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St. Barts villa expert

Know Before You Go...

Calypso Villa is the perfect house on a perfect hill for a pair of traveling couples or a small family with slightly older children.  It’s located in the Anse des Cayes neighborhood and situated to look right out over the water—you just won’t get tired of the views.  The villa itself is made up of two bedrooms on each end of the house, a living room, a very fine kitchen, an outdoor patio with lounge chairs & an 8-seat dining table, with a pool/pool deck with a Jacuzzi on the left edge.  Between the pool, Jacuzzi, entertainment spaces, and the location of it all, Calypso really sets some standards when it comes to a St. Barts vacay.  For time by the water, it is only a 10-minute drive to St. Jean Beach, plus there are many other beaches and scenes to explore.

Shawna , 214-350-6220 x9102

Like the buoyant, lilting rhythms and melodies of calypso music, Villa Calypso is effortlessly elegant and classically Caribbean. Its charm and romance have a timeless appeal, making you comfortable in your island home as soon as you arrive. This luxury rental property embodies the spirit of old St. Barth, with its red tiled roof, warm woods, antiques, wicker lounge chairs, and overstuffed upholstered couches.  It is a traditional refuge for those who would like something warmer and homier than the sleek minimalism that informs the design of many villas.

Located in the secluded waterfront neighborhood of Anse des Cayes, Villa Calypso consists of a large living room with romantic bedrooms on either side. Each of these rooms opens directly onto an expansive terrace, with beautiful views of the sparkling bay down below. Breezes waft into the spacious but cozy-feeling living room that features an open kitchen and bar counter behind it.  Several dining tables occupy shaded areas outside, and in the sun there are lounge chairs, a pool, and a Jacuzzi.

The bedrooms are pristine and romantic with canopied beds (one of them a classic four-poster) and large bathrooms decorated with a pretty mix of marble and dark wood. But the views from their windows are beguiling enough that it is unlikely you will spend much time looking at the interiors.

Quick Quote

Dates People Nightly
Apr 15, 2019 to Dec 14, 2019
5 Night Minimum
1-2 people $557 USD
3-4 people $643 USD
Dec 15, 2019 to Dec 21, 2019
7 Night Minimum
1-2 people $1,129 USD
3-4 people $1,214 USD
Dec 22, 2019 to Jan 5, 2020
14 Night Minimum
1-4 people
$2,114 USD
Jan 6, 2020 to Apr 14, 2020
7 Night Minimum
1-2 people $1,129 USD
3-4 people $1,214 USD
Apr 15, 2020 to Dec 14, 2020
5 Night Minimum
1-2 people $557 USD
3-4 people $643 USD

Notes on Rates:

  • All rental rates are based on two persons per bedroom.
  • This property charges rates in US Dollars (USD).
  • Rates do not include: tax of 5%, island charges of 10%.
  • Rates are subject to change.
Rates shown in

Choosing the right villa is just the first step in creating the perfect vacation experience. We help you plan every element of your villa vacation, from rental cars to spa treatments, completely personalized to you.

  • spa services
  • chef/cook services
  • butler service
  • car rental
  • restaurant reservations
  • activity and sightseeing
  • ferry/airport transfers
  • grocery provisioning
  • laundry service

    Beds & Baths

    Main House

    • Bedroom 1: Main Level
      • 1 King, Air Conditioning, Ceiling Fan, Safe, Ocean View, Exterior Access
      • Ensuite Full Bath with Shower
    • Bedroom 2: Main Level
      • 1 King/Twin, Air Conditioning, Ceiling Fan, Safe, Ocean View, Exterior Access
      • Ensuite Full Bath with Shower


  • 1 Housekeeper: Off Sunday and holidays


  • BBQ Outside (charcoal)
  • Blender
  • CD Player
  • Coffee Maker
  • Dishwasher
  • Fridge
  • Hot Tub
  • Ice maker
  • Internet Access/WiFi
  • Microwave
  • Oven/Stove
  • Pool at Villa
  • Satellite
  • Toaster
  • U.S. Satellite
Pool 26 x13 x 5 ft.
Air Conditioning A/C in bedrooms
Location Anse des Cayes, St. Barths
Beach St. Jean and the white-sand beach at Flamands are about a 10-minute drive away.
Transfers Your personal concierge will greet you at the airport or ferry dock on arrival, assist you with picking up your rental car and will guide you to the villa where you will receive an orientation. Departure transfers not included.
Notes Dining room seats 8
Children Welcome - Over 7 Please
Availability and usefulness of sports and outdoor equipment is not guaranteed because of heavy use and exposure to the elements.


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