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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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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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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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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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BAY RUM BREEZE - MAMEY PEAK,   ST. JOHN       Private Pool  
Mamey Peak Vacation Rentals
PropID: 7919
Type: Villa   |   Bedrooms: 3   |  Starting At: $3,850.00/Week
WHAT MORE COULD ONE NEED IN PARADISE? - Come to Bay Rum Breeze to experience a luxurious and relaxing vacation. Enjoy the cooling breezes and spectacular views of Coral Bay, the east end of St. John and the British Virgin Islands. Experience St. John - beautiful bea....
 
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SEA TURTLE - FISH BAY,   ST. JOHN       Private Pool  
Fish Bay Vacation Rentals
PropID: 4558
Type: Villa   |   Bedrooms: 2   |  Starting At: $315.00/Day
ST. JOHN VILLA WITH STUNNING VIEWS! - Stunning views from this exclusive St. John rental villa will make any day, a perfect day. From the minute you walk in the front door of this delightful home, you will be captivated by it's charm, breezy open-air feeling and th....
 
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PALM TERRACE VILLAS UNIT 5 - CRUZ BAY,   ST. JOHN        
Cruz Bay Vacation Rentals
PropID: 8640
Type: Condo   |   Bedrooms: 3   |  Starting At: $2,765.00/Week
LUXURY CONDO ON CRUZ BAY - At last! Large, luxury condominiums with beautiful water views in Cruz Bay! These beautiful new units are located a stones throw from the Caribbean, and a short walk to our bustling village of Cruz Bay. Located on a quiet, res....
 
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CARIBBEAN JEWELS - CORAL BAY,   ST. JOHN       Private Pool  
Coral Bay Vacation Rentals
PropID: 7928
Type: Villa   |   Bedrooms: 2   |  Starting At: $2,590.00/Week
EXHALE ... WIND DOWN ... AND BREATHE IN DEEPLY ... - Exhale ... wind down ... and breathe in deeply ... Have a seat on the veranda and enjoy the view of the sparkling Caribbean Sea with her magnificent jewels sprinkled throughout. Nestled high on Ajax Peak is Caribbean Jewels, an in....
 
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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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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 Indian Plantation Home. This magnificent luxury estate home overlooks both Great Cruz Bay and Chocolate Hole, so you’ll be treated....
 
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L'ESPRIT DE LA VIE - RENDEZVOUS BAY,   ST. JOHN       Private Pool  
Rendezvous Bay Vacation Rentals
PropID: 8712
Type: Villa   |   Bedrooms: 4   |  Starting At: $4,900.00/Week
4 BD/4.5 BATH GT RM/LVG RM/ENTERTAINMENT - L'Esprit de la Vie is a sumptuous new 4-bedroom, 4-1/2 bath villa located in the exclusive south shore community of Point Rendezvous in a tropical paradise. At the core of your outdoor living is an Infinity 36'x 8' pool offerin....
 
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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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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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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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ASTRAL RIDGE - CORAL BAY,   ST. JOHN       Private Pool  
Coral Bay Vacation Rentals
PropID: 4570
Type: Cottage   |   Bedrooms: 1   |  Starting At: $2,240.00/Week
THE CLASSIC CARIBBEAN STYLE OF THIS HOME! - Astral Ridge is a rare find. To be able to enjoy this sublime view from sunrise to moonrise, from such an elegantly beautiful home is transporting. The classic Caribbean style of this home is enhanced by beautiful tropical garden ....
 
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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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