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The Settlement Vacation Rentals

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    Don't let other travellers get your favourite The Settlement area vacation rental. You're so close to securing your perfect getaway. Book today.
    All 27 Rentals in The Settlement
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    Sea Grape Villas1 / 32
    (5)Excellent
    The Settlement
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    The following rentals are within 40 kilometres of The Settlement.
    Secluded, romantic hillside villa, stunning views1 / 20
    (2)Very good
    Nail Bay, Virgin Gorda
    1 Bedroom, 2 Bathrooms, Sleeps 2 Quick View
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    Mirabella: We're Back After Irma1 / 12
    (4)Excellent
    Spanish Town, Virgin Gorda
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Spanish Town, Virgin Gorda
    2 Bedrooms, 3 Bathrooms, Sleeps 4 Quick View
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    • Wi-Fi
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    A fanciful pedestrian gate ushers you through Symbio\'s lushly-landscaped grounds and into the entry foyer, which is inlaid with a polished stone compass rose. So very sophisticated and elegant, Symbio celebrates superb artistic design and detailed fine-craftsman execution throughout every...
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    Spanish Town, Virgin Gorda
    Holiday Rental House - 2 Bedrooms, 3 Bathrooms, Sleeps 4
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    Romantic Beachfront Honeymoon Villa/Very Private !1 / 19
    (9)Excellent
    Nail Bay, Virgin Gorda
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Washer
    • Air Conditioning
    • DVD Player
    • Mountain Views
    • Waterfront
    • Internet Access
    • Cable/satellite TV
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed March 27, 2015
    So happy with this rental. Our wonderful experience started with the rental contact person, Ray, before we even arrived. He was incredibly attentive and responded to any...
    Reviewed June 22, 2013
    Everything shared here is exactly true! We visited for our 30th wedding anniversary and it could not have been more perfect, ten days in paradise! To my surprise; the kitchen...
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    About this property
    This Virgin Gorda beachfront villa is the archetypical Caribbean rental: on the beach, romantic pool with majestic views, private driveway, and near seclusion, if so desired. Sundowner Villa, the majestic yet romantic one-bedroom beachfront villa with an infinity-edge plunge pool, and beachfront...
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    Nail Bay, Virgin Gorda 55113
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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    On the Rocks Villa-stay 7 pay 5 summer / Fall Season- Official Site1 / 24
    (27)Excellent
    Spanish Town, Virgin Gorda
    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • Internet Access
    • Balcony
    • Cable/satellite TV
    • Air Conditioning
    • Grill
    • DVD Player
    • Parking
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed April 27, 2018
    It is difficult to put into words how beautiful my stay was at On The Rocks Villa – I visited Virgin Gorda and stayed with my boyfriend and his family for their reunion this...
    Reviewed August 22, 2017
    My fiance and I stayed at On the Rock with our family in May. It is hard to put into words how amazing of an experience this was - priceless. I had just started a job and was a...
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    About this property
    Book 7 nights and pay for 6 nights valid thru Dec 3 2016 This is the official site for On the Rocks- VOTED ” MOST POPULAR VILLA WIMCO Agency As Seen in 'Travel and Leisure Magazine ' and 'New York Times Sunday Magazine' On the Rocks is nestled in the giant boulders that are unique to Virgin...
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    Spanish Town, Virgin Gorda VG1150
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    Sol y Sombra1 / 30
    (1)Excellent
    Little Trunk Bay, Virgin Gorda
    5 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    • DVD Player
    • Terrace
    • Washer
    • Wi-Fi
    • Patio
    • Balcony
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Villa Sol y Sombre on Virgin Gorda, British Virgin Islands, is a breathtaking estate just steps away from Little Trunk Beach. Enter through dramatic Indonesian carved gates and follow the coral stone stairway to discover an enchanting villa with awe-inspiring views of the turquoise sea. The villa...
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    Little Trunk Bay, Virgin Gorda
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 10
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    Spanish Town, Virgin Gorda
    4 Bedrooms, 5 Bathrooms, Sleeps 8 Quick View
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    • DVD Player
    • Grill
    • Patio
    • Washer
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Offering 360 degree views as it sits atop 1.5 acres of private grounds in the island of Virgin Gorda in the British Virgin Islands (BVIs), the four-bedroom Villa Ameteras features astonishing views as well as impressive design. Comprised of a series of pavilions, it is an idyllic blend of interior...
