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Smoking Allowed Holiday Rentals in St. Thomas

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    Travellers to St. Thomas are booking December dates now. Secure your holiday rental today, and have the perfect trip.
    24 Matching Rentals in St. ThomasView all 360 rentals
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    1 Bedroom, 2 Bathrooms, Sleeps 4 Quick View
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    DISCOVER Ocean Kaleidoscope Villa - Tropical Zen1 / 23
    (3)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Sailboat Ragamuffin B&B on a yacht all-inclusive1 / 32
    (2)Excellent
    2 Bedrooms, 3 Bathrooms, Sleeps 4 Quick View
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    MV Friendship – Your own Master Bedroom on a boat in calm crystal clear waters!1 / 6
    (9)Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 7 Quick View
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    • Terrace
    • Patio
    • Balcony
    • Wi-Fi
    • Grill
    • Ocean Views
    • Waterfront
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 2 weeks ago
    I consider myself an "experience junkie" and am happy to report that our stay on the M/V Friendship was the ultimate experience! Captain Jimmy's boat is anchored just...
    Reviewed 3 weeks ago
    We stayed with Jimmy and Brady for two nights at the end of our week in the virgin islands. We could not have ended the trip on a better note. I had never stayed on a boat...
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    About this property
    Breakfast included! Stay aboard a 50 foot Grand Banks motor yacht with 3 decks and all amenities of a land based home with amazing scenery and crystal clear water! Rate is for the Master Stateroom only. Own private bedroom with own bathroom. Other rooms are negotiable! Come aboard! Feel like a...
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    Water Island, St. Thomas 00802
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 7
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    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Balcony
    • Air Conditioning
    • DVD Player
    • Mountain Views
    • Shared Outdoor Pool (Unheated)
    • Waterfront
    • Satellite TV
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    No expense has been spared in the renovation and decoration of this stunning, split level condominium. Enjoy the best views of Coki Point; Thatch Cay and the BVI's.<BR>Recent Complete Kitchen Renovation all new appliance with Dishwasher.<BR><BR>Simply Heaven has the best wrap around covered deck in...
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    East End, St. Thomas 00802
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Villa Magens1 / 10
    (3)Excellent
    3 Bedrooms, 4 Bathrooms, Sleeps 6 Quick View
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    • Air Conditioning
    • Mountain Views
    • Waterfront
    • Wi-Fi
    • Private Outdoor Pool (Unheated)
    • DVD Player
    • Satellite TV
    • Ocean Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 24 July 2016
    The views were breath taking, relaxing, beds were comfortable, we had everything we needed not to far away. House is spacious enough for a family of six. We enjoyed our time...
    Reviewed 16 February 2016
    For the first time, we decided to come to St. Thomas and not stay at the Marriott. We found this place and stayed for a week. What a wonderful experience. This well appointed...
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    About this property
    At Villa Magens, awaken to the sun rising over the cliffs surrounding Magens Bay, and fall asleep to the sound of ocean waves. Villa Magens is an exquisite home situated on a cliff over-looking the famous Magens Bay in beautiful St. Thomas, Virgin Islands. This villa has all of the accommodations...
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    Magens Bay, St. Thomas 00802
    Holiday Rental House - 3 Bedrooms, 4 Bathrooms, Sleeps 6
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    Shamalie Rentals-Efficiency1 / 11
    (1)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 1 Quick View
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    • Shared Outdoor Pool (Unheated)
    • Satellite TV
    • Wi-Fi
    • Secure Parking
    • Private Garden
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 4 January 2017
    Views from top level of property are amazing. Sparkling clean and fabulously run business. Shirley and her family display competency, character and kindness.
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    About this property
    This local home offers spacious rooms, beautiful views and affordable prices. We have individual rooms and full one bedroom and efficiency apartments. Almost all rooms and apartments from this hill top home offer spectacular views. We go above and beyond to ensure that you have a enjoyable stay....
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    Charlotte Amalie, St. Thomas 00802
    Private Room - 1 Bedroom, 1 Bathroom, Sleeps 1
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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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    Charlotte Amalie, St. Thomas 00802
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Shamalie Rentals-Cozy One Bedroom1 / 11
    (1)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Secure Parking
    • Satellite TV
    • Air Conditioning
    • Wi-Fi
    • Private Garden
    • Shared Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 5 February 2017
    My husband and I spent a week here at Shamalie (Shirley). What a lovely mountaintop suite we had. Everything you need for your comfort while visiting the island. The unit we...
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    About this property
    This local home offers spacious rooms, beautiful views and affordable prices. We have individual rooms and full one bedroom and efficiency apartments. Almost all rooms and apartments from this hill top home offer spectacular views. We go above and beyond to ensure that you have a enjoyable stay....
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    Charlotte Amalie, St. Thomas 00802
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Surf Song cottage1 / 76
    (5)Very good
    3 Bedrooms, 1 Bathroom, Sleeps 2 Quick View
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    • Internet Access
    • Outdoor Dining Area
    • Grill
    • Terrace
    • Balcony
    • Mountain Views
    • Porch
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 7 July 2015
    Surf song cottages are not for the faint at heart. Great place for the eco minded traveler. Rustic and elegant at the same time. It would be nice to have some of the brush...
