St. John - USVI Villa Rentals, Hotels & Places To Stay in Caribbean

Pebble Cove 3
Villa Rentals - East End
3 Bedroom(s) 3.5 Bath  Sleeps: 7
Starting at: $2,800.00/Wk
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 seas greet you as you e... read more »
Sanctuary 3
Villa Rentals - Rendezvous Bay
4 Bedroom(s) 3.5 Bath  Sleeps: 1-8
Starting at: $5,000.00/Wk
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 downtown Cruz Bay, yo... read more »
Treasure Ridge 3
Villa Rentals - Chocolate Hole
3 Bedroom(s) 3.0 Bath  Sleeps: 4-6
Starting at: $1,995.00/Wk
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 to the twinkling tw... read more »
Star Villas of St. John 0
Vacation Home Rentals - Cruz Bay
2 Bedroom(s) 2.0 Bath  Sleeps: 4
Starting at: Call for Rates
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 setting, Star Villas i... read more »
Blue Papaya 0
Villa Rentals - Rendezvous Bay
5 Bedroom(s) 4.5 Bath  Sleeps: 10
Starting at: $5,995.00/Wk
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 walkways, and a charming... read more »
Poinciana 0
Vacation Home Rentals - Hart Bay
3 Bedroom(s) 2.0 Bath  Sleeps: 6
Starting at: $1,540.00/Wk
Poinciana is a delightful island home, with a private path down to Hart Bay below. A great location, 2 miles from Cruz Bay. Poinciana faces east and always enjoys a delightful breeze across Rendezvous Bay, which keeps the home cool and comfortabl... read more »
Cocotier 0
Villa Rentals - Chocolate Hole
4 Bedroom(s) 4.5 Bath  Sleeps: 8
Starting at: $4,280.00/Wk
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 accents to the designe... read more »
Inn Paradise 0
Duplex Rentals - Chocolate Hole
4 Bedroom(s) 4.0 Bath  Sleeps: 8
Starting at: $4,032.00/Wk
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 everyone in your party. ... read more »
Palm Terrace Villas 0
Condo Rentals - Cruz Bay
4 Bedroom(s) 3.5 Bath  Sleeps: 9
Starting at: Call for Rates
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 are located a stones ... read more »
A Winsome House! 0
Villa Rentals - Point Rendezvous
2 Bedroom(s) 2.0 Bath  Sleeps: 4
Starting at: $2,450.00/Wk
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. John. Ram Head trail, S... read more »
Great Escape 0
Villa Rentals - Cinnamon Bay
4 Bedroom(s) 4.0 Bath  Sleeps: 8
Starting at: $6,000.00/Wk
Located a world away in Estate Catherineburg, nestled in the national park above Cinnamon Bay, lies Great Escape. This 4 BR/4 Bath, luxury home offers a lush and luxurious escape from reality, but equipped with the technology and creature comfort... read more »
Windwardside Main House 0
Cottage Rentals - Coral Bay
1 Bedroom(s) 2.0 Bath  Sleeps: 2
Starting at: $1,785.00/Wk
Welcome to Windwardside, an elegant retreat with lovely furnishings, a beautiful view and lush tropical gardens. This traditional West Indian style home consists of multiple buildings with a large central courtyard. The mainhouse consists of two buil... read more »
Palm Terrace #4 - The Penthouse 0
Condo Rentals - Cruz Bay
3 Bedroom(s) 3.0 Bath  Sleeps: 6
Starting at: $2,975.00/Wk
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, residential street in th... read more »
Meridian 0
Vacation Home Rentals - Chocolate Hole
2 Bedroom(s) 2.0 Bath  Sleeps: 4
Starting at: $1,680.00/Wk
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 from Cruz Bay. The ... read more »
Allesandra 0
Vacation Home Rentals - St John
3 Bedroom(s) 3.0 Bath  Sleeps: 6
Starting at: $4,900.00/Wk
This sophisticated 3 bedroom, 3 bath villa affords guests panoramic views only possible from one of St John's premiere hilltop locations. Allesandra is surrounded by lush tropical gardens with an abundance of trees and orchids. Just a five minute<... read more »
Leeward St. John 0
Villa Rentals - Rendezvous Bay
