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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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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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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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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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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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SAPPHIRE VILLAGE - SAPPHIRE BEACH,   ST. THOMAS        
Sapphire Beach Vacation Rentals
PropID: 4608
Type: Condo   |   Bedrooms: 1   |  Starting At: $150.00/Day
SITUATED ON 1200 FEET OF SAPPHIRE BEACH. - Sapphire Village is part of the Sapphire Beach Resort complex and sits to the right of the resort, with Crystal Cove Villas on the resort's left side. There is a check-in office right on the property. We have available studios and....


 
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SAGO COTTAGE - CORAL BAY,   ST. JOHN       Private Pool  
Coral Bay Vacation Rentals
PropID: 4567
Type: Cottage   |   Bedrooms: 1   |  Starting At: $1,575.00/Week
BEAUTIFUL OCEAN VIEW, TROPICAL GARDENS, SPA - Offering romantic, charming, private villa and cottage vacation rentals, each with hot tub. Lovely Caribbean accommodations for secluded holidays, honeymoons and destination weddings. Beautiful ocean view, tropical gardens, spa. N....
 
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STAR VILLAS OF ST. JOHN - CRUZ BAY,   ST. JOHN       Private Pool  
Cruz Bay Vacation Rentals
PropID: 4466
Type: Vacation Home   |   Bedrooms: 2   |  Starting At: Call for Rates
1 & 2 BEDROOM VILLAS IN ST. JOHN!! - Affordable Cruz Bay Vacation Rentals with Casual Island Ambience St. John, US Virgin Islands Relax in our hammock overlooking the Caribbean Sea. For those looking for Cruz Bay hotels but in a more affordable casual island se....


 
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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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DARCINI - FISH BAY,   ST. JOHN       Private Pool  
Fish Bay Vacation Rentals
PropID: 7916
Type: Villa   |   Bedrooms: 5   |  Starting At: $5,150.00/Week
BEAUTY IS FINALLY AVAILABLE & SURE TO BE A FAVOR! - For your next vacation, what are you looking for? This beautiful gated estate is a rare gem, rich in architectural detail. Come home to 5 spacious bedrooms and luxurious bathroom suites. Two bedrooms under one roof in main house a....
 
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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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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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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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