    Reviewed 27 December 2014
    We visited Water Island for our Honeymoon and we stayed in the Treehouse cottage. Upon our arrival, we were greeted by David, who picked us up at the ferry. He was generously...
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    About this property
    Located on beautiful Water Island on a dead end road with ocean views. Out door living at its finest. Gives a new meaning to a room with a view. Wake up to the sounds of the ocean.. secluded and very safe. rustic but charming. 10 minute walk to Water island ferry and Honey moon Beach. Rustic...
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    Location Information
    Water Island, St. Thomas 00801
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 2
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    Gordon's Island Art Loft1 / 18
    (1)Very good
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • DVD Player
    • Satellite TV
    • Balcony
    • Wi-Fi
    • Patio
    • Terrace
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Experience something different with the open-air home and work-space of artist Elbridge S. Gordon. This quaint studio loft is intended for those that can appreciate a unique living experience, from the high exposed ceiling beams, to its warm and cozy, yet industrial space. The loft has a 20 foot...
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    Charlotte Amalie, St. Thomas 00802
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Eastwind Condos1 / 11
    (11)Very good
    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    • Waterfront
    • Internet Access
    • DVD Player
    • Grill
    • Satellite TV
    • Parking
    • Air Conditioning
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 24 July 2016
    Everything was great about the condo. Only drawback was that the air conditioner was not efficient to cool the property. We were unable to use the master bedroom because...
    Reviewed 27 June 2016
    The condo was nice. A kitchen, no oven (its to hot to bake). The location is very close to great food and the ferry docks. About a 15 minute walk, a smple walk. Unfortunately...
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    About this property
    Eastwind is a modern one bedroom condominium designed for your privacy and peace of mind. Tastefully furnished with a large bedroom and a king-size bed and adjoining bath, living room, a kitchen which is fully equipped and patio. The condominium has all the amenities of home. A telephone, cable/TV,...
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    Location Information
    St. Thomas, U.S. Virgin Islands 00802
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 3
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Terrace
    • Grill
    • DVD Player
    • Housekeeping Included
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Everything is available on Bolongo Bay. Three restaurants, one bar with live music nightly, 3 pools, beach, Dive shop, Catamaran day trips, beach toy rentals, jet ski rentals, fabulous snorkeling. It is 3 miles to Red Hook for the ferry to St John and the British Virgin Isles and the same to duty...
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    Bolongo Bay, St. Thomas 00802
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    DISCOVER Ocean Kaleidoscope Villa - Tropical Zen1 / 22
    (7)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Mountain Views
    • Private Outdoor Pool (Unheated)
    • Satellite TV
    • Wi-Fi
    • Air Conditioning
    • Hot Tub
    • DVD Player
    • Ocean Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 19 July 2016
    This vacation rental was the BEST we've ever rented. The hosts, Gail and Curlson, were magnificent. They were available for any question or issue that came up and they were very...
    Reviewed 9 February 2016
    Our stay here was quite wonderful, so much so, that I do not even know where to begin. Gail met us in Red Hook and we followed her to the villa. We were glad we rented a jeep...
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    About this property
    OCEAN KALEIDOSCOPE VILLA offers accommodation excellence for vacationing families & friends, honeymooners, or business travelers, desiring a PRISTINE, COMFORTABLE, MODEST, AND BEAUTIFUL CARIBBEAN RETREAT for relaxation, play or work! With it's UNIQUE LAYOUT, this property consists of 2 stand alone...
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    East End, St. Thomas 00805
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Romantic Villa - Private Pool1 / 22
    (1)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Mountain Views
    • DVD Player
    • Washer
    • Satellite TV
    • Grill
    • Air Conditioning
    • Private Outdoor Pool (Unheated)
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 4 April 2017
    We loved our stay at Villla 121, very comfortable, loved the private pool, staff was friendly and helpful, excellent location-highly recommended!
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    About this property
    Pavilions And Pools - Villa 121: Your Private Getaway A private, peaceful and picturesque villa awaits you and your loved ones here on the East End of beautiful St. Thomas, VI . Go take a private leisurely swim, enjoy the ocean view or head out to one of our world famous beaches just minutes...
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    East End, St. Thomas 00802
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
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    The Beach House St. Thomas U.S. Virgin Islands1 / 21
    (14)Excellent
    5 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    Amenities & Details
    • Internet Access
    • Waterfront
    • Air Conditioning
    • Grill
    • Washer
    • Satellite TV
    • Hot Tub
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 25 October 2016
    This place was amazing - if you have any doubt about booking throw it out the window and just BOOK IT! Private beach is great and even on rough surf days, there is still...
    Reviewed 22 February 2016
    My family stayed the first part of February on somewhat of a last minute trip. The property is exactly as the listing states. The house is a little choppy in the way it is...
