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Road Town Vacation Rentals

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    Travelers to Road Town are booking September dates now. Secure your vacation rental today, and have the perfect trip.
    All 34 Rentals in Road Town
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    Surfside Gardens - Spectacular Ocean Views, Steps Away from the Surf1 / 26
    (9)Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    The Refuge - Beachfront Villa on Tortola, BVI1 / 17
    (5)Excellent
    3 Bedrooms, 4 Bathrooms, Sleeps 6 Quick View
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    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Sundowner house, great central location1 / 20
    (9)Very good
    4 Bedrooms, 6 Bathrooms, Sleeps 8 Quick View
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    • Air Conditioning
    • Washer
    • Grill
    • Wi-Fi
    • Patio
    • Ocean Views
    • Private Outdoor Pool (Unheated)
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed August 1, 2016
    Just stayed for one week, two families with teenagers. Fully equiped kitchen, a balcony with a pool and a view to be enjoyed at anytime. Master bedroom has huge bathroom and...
    Reviewed June 14, 2016
    Could not have been happier with this rental. Perfect arrangement for 4 couples. Great value for the price. Fantastic views! Comfortable accommodations. loved the pool...
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    About this property
    Sundowner House is a stylish villa conveniently located 8 minutes from Road Town and 15 minutes from beaches, ferries and the airport. Bars, restaurants, shopping, entertainment and the financial centre are all nearby.<BR>The property comprises a main house, 2 bedroom/1 bathroom cottage, and a...
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    Road Town, Tortola VG1110
    Rental Home - 4 Bedrooms, 6 Bathrooms, Sleeps 8
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    Villa with swimmingpool, private1 / 23
    (1)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 2 Quick View
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    • Ocean Views
    • Terrace
    • Balcony
    • Shared Outdoor Pool (Unheated)
    • Air Conditioning
    • Internet Access
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    From this home we can see: ST. JHON, NORMAN ISLAND, PETER ISLAND,DEAD CHEST, COOPER ISLAND. THIS HOME IS NEAR TO NANNY CAY(5 minutes) AND 10 MUNUTES FROM ROAD TOWN. I WILL COME TO PICK YOU UP AT THE FERRY DOCK in ROAD TOWN . THE VILLA IS VERY PRIVATE AND CONFORTABLE. THIS HOME HAVE A BEAUTIFUL...
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    Road Town, Tortola VG1110
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 2
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    Oceana1 / 67
    (2)Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    Pet friendly
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    Reviewed January 12, 2017
    Convenient location in the west end of Tortola with shopping at Big Bens (convenience)and Sopers hole (supermarket) within minutes. Road up to the house was an adventure which...
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    About this property
    High on a ridge, this lovely 3 bedroom villa in the Romney Park neighborhood on the West End of Tortola overlooks BOTH the North and South sides of the island, with spectacular views of Sir Francis Drake Channel and St. John,  AND the North Shore beaches and Jost Van Dyke. Check out the surf...
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    Road Town, Tortola VG1130
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    On the Water's Edge in the Heart of Road Town1 / 14
    (6)Average
    1 Bedroom, 1 Bathroom, Sleeps 5 Quick View
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    • Secure Parking
    • Air Conditioning
    • Waterfront
    • Shared Outdoor Pool (Unheated)
    • DVD Player
    • Satellite TV
    • Washer
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed July 27, 2016
    It felt homely. The following needs to be changed. New pillows & bed padding. I would definitely return & recommend this unit to friends & family. Even if you never...
    Reviewed September 24, 2015
    We decided to add a few days of diving to our sailing vacation. The apartment was located halfway between the dive shop and the marina so we could walk where ever we needed to...
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    About this property
    The Allamanda Apartment is located on a beautiful private community of apartments called Tobacco Wharf situated right in the water's edge in the heart of Road Town. This beautifully furnished one bedroom apartment has its own private 750sq ft deck over looking Road Town harbor. There are...
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    Road Town, Tortola VG1110
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 5
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    Blackbeard's Hideaway Tortola BritishVirginIslands1 / 23
    (1)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Internet Access
    • Satellite TV
    • Waterfront
    • Patio
    • DVD Player
    • Private Outdoor Pool (Unheated)
    • Washer
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed November 17, 2012
    This home is perfection. Huge living rm. combined with kitchen that completely opens up to large covered veranda which you can dine on; overlooking the ocean and multiple...
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    About this property
    Steele Point Estate is a privately owned eight acre estate that occupies the entire western peninsula of Tortola. There are three villas on the estate, Blackbeard's Hideaway, Gestalt, and Steele Point - all of which are available individually or combined. New in February of 2009 this two bedroom...
