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Road Town Holiday Homes

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    Travellers to Road Town are booking November dates now. Secure your holiday rental today, and have the perfect trip.
    All 25 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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    Sundowner house, great central location1 / 20
    (9)Very good
    4 Bedrooms, 6 Bathrooms, Sleeps 8 Quick View
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    Blackbeard's Hideaway Tortola BritishVirginIslands1 / 23
    (1)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    On the Water's Edge in the Heart of Road Town1 / 14
    (6)Average
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    Amenities & Details
    • Grill
    • Wi-Fi
    • Waterfront
    • Shared Outdoor Pool (Unheated)
    • DVD Player
    • Satellite TV
    • Washer
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 27 July 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 25 September 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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    Location Information
    Road Town, Tortola VG1110
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Toa Toa House, Sleeps 21 / 7
    (1)Excellent
    1 Bedroom, 4 Bathrooms, Sleeps 2 Quick View
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    • DVD Player
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 8 July 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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    Road Town, Tortola VG1130
    Holiday Rental House - 1 Bedroom, 4 Bathrooms, Sleeps 2
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    5 Bedrooms, 6 Bathrooms, Sleeps 12 Quick View
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    • 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
    Holiday Rental House - 5 Bedrooms, 6 Bathrooms, Sleeps 12
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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
    Holiday Rental House - 4 Bedrooms, 5 Bathrooms, Sleeps 8
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    3 Bedrooms, 4 Bathrooms, Sleeps 6 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
    Holiday Rental House - 3 Bedrooms, 4 Bathrooms, Sleeps 6
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Private Outdoor Pool (Heated)
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    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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    Location Information
    Road Town, Tortola 1110
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    2 Bedrooms, 4 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....
    View all property information
    Location Information
    Road Town, Tortola VG1130
    Holiday Rental House - 2 Bedrooms, 4 Bathrooms, Sleeps 4
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    2 Bedrooms, 5 Bathrooms, Sleeps 4 Quick View
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    • Wi-Fi
    • Grill
    • DVD Player
    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
    Holiday Rental House - 2 Bedrooms, 5 Bathrooms, Sleeps 4
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    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Secure Parking
    • Private Outdoor Pool (Unheated)
    • Private Garden
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    New to the market in October 2016, this centrally located property, just minutes from both the capital on the South side and stunning beaches on the North shore, enjoys a birds eye view of Road Harbour, Sir Francis Drake Channel and a host of outer islands. Harbour Heights is a newly refurbished...
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    Road Town, Tortola VG1110
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    3 Bedrooms, 5 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • 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
    Holiday Rental House - 3 Bedrooms, 5 Bathrooms, Sleeps 6
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    3 Bedrooms, 4 Bathrooms, Sleeps 6 Quick View
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    • Satellite TV
    • DVD Player
    • Wi-Fi
    • Washer
    • Air Conditioning
    • Private Outdoor Pool (Unheated)
    • Patio
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Canefield House is a study in tradition, amongst florid gardens on the site of a 17th century sugar plantation, all behind a manual gated entry to private parking. A grand staircase from the parking area ushers you to the Main House - the centerpiece of the entire property. The Greatroom, gourmet...
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    Location Information
    Road Town, Tortola VG1110
    Holiday Rental House - 3 Bedrooms, 4 Bathrooms, Sleeps 6
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    4 Bedrooms, 5 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • 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...
    View all property information
    Location Information
    Road Town, Tortola VG1110
    Holiday Rental House - 4 Bedrooms, 5 Bathrooms, Sleeps 8
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    4 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Air Conditioning
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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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    Location Information
    Road Town, Tortola VG1110
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 6
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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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    Location Information
    Road Town, Tortola VG1110
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 2
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    5 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    Amenities & Details
    • 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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    Location Information
    Road Town, Tortola VG1110
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 10
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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
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 7
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    4 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    • Wi-Fi
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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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    Location Information
    Road Town, Tortola 33126
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 10
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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
    Holiday Rental House - 10 Bedrooms, 10 Bathrooms, Sleeps 20
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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 24 February 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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    Location Information
    Road Town, Tortola VG1110
    Holiday Rental House - 4 Bedrooms, 6 Bathrooms, Sleeps 12
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    6 Bedrooms, 6 Bathrooms, Sleeps 12 Quick View
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    • Satellite TV
    • Washer
    • DVD Player
    • Patio
    Suitability
    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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    Location Information
    Road Town, Tortola
    Holiday Rental House - 6 Bedrooms, 6 Bathrooms, Sleeps 12
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    Summer Heights. A perfect,affordable choice for larger groups. Owner direct.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 24 July 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 27 February 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
    Holiday Rental House - 6 Bedrooms, 6 Bathrooms, Sleeps 12
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    5 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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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    Location Information
    Road Town, Tortola BVI
    Holiday Rental House - 5 Bedrooms, 4 Bathrooms, Sleeps 10
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