4+ Bdrm VillasLuxury St John Vacation Rentals

Villa Calypso


As you enter Villa Calypso’s custom brick and stone pathway, you will be greeted by arched, custom mahogany doors that will transport you to an Old World villa set back in time, with all the modern conveniences you would desire and expect in a luxury resort. From the luxurious and plush furnishings to the lighted lanterns that surround the villa, to the infinity pool overlooking the beautiful sparkling turquoise ocean beneath you, Villa Calypso will bring you to a place of happiness and peace.

When Villa Calypso’s mahagony doors open, you will immediately experience the expansive and sweeping vistas of the Caribbean Sea with brick archways that surround you. Looking onto the hand-laid custom brickwork, which overlooks the infinity pool and hot tub that meets the turquoise sea, guests will enjoy lounging on our Provence chaise lounge with Tuuci large umbrellas for shade. All of Villa Calypso’s chaise lounge chairs and seating offer deep, plush cushions for your guest’s comfort.

Exquisite hand-laid tiles from Turkey are under the foyer veranda where you can dine on a large Provence dining table, or enjoy a separate living room area with sofa and lounge chairs for conversation and group activities. An elegant powder room is right in the foyer area for our guests. A custom circular travertine stairway brings you to a tower that leads to two master suites on the second floor.


Villa Calypso is just steps above Klein Bay Beach. The owners have built a custom stone and brick walkway path that leads directly to the street below, toward your private beach access. Klein Bay Beach is a rocky beach with areas of shade and sun. Bring our beach chairs for some fun while you snorkel Klein Bay. We have some of the best snorkeling on St. John, just steps away from your villa! We are also snorkeling distance to Ditleff Point and Monte Bay. It’s a hidden gem.

Exclusively for our guests: Double ocean kayaks that sit on the beach below with life jackets for older children through adults.


  • Full A/C throughout Villa Calypso.
  • Hi-Speed Wireless Internet throughout the villa.
  • Indoor and outdoor showers overlooking the Caribbean in each master-suite.
  • 27×12 Infinity Edge pool and Hot Tub that accommodates up to 10 guests.
  • Multiple dining and Veranda areas all around the villa. Cafe string lights and candle lanterns creating a soothing and Old-world mood.
  • A large 55″ 3-D flat-screen SMART TV/Satellite connection, Apple Desktop computer with printer/fax/scanner, Blu-Ray CD Player and Library, and a SONOS Wireless Music System for your listening enjoyment inside and outside of the villa.
  • Elegant furnishings, velvet drapery, and custom slipcovered furniture.
  • Large, Spacious Great Room with comfortable, luxurious, and child-friendly furnishings.
  • Conveniently located powder room off the veranda.
  • Double bathroom vanity sinks in hammered antique copper.
  • Rohl faucets and fixtures throughout.
  • TOTO toilets.
  • Laundry room/utility room near the kitchen area, with separate entrance for the Housekeeping staff.
  • Full-house generator.
  • The driveway can accommodate 3-4 vehicles.


Gail Goodwin / Owner

More info, availability and reservations please visit our BOOK DIRECT Listing