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    Spanish Town, Virgin Gorda
    Holiday Rental House - 4 Bedrooms, 5 Bathrooms, Sleeps 8
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    Nail Bay, Virgin Gorda
    1 Bedroom, 2 Bathrooms, Sleeps 4 Quick View
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    • Private Outdoor Pool (Unheated)
    • Patio
    • Wi-Fi
    • Washer
    • Ocean Views
    • DVD Player
    • Grill
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Lan -Y- Mor is a unique 1 bedroom villa with splendorous views of the Caribbean, spanning beyond Tortola and St. John with a brilliant spectrum of color washing across the sky at sunset. Be intoxicated by the gentle breezes and subtle fragrances of this private lush tropical paradise. Lending...
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    Nail Bay, Virgin Gorda 12345
    Holiday Rental House - 1 Bedroom, 2 Bathrooms, Sleeps 4
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    South Sound Villa Waterfront Luxury villa 7 br w/pool on Virgin Gorda A/C1 / 25
    (22)Excellent
    South Sound, Virgin Gorda
    6 Bedrooms, 8 Bathrooms, Sleeps 16 Quick View
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    Amenities & Details
    • Mountain Views
    • Ocean Views
    • Waterfront
    • Wi-Fi
    • Air Conditioning
    • DVD Player
    • Private Outdoor Pool (Unheated)
    • Housekeeping Included
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed January 18, 2017
    Beyond Paradise..seclusion, snorkling, cooking, BBQ and relaxation on the deck with endless water views a must for all..The home is huge and cozy..You will be spoiled once you...
    Reviewed January 5, 2017
    Had a great stay at the South Sound Villa. We hardly had to leave since there is so much to do right there. We kayaked, swam, snorkeled, had lazy afternoons by the pool. The...
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    About this property
    NEW LOWER RATES Our rental rates INCLUDE the BVI villa rental tax and maid service midweek and weekend of your stay No extra fees South Sound Villa, a private luxury 7 BR Virgin Gorda waterfront vacation rental villa on Virgin Gorda, BVI with a horizon edge pool and dock 7 BEDROOMS SLEEPS...
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    South Sound, Virgin Gorda 00000
    Holiday Rental House - 6 Bedrooms, 8 Bathrooms, Sleeps 16
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    Nail Bay, Virgin Gorda
    5 Bedrooms, 5 Bathrooms, Sleeps 14 Quick View
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    Amenities & Details
    • Waterfront
    • Balcony
    • Cable/satellite TV
    • Terrace
    • DVD Player
    • Shared Outdoor Pool (Unheated)
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Baraka Point is an exclusive beachfront estate offering barefoot luxury, full resort amenities and excellent service from a dedicated staff of seven. Sitting peacefully on a headland in the Caribbean Sea with 280 º views, the property enjoys a built-in sense of privacy from the spectacular reef...
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    Nail Bay, Virgin Gorda
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 14
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    Anam Cara Villa - Secluded Luxury Beachfront Home1 / 32
    (22)Very good
    South Sound, Virgin Gorda
    5 Bedrooms, 6 Bathrooms, Sleeps 14 Quick View
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    Amenities & Details
    • Air Conditioning
    • Mountain Views
    • DVD Player
    • Patio
    • Grill
    • Internet Access
    • Waterfront
    • Private Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed July 13, 2016
    I flew from Los Angeles to Virgin Gorda for a weeklong vacation with friends in May and had a fabulous time. The common areas of the villa are bright and spacious with stunning...
    Reviewed July 12, 2016
    I was lucky enough to spend a week at Anam Cara Villa this past May and it was by far the best island vacation experience I have ever had. I was traveling with a group of...
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    About this property
    On a very private, spectacular beachfront location, Anam Cara Villa is a unique vacation home located directly on the beach in South Sound, Virgin Gorda, British Virgin Islands. The secluded Villa's spectacular beachfront location is in a BVI designated marine sanctuary near one one of the last...
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    Location Information
    South Sound, Virgin Gorda VG1150
    Holiday Rental House - 5 Bedrooms, 6 Bathrooms, Sleeps 14
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    Guana Island
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Wi-Fi
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The North Beach Villa on Guana Island is right on the beach, caressed by the sound of the waves, a truly romantic setting. In a world of its own, the North Beach Villa is the only house on the island's stunning North Beach. Favored for its beauty and seclusion, the villa's living room,...
