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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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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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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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DRAKE'S LOOKOUT - CORAL BAY,   ST. JOHN       Private Pool  
Coral Bay Vacation Rentals
PropID: 7923
Type: Villa   |   Bedrooms: 3   |  Starting At: $2,395.00/Week
PERCHED HIGH ON A HILLSIDE OVERLOOKING CORAL BAY! - Perched high on a hillside overlooking picturesque Coral Bay and beyond through the BVI, is Drakes Lookout. This very lovely two bedroom, two bath island home has everything you need to make your vacation fabulous. The spac....
 
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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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TREE TOPS - BORDEAUX MOUNTAIN,   ST. JOHN       Private Pool  
Bordeaux Mountain Vacation Rentals
PropID: 4557
Type: Vacation Home   |   Bedrooms: 3   |  Starting At: $1,750.00/Week
A PRIVATE, SPACIOUS MOUNTAIN RETREAT - A spacious St. John villa rental nestled in the bay forests of Bordeaux Mountain. Enjoy the quiet and tranquility of this relaxing retreat. Sit on the deck and listen to the sounds of the tropical forest, enjoy the scent of th....
 
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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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SUNDANCE - CHOCOLATE HOLE,   ST. JOHN       Private Pool  
Chocolate Hole Vacation Rentals
PropID: 4340
Type: Villa   |   Bedrooms: 3   |  Starting At: $1,995.00/Week
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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HALE LANI - CRUZ BAY,   ST. JOHN       Private Pool  
Cruz Bay Vacation Rentals
PropID: 7920
Type: Villa   |   Bedrooms: 4   |  Starting At: $3,295.00/Week
MAKE HALE LANI YOUR NEXT HOLIDAY HEAVEN! - This lovely St. John rental home with the Hawaiian name, certainly lives up to its moniker. This "heavenly home" is a 4-bedroom, 3 ½ bath jewel, tucked into the green verdant hillside on Maria Bluff. Hidden away but close to ev....
 
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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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LEEWARD ST. JOHN - RENDEZVOUS BAY,   ST. JOHN       Private Pool  
Rendezvous Bay Vacation Rentals
PropID: 8709
Type: Villa   |   Bedrooms: 4   |  Starting At: $6,300.00/Week
4.5 BD/4.5 BATH LUXURY VAC HOME - Leeward St. John is a luxury home, designed to lure the upscale traveler! Relax on the new Rivage collection outdoor deck furniture from Spain or relax in the spacious and lofty living room and indoor dining area, which features....
 
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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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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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RILEY'S RETREAT - CRUZ BAY,   ST. JOHN       Private Pool  
Cruz Bay Vacation Rentals
PropID: 7935
Type: Villa   |   Bedrooms: 5   |  Starting At: $3,800.00/Week
PRIVACY AND COMFORT ON CRUZ BAY - Privacy and comfort describes this beautifully appointed, ocean view villa while enjoying the convenience of being close to Cruz Bay’s fine restaurants, bars and grocery stores (1 ½ miles to Cruz Bay). Riley’s Retreat has a tot....
 
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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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