4 Bedroom(s) 4.5 Bath  Sleeps: 8
Starting at: $6,300.00/Wk
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 four wide French do... read more »
Viewtiful 0
Vacation Home Rentals - Mamey Peak
2 Bedroom(s) 2.5 Bath  Sleeps: 4
Starting at: $1,750.00/Wk
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 sunrise and or watch t... read more »
Beach Estate 0
Villa Rentals - Cruz Bay
5 Bedroom(s) 5.5 Bath  Sleeps: 10-12
Starting at: Call for Rates
Breezy tradewinds waft through this very private, traditional, Caribbean island villa with a beach. Designed by famous local architect Glen Speer and now transformed by famous artist Donald Schnell, known for his comfortable artistic villas with s... read more »
Paradise Revisted 0
Vacation Home Rentals - Chocolate Hole
4 Bedroom(s) 4.0 Bath  Sleeps: 8
Starting at: $1,890.00/Wk
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 Conditioned bedrooms is ... read more »
L'Esprit de la Vie 0
Villa Rentals - Rendezvous Bay
4 Bedroom(s) 4.0 Bath  Sleeps: 8
Starting at: $4,900.00/Wk
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 offering a 180 degree vi read more »
Sundance 0
Villa Rentals - Chocolate Hole
3 Bedroom(s) 3.0 Bath  Sleeps: 8
Starting at: $1,995.00/Wk
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 crystalline waters and ... read more »
Soft Winds 0
Vacation Home Rentals - Fish Bay
4 Bedroom(s) 3.0 Bath  Sleeps: 8
Starting at: $1,750.00/Wk
Soft Winds sits on the top of a hill, on the point between Fish Bay and Reef Bay. The panoramic views extend in all directions from Rams Head on the far eastern tip of St. John, south to St. Croix, west to St. Thomas and north to the lush green ... read more »
Sago Cottage 0
Cottage Rentals - Coral Bay
1 Bedroom(s) 1.0 Bath  Sleeps: 2
Starting at: $1,575.00/Wk
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. Near beaches, snorkel... read more »
Cactus Flower Cottage 0
Cottage Rentals - Fish Bay
1 Bedroom(s) 1.0 Bath  Sleeps: 2
Starting at: $1,225.00/Wk
Cactus Flower Cottage is a delightful St. John USVI rental home situated in quiet Fish Bay, on St. John's south side. The house, which faces south, sits In the valley within sight of serene Fish Bay. Sit on the deck in the morning and listen<... read more »
White Cottage 0
Villa Rentals - Point Rendezvous
4 Bedroom(s) 4.0 Bath  Sleeps: 5-8
Starting at: $2,495.00/Wk
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 villa with a crisp, medi... read more »
Seagate Villa 0
Villa Rentals - Chocolate Hole
5 Bedroom(s) 5.0 Bath  Sleeps: 6
Starting at: $2,995.00/Wk
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 provide a true Caribbea... read more »
Morgan Point 0
Vacation Home Rentals - Cruz Bay
3 Bedroom(s) 3.0 Bath  Sleeps: 6
Starting at: $3,675.00/Wk
Luxury family retreat with total comfort are yours in this beautiful stone & wood house overlooking Great Cruz Bay. Surrounded by tropical trees & flowers, the 47 foot covered verandah offers a panoramic private views of sailboats on the Great Cruz ... read more »
Deja View 0
Villa Rentals - Rendezvous Bay
6 Bedroom(s) 6.5 Bath  Sleeps: 17
Starting at: $6,450.00/Wk
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 views. The villa h... read more »
Tre Vista Estate 0
Villa Rentals - Cruz Bay
5 Bedroom(s) 5.5 Bath  Sleeps: 8-10
Starting at: $8,400.00/Wk
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 to both brilliant s... read more »
Time Out 0
Villa Rentals - Chocolate Hole
2 Bedroom(s) 2.0 Bath  Sleeps: 4
Starting at: $3,000.00/Wk
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 furninshed with a k... read more »
Tree Tops 0
Vacation Home Rentals - Bordeaux Mountain
3 Bedroom(s) 3.0 Bath  Sleeps: 6
Starting at: $1,750.00/Wk
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 the many bay trees or ... read more »
Coco Caribe 0