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    Road Town, Tortola VG1110
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    4 Bedrooms, 5 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • DVD Player
    • Satellite TV
    • Grill
    • Air Conditioning
    • Internet Access
    • Private Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Unforgettable blue ocean views with a lovely sunset each evening are yours at this impressive property. A road winds up into the breezy, green hills of Tortola's south coast to this stunning villa and to one of the island's most magnificent seascapes. Toa-Toa is built as five pavilions arranged...
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    Road Town, Tortola VG1110
    Rental Home - 4 Bedrooms, 5 Bathrooms, Sleeps 8
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    3 Bedrooms, 5 Bathrooms, Sleeps 6 Quick View
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    • DVD Player
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    On the southern coast of the Caribbean island of Tortola, atop Havers Hill, is the Toa Toa House. A truly remarkable masterpiece of design and architecture in the field of luxury vacation homes, this estate is composed of five separate pavilions, housing four bedrooms for groups of up to eight....
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    Road Town, Tortola VG1130
    Rental Home - 3 Bedrooms, 5 Bathrooms, Sleeps 6
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    5 Bedrooms, 6 Bathrooms, Sleeps 12 Quick View
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    Amenities & Details
    • Private Outdoor Pool (Unheated)
    • DVD Player
    • Satellite TV
    • Washer
    • Internet Access
    • Hot Tub
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Looking out to the Atlantic from its own 4-acre promontory on Tortola's northeast shore and flanked by Little Bay Beach, Golden Pavilion has set new high standards amongst Tortola's portfolio of villas. Artfully constructed in Asian-Indonesian style in this dramatic locale, this new five-bedroom...
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    Road Town, Tortola VG1110
    Rental Home - 5 Bedrooms, 6 Bathrooms, Sleeps 12
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    Toa Toa House, Sleeps 21 / 7
    (1)Excellent
    1 Bedroom, 5 Bathrooms, Sleeps 2 Quick View
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    • DVD Player
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed July 7, 2017
    We have stayed in Tortola many times and loved it, but To a To a brought the experience a new level. Not sure why description sats 2 people, as it has multiple bedrooms and...
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    About this property
    On the southern coast of the Caribbean island of Tortola, atop Havers Hill, is the Toa Toa House. A truly remarkable masterpiece of design and architecture in the field of luxury vacation homes, this estate is composed of five separate pavilions, housing four bedrooms for groups of up to eight....
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    Location Information
    Road Town, Tortola VG1130
    Rental Home - 1 Bedroom, 5 Bathrooms, Sleeps 2
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    2 Bedrooms, 5 Bathrooms, Sleeps 4 Quick View
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    Amenities & Details
    • DVD Player
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    On the southern coast of the Caribbean island of Tortola, atop Havers Hill, is the Toa Toa House. A truly remarkable masterpiece of design and architecture in the field of luxury vacation homes, this estate is composed of five separate pavilions, housing four bedrooms for groups of up to eight....
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    Location Information
    Road Town, Tortola VG1130
    Rental Home - 2 Bedrooms, 5 Bathrooms, Sleeps 4
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    A perfect & affordable choice for large groups.1 / 26
    (21)Excellent
    6 Bedrooms, 6 Bathrooms, Sleeps 12 Quick View
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    Amenities & Details
    • Grill
    • Air Conditioning
    • Satellite TV
    • Internet Access
    • Patio
    • DVD Player
    • Washer
    • Private Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed July 23, 2015
    Myself and four work colleagues stayed at Summer Heights for a week. Upon arrival at the villa we were all taken aback by the stunning ocean view. The bedrooms were clean and...
    Reviewed February 26, 2013
    One word describes Summer Heights Villa…SPECTACULAR! This was our second time staying at the villa with other couples and it was still wonderful the second time around. It is...
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    About this property
    Summer Heights is nestled high into the southern slopes of Tortola. Accessed from the main south shore road, your adventure begins as you drive upwards along a winding country road through the breezy green hills of the private residential area known as Havers Estate. As the vista begins to unfold,...
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    Location Information
    Road Town, Tortola VG1110
    Rental Home - 6 Bedrooms, 6 Bathrooms, Sleeps 12
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    4 Bedrooms, 6 Bathrooms, Sleeps 8 Quick View
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    • DVD Player
    • Grill
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Complete with panoramic views of the sea from atop charming little Havers Hill on the island of Tortola is the villa known affectionately as Summer Heights. This luxury vacation estate contains six bedrooms, alongside plenty of indoor and outdoor spaces for living and playing, for up to twelve...
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    Road Town, Tortola VG1110
    Rental Home - 4 Bedrooms, 6 Bathrooms, Sleeps 8
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Internet Access
    • Washer
    • Private Outdoor Pool (Heated)
    • DVD Player
    • Ocean Views
    • Patio
    • Satellite TV
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The house is equipped with state of the art sound. Flat screen TV's and cable in every room. Wireless internet throughout the property. The sunset is breathtaking and the sound of the sea puts you to sleep at night or during the day. Ideally located in the beautiful Cane Garden Bay. A beautiful...
