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Holiday Rentals with Pools in Road Town

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    AU$993 Average
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    Travellers to Road Town are booking March dates now. Secure your holiday rental today, and have the perfect trip.
    10 Matching Rentals in Road TownView all 22 rentals
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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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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Villa with swimmingpool, private1 / 23
    (1)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 2 Quick View
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    AnaCapri Estate1 / 12
    (1)Excellent
    4 Bedrooms, 6 Bathrooms, Sleeps 12 Quick View
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    Amenities & Details
    • Mountain Views
    • Ocean Views
    • Cable/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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    Blackbeard's Hideaway Tortola BritishVirginIslands1 / 23
    (1)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Amenities & Details
    • Internet Access
    • Cable/satellite TV
    • Waterfront
    • Patio
    • DVD Player
    • Private Outdoor Pool (Unheated)
    • Washer
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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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    Location Information
    Road Town, Tortola VG1110
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    6 Bedrooms, 7 Bathrooms, Sleeps 12 Quick View
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    Amenities & Details
    • Internet Access
    • Private Outdoor Pool (Unheated)
    • Patio
    • Cable/satellite TV
    • DVD Player
    • Air Conditioning
    • Washer
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Conveniently located just a 10-minute drive to Road Town to the west, and a 10-minute drive to the airport to the east, Rhumb House sits atop a scenic promontory on almost two acres, a private estate commanding spellbinding views of Paraquita and Brandywine Bays and yachts sailing through Sir...
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    Location Information
    Road Town, Tortola VG1110
    Holiday Rental House - 6 Bedrooms, 7 Bathrooms, Sleeps 12
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    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • 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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    Location Information
    Road Town, Tortola VG1110
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    4 Bedrooms, 5 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • DVD Player
    • Cable/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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    Location Information
    Road Town, Tortola VG1110
    Holiday Rental House - 4 Bedrooms, 5 Bathrooms, Sleeps 8
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    5 Bedrooms, 6 Bathrooms, Sleeps 12 Quick View
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    Amenities & Details
    • Private Outdoor Pool (Unheated)
    • DVD Player
    • Cable/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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    Location Information
    Road Town, Tortola VG1110
    Holiday Rental House - 5 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
    • Cable/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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