Villa Rentals - Rendezvous Bay
5 Bedroom(s) 6.5 Bath  Sleeps: 10
Starting at: $3,995.00/Wk
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 five large, well ap... read more »
Altamira 0
Vacation Home Rentals - Rendezvous Bay
3 Bedroom(s) 3.0 Bath  Sleeps: 6
Starting at: $2,030.00/Wk
Altamira sits on the hills on Boatman Point, with a fabulous east and south facing view over Rendezvous Bay. Enjoy a delightful breeze accross the water of the bay in every room in the home. Altamira is a spacious, comfortable island home with pl... read more »
Astral Ridge 0
Cottage Rentals - Coral Bay
1 Bedroom(s) 2.0 Bath  Sleeps: 2
Starting at: $2,240.00/Wk
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 areas and lacks no a... read more »
Gallows Point Resort 0
Hotel/Resort - Cruz Bay
Size: 60 Unit/Room(s)
Starting at: $265.00/Day
St. John U.S. Virgin Islands…there is no equal in the entire Caribbean. Nearly two-thirds of St. John’s 21 square miles are a part of the U.S. National Parks system and will forever remain a natural wonder of turquoise seas, sparkling bays, tropical... read more »
Haiku 0
Villa Rentals - Chocolate Hole
3 Bedroom(s) 2.0 Bath  Sleeps: 6
Starting at: $2,520.00/Wk
This private villa is a unique example of living with nature and is situated on an acre of sloping woodland surrounded by gardens of native plants. Enjoy Haiku's open air living room and enjoy St John's fragrant gentle breezes. Capturing the na read more »
Peter Bay Gatehouse 0
Villa Rentals - Peter Bay
2 Bedroom(s) 2.0 Bath  Sleeps: 5-8
Starting at: $4,500.00/Wk
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 protected National Park<... read more »
Cara Mia 0
Villa Rentals - Rendezvous Bay
3 Bedroom(s) 3.5 Bath  Sleeps: 6
Starting at: $3,350.00/Wk
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. Furnished in an eleg... read more »
Coconut Breeze 0
Villa Rentals - Bordeaux Mountain
3 Bedroom(s) 3.0 Bath  Sleeps: 6
Starting at: $3,100.00/Wk
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. Once you walk thro<... read more »
Ocean Garden 0
Villa Rentals - Chocolate Hole
2 Bedroom(s) 2.0 Bath  Sleeps: 4
Starting at: Call for Rates
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 is at your doorstep... read more »
La Papaya! 0
Villa Rentals - Chocolate Hole
5 Bedroom(s) 4.0 Bath  Sleeps: 10
Starting at: $4,595.00/Wk
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 sea. The hous... read more »
Hale Lani 0
Villa Rentals - Cruz Bay
4 Bedroom(s) 3.5 Bath  Sleeps: 9
Starting at: $3,295.00/Wk
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 everything, Hali Lani ... read more »
Palm Terrace Villas Unit 3 0
Condo Rentals - Cruz Bay
2 Bedroom(s) 2.0 Bath  Sleeps: 4
Starting at: $2,415.00/Wk
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, residential street in th... read more »
Tree House 0
Vacation Home Rentals - Mamey Peak
3 Bedroom(s) 2.5 Bath  Sleeps: 6
Starting at: $1,050.00/Wk
Tree House is high on Mamey Peak, with great views to the north of Jost van Dyke and Great Thatch and east over the East End of St. John and the British Virgin Islands of Tortola, Virgin Gorda and Norman, Salt, Cooper, and Peter Islands. The atmo... read more »
Belvedere 0
Villa Rentals - Maria Bluff
3 Bedroom(s) 3.0 Bath  Sleeps: 6-8
Starting at: $3,395.00/Wk
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 bedrooms and baths, ... read more »
Moonsong 0
Villa Rentals - Chocolate Hole
2 Bedroom(s) 2.0 Bath  Sleeps: 4
Starting at: $2,170.00/Wk
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. Providing everythin... read more »
Calypso Cove 0
Vacation Home Rentals - Fish Bay
3 Bedroom(s) 2.0 Bath  Sleeps: 6
Starting at: $2,500.00/Wk
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, artfully decorated <... read more »
Riley's Retreat 0
Villa Rentals - Cruz Bay