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    Location Information
    Road Town, Tortola VG1130
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    5 Bedrooms, 6 Bathrooms, Sleeps 10 Quick View
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    • DVD Player
    • Wi-Fi
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Complete with panoramic views of the sea from atop charming little Havers Hill on the island of Tortola is the villa known affectionately as Summer Heights. This luxury vacation estate contains six bedrooms, alongside plenty of indoor and outdoor spaces for living and playing, for up to twelve...
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    Road Town, Tortola VG1110
    Rental Home - 5 Bedrooms, 6 Bathrooms, Sleeps 10
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    3 Bedrooms, 6 Bathrooms, Sleeps 6 Quick View
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    • Wi-Fi
    • DVD Player
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Complete with panoramic views of the sea from atop charming little Havers Hill on the island of Tortola is the villa known affectionately as Summer Heights. This luxury vacation estate contains six bedrooms, alongside plenty of indoor and outdoor spaces for living and playing, for up to twelve...
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    Location Information
    Road Town, Tortola VG1110
    Rental Home - 3 Bedrooms, 6 Bathrooms, Sleeps 6
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    Extasea Yacht Charters1 / 22
    (13)Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Grill
    • Air Conditioning
    • Terrace
    • Ocean Views
    • Balcony
    • Wi-Fi
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 1 week ago
    My job requires that I travel quite a bit. So, I have had a chance to see a good part of the world and vacation as frequently as I am able to. There is no trip I have taken that...
    Reviewed May 5, 2017
    Mike and Lesley were tremendous in their hospitality and friendliness. We sailed the BVI's with them for a week and it was truly a memorable trip. Lesley is a fabulous...
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    About this property
    Extasea is a Luxury 47ft Catamaran sleeps 6 people sharing in 3 en suite cabins with Queen size beds and fully airconditioned. <BR><BR>Luxury Sailing Catamaran Charters in the British Virgin Islands aboard EXTASEA. Overnight charters of any number of nights for up to 6 guests. Gourmet meals,...
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    Road Town, Tortola VG1110
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    AnaCapri Estate1 / 12
    (1)Excellent
    4 Bedrooms, 6 Bathrooms, Sleeps 12 Quick View
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    • Mountain Views
    • Ocean Views
    • Satellite TV
    • Air Conditioning
    • Wi-Fi
    • Washer
    • Private Outdoor Pool (Unheated)
    • Housekeeping Included
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed February 24, 2017
    This villa is perfection! Awesome views from everywhere on this gated property.Perfect for families or a group of friends! Privacy if you want it and wonderful gathering...
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    About this property
    Anacapri Estate offers Italian-style architecture and one of the most beautiful panoramic views in the Caribbean. The 5000+ sq. foot estate includes 4 bedrooms (plus a queen size Murphy bed in the Office), 4.5 bathrooms, two-tiered pool deck with Infinity Pool, Gazebo, multiple covered and open...
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    Road Town, Tortola VG1110
    Rental Home - 4 Bedrooms, 6 Bathrooms, Sleeps 12
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    2 Bedrooms, 6 Bathrooms, Sleeps 4 Quick View
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    • Wi-Fi
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    Pet friendly
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    Smoking allowed
    About this property
    Complete with panoramic views of the sea from atop charming little Havers Hill on the island of Tortola is the villa known affectionately as Summer Heights. This luxury vacation estate contains six bedrooms, alongside plenty of indoor and outdoor spaces for living and playing, for up to twelve...
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    Road Town, Tortola VG1110
    Rental Home - 2 Bedrooms, 6 Bathrooms, Sleeps 4
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    3 Bedrooms, 3 Bathrooms, Sleeps 7 Quick View
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    • Wi-Fi
    • Air Conditioning
    • Waterfront
    • DVD Player
    • Grill
    • Ocean Views
    • Balcony
    • Housekeeping Included
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    A like new condition 62' Privilege Catamaran with every amenity and comfort from home awaits you upon entering. A licensed captain and trained chef (who was also a nutritionist for a Major league baseball team) will see to your group's every need as they guide you through the waters of the U.S. and...
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    Road Town, Tortola VG1110
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 7
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    5 Bedrooms, 5 Bathrooms, Sleeps 12 Quick View
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    • Air Conditioning
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    Pet friendly
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    Smoking allowed
    About this property
    The Lagoon 52, the latest model developed by the world's leading builder of cruising catamarans, marks a whole new era in the design of such boats. With its diamond-shaped vertical bows, bevelled hulls, its as if levitated deckhouse and tall rig, the Lagoon 52 is no ordinary catamaran, but its...
