The Island Getaway

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 Ocean View
View Of Exterior From Driveway
Driveway And Entrance Gate
Entry Gate

The Great Room and Kitchen

As you enter the spacious layout of the Great Room, you will see the custom mahogany gourmet kitchen cabinets, custom Malibu hand-painted Mediterranean tiles, a large 9-foot distressed elm Belgian trestle dining table for 10 guests, personal Mac computer desk area, large custom Taylor Scott slipcovered sofas that are plush and so, so comfortable, which will allow guests to stretch out and relax after a day at the beach. A large SMART 55-inch 3-D flat-screen television sets the stage for a little bit of entertainment for all. Window-lined vistas of the Caribbean are all around you with large, mahogany arched doors to allow the sun to come in and flood the large room. Walk out onto the Great Room Veranda to be greeted with the ocean below with more seating for your group with a Provence sofa and more lounge chairs.

As you walk out of the kitchen area to Villa Calypso’s leeward court, you will find our gourmet BBQ area, gardens, a large trestle table for dining, and plenty of seating with shade. Cafe string lights and lanterns create a romantic and festive mood, after a fun-filled day of memories.

Great Room Dining Table
Great Room Gathering Area
Great Room Gathering Area
Great Room Gathering Area

Master Suites and Bedrooms

Villa Calypso has 4 Master-Suites, where guests enjoy the luxury of W Hotel Mattresses throughout the villa, high-end drapery, luxury bedding, 18th Century Empire custom-furnishings, and beautiful private outdoor terraces with sweeping views of the Caribbean. Each private terrace has Provence seating and tables to enjoy the magnificent beauty of the turquoise Caribbean water below. All Masters-Suites have 40-inch flat-screen TVs, and custom slip-covered Taylor Scott chairs and ottoman for those who desire some quiet time inside.

Enter your master bath where guests will be making the difficult choice to enjoy either an outdoor or indoor shower. The outdoor shower overlooks fabulous and secluded Klein Bay beach, which only Klein Bay residents and guests have access to. You will see custom mahogany double vanities, hammered copper sinks, Rohl Living bronze faucets, and high-end bath towels, and sumptuous toiletries for your stay.

Connected to one of the Master-Suites is a special room, which is part of the Family Suite. This bedroom was created for young children or teens. It contains 2 twin trunk beds and a 32-inch flat-screen TV. This room has no outdoor entrance for parents’ peace of mind. In both the Master and the children’s room, each has its own door for privacy.

Bedroom 2
Bedroom 3
Bedroom 4
Bedroom 5
Bedroom 1
Bathroom 1
Bathroom 3

Ocean Views and Beach Access

Everywhere at Villa Calypso, you will hear the tranquil sound of the ocean hitting the beach below, and feel the trade winds that cool you. You will enjoy the peaceful and upscale neighborhood of Klein Bay after a memorable day at one of St. John’s beautiful beaches. As an added bonus for our guests, there’s a custom stone and brick, a private walkway that leads directly to the beach area. You can also hop in your jeep and drive to the street below the villa where you can park your vehicle right at our hidden entrance.

Hot Tub And Pool
Ocean View
Path To Klein Bay Beach
Path To Klein Bay Beach

Villa Overview

Villa Floorplans First Floor   |   Second Floor
Max Persons 10
Bedrooms 4 + 1, all with central A/C and ceiling fans
Bed Specs 4 Kings, 2 twin-size beds
The Grounds Beautiful and exotic trees, plants, birds, flowers
Baths 4 Master Suites with indoor and outdoor showers with double vanity sinks in each. Elegant powder room in veranda.
Pool Yes. 12′ x 27′
Spa / Hot Tub Yes
Spa / Hot Tub Specs Seats 10
Nearest Beach Klein Bay (3 Minute walk)
Children Welcome Yes
Pets No
Maid Service Yes. Cleaning is done before arrival, Housekeeping staff will do a light cleaning mid-week with a 7-night stay.
Smoking Not Permitted inside or outside the house anywhere on the property, due to insurance reasons.  ($2500 Penalty for smoking on the property.)
Square Footage 3,000 interior, 2,800 exterior
Damage Deposit $1,500 hold on a credit card (not charged)
Concierge Services Provided Drinks and appetizers for your arrival, dinner for your first night’s stay
Additional Services Pre-Stay meal provisioning, on-site massage, personal chefs, day trips & more. Just let us know what you need as we’re here and happy to help you!
Generator Backup power generator with auto transfer switch.