Villa Venturoso – Upper Condo

Cruz Bay (hillside)

  • The amazing views from the upper unit look out at St. John, St. Thomas and other Virgin islands, the Caribbean sea and fabulous sunsets. (Jan. 2020 photo)

  • This view of Venturoso from the pool shows the two large covered decks that wrap the south and west sides of the building. Note the two inviting sundecks that jut out from the main decks. (Nov. 2019 photo)

  • The pool deck at Villa Venturoso has soft winds and wonderful views, and is ideal for sun lovers – with sun on the deck from 9 am to sunset. (Nov. 2019 photo)

  • The great room includes the living, dining & kitchen areas, with the entry hallway on the left.

  • This view shows the interior dining and living areas.

  • The living area opens to the covered deck with a gas grill & dining table

  • The best table at Cafe` Villa Venturoso is reserved for you. Shouldn’t you be dining here?

  • Back on the pool deck, usually a warm breeze is blowing, the sun is shining…and life is sooo good. (Nov. 2019 photo)

  • The upper kitchen is handsome, clean and well furnished and equipped.

  • Another view of the interior dining table and the kitchen. (Jan. 2020 photo)

  • The right bedroom is located just across the grand hallway from the left bedroom (Jan. 2020 photo)

  • The right bedroom has a queen sleigh bed, a/c, a large closet and a 40′ TV in the armoire. (Jan. 2020 photo)

  • The cathedral ceilings in the upper bedrooms create a setting that feels spacious and restful. (Jan. 2020 photo)

  • The upper right bathroom is slightly larger and has a two sink vanity. (Jan. 2020 photo)

  • Whether you’re on the pool deck or your private deck, you’re going to love these fantastic views. (Nov. 2019 photo)

  • The left bedroom has a 4 poster queen bed, a closet, a/c and a TV in the armoire. (Jan. 2020 photo)

  • The left bedroom also has an adjoining tiled bath, visible through the doorway (Jan. 2020 photo)

  • The left bath is similar to the other Villa Venturoso bathrooms. (Jan. 2020 photo)

  • This is your first view of Villa Venturoso as you approach the villa.

  • The BBQ grill is located just steps from the exterior dining table. (Jan. 2020 photo)

  • With a grill chef’s view like this, “chillin and grillin” takes on a whole new meaning. (Jan. 2020 photo)

  • This is a corner to corner view of the great room. (Jan. 2020 photo)

  • Villa Venturoso’s owner commissioned a local artist to create this attractive wall mural, one with an interesting twist. (Jan. 2020 photo)

The Upper condo at Villa Venturoso is the top floor of a 2-level villa where each level contains a spacious 2-bedroom, 2-bath condo. The two condos can be rented separately, or the entire villa can be rented as a 4-bedroom, 4-bath home that sleeps up to 12 (there’s a queen sofa bed in the living room of each condo). The entrance to the Upper condo opens to a grand hallway. The two queen bedrooms and baths are located on opposite sides of the hallway, which leads into a spacious and attractive great room. The Upper great room contains the living, dining and kitchen areas and it has a cathedral ceiling with a wall mural underneath. A spacious covered deck runs the full length of the great room, and there is also a sun deck that cantilevers out from the covered deck. The 2 condos share a 24 ft private pool and a pool sundeck that is located a level below the Lower condo to give it more privacy. There is onsite parking in the front of the building for 1 vehicle per condo.


  • Save 15% - March 25 - April 11, 2020
  • New Reservations & Direct Bookings only
  • Rates
    Rates are based on 2 people per bedroom
  • In Season Prices
    Jan. 4, 2020 – April 10, 2020
    $3150/wk for 2 -4 people
  • Off Season Prices
    April 11 2020 – Dec. 18, 2020
    $2450/wk for 2 – 4 people
  • Holiday Rates (Flat Rate)
  • Thanksgiving
    (Nov 23 – 30, 2019)
    $2450/wk for 2-4 people

    Christmas/New Years
    (Dec 21, 2019 – Jan. 3, 2020)
    $3780/wk for 2-4 people

  • 12.5% Hotel tax/5% Service Charge
  • Damage Deposit
  • Caribbean Villas Comments:

    Villa Venturoso has one of the highest elevations in Cruz Bay, and definitely one of the most spectacular views. The road to Villa Venturoso dead ends 100 yards beyond the villa so there’s no thru traffic, making this location one of Cruz Bay’s more peaceful and quiet settings. Some other features worth highlighting include:

    This is a one owner villa. The owner is a home builder who built this well-designed and superior villa and he then stayed involved and made sure that both units were well maintained and cared for. The overall condition and appearance of these two units looks like they were built last year, instead of in 2008.

    The Upper condo’s floor plan, furnishings, appliances, baths and amenities are quite tasteful and nearly identical to those of the Lower condo.

    The inviting pool and sundeck are located in a semi private tropical setting below the Lower condo and each condo has a separate access to the pool,

    The Upper condo has an over-sized covered deck for dining and relaxing, plus a sundeck that juts out from the covered deck,

    The sunset views may just be some of the most colorful and spectacular sunsets that you have ever seen.

Request Information

Thank you for your interest in Villa Venturoso – Upper condo! 

Our villa consultants have 30+ years of knowledge and we look forward to helping you find your perfect villa vacation!

To email, please complete the following information or if you prefer to speak with a “live” person, please call our sales office, 800 338-0987.

We are open from 9:00 am to 5:00 pm, Monday – Friday, EST. You may also check availability and make a reservation on our website.

We look forward to hearing from you!

Diane, Dolores, Kris & Kim

Caribbean Villas of St John Staff

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