We noticed that you're using an unsupported browser. The TripAdvisor website may not display properly.We support the following browsers:
Windows: Internet Explorer, Mozilla Firefox, Google Chrome. Mac: Safari.

Bolongo Bay Smoking Allowed Holiday Rentals

Map
Satellite
Map updates are paused. Zoom in to see updated info.
Reset zoom
Updating Map...
Your filters are still active.
Check In Check Out
    There are no pins in your viewport. Try moving the map or changing your filters.
    • {providername} {price}
    {providername} {price}
      {listitems}
    {sold_out_text}
    We can't find prices for this accommodation
    From {rate_price} {rate_periodicity}
    View Map
    Location
    Any Distance
    from
    Price
    per night
    £594 Average
    |||
    |||
    £0£1,000+
    Suitability
    Suitability
    More filters
    Don't let other travellers get your favourite Bolongo Bay area holiday rental. You're so close to securing your perfect getaway. Book today.
    13 Matching Rentals in the Bolongo Bay AreaView all 107 rentals
    Sort by:
    Default
    Bolongo Bay
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    The following rentals are within 10 kilometres of Bolongo Bay.
    Sailboat Ragamuffin B&B on a yacht all-inclusive1 / 32
    (3)Excellent
    Water Island
    2 Bedrooms, 3 Bathrooms, Sleeps 4 Quick View
    other travellers have booked this property
    Check in Check out
    Show Prices
    Payment Protection
    PRIVATE VILLA OCEAN CLIFFSIDE 3 beds/4 baths sleeps 7-91 / 41
    (1)Excellent
    Charlotte Amalie
    3 Bedrooms, 5 Bathrooms, Sleeps 9 Quick View
    other traveller has booked this property
    Check in Check out
    Show Prices
    Payment Protection
    Yacht Catatonic-Crewed All-Inclusive BVI Charters1 / 5
    (3)Excellent
    Charlotte Amalie
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Grill
    • Mountain Views
    • Waterfront
    • Air Conditioning
    • Housekeeping Included
    • DVD Player
    • Ocean Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 22 May 2017
    This is our 7th trip on Catatonic.It is truly our favorite vacation every year. Wake up and plunge into the beautiful blue sea. Enjoy magnificent sunsets aperitifs every night...
    Reviewed 15 June 2016
    As the song states “Time for a Cool Change” . Forget about cruises, hotel beach vacations, you need to book on a catamaran and Yacht Catatonic is the place to be sailing...
    See all reviews
    About this property
    Yacht Catatonic is a gorgeous Lagoon 440 Catamaran staffed with your own Captain and Mate to cater to your every whim on your fabulous vacation in Paradise! Wake up to a new vista every day and enjoy fabulous food, beautiful views, and more waterside activities than you can even dream of! Snorkel...
    View all property information
    Location Information
    Charlotte Amalie, St. Thomas 00802
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
    Make Enquiry
    Gordon's Island Art Loft1 / 15
    (2)Very good
    Charlotte Amalie
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
    other travellers have booked this property
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • DVD Player
    • Cable/satellite TV
    • Balcony
    • Wi-Fi
    • Patio
    • Terrace
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 4 weeks ago
    The Art Loft is completely amazing. There are personal touches everywhere which make me feel lucky to spend time in this creative and beautiful space.The owner, Shenell, has...
    See all reviews
    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...
    View all property information
    Location Information
    Charlotte Amalie, St. Thomas 00802
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
    Make Enquiry
    Charlotte Amalie
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    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)...
    View all property information
    Location Information
    Charlotte Amalie, St. Thomas 00802
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    Make Enquiry
    Dianna Rose1 / 4
    (9)Excellent
    Charlotte Amalie
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Air Conditioning
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 8 May 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 7 February 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...
    See all reviews
    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...
    View all property information
    Location Information
    Charlotte Amalie, St. Thomas 00802
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
    Make Enquiry
    Luxury Villa with Large Pool Above Honeymoon Beach1 / 10
    (1)Excellent
    Water Island
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Private Outdoor Pool (Unheated)
    • Cable/satellite TV
    • Air Conditioning
    • Secure Parking
    • Wi-Fi
    • Private Garden
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 22 February 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...
    See all reviews
    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...
    View all property information
    Location Information
    Water Island, St. Thomas 00802
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
    Make Enquiry
    Shamalie Rentals-Efficiency1 / 11
    (1)Excellent
    Charlotte Amalie
    1 Bedroom, 1 Bathroom, Sleeps 1 Quick View
    other travellers have booked this property
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • 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.
    See all reviews
    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....
    View all property information
    Location Information
    Charlotte Amalie, St. Thomas 00802
    Private Room - 1 Bedroom, 1 Bathroom, Sleeps 1
    Make Enquiry
    Charlotte Amalie
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    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...
    View all property information
    Location Information
    Charlotte Amalie, St. Thomas 00802
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
    Make Enquiry
    Save time - get the best Bolongo Bay rentals sent straight to your email!
    Get the List
    Water Island
    1 Bedroom, 2 Bathrooms, Sleeps 2 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • 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...
    View all property information
    Location Information
    Water Island, St. Thomas 00802
    Holiday Rental House - 1 Bedroom, 2 Bathrooms, Sleeps 2
    Make Enquiry
    Charlotte Amalie
    1 Bedroom, 1 Bathroom, Sleeps 6 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    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...
    View all property information
    Location Information
    Charlotte Amalie, St. Thomas 00801
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 6
    Make Enquiry
    Water Island
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • 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...
    View all property information
    Location Information
    Water Island, St. Thomas 00802
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
    Make Enquiry
    List your property
    Owner log in