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Rental Homes w/Private Pool

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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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SANCTUARY - RENDEZVOUS BAY,   ST. JOHN       Private Pool   Jacuzzi/Spa
Rendezvous Bay Vacation Rentals
PropID: 4325
Type: Villa   |   Bedrooms: 4   |  Starting At: $5,000.00/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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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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PEBBLE COVE - EAST END,   ST. JOHN        
East End Vacation Rentals
PropID: 4343
Type: Villa   |   Bedrooms: 3   |  Starting At: $2,800.00/Week
PRIVATE WATERFRONT VILLA W/ SNORKELING BEACH, SPA - PEBBLE COVE is a one of a kind, 3 bedroom, 3 1/2 bath, stone and masonry home with spa located in a spectacular, natural setting with 370 feet of private waterfront. Stunning wraparound views of distant mountains and turquoise sea....
 
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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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CARA MIA - RENDEZVOUS BAY,   ST. JOHN       Private Pool  
Rendezvous Bay Vacation Rentals
PropID: 7929
Type: Villa   |   Bedrooms: 3   |  Starting At: $3,350.00/Week
CARA MIA IS A BEAUTIFUL ADDITION TO OUR PROPERTIES - Located in exclusive Pt. Rendezvous, Cara Mia shows off pristine views of Fish Bay, Bordeaux Mountain and the Caribbean Sea. This beautiful 3 bedroom St. John Villa offers guests a welcome change of pace from the ordinary. ....
 
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VIEWTIFUL - MAMEY PEAK,   ST. JOHN       Private Pool  
Mamey Peak Vacation Rentals
PropID: 4559
Type: Vacation Home   |   Bedrooms: 2   |  Starting At: $1,750.00/Week
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 su....
 
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BEACH ESTATE - CRUZ BAY,   ST. JOHN       Private Pool  
Cruz Bay Vacation Rentals
PropID: 8541
Type: Villa   |   Bedrooms: 5   |  Starting At: Call for Rates
COMFORTABLE ARTISTIC BEACHFRONT VILLA RENTAL!!!! - Breezy tradewinds waft through this very private, traditional, Caribbean island villa with a beach. Designed by famous local architect Glen Speer and now transformed by famous artist Donald Schnell, known for his comfortable ar....
 
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VACATION PLACES TO STAY! - ANEGADA,   ANEGADA      Pet Friendly  Private Pool  
Anegada Vacation Rentals
PropID: 8518
Type: Villa   |   Bedrooms: 4   |  Starting At: Call for Rates
ADVERTISE YOUR VACATION PROPERTY W/VPTS! - We are a Network of 90+ Vacation Websites and currently looking for additional inventory in your area to accommodate our visitors. Each Listing will get up to 24 photos, detailed description of the property, contact informatio....
 
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CALYPSO COVE - FISH BAY,   ST. JOHN       Private Pool  
Fish Bay Vacation Rentals
PropID: 7927
Type: Vacation Home   |   Bedrooms: 3   |  Starting At: $2,500.00/Week
VACATION RENTAL HOME WITH OCEAN VIEW! - Nestled by the water's edge, this delightful 3-bedroom, 2-bath home sits less than thirty feet from the sea - the sights and sounds of the ocean can be enjoyed from almost every room in the home. Calypso Cove is a whimsical home, ....
 
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TESSERACT - UPPER CHOCOLATE HOLE,   ST. JOHN       Private Pool  
Upper Chocolate Hole Vacation Rentals
PropID: 7991
Type: Vacation Home   |   Bedrooms: 3   |  Starting At: $1,750.00/Week
TESSERACT IS A COMFORTABLE AND CAUSAL HOME! - Tesseract is a comfortable, casual three bedroom, three bath home located in Upper Chocolate Hole. A wonderful home with a large swimming pool where you can spend hours floating on a pool mat and dreaming the time away. De....
 
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WINDWARDSIDE MAIN HOUSE - CORAL BAY,   ST. JOHN       Private Pool  
Coral Bay Vacation Rentals
PropID: 4568
Type: Cottage   |   Bedrooms: 1   |  Starting At: $1,785.00/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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A WINSOME HOUSE! - POINT RENDEZVOUS,   ST. JOHN       Private Pool  
Point Rendezvous Vacation Rentals
PropID: 7937
Type: Villa   |   Bedrooms: 2   |  Starting At: $2,450.00/Week
CARIBBEAN EXPERIENCE FOR 2 COUPLES OR SMALL FAMILY - Tucked into an emerald green hillside, lies a very special property. Winsome House is an escapist’s dream...a world away, yet convenient to everything. Only a quick 5 minute drive takes you to the world renowned beaches of St. Joh....
 
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PALM TERRACE #1 - BLUE CORAL - CRUZ BAY,   ST. JOHN       Private Pool  
Cruz Bay Vacation Rentals
PropID: 7910
Type: Vacation Home   |   Bedrooms: 3   |  Starting At: $2,975.00/Week
ST. JOHN VACATION HOME! - Blue Coral is a beautiful single level, high vaulted ceiling, smoke free, central air conditioned, 3 bedrooms, 3 full bath large villa with seascape views of Turner Bay and the south shore of St John. Located on a quiet, tree ....
 
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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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THE CEDAR HOUSE & THE BOULDER HOUSE. - THE VALLEY,   VIRGIN GORDA        
The Valley Vacation Rentals
PropID: 8119
Type: Vacation Home   |   Bedrooms: 3   |  Starting At: $228.00/Day
TWO VACATION HOMES AVAILABLE FOR RENT... - Both of our houses are modestly but comfortably furnished and equipped with amenities, including high-speed Internet service and cable TV. The kitchens are each fully-equipped, including conveniences of microwave ovens, blenders a....
 
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