5 Bedroom(s) 4.0 Bath  Sleeps: 10
Starting at: $3,800.00/Wk
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 total of five bedrooms,... read more »
Sea Turtle 0
Villa Rentals - Fish Bay
2 Bedroom(s) 3.0 Bath  Sleeps: 2-4
Starting at: $315.00/Day
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 the stunning views. <... read more »
Palm Hill 0
Villa Rentals - Cruz Bay
3 Bedroom(s) 3.5 Bath  Sleeps: 6
Starting at: $3,495.00/Wk
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 unobstructed views of Great ... read more »
Alta Vista Villa! 0
Villa Rentals - Bordeaux
3 Bedroom(s) 3.0 Bath  Sleeps: 6-8
Starting at: $3,250.00/Wk
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 Virgin Gorda and b<... read more »
Astral Villa 0
Cottage Rentals - Coral Bay
3 Bedroom(s) 4.0 Bath  Sleeps: 6
Starting at: Call for Rates
Astral Villa is one of the nicest homes on St. John to gather family or friends together. It combines Astral Ridge and Astral Cottage into a beautiful three bedroom home by converting the sitting room in the cottage into either a king size bed or two... read more »
Soul Island 0
Villa Rentals - Gifft Hill
4 Bedroom(s) 4.0 Bath  Sleeps: 6-8
Starting at: $4,900.00/Wk
Luxury Villa! This villa is the perfect private retreat for couples or large families. The main level features cathedral ceilings, fantastic views, complete kitchen, dining area, living room with large screen HD TV, DVD player, Stereo, CD player, IPo... read more »
Astral Cottage 0
Cottage Rentals - Coral Bay
1 Bedroom(s) 1.0 Bath  Sleeps: 2
Starting at: $1,645.00/Wk
Astral Cottage is a charming new cottage in a secluded setting with tropical gardens and a full-size hot tub. This cottage is designed with two stories. The lower floor has a lovely sitting room that opens onto the hot tub deck. This top quality spa ... read more »
Palm Terrace Villas Unit 5 0
Condo Rentals - Cruz Bay
3 Bedroom(s) 3.0 Bath  Sleeps: 6
Starting at: $2,765.00/Wk
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, residential street in t... read more »
The Westin Resort 0
Hotel/Resort - Great Cruz Bay
Size: 96 Unit/Room(s)
Starting at: Call for Rates
The Westin St. John is located on the southwest coast of St. John and sits on 47 lush acres dotted with gently swaying palm trees, glorious bougainvillea and numerous species of tropical flowering plants. The 96 beautiful newly renovated guest ro... read more »
Cloud Nine Villa 0
Villa Rentals - Gifft Hill
3 Bedroom(s) 3.0 Bath  Sleeps: 10
Starting at: $2,450.00/Wk
CLOUD NINE VILLA combines the comforts of traditional Caribbean architecture with casual elegance. Located on a very private and quiet hilltop 800 feet above the Caribbean Sea, this Virgin Island villa observes the beautiful sunsets, gentle trade wi... read more »
Villa Promises Kept 0
Villa Rentals - Point Rendezvous
4 Bedroom(s) 4.5 Bath  Sleeps: 8
Starting at: $4,784.00/Wk
Villa Promises Kept is a brand new beautiful custom - luxury 4 bedroom 4.5 bath villa. Located in Point Rendezvous 400 ft. above the ocean with expansive, panoramic views of Fish Bay, the South Shore of St. John and out to sea. This beautifully lands... read more »
Beach Villa 0
Villa Rentals - Cruz Bay
5 Bedroom(s) 5.5 Bath  Sleeps: 10-12
Starting at: Call for Rates
Visitors to St. John marvel at the beauty of the world renowned beaches, but very few of them are able to sleep within sight and sound of the water. The Beach Villa, located just steps from the Caribbean Sea, is now available for the fortunate fe... read more »
Palm Terrace #1 - Blue Coral 0
Vacation Home Rentals - Cruz Bay
3 Bedroom(s) 3.0 Bath  Sleeps: 6
Starting at: $2,975.00/Wk
Blue Coral is a beautiful single level, high vaulted ceiling, smoke free, central air conditioned, 3 bedrooms, 3 full bath large villa with seascape views of Turner Bay and the south shore of St John. Located on a quiet, tree lined residential st... read more »
