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Road Town Holiday Rentals

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    Travellers to Road Town are booking June dates now. Secure your holiday rental today, and have the perfect trip.
    9 Reviews
    2 Bedrooms, Sleeps 5Quick View
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    6 Reviews
    1 Bedroom, Sleeps 5Quick View
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    9 Reviews
    4 Bedrooms, Sleeps 8Quick View
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    2 Bedrooms, Sleeps 2Quick View
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    • Ocean Views
    • Terrace
    • Balcony
    • Shared Outdoor Pool (Unheated)
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    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
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 2
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    2 Reviews
    3 Bedrooms, Sleeps 6Quick View
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    Excellent of 5 bubbles
    Reviewed 12 January 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
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    4 Bedrooms, Sleeps 8Quick View
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    • Secure Parking
    • Private Outdoor Pool (Unheated)
    • Private Garden
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    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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    • Private Outdoor Pool (Heated)
    • Wi-Fi
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    Pet friendly
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    Smoking allowed
    About this property
    We shall bring you comfortable to the most beautiful places in the Caribbean where cruise ships can´t reach. The voyage can be tailored by your interest and requirement. An experienced captain will be happy to accompany you to all the wonderful places we shall visit. CRUISING PLAN: WINTER...
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    Road Town, Tortola 1110
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    5 Reviews
    3 Bedrooms, Sleeps 6Quick View
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    • Waterfront
    • Grill
    • Satellite TV
    • Patio
    • Washer
    • Air Conditioning
    • DVD Player
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Excellent of 5 bubbles
    Reviewed 20 August 2016
    Wow, Wow, Wow. We stayed at The Refuge for just over 2 weeks in June/July of 2016 for our family vacation. Honestly, I am not sure where to start. The villa is simply...
    Excellent of 5 bubbles
    Reviewed 14 July 2015
    We have been traveling to the BVI for over 30 years, and The Refuge has fast become our favorite! We have stayed two years in a row and I cannot imagine the trend not...
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    About this property
    The Refuge is home to your ultimate luxury oceanfront villa. Nestled in the secluded beachfront hillside of Brewers Bay, it's where tranquility and comfort coexist. At 60 feet above sea level, you're close enough to experience seaside living while enjoying majestic Caribbean sea views. Access...
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    Road Town, Tortola BRITISH VIRGIN ISLANDS
    Holiday Rental House - 3 Bedrooms, 4 Bathrooms, Sleeps 6
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    1 Review
    2 Bedrooms, Sleeps 4Quick 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
    Excellent of 5 bubbles
    Reviewed 18 November 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
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    8 Reviews
    4 Bedrooms, Sleeps 8Quick View
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    • Wi-Fi
    • Grill
    • DVD Player
    • Air Conditioning
    • Housekeeping Included
    • Waterfront
    • Patio
    • Ocean Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Excellent of 5 bubbles
    Reviewed 10 January 2017
    This was truly the best trip our family has ever taken! Our children ages 4 and 7 have not stopped talking about all the adventures they had aboard the majestic spirit. Ms...
    Excellent of 5 bubbles
    Reviewed 10 January 2017
    This was by far the most incredible Christmas vacation! Majestic Spirit became home very quickly, with its spacious rooms, awesome hangout area, and fun activities!! We had the...
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    About this property
    Majestic Spirit is an award winning, luxury Royal Cape Catamaran offering vacations of a lifetime in the British and US Virgin Islands. The price quoted is fully inclusive for 8 people, sharing 4 cabins and includes all meals, drinks, water sports and diving on board for the duration of the...
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    Road Town, Tortola VG1110
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    5 Bedrooms, Sleeps 12Quick View
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    • Waterfront
    • Patio
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    • Housekeeping Included
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    We have a beautiful Custom Catamaran with 6 cabins all with en-suites. We are anchored right on the the beach for easy access to the beach and the nightlife. We would love to share our boat with you, your friends and/or your family. We will pick you up and sail around the islands stopping at all...