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    Guana Island, British Virgin Islands
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Nail Bay, Virgin Gorda
    3 Bedrooms, 4 Bathrooms, Sleeps 6 Quick View
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    • Cable/satellite TV
    • Housekeeping Included
    • Wi-Fi
    • Ocean Views
    • Private Outdoor Pool (Heated)
    • Mountain Views
    • Air Conditioning
    • Waterfront
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Sea Song Villa is a dual beachfront villa where 2 beaches are only footsteps away. Abuts National Park and is very quiet, private, and perfect. 180 degree plus panoramic ocean vistas and luxury indoor/out accommodation. Water sports equipment including Stand Up Paddle Boards, Kayaks, and...
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    Nail Bay, Virgin Gorda VG 1150
    Holiday Rental House - 3 Bedrooms, 4 Bathrooms, Sleeps 6
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    Guana Island
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Wi-Fi
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Sea View Cottage on Guana Island is perched high in the hills overlooking the pristine beaches and lush landscapes, the Caribbean sea and Tortola beyond.  Guana Island is one of the few remaining, privately owned islands in the Caribbean region.  The island accommodates up to 32 guests in...
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    Guana Island, British Virgin Islands
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Baraka Point1 / 34
    (1)Excellent
    Nail Bay, Virgin Gorda
    5 Bedrooms, 6 Bathrooms, Sleeps 14 Quick View
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    • Wi-Fi
    • Washer
    • Cable/satellite TV
    • Patio
    • DVD Player
    • Hot Tub
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed March 6, 2017
    The staff at Barak Point made our family of 14 (ages 3-70) feel like their family the minute we walked down the path to our new ocean front "home" for the week. Our...
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    About this property
    Located on the west coast of Virgin Gorda, Baraka Point is an exclusive beachfront retreat. Named from a Swahili expression, which translates as ˜Hurry, hurry is no blessing'.  Baraka Point is a special place run by special people, where time stands still and relaxation is the order...
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    Nail Bay, Virgin Gorda
    Holiday Rental House - 5 Bedrooms, 6 Bathrooms, Sleeps 14
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    Adagio Villa at Mahoe Bay - Great views1 / 35
    (36)Excellent
    Gorda Peak National Park, Virgin Gorda
    5 Bedrooms, 7 Bathrooms, Sleeps 12 Quick View
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    Amenities & Details
    • Mountain Views
    • Ocean Views
    • Cable/satellite TV
    • Housekeeping Included
    • Air Conditioning
    • Private Outdoor Pool (Heated)
    • Internet Access
    • Waterfront
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed March 27, 2018
    We had the pleasure of staying at Adagio with another family and it’s the vacation we keep comparing all others to. From the moment we entered the property we knew we had found...
    Reviewed July 10, 2017
    I tell you that you cannot find a better villa in all of VG -- absolutely none. Beautiful villa with outstanding family room, recently renovated kitchen, five comfortable...
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    About this property
    Cool breezes, clear deep blue skies, crystal clear waters, white sand and a spectacular view of some of the other 50 Virgin Islands greet visitors as they arrive at Adagio Villa. Mahoe Bay's newest luxury villa encompasses over 7,000 square feet of expansive decks, fresh water pool, five master...
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    Gorda Peak National Park, Virgin Gorda MAHOE BAY
    Holiday Rental House - 5 Bedrooms, 7 Bathrooms, Sleeps 12
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    Guana Island
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Patio
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Harbour House on Guana Island sits perched up high on the hills over looking White Bay Beach and boasts panoramic views for the Caribbean Sea and Atlantic Ocean. is right on the beach, caressed by the sound of the waves, a truly romantic setting. The 270 degree wrap-around terrace includes a...
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    Location Information
    Guana Island, British Virgin Islands
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Little Trunk Bay, Virgin Gorda
    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • Cable/satellite TV
    • DVD Player
    • Wi-Fi
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Villa On the Rocks on Virgin Gorda, British Virgin Islands is a distinctive villa situated in the exclusive enclave of estate homes in Little Trunk Bay just a short walk from the beach. This glorious villa is set amid huge, dramatic boulders and lush tropical landscaping accented with flowering...