Tesseract 0
Vacation Home Rentals - Upper Chocolate Hole
3 Bedroom(s) 3.0 Bath  Sleeps: 6
Starting at: $1,750.00/Wk
Tesseract is a comfortable, casual three bedroom, three bath home located in Upper Chocolate Hole. A wonderful home with a large swimming pool where you can spend hours floating on a pool mat and dreaming the time away. Decks located around t... read more »
Darcini 0
Villa Rentals - Fish Bay
5 Bedroom(s) 5.0 Bath  Sleeps: 10
Starting at: $5,150.00/Wk
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 accommodate family si... read more »
Windwardside Guest Cottage 0
Cottage Rentals - Coral Bay
1 Bedroom(s) 1.0 Bath  Sleeps: 2
Starting at: $1,330.00/Wk
Welcome to the Windwardside Guest Cottage, a charming little cottage that enjoys gorgeous views of the east end of St. John, the neighboring British Virgin Islands and Coral Bay. This home can be rented in conjunction with the main house at Windwards... read more »
Coyaba 0
Villa Rentals - Chocolate Hole
2 Bedroom(s) 2.0 Bath  Sleeps: 2-4
Starting at: $4,395.00/Wk
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 amazed by this drama read more »
Ambiance Villa 0
Villa Rentals - Chocolate Hole
5 Bedroom(s) 4.5 Bath  Sleeps: 11
Starting at: $4,995.00/Wk
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 filled arbor and cr... read more »
Moonsong 0
Villa Rentals - Chocolate Hole
2 Bedroom(s) 2.0 Bath  Sleeps: 6
Starting at: $1,470.00/Wk
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 frequented by other i... read more »
Marbella 0
Villa Rentals - Virgin Grand Estates
3 Bedroom(s) 3.0 Bath  Sleeps: 6-8
Starting at: $4,150.00/Wk
The Beautiful Sea... Marbella takes its cue from its moniker, with spellbinding views of the turquoise Caribbean from every room of the home. This 3 bedroom, 3 bath beauty is new to the rental market, and is sure to be the perfect base for your St. J... read more »
Bongo Bongo 0
Vacation Home Rentals - Chocolate Hole
2 Bedroom(s) 2.0 Bath  Sleeps: 4
Starting at: $3,400.00/Wk
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 handsomely decorated... read more »
French Cap 0
Vacation Home Rentals - Chocolate Hole
2 Bedroom(s) 2.0 Bath  Sleeps: 4
Starting at: $2,850.00/Wk
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 King, 1 King/Twin, 2 ba... read more »
Villa Beija-Flor 0
Villa Rentals - Rendezvous Bay
4 Bedroom(s) 4.5 Bath  Sleeps: 8
Starting at: $4,000.00/Wk
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 room. This villa is... read more »
Palm Terrace Villas Unit 6 0
Condo Rentals - Cruz Bay
4 Bedroom(s) 4.0 Bath  Sleeps: 8
Starting at: $3,115.00/Wk
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, residential street in t... read more »
Caribbean Jewels 0
Villa Rentals - Coral Bay
2 Bedroom(s) 2.5 Bath  Sleeps: 6
Starting at: $2,590.00/Wk
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 inviting new villa and... read more »
Viridian Garden! 0
Villa Rentals - Cruz Bay
4 Bedroom(s) 3.0 Bath  Sleeps: 8
Starting at: $3,150.00/Wk
This comfortable, attractive beach house is located right on the water in Great Cruz Bay. A wonderful, roomy home, it offers 4 bedrooms/3 baths with air conditioning in all 4 of the bedrooms. The refreshing pool forms a centerpiece for outdoor... read more »
Bay Rum Breeze 0
Villa Rentals - Mamey Peak
3 Bedroom(s) 3.5 Bath  Sleeps: 8
Starting at: $3,850.00/Wk
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 beaches, snorkeling, hi... read more »
Drake's Lookout 0
Villa Rentals - Coral Bay
3 Bedroom(s) 3.5 Bath  Sleeps: 6
Starting at: $2,395.00/Wk
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 spacious decks offer vie... read more »
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