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    Road Town, Tortola BVI
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 12
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    1 Review
    4 Bedrooms, Sleeps 12Quick 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
    Excellent of 5 bubbles
    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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    Road Town, Tortola VG1110
    Holiday Rental House - 4 Bedrooms, 6 Bathrooms, Sleeps 12
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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, Sleeps 6Quick View
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    • Air Conditioning
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    Pet friendly
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    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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    Road Town, Tortola VG1110
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 6
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    2 Bedrooms, Sleeps 6Quick 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
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    10 Bedrooms, Sleeps 20Quick 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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    • Wi-Fi
    • Air Conditioning
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    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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    Road Town, Tortola 33126
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 10
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    5 Bedrooms, Sleeps 10Quick View
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    • Grill
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    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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    5 Bedrooms, Sleeps 12Quick View
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    • Internet Access
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Floating Villa that tours BVI's. 7 night/8 day cruise. Luxury Yacht that is built by the world's premium brand from Lagoon Catamarans. The yacht is equal to a 5 star resort similar to the ritz carlton. However this luxury floating villa is on the crystal clear waters of the caribbean - Tortola -...
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    Location Information
    Road Town, Tortola
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 12
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    4 Bedrooms, Sleeps 8Quick View
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    • DVD Player
    • Housekeeping Included
    • Air Conditioning
    • Washer
    • Satellite TV
    • Waterfront
    • Wi-Fi
    • Ocean Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The lifetime experience you were looking for. This is an opportunity to have the vacation of your life together with your friends and loved ones. It's a top class luxury sailing catamaran with all the amenities and comfort you deserve for relaxing and having fun. A trained, competent and...
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    Location Information
    Road Town, Tortola 000
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    4 Bedrooms, Sleeps 8Quick View
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    • DVD Player
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    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
    Holiday Rental House - 4 Bedrooms, 5 Bathrooms, Sleeps 8
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    3 Bedrooms, Sleeps 6Quick View
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    • Wi-Fi
    • DVD Player
    • Grill
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    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
    Holiday Rental House - 3 Bedrooms, 5 Bathrooms, Sleeps 6
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    5 Bedrooms, Sleeps 10Quick 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
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 10
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    2 Bedrooms, Sleeps 4Quick 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...
    View all property information
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    Road Town, Tortola VG1110
    Holiday Rental House - 2 Bedrooms, 5 Bathrooms, Sleeps 4
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    5 Bedrooms, Sleeps 10Quick View
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    • Wi-Fi
    • Balcony
    • Private Outdoor Pool (Unheated)
    • Terrace
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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 four bedrooms (plus a queen size Murphy bed in the Office), four and a half bathrooms, two tiered pool deck with infinity pool, gazebo, multiple...
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    Location Information
    Road Town, Tortola
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 10
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    21 Reviews
    6 Bedrooms, Sleeps 12Quick View
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    • Grill
    • Air Conditioning
    • Satellite TV
    • Internet Access
    • Patio
    • DVD Player
    • Washer
    • Private Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Excellent of 5 bubbles
    Reviewed 23 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...
    Excellent of 5 bubbles
    Reviewed 26 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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    Road Town, Tortola VG1110
    Holiday Rental House - 6 Bedrooms, 6 Bathrooms, Sleeps 12
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    2 Bedrooms, Sleeps 4Quick View
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    • DVD Player
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    Pet friendly
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    Smoking allowed
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    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 - 2 Bedrooms, 4 Bathrooms, Sleeps 4
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    12 Reviews
    3 Bedrooms, Sleeps 6Quick View
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    • Grill
    • Air Conditioning
    • Terrace
    • Ocean Views
    • Balcony
    • Wi-Fi
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Excellent of 5 bubbles
    Reviewed 3 weeks ago
    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...
    Excellent of 5 bubbles
    Reviewed 20 February 2017
    We were a small group of two couples who spent a week aboard the Exta-Sea sailing around the BVI. Our hosts, Mike and Lesley, were extraordinarty. They made us feel welcome...
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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
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    1 Bedroom, Sleeps 2Quick View
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    • DVD Player
    • Grill
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    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
    Holiday Rental House - 1 Bedroom, 4 Bathrooms, Sleeps 2
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    3 Bedrooms, Sleeps 6Quick View
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    • DVD Player
    • Grill
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    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
    Holiday Rental House - 3 Bedrooms, 4 Bathrooms, Sleeps 6
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    • DVD Player
    • Satellite TV
    • Grill
    • Air Conditioning
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    • 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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    6 Bedrooms, Sleeps 12Quick View
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    • Satellite TV
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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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    Location Information
    Road Town, Tortola
    Holiday Rental House - 6 Bedrooms, 6 Bathrooms, Sleeps 12
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    • Private Outdoor Pool (Unheated)
    • DVD Player
    • Satellite TV
    • Washer
    • Internet Access
    • Hot Tub
    • Grill
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    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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