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St. Thomas Smoking Friendly Vacation Rentals

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    Travelers to St. Thomas are booking December dates now. Secure your vacation rental today, and have the perfect trip.
    19 Matching Rentals in St. ThomasView all 241 rentals
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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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    DISCOVER Ocean Kaleidoscope Villa - Tropical Zen1 / 46
    (4)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Villa Magens1 / 23
    (3)Excellent
    3 Bedrooms, 4 Bathrooms, Sleeps 6 Quick View
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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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    PRIVATE VILLA OCEAN CLIFFSIDE 3 beds/4 baths sleeps 7-91 / 41
    (1)Excellent
    3 Bedrooms, 5 Bathrooms, Sleeps 9 Quick View
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    Amenities & Details
    • Waterfront
    • Washer
    • Ocean Views
    • Air Conditioning
    • Cable/satellite TV
    • Wi-Fi
    • Patio
    • Shared Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed May 2, 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
    This is truly a one of a kind place. It’s funky, it’s fun, it’s private and it’s full of spirit! The Vision is a unique 3 bedroom, 5 bathroom cliff-side villa completely surrounded by the ocean where energy is key. It is perfectly private and has a steady, soothing breeze and unparalleled views of...
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    Charlotte Amalie, St. Thomas 00802
    Rental Home - 3 Bedrooms, 5 Bathrooms, Sleeps 9
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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 July 24, 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 June 27, 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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    Shamalie Rentals-Efficiency1 / 11
    (1)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 1 Quick View
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    Amenities & Details
    • Shared Outdoor Pool (Unheated)
    • Cable/satellite TV
    • Wi-Fi
    • Secure Parking
    • Private Yard
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed January 4, 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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    Location Information
    Charlotte Amalie, St. Thomas 00802
    Private Room - 1 Bedroom, 1 Bathroom, Sleeps 1
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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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    Amenities & Details
    • 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
    Rental Home - 1 Bedroom, 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 July 23, 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 October 25, 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
    Rental Home - 5 Bedrooms, 4 Bathrooms, Sleeps 10
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • 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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    Location Information
    Charlotte Amalie, St. Thomas 00802
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Dianna Rose1 / 4
    (9)Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Air Conditioning
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed May 8, 2018
    Loved this Vacation and the Crew! First, we travel a good bit but have never been on a more beautiful and relaxing trip. Joseph is an amazing captain and wonderful chef...
    Reviewed February 7, 2018
    We have gone on 4 other catamaran trips in the Caribbean previously and this one was by far THE BEST! Joseph, Britta, and Zoie were awesome hosts....the food was the most...
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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
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    Sailboat Ragamuffin B&B on a yacht all-inclusive1 / 32
    (3)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 January 23, 2018
    I can’t say enough about jo and Loren. They really look after you. The boat is perfectly located and they handed me a cold beer and grilled when we arrived. Honestly the...
    Reviewed February 12, 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...
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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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    Location Information
    Water Island, St. Thomas 00802
    Rental Home - 2 Bedrooms, 3 Bathrooms, Sleeps 4
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    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • 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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    Location Information
    East End, St. Thomas 00802
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    5 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    Amenities & Details
    • 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
    Rental Home - 5 Bedrooms, 5 Bathrooms, Sleeps 10
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    1 Bedroom, 1 Bathroom, Sleeps 6 Quick View
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    Amenities & Details
    • Housekeeping Included
    • DVD Player
    • Parking
    • Ocean Views
    • Grill
    • Cable/satellite TV
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Inviting spacious one bedroom atop a Northside mountain with a wonderful breeze. Located in a safe, family friendly, & fun neighborhood. Overlooking Hull Bay & Magen’s Bay offering a great view. A quick drive away to close convenient stores, local restaurants & pubs. The Famous Mountaintop is right...
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    Charlotte Amalie, St. Thomas 00801
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 6
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    Luxury Villa with Large Pool Above Honeymoon Beach1 / 10
    (1)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Amenities & Details
    • Private Outdoor Pool (Unheated)
    • Cable/satellite TV
    • Air Conditioning
    • Secure Parking
    • Wi-Fi
    • Private Yard
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed February 22, 2018
    My annual stay at Villa Papaya on Water Island was made with some apprehension after the hurricanes, but the house is a newer build and all concrete with beautiful property and...
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    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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    Location Information
    Water Island, St. Thomas 00802
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • 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
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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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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    Location Information
    Water Island, St. Thomas 00802
    Rental Home - 1 Bedroom, 2 Bathrooms, Sleeps 2
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    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Air Conditioning
    • Private Yard
    • 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
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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