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    Little Trunk Bay, Virgin Gorda
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    Guana Island
    16 Bedrooms, 20 Bathrooms, Sleeps 32 Quick View
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    • Wi-Fi
    • DVD Player
    • Hot Tub
    • Patio
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Guana Island is one of the few remaining, privately owned islands in the Caribbean region. The island accommodates up to 32 guests and and so why not rent the entire island for your family, your friends or your business associates. Ideal for a family get together or special occasion such as a...
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    Location Information
    Guana Island, British Virgin Islands
    Holiday Rental House - 16 Bedrooms, 20 Bathrooms, Sleeps 32
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    Guana Island
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Wi-Fi
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    Pet friendly
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    Smoking allowed
    About this property
    Anegada House on Guana Island is perched high in the hills overlooking the pristine beaches and lush landscapes, the Caribbean sea and Tortola beyond.  Guana Island is one of the few remaining, privately owned islands in the Caribbean region.  The island accommodates up to 32 guests in a...
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    Guana Island, British Virgin Islands
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    Gorda Peak National Park, Virgin Gorda
    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • Waterfront
    • Grill
    • DVD Player
    • Terrace
    • Ocean Views
    • Patio
    • Balcony
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Welcome to Sea Fans, our luxury four bedroom villa, located directly on the stunning Mahoe Bay Beach. This wonderful rental villa offers guests complete luxury and the perfect location. With the beach on your door step and Spanish Town just a ten minute drive away, you are sure to have the perfect...
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    Gorda Peak National Park, Virgin Gorda XXX
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    Guana Island
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Wi-Fi
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    Pet friendly
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    Smoking allowed
    About this property
    Sea View Pool Cottage on Guana Island is perched high in the hills overlooking the pristine beaches and lush landscapes, the Caribbean sea and Tortola beyond. Guana Island is one of the few remaining, privately owned islands in the Caribbean region. The island accommodates up to 32 guests in a...
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    Guana Island, British Virgin Islands
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Little Trunk Bay, Virgin Gorda
    10 Bedrooms, 11 Bathrooms, Sleeps 20 Quick View
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    • Wi-Fi
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    Pet friendly
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    Smoking allowed
    About this property
    Similar to a luxury resort property, the Valley Trunk Estate, beachfront on the beautiful white sandy Trunk Bay beach, Virgin Gorda is a rare and remarkable find. For those who want a private paradise during their vacation in the British Virgin Islands, this nineteen acre property is more than just...
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    Little Trunk Bay, Virgin Gorda
    Holiday Rental House - 10 Bedrooms, 11 Bathrooms, Sleeps 20
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    Oil Nut Bay, Virgin Gorda
    3 Bedrooms, 5 Bathrooms, Sleeps 8 Quick View
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    • Housekeeping Included
    • Grill
    • Patio
    • Ocean Views
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Embellished by clear blue waters and white sand, Cheemaun Beach Villa positions guests on one of the top beaches in Virgin Gorda. This luxury villa features high ceilings with hand-stained wood beams in the Great Room and extends to a spacious outdoor terrace that is the epitome of easy island...
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    Location Information
    Oil Nut Bay, Virgin Gorda VG1150
    Holiday Rental House - 3 Bedrooms, 5 Bathrooms, Sleeps 8
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    Guana Island
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Patio
    • Hot Tub
    • Wi-Fi
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The Jost House is the jewel in the Guana crown, perched high in the hills overlooking the pristine beaches and lush landscapes, the Caribbean sea and Tortola beyond. Guana Island is one of the few remaining, privately owned islands in the Caribbean region. The island accommodates up to 32 guests in...
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    Location Information
    Guana Island, British Virgin Islands
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    Little Trunk Bay, Virgin Gorda
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Balcony
    • Patio
    • Waterfront
    • Housekeeping Included
    • Ocean Views
    • Terrace
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    3 bedroom, 3 bath, 1,000 sq ft deck, tropical living, water and sunset views On land littered with elephantine boulders, rustling palm trees and glorious gardens, Crosswinds Villa is a fully furnished, three bedroom escape just a four minute walk from the beach at Spring Bay. With daily maid...
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    Little Trunk Bay, Virgin Gorda VG1150
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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