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    About this property
    The Beach House is unique and incomparable to other St Thomas villa rentals because of one major amenity — your very own private beach just a walk down the steps. Your very private villa and a one-of-a-kind secluded location. There are very few homes in all of the Virgins that can make the claim...
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    Location Information
    St. Thomas, U.S. Virgin Islands 00802
    Holiday Rental House - 5 Bedrooms, 4 Bathrooms, Sleeps 10
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    5 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    • Grill
    • Wi-Fi
    • Housekeeping Included
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    For just $400.00 per day, per person, minimum 4 days, You can sail on a beautiful 2015 Saba 50, Catamaran Sail boat yacht. We prefer at least 6 persons. It is featured on Facebook under Devine Sailing. We can handle up to 10 guest in 5 cabins. All 5 guest staterooms have queens size beds. We have...
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    East End, St. Thomas 00802
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 10
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    1 Bedroom, 2 Bathrooms, Sleeps 2 Quick View
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    • Wi-Fi
    • Air Conditioning
    • Parking
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Sea Breeze Villa Lower Suite Sea Breeze Villa is located on a towering lot on Water Island with a breathtaking panorama of St Thomas and the Caribbean Sea. The Villa is private, quiet, safe and secure. The Hilltop location enjoys gentle tropical breezes that keep you cool and refreshed. It is...
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    Location Information
    Water Island, St. Thomas 00802
    Holiday Rental House - 1 Bedroom, 2 Bathrooms, Sleeps 2
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    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Housekeeping Included
    • Mountain Views
    • Air Conditioning
    • Waterfront
    • Ocean Views
    • Internet Access
    • Patio
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Starfish is a luxury 46 foot Leopard catamaran for up to six guests. This is all inclusive and we go to a different island in the Virgin Islands every day of the week long trip. We provide high end dining and beverage service as well as all water sports like paddle boards, kayaks, knee boarding and...
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    East End, St. Thomas 00802
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    Luxury Catamaran Dianna Rose1 / 4
    (2)Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Air Conditioning
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 1 week ago
    If you are looking for a perfect vacation look no more! This trip far exceeded all of our expectations! If service, food, attention to detail and some of the best snorkeling...
    Reviewed 1 week ago
    The husband and wife team crew this vessel with the upmost attention to detail. If you are looking for the vacation of a lifetime, book a charter on this amazing vessel. The...
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    About this property
    A 50 foot luxury Lagoon catamaran offering private charters throughout the beautiful Caribbean islands. While on board you and your guests will experience 5 star service and culinary creations by your crew, a classically trained chef with more than 20 years of restaurant and yachting experience...
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    Charlotte Amalie, St. Thomas 00802
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Private Outdoor Pool (Unheated)
    • Satellite TV
    • Air Conditioning
    • Secure Parking
    • Wi-Fi
    • Private Garden
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    New villa with large pool, a 3-minute walk to Honeymoon Beach, which Villa Papaya directly overlooks. Grand exterior gallery offers spectacular vistas of turquoise waters and breathtaking sunsets. On three quarters of an acre, the villa provides quiet privacy with views of cruise ships and the...
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    Water Island, St. Thomas 00802
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Air Conditioning
    • Private Garden
    • Ocean Views
    • Grill
    • Shared Outdoor Pool (Unheated)
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    ITS A DREAM COME TRUE. ANTILLEAN PROVIDES LUXURIOUS PRIVATE SAILBOAT CHARTERS OUT OF ST. THOMAS, U.S.V.I. FOR GROUPS OF UP TO SIX ANYTIME OF THE YEAR. YOUR DREAM OF SAILING THE CARIBBEAN IS ABOUT TO COME TRUE! THE CREWED SAILING YACHT ANTILLEAN IS AVAILABLE FOR CHARTER TO SMALL GROUPS FROM TWO TO...
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    Water Island, St. Thomas 00802
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    THE VISION: A Jewel Box On A Cliff Over the Sea1 / 39
    (1)Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Ocean Views
    • Grill
    • Satellite TV
    • Waterfront
    • Washer
    • Wi-Fi
    • Balcony
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 3 May 2016
    i have been all along the edge of this world and never before have i found a perch from which to so clearly see exactly where i am.I wouldn't change a thing.
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    About this property
    The Vision is a unique 3 bedroom cliff-side villa completely surrounded by the ocean. It has a private entrance, a massive living & dining room space, two bedrooms with queen size beds, a bedroom with two twin beds, an outdoor half-kitchen, and a comfortable cushioned patio area. The living room is...
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    Charlotte Amalie, St. Thomas 00802
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Private Sailing Catamaran. Paradigm Shift is a 50 foot luxurious yacht that can take up to 12 passengers on a day sail and 6 people on overnights. This is an all inclusive charter including food. ships bar, soda, wine & beer. Have a fantastic day of great sailing, lots of snorkeling, excellent...
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    Location Information
    Charlotte Amalie, St. Thomas 00802
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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