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Chocolate Hole Villas and Vacation Rentals

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We found 17 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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TREASURE RIDGE - CHOCOLATE HOLE,   ST. JOHN       Private Pool  
Chocolate Hole Vacation Rentals
PropID: 7907
Type: Villa   |   Bedrooms: 3   |  Starting At: $1,995.00/Week
THERE'S NEVER A DULL VIEW FROM TREASURE RIDGE! - This home is a true treasure waiting to be found! Tucked high into the hillside in Chocolate Hole North, this charming home features 3 equal air conditioned bedrooms. With sweeping views from Rendezvous South to St. Croix and west....
 
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BONGO BONGO - CHOCOLATE HOLE,   ST. JOHN       Private Pool  
Chocolate Hole Vacation Rentals
PropID: 8705
Type: Vacation Home   |   Bedrooms: 2   |  Starting At: $3,400.00/Week
FUN 2 BD 2 BATH COUPLES/SM FAM HOME - Bongo Bongo is a great vacation home completed in 2006 and designed for traveling couples or small families that are looking for the amenities often found only in larger homes. Bongo Bongo is also close to town, easy to reach and ....
 
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MOONSONG - CHOCOLATE HOLE,   ST. JOHN       Private Pool  
Chocolate Hole Vacation Rentals
PropID: 7911
Type: Villa   |   Bedrooms: 2   |  Starting At: $2,170.00/Week
ST. JOHN CARIBBEAN STYLE PROPERTY. - Moonsong is a quintessential Caribbean style cottage, tucked into the hillside above beautiful Hart Bay. This darling 2 bedroom home is perfect for honeymooners, or anyoe looking for an excellent value in a St. John rental. ....
 
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MERIDIAN - CHOCOLATE HOLE,   ST. JOHN       Private Pool  
Chocolate Hole Vacation Rentals
PropID: 7992
Type: Vacation Home   |   Bedrooms: 2   |  Starting At: $1,680.00/Week
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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FRENCH CAP - CHOCOLATE HOLE,   ST. JOHN       Private Pool  
Chocolate Hole Vacation Rentals
PropID: 8706
Type: Vacation Home   |   Bedrooms: 2   |  Starting At: $2,850.00/Week
2 BD 2 BATH POOL & SPA - FRENCH CAP: Enjoy the iridescent greens and blues of the Caribbean Sea from every area of this light and airy home. Hear the gentle lap of waves on the rocky beach, just below. This villa features 2 Air-Conditioned Bedrooms, 1 Kin....
 
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SEAGATE VILLA - CHOCOLATE HOLE,   ST. JOHN       Private Pool  
Chocolate Hole Vacation Rentals
PropID: 7936
Type: Villa   |   Bedrooms: 5   |  Starting At: $2,995.00/Week
A TRUE CARIBBEAN EXPERIENCE IN CHOCOLATE HOLE - Seagate Villa is a spacious and breezy indoor/outdoor villa set on a one-acre waterfront lot only 5 minutes from town. There are 5 bedrooms each with its own private bathroom. The villa is designed to be comfortable and pro....
 
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COYABA - CHOCOLATE HOLE,   ST. JOHN       Private Pool  
Chocolate Hole Vacation Rentals
PropID: 7917
Type: Villa   |   Bedrooms: 2   |  Starting At: $4,395.00/Week
BEAUTIFUL OCEAN VIEWS! - As you enter the driveway, you'll be struck by the Caribbean inspired architecture, highlighted by 4 stone and coral sugar mill turrets that add drama and ambiance to this home. As you walk through the front entrance, you'll be am....
 
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HAIKU - CHOCOLATE HOLE,   ST. JOHN       Private Pool  
Chocolate Hole Vacation Rentals
PropID: 8707
Type: Villa   |   Bedrooms: 3   |  Starting At: $2,520.00/Week
3 BR PRIVATE NATURE VILLA W/ OCEAN VIEW - This private villa is a unique example of living with nature and is situated on an acre of sloping woodland surrounded by gardens of native plants. Enjoy Haiku's open air living room and enjoy St John's fragrant gentle breezes. ....
 
