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We found 36 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
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| 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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SEAGATE VILLA - CHOCOLATE HOLE, ST. JOHN
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| 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
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| 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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RILEY'S RETREAT - CRUZ BAY, ST. JOHN
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| 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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AMBIANCE VILLA - CHOCOLATE HOLE, ST. JOHN
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| 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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PETER BAY GATEHOUSE - PETER BAY, ST. JOHN
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| Type: Villa
| Bedrooms: 2 |
Starting At: $4,500.00/Week |
| HILLSIDE VIEW OF THE NORTH SHORE -
Perched high atop a hillside on St. John's venerated North Shore, the perfectly situated Gatehouse at exclusive, gated Peter Bay beckons with dramatic architecture, fabulous vistas and lush tropical landscaping. Surrounded by prot....
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CALYPSO COVE - FISH BAY, ST. JOHN
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| 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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COCOTIER - CHOCOLATE HOLE, ST. JOHN
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| Type: Villa
| Bedrooms: 4 |
Starting At: $4,280.00/Week |
| PROPERTY IS PERCHED HIGH ON AN EMERALD HILLSIDE! -
Perched high on an emerald hillside above the Caribbean Sea, lies Cocotier. This magical four bedroom luxury home is the perfect base for your St. John vacation. Beautifully finished from the imported tile roof and Mexican tile ac....
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MOONSONG - CHOCOLATE HOLE, ST. JOHN
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| 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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PALM HILL - CRUZ BAY, ST. JOHN
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| 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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PALM TERRACE VILLAS - CRUZ BAY, ST. JOHN
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| Type: Condo
| Bedrooms: 4 |
Starting At: Call for Rates
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| AT LAST! LARGE, LUXURY CONDOMINIUMS IN CRUZ BAY! -
Palm Terrace Villas are available 2, 3 and 4 bedroom units. Please visit the Palm Terrace Villas website for more details.
At last! Large, luxury condominiums with beautiful water views in Cruz Bay! These beautiful new units a....
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TIME OUT - CHOCOLATE HOLE, ST. JOHN
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| 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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COCO CARIBE - RENDEZVOUS BAY, ST. JOHN
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| 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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COCONUT BREEZE - BORDEAUX MOUNTAIN, ST. JOHN
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| Type: Villa
| Bedrooms: 3 |
Starting At: $3,100.00/Week |
| THIS DELIGHTFUL PROPERTY AWAITS YOU! -
High on a hillside above Coral Bay Harbor, this delightful property awaits, and as you arrive, you’ll be greeted.
As you arrive at the home, you'll be greeted by large coconut tree posts welcoming you to Coconut Breeze.
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CARIBBEAN JEWELS - CORAL BAY, ST. JOHN
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| 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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COYABA - CHOCOLATE HOLE, ST. JOHN
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| Type: Villa
| Bedrooms: 2 |
Starting At: $4,395.00/Week |
| BEAUTIFUL OCEAN VIEWS! -
As you enter the driveway, you'll be struck by the Caribbean inspired architecture, highlighted by 4 stone and coral sugar mill turrets that add drama and ambiance to this home. As you walk through the front entrance, you'll be am....
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DEJA VIEW - RENDEZVOUS BAY, ST. JOHN
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| 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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BLUE PAPAYA - RENDEZVOUS BAY, ST. JOHN
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| Type: Villa
| Bedrooms: 5 |
Starting At: $5,995.00/Week |
| BRAND NEW 5 BR ESTATE VACATION RENTAL!! -
Blue Papaya Villa is a luxurious Brand New 5 bedroom estate home in the exclusive Virgin Grand Estates. This incredible new home offers everything the good life on St. John is all about. Enter Blue Papaya through native stone walk....
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ALTA VISTA VILLA! - BORDEAUX, ST. JOHN
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| Type: Villa
| Bedrooms: 3 |
Starting At: $3,250.00/Week |
| ALTA VISTA WILL BRING HEAVEN A LITTLE BIT CLOSER! -
With Alta Vista, heaven just got a lot closer! This awesome, brand new luxury villa is located high atop Bordeaux Mountain. At close to 1200 ft. above sea, St. John's highest peak affords incredible views of the Caribbean, east to....
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CARA MIA - RENDEZVOUS BAY, ST. JOHN
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| 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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DRAKE'S LOOKOUT - CORAL BAY, ST. JOHN
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| 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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PALM TERRACE #4 - THE PENTHOUSE - CRUZ BAY, ST. JOHN
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| Type: Condo
| Bedrooms: 3 |
Starting At: $2,975.00/Week |
| CRUZ BAY LUXURY CONDO -
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, resi....
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PALM TERRACE VILLAS UNIT 6 - CRUZ BAY, ST. JOHN
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| Type: Condo
| Bedrooms: 4 |
Starting At: $3,115.00/Week |
| CRUZ BAY LUXURY CONDO -
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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A WINSOME HOUSE! - POINT RENDEZVOUS, ST. JOHN
Private Pool
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| 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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WHITE COTTAGE - POINT RENDEZVOUS, ST. JOHN
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| Type: Villa
| Bedrooms: 4 |
Starting At: $2,495.00/Week |
| WHITE COTTAGE IS A BEAUTIFUL NEW VILLA! -
White Cottage is a beautiful villa on the south shore of St. John. A mulitude of colorful bougenvilla line the entranceway, inviting guests to enter. Once there, a cool, deep blue pool provides a centerpiece for this gorgeous vill....
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