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St. Barts, Anse des Cayes

Calypso Villa | 2 BRs

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Description

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.

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.

Rates

Dates People Nightly Weekly
Apr 15, 2025 to Dec 14, 2025
5 Night Minimum
1-2 people $943 USD $6,600 USD
3-4 people $986 USD $6,900 USD
Dec 15, 2025 to Dec 19, 2025
7 Night Minimum
1-2 people $1,214 USD $8,500 USD
3-4 people $1,300 USD $9,100 USD
Dec 20, 2025 to Jan 5, 2026
12 Night Minimum
1-4 people
Christmas
$2,400 USD $16,800 USD
Jan 6, 2026 to Mar 13, 2026
7 Night Minimum
1-2 people $1,214 USD $8,500 USD
3-4 people $1,300 USD $9,100 USD
Mar 14, 2026 to Mar 26, 2026
7 Night Minimum
1-4 people
Bucket Regatta
$1,786 USD $12,500 USD
Mar 27, 2026 to Apr 14, 2026
7 Night Minimum
1-2 people $1,214 USD $8,500 USD
3-4 people $1,300 USD $9,100 USD
Apr 15, 2026 to Dec 14, 2026
5 Night Minimum
1-2 people $943 USD $6,600 USD
3-4 people $986 USD $6,900 USD
Dec 15, 2026 to Dec 19, 2026
7 Night Minimum
1-2 people $1,214 USD $8,500 USD
3-4 people $1,300 USD $9,100 USD
Dec 20, 2026 to Jan 5, 2027
12 Night Minimum
1-4 people
Christmas
$2,400 USD $16,800 USD
Rates shown in

Notes on Rates:

  • Rates range from $943 to $2,400/night.
  • 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.
  • Holiday bookings may require longer stays or whole house rate.
  • Some villa rates are based on 2 people per bedroom. Please ask your agent.

Personal Concierge Services

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.

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

Details

Beds & Baths

Main House

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

Staff

  • 1 Housekeeper: Off Sunday and holidays

Features

Interior

  • Blender
  • Coffee Maker - Drip style
  • Dishwasher
  • Fridge
  • Ice maker
  • Internet Access/WiFi
  • Microwave
  • Oven/Stove
  • Satellite
  • Toaster
  • U.S. Satellite

Exterior

  • BBQ Outside (charcoal)
  • Hot Tub
  • Pool at Villa
Pool 26 x13 x 5 ft.
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

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