trails, and to Coral Bay's unique shops and dining spots. Step out to the arched balcony for extraordin....
 
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TRE VISTA ESTATE - CRUZ BAY,   ST. JOHN       Private Pool  
Cruz Bay Vacation Rentals
PropID: 7908
Type: Villa   |   Bedrooms: 5   |  Starting At: $8,400.00/Week
BOASTING LUXURIOUS AMENITIES! - Sitting on top of a grassy knoll, Tre Vista Estate welcomes you with the stately elegance of a West Indan Plantation Home. This magnificent luxury estate home overlooks both Great Cruz Bay and Chocolate Hole, so you’ll be treated ....
 
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VILLA BEIJA-FLOR - RENDEZVOUS BAY,   ST. JOHN       Private Pool  
Rendezvous Bay Vacation Rentals
PropID: 4326
Type: Villa   |   Bedrooms: 4   |  Starting At: $4,000.00/Week
SEAVIEW VACATION HOMES - Beija-Flor name is "flower-kisser", Brazilian Portuguese for humming-bird. This four bedroom, 2300 square foot luxury villa, located in Rendezvous Bay, can comfortably sleep eight people and up to 10 with the loft off of the great....
 
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CRYSTAL COVE VILLAS - EAST END,   ST. THOMAS       Private Pool  
East End Vacation Rentals
PropID: 4607
Type: Condo   |   Bedrooms: 1   |  Starting At: $260.00/Day
LOCATED ABOVE BEAUTIFUL SAPPHIRE BEACH! - These units are especially spacious! For location, being on the East End of St. Thomas is preferred. You are five minutes from Red Hook, where the ferries go to St. John and the BVIs. In Red Hook are a number of fun places to eat,....
 
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MERIDIAN - CHOCOLATE HOLE,   ST. JOHN       Private Pool  
Chocolate Hole Vacation Rentals
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 half fr....
 
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VISTAERO - RENDEZVOUS BAY,   ST. JOHN       Private Pool  
Rendezvous Bay Vacation Rentals
PropID: 7932
Type: Villa   |   Bedrooms: 5   |  Starting At: $4,995.00/Week
BEAUTIFUL VIEWS!! - Vistaero certainly lives up to its name, which means "aerial view". This expansive luxury villa has five air-conditioned bedrooms, five and a half baths, and one of the largest private pools on St. John. In addition, this villa ....
 
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VILLA ROMANCE - CHOCOLATE HOLE,   ST. JOHN       Private Pool  
Chocolate Hole Vacation Rentals
PropID: 7934
Type: Villa   |   Bedrooms: 4   |  Starting At: $4,595.00/Week
THIS IS ONE ROMANCE YOU WON'T WANT TO END. - The name says it all with this gorgeous brand new luxury villa in Chocolate Hole. Villa Romance is a beautiful 4 Bedroom luxury home that sits on a verdant hillside above beautiful Chocolate Hole. From the moment you enter this....
 
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