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OCEAN GARDEN - CHOCOLATE HOLE,   ST. JOHN       Private Pool  
Chocolate Hole Vacation Rentals
PropID: 8543
Type: Villa   |   Bedrooms: 2   |  Starting At: Call for Rates
CARIBBEAN VILLA ON HILLSIDE OF ST. JOHN - Island stonewalls & a mature tropical garden make an enchanting home for two couples. Two king master bedroom suites are equipped with air conditioning, but the island breezes make them an unnecessary option year round. Nature....
 
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AMBIANCE VILLA - CHOCOLATE HOLE,   ST. JOHN       Private Pool  
Chocolate Hole Vacation Rentals
PropID: 7931
Type: Villa   |   Bedrooms: 5   |  Starting At: $4,995.00/Week
IT'S AN AMBIANCE YOU WILL ALWAYS REMEMBER! - High on a hillside, on the sunny south shore of St. John, sits the perfect vacation home, designed for privacy, comfort and ease of use. Ambiance is perfectly suited for the holiday of a lifetime - enter the villa through a flower....
 
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TIME OUT - CHOCOLATE HOLE,   ST. JOHN       Private Pool  
Chocolate Hole Vacation Rentals
PropID: 7909
Type: Villa   |   Bedrooms: 2   |  Starting At: $3,000.00/Week
TIME OUT IS A FULLY AIR CONDITIONED VILLA. - Time Out is a fully air conditioned villa. Two equally sized bedroom suites are situated on opposite sides of an open air living/dining room/kitchen area and offer total privacy to two couples or a family with children. Each is....
 
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PARADISE REVISTED - CHOCOLATE HOLE,   ST. JOHN       Private Pool  
Chocolate Hole Vacation Rentals
PropID: 8711
Type: Vacation Home   |   Bedrooms: 4   |  Starting At: $1,890.00/Week
4 BD/4BATH GREAT VIEWS & SUNSETS - Balcony panoramic views of St. Thomas, Pillsbury Sound, and the Blue/Green waters just outside your windows day or night are great, and they come with vivid tropical sunsets. There are great tropical breezes and privacy. Air Cond....
 
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LA PAPAYA! - CHOCOLATE HOLE,   ST. JOHN       Private Pool  
Chocolate Hole Vacation Rentals
PropID: 7915
Type: Villa   |   Bedrooms: 5   |  Starting At: $4,595.00/Week
GORGEOUS ST. JOHN BEAUTY! - La Papaya, located high on the hillside in Chocolate Hole North, has commanding views over countless bays an islands to the west and south. Enjoy sunrise over Ditliff Point and the sun setting with a fiery blaze over the tropical ....
 
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MOONSONG - CHOCOLATE HOLE,   ST. JOHN        
Chocolate Hole Vacation Rentals
PropID: 4342
Type: Villa   |   Bedrooms: 2   |  Starting At: $1,470.00/Week
WALK TO THE BEACH, ROMANTIC HONEYMOON VILLA - A charming St John villa Caribbean style hideaway overlooking the aqua blue waters of Hart Bay and a distant St. Thomas. A five minute walk on a winding path leads to the pristine waters and coral reefs of Hart Bay Beach, rarely f....
 
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COCOTIER - CHOCOLATE HOLE,   ST. JOHN       Private Pool  
Chocolate Hole Vacation Rentals
PropID: 7926
Type: Villa   |   Bedrooms: 4   |  Starting At: $4,280.00/Week
PROPERTY IS PERCHED HIGH ON AN EMERALD HILLSIDE! - Perched high on an emerald hillside above the Caribbean Sea, lies Cocotier. This magical four bedroom luxury home is the perfect base for your St. John vacation. Beautifully finished from the imported tile roof and Mexican tile ac....
 
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