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    Road Town, Tortola
    Rental Home - 5 Bedrooms, 5 Bathrooms, Sleeps 12
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    10 Bedrooms, 10 Bathrooms, Sleeps 20 Quick View
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    • Waterfront
    • DVD Player
    • Mountain Views
    • Patio
    • Housekeeping Included
    • Ocean Views
    • Skiing: Property Is In A Ski Resort
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The most luxurious scuba diving liveaboard in the British Virgin Islands (BVI) Cuan Law has joined All Star Liveaboards as a member. The British Virgin Islands are home to some of the most spectacular landscapes in the Caribbean. Traveling by sea allows you to experience the best of the British...
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    Road Town, Tortola 33314
    Rental Home - 10 Bedrooms, 10 Bathrooms, Sleeps 20
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Private Outdoor Pool (Heated)
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    Pet friendly
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    Smoking allowed
    About this property
    This is charter "captain only". It´s means the price is excluding expenses. The expenses you are paying self and you have full controll over it. Approximate expenses for one week on the BVI: $200 total for moorings, 250$ - 450$ total for BVI custom & immigration fees (depending of number of guests)...
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    Road Town, Tortola 1110
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    5 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    • Grill
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    Pet friendly
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    About this property
    This is a Lagoon 45 catamaran Built in 2013 and has four double cabins with en suits and 1 single cabin in the peaks. The is the best platform to have when sailing and exploring the British virgin Island. Diving , Wake boarding, sight seeing wind surfing, so many things to do and the water is...
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    Road Town, Tortola BVI
    Rental Home - 5 Bedrooms, 4 Bathrooms, Sleeps 10
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    6 Bedrooms, 6 Bathrooms, Sleeps 12 Quick View
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    • Satellite TV
    • Washer
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Villa Rhumb House Tortola. The Rhumb House on the British Virgin Islands is an amazing estate home with over 6,000 square feet of interior space, six bedrooms and panoramic ocean views. Every detail is designed for a true tropical island experience reflecting a vibrant British heritage. Villa Rhumb...
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    Road Town, Tortola
    Rental Home - 6 Bedrooms, 6 Bathrooms, Sleeps 12
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    4 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    About this property
    A few items that are included in your 7 night sailing vacation: • Fully equipped luxury sailing aboard a 2014 44' Helio Fountaine Pajot with spacious Flybridge • 3 queen staterooms each with en-suite lavatory and separate shower. • Breakfast, lunch, , dinner and snacks. Fully Stocked local bar...
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    Road Town, Tortola VG1110
    Rental Home - 4 Bedrooms, 3 Bathrooms, Sleeps 6
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    4 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    About this property
    Sea of Love an all-inclusive 44ft luxury charter catamaran with 4 queen size cabins, 4 en-suite heads for 4 to 8 guests in the beautiful BVI. Our all-inclusive rate includes all food (breakfast, lunch, dinner) beverages (both soft and adult) consumed on the boat. We will plan your time aboard to...
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    Road Town, Tortola 33126
    Rental Home - 4 Bedrooms, 4 Bathrooms, Sleeps 10
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    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • DVD Player
    • Air Conditioning
    • Grill
    • Satellite TV
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    • Shared Outdoor Pool (Unheated)
    • Patio
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    Pet friendly
    Kid friendly
    Smoking allowed
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    Road Town, Tortola VG1110
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    2 Bedrooms, 3 Bathrooms, Sleeps 4 Quick View
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    • Satellite TV
    • Private Outdoor Pool (Unheated)
    • Air Conditioning
    • Grill
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    • Washer
    • DVD Player
    • Balcony
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    Pet friendly
    Kid friendly
    Smoking allowed
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    Road Town, Tortola VG1110
    Rental Home - 2 Bedrooms, 3 Bathrooms, Sleeps 4
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    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Shared Outdoor Pool (Unheated)
    • Grill
    • Patio
    • Internet Access
    • Air Conditioning
    • DVD Player
    • Housekeeping Included
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    Pet friendly
    Kid friendly
    Smoking allowed
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    Road Town, Tortola VG1110
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Balcony
    • Private Outdoor Pool (Unheated)
    • Internet Access
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    • Grill
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    • DVD Player
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    Pet friendly
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    Smoking allowed
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    Road Town, Tortola VG1110
    Rental Home - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    2 Bedrooms, 3 Bathrooms, Sleeps 4 Quick View
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    • Satellite TV
    • Private Outdoor Pool (Unheated)
    • DVD Player
    • Washer
    • Grill
    • Hot Tub
    • Internet Access
    • Patio
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    Pet friendly
    Kid friendly
    Smoking allowed
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    Location Information
    Road Town, Tortola VG1110
    Rental Home - 2 Bedrooms, 3 Bathrooms, Sleeps 4
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