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Rental Homes w/Private Pool

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We found 71 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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DEJA VIEW - RENDEZVOUS BAY,   ST. JOHN       Private Pool  
Rendezvous Bay Vacation Rentals
PropID: 7932
Type: Villa   |   Bedrooms: 6   |  Starting At: $6,450.00/Week
BEAUTIFUL VIEWS!! - Introducing Deja View, an incredible 6 bedroom luxury villa, unlike anything else on St. John. Located at the end of a private estate road, this gorgeous home is located 70 stories above Rendezvous Bay with incredible 180 degree v....
 
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PALM HILL - CRUZ BAY,   ST. JOHN       Private Pool  
Cruz Bay Vacation Rentals
PropID: 7913
Type: Villa   |   Bedrooms: 3   |  Starting At: $3,495.00/Week
COLORFUL SUNSETS OVER ST. THOMAS TO THE WEST. - Palm Hill is a lovely, newer, 3 Bedroom luxury villa on beautiful Maria Bluff, in Great Cruz Bay. This wonderful villa offers guests 3 air conditioned bedrooms, all with gorgeous water views. The villa sits on a hill with unobstru....
 
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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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COCO CARIBE - RENDEZVOUS BAY,   ST. JOHN       Private Pool  
Rendezvous Bay Vacation Rentals
PropID: 7925
Type: Villa   |   Bedrooms: 5   |  Starting At: $3,995.00/Week
VERY PRIVATE WITH LUSH GARDENS! - Set on a verdant hillside and surrounded by the sea with warm breezes and spectacular views, Coco Caribe is a magnificent luxury villa -- your private tropical getaway on St. John in the exotic Virgin Isles. Coco Caribe has....
 
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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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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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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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INN PARADISE - CHOCOLATE HOLE,   ST. JOHN       Private Pool  
Chocolate Hole Vacation Rentals
PropID: 8708
Type: Duplex   |   Bedrooms: 4   |  Starting At: $4,032.00/Week
2 LVL 2 LIVING AREAS 4 BD 4 BATH TOP VIEW - Inn Paradise offers two complete living areas on two separate levels. Each level provides a fully-equipped kitchen, comfortable Caribbean-styled living area, two large elegant bedrooms and two bathrooms providing privacy for ever....
 
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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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BELVEDERE - MARIA BLUFF,   ST. JOHN       Private Pool  
Maria Bluff Vacation Rentals
PropID: 7918
Type: Villa   |   Bedrooms: 3   |  Starting At: $3,395.00/Week
THIS IS THE HOUSE YOU’VE BEEN WAITING FOR!! - Once you enter the gates into this lovely vacation villa, here on beautiful St. John, the view will literally take your breath away. Spread between two separate buildings Belvedere offers guests 3 spacious, air conditioned ....
 
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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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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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