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Caribbean Villas of St. John

Property and vacation rental managersSt. JohnEstate Chocolate HoleLast verified October 29, 2026

Visit the website Call 340-776-6152

Around Chocolate Hole and Great Cruz Bay

A straight-down aerial view of Great Cruz Bay, with many boats moored off a beach and resort, and the smaller Chocolate Hole bay to the southeast, among hillside homes on St. John

Photo: USDA Farm Service Agency, Aerial Photography Field Office, and NOAA Office for Coastal Management (NAIP imagery), Public domain (U.S. government work)

Great Cruz Bay and Chocolate Hole, St. John
White sand beach curving along Great Cruz Bay on St. John, with boats at anchor and houses on the green hillside beyond

Photo: TravelingOtter, CC BY-SA 2.0

Great Cruz Bay, St. John
Sailboats and a sportfishing boat moored in Great Cruz Bay on St. John, below a wooded hillside dotted with houses

Photo: TravelingOtter, CC BY-SA 2.0

Great Cruz Bay, St. John

Caribbean Villas of St. John is a vacation rental management company with an island office in Palm Plaza at 260-275 Chocolate Hole and a reservations office in Scarborough, Maine. Its website says it has managed vacation rentals in the U.S. Virgin Islands for more than 30 years. For owners, the list-with-us page describes routine and preventive maintenance, housekeeping coordination, landscaping and pool or spa care, and property inspections with updates to the owner. Its marketing team works on attracting new and repeat guests and on increasing direct bookings, while the Maine team handles reservations and guest communication. The page does not mention hurricane preparation, accounting or tax filing, so ask how storms are handled, who collects and files the hotel room tax, and what the management fee covers. The St. John office can be reached at 340-776-6152.

Services

  • Vacation rental management
  • Routine and preventive maintenance
  • Housekeeping coordination
  • Landscaping and pool or spa care
  • Property inspections and owner updates
  • Marketing aimed at new, repeat and direct bookings
  • Reservations and guest communication

How we checked

Last verified on October 29, 2026. The business has not reviewed this listing.

Source: Caribbean Villas of St. John website: list with us, https://www.caribbeanvilla.com/list-with-us/, and contact, https://www.caribbeanvilla.com/contact-us/, accessed 2026-10-29. Mailing address P.O. Box 458, St. John, USVI 00831. Reservations office: 89 Mussey Rd., Suite 103, Scarborough, ME 04074, 800-338-0987. DLCA License Search, https://secure.dlca.vi.gov/license/Asps/Search/License_search.aspx (business name CARIBBEAN VILLAS; Caribbean Villas & Resorts Management Inc., license 3-3808-4L, Palm Plaza Complex B2, 260 Rem. Chocolate Hole, activities include Owners Representative Coordinator, expires 02/28/2027), accessed 2026-10-29. The St. John office hours are published as Monday to Saturday, 9:00 am to 5:00 pm MDT, which looks like a time zone error, so hours are left out.

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