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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.
    23 Matching Rentals in St. ThomasView all 295 rentals
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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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    1 Bedroom, 2 Bathrooms, Sleeps 4 Quick View
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    Villa Magens1 / 23
    (3)Excellent
    3 Bedrooms, 4 Bathrooms, Sleeps 6 Quick View
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    Gordon's Island Art Loft1 / 15
    (1)Very good
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • DVD Player
    • Cable/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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    Shamalie Rentals-Efficiency1 / 11
    (1)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 1 Quick View
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    • Shared Outdoor Pool (Unheated)
    • Cable/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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    Shamalie Rentals-Cozy One Bedroom1 / 11
    (1)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Secure Parking
    • Cable/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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    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Shared Outdoor Pool (Unheated)
    • Air Conditioning
    • Cable/satellite TV
    • Ocean Views
    • DVD Player
    • Waterfront
    • Mountain Views
    • 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. Recent Complete Kitchen Renovation all new appliance with Dishwasher. Simply Heaven has the best wrap around covered deck in the...
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    East End, St. Thomas 00802
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
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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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    Amenities & Details
    • Waterfront
    • Shared Outdoor Pool (Unheated)
    • Ocean Views
    • Patio
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 12 February 2017
    Thank you Jo and Loren for sharing your home and hospitality - Caribbean style! From the moment of coming aboard to departure, you will be hosted with courtesy and character...
    Reviewed 6 December 2016
    Our daughters surprised us for our 50th Wedding Anniversary while my husband and I were living in St Thomas by reserving 3 nights on this beautiful yacht. We were so busy...
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    About this property
    Sleep aboard a 62ft Classic Sailboat, Snorkel equipment, Kayak, Water toys. 2 private guest cabins each / en-suite private bathroom. The interior of the yacht is finished in solid golden Teak. Extra large over head hatches and 2 opening side ports plus a fan provide for lots of air flow. While...
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    Water Island, St. Thomas 00802
    Holiday Rental House - 2 Bedrooms, 3 Bathrooms, Sleeps 4
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    Eastwind Condos1 / 11
    (11)Very good
    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    Amenities & Details
    • Waterfront
    • Internet Access
    • DVD Player
    • Grill
    • Cable/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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    St. Thomas, U.S. Virgin Islands 00802
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 3
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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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    Amenities & Details
    • Mountain Views
    • Private Outdoor Pool (Unheated)
    • Cable/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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    Location Information
    East End, St. Thomas 00805
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Surf Song cottage1 / 76
    (5)Very good
    3 Bedrooms, 1 Bathroom, Sleeps 2 Quick View
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    Amenities & Details
    • 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 26 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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    Water Island, St. Thomas 00801
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 2
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    The Beach House St. Thomas U.S. Virgin Islands1 / 21
    (15)Excellent
    5 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    Amenities & Details
    • Internet Access
    • Waterfront
    • Air Conditioning
    • Grill
    • Washer
    • Cable/satellite TV
    • Hot Tub
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 23 July 2017
    Pictures don't do justice for this perfect gem of a house and property. The view is breath-taking. We arrived on a Saturday as two separate people, and were married on Monday...
    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...
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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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    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • 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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    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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    Luxury Catamaran Dianna Rose1 / 4
    (4)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 21 August 2017
    My wife, Son (18) and daughter (19 ) and myself had the privilege to sail aboard Dianna Rose mid August. Captain Joseph and 1st mate and his wife Britta are an outstanding team...
    Reviewed 1 August 2017
    Our 3rd charter through the USVI and BVI, our 1st charter on the SV Dianna Rose with an amazing crew couple, Britta & Joseph, hands down, our entire family rates this charter...
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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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    FUNKY, FUN, JOYFUL CLIFFSIDE PRIVATE VILLA1 / 39
    (1)Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Ocean Views
    • Grill
    • Cable/satellite TV
    • Waterfront
    • Washer
    • Wi-Fi
    • Balcony
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 2 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 enchanting magic about The Vision, sitting 70 feet above the Caribbean, is how seamlessly it blends into the ocean below. The Vision becomes one with the waves that extend to the jagged edges of the British Virgin Islands in the far distance. Along the way, are small islands, scattered...
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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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    Charlotte Amalie, St. Thomas 00802
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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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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    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Private Outdoor Pool (Unheated)
    • Cable/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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    1 Bedroom, 2 Bathrooms, Sleeps 2 Quick View
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    • Wi-Fi
    • Air Conditioning
    • Parking
    Suitability
    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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    Water Island, St. Thomas 00802
    Holiday Rental House - 1 Bedroom, 2 Bathrooms, Sleeps 2
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    TreeTops Villa1 / 11
    (98)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Amenities & Details
    • Shared Outdoor Pool (Unheated)
    • Air Conditioning
    • Patio
    • Ocean Views
    • Cable/satellite TV
    • DVD Player
    • Wi-Fi
    • Waterfront
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 11 September 2017
    Great location near restaurants, groceries, beaches & ferry with stunning views from every angle. Tree Tops is a beautiful, clean villa with all of the amenities we wanted...
    Reviewed 16 August 2017
    This was an amazing rental. The location was perfect for access to restaurants and the ferry dock to St. John. Our hosts were incredibly helpful in every respect and had lots of...
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    About this property
    Private Residence...Spectacular View . Pool, Gated property convenient to everything. Perfect for 2 to 4 persons...either way you have entire unit.!.We price according to # persons/bedroom use.. Two separate 2B (queen ) 2B units, granite counter tops, lovely Mexican tile, french doubles doors...
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    East End, 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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    • 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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    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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    Location Information
    Water Island, St. Thomas 00802
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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