Calypso
Key Specifications
Villa Calypso is a charming hillside retreat above Anse des Cayes, where classic Caribbean style meets relaxed island living. With two en-suite bedrooms, vaulted interiors, and a terrace with a private pool and jacuzzi, it offers warmth, privacy, and sea-breeze simplicity. Surrounded by tropical gardens and bay views, it’s ideal for couples or small families seeking comfort and authentic St. Barts charm.
Charming 2-Bedroom Caribbean Retreat with Bay Views & Romantic Character
Villa Calypso is a small, romantic villa in Anse des Cayes, ideal for couples or two couples. It offers cozy comfort, views over the bay, and a design that nods to old-island charm.
Architecture & Layout
The villa is built in classic Caribbean style, with a red-tile roof, warm wood finishes, antiques, wicker seating, that evokes a “home” rather than a sterile modern building.
A central living room divides two bedroom wings; each bedroom opens out to the terrace.
The terrace is broad, leading to the pool and Jacuzzi, with shaded dining and lounge zones.
Tropical gardens and foliage wrap the villa, creating privacy and integration with nature.
Suites & Interiors
Bedrooms (2 ensuite suites)
• Each bedroom is air-conditioned, with romantic touches like four-poster beds or canopies, and sliding doors to the terrace.
• Both come with dressing rooms and en suite bathrooms.
Interior & communal living
• The living room is vaulted, warm in tone, featuring sofa seating, wood furnishings, and connections to terrace views.
• The kitchen is equipped and sits behind a bar counter, opening to the terrace for al fresco flow.
Shared Social Spaces
The terrace is the social heart: outdoor dining, lounging, sunbathing, and poolside life oriented to bay views.
There is a gazebo or shaded lounge, hammock corners, and seating zones positioned to catch breezes and views.
Pool & Outdoors
A small private pool with steps, and a Jacuzzi, complement the terrace.
The sun deck has lounge chairs, and the terrace flows directly to the garden planting.
Outdoor showers and BBQ features are included.
Perfect For
2 couples or small families (up to 4 guests)
Romantic getaways, anniversaries, or peaceful escapes
Guests wanting a villa with character, view, and privacy in Anse des Cayes
Signature Service
Every stay at Villa Calypso is elevated by our bespoke Signature Service, where chef and butler services are always included free of charge, seamlessly enhancing your vacation escape.
- Bedrooms
- 2 ensuite bedrooms (king or convertible, canopied style)
- Sleeps
- Up to 4 guests
- Bathrooms
- 2 full ensuite bathrooms
- Kitchen & Dining
- Fully equipped kitchen, bar counter, indoor + outdoor dining options
- Living Areas & Tech
- Vaulted living room, AC in bedrooms, WiFi / TV, sliding walls to terrace
- Outdoor / Pool
- Private pool with steps, Jacuzzi, terrace, sun deck, BBQ, garden, outdoor lounge zones
- Services
- Included: daily housekeeping (except Sunday / holidays), concierge service, meet & greet, pool & garden maintenance, linens & towels.
- Optional: provisioning, transport, special event arrangements.
- Location / Access
- Waterfront hillside in Anse des Cayes, quiet neighborhood, near surf beach
Private Chef & Multilingual Local Butler included, at No Extra Charge
Chef Experience:
- Each villa comes with its own private chef at no extra cost.
- Your private chef will prepare the delicious gourmet dishes that elevate your dining experience during your stay in St Barts.
- Each fine dining experience is customised to your dietary preferences and desires. Sample an vast array of dishes only limited by your desire and your appetite.
- Enjoy your meals upon request, ask for any style of international cuisine your taste buds crave, favourite dishes from back home or explore the local French-Creole cuisine.
- Our chefs specialise in a wide variety of fine dining experiences.
Butler Service:
- Relax with a seamless luxury experience made special by your multilingual butler without the price point of your rental changing.
- We want your stay to be exclusive, private, and tailored to your needs so your only job on the island will be to relax and have fun.
- Discover the island without a language barrier when you stay with us you get a complimentary Multilingual Butler to serve your every need.
- If you don’t speak English, or French, which are the main languages of the island, with your butler you’ll still be able to navigate St. Barts and easily communicate with locals and other travellers.
- Your butler wants to make your experience in St Barts bespoke by: mixing your cocktails, driving to the beach ahead of you to set up umbrellas and lounge chairs, and guide you to popular or exclusive island experiences.
Our Guest Experience Concierge service transforms your St. Barts getaway into an unforgettable luxury experience tailored precisely to your needs.
From the moment you book your villa, our dedicated team works behind the scenes to ensure every aspect of your stay exceeds expectations.
Your personal concierge will:
- Arrange all your transportation from arrival to departure
- Create custom itineraries based on your interests
- Secure reservations exclusive restaurants found in St. Barts
- Organize activities from yacht charters to snorkeling expeditions
- Provide 24/7 travel expertise and guest support services throughout your stay
Our concierge experts hold the secrets that are set to open you to the St. Barts hidden venues and most coveted experiences. For you, they’ll arrange anything you want from a private sunset champagne picnic on a secluded beach to a helicopter tour of St. Barts stunning coastline. Our guest services specialize in making your experience one of a kind.
Leave the details to us while you immerse yourself in the unparalleled beauty and sophistication that makes St. Barts the Caribbean’s crown jewel of luxury travel.
- They love the villa’s warm character, cozy feel, and how it feels like an intimate retreat.
- We love how Calypso feels lived-in and charming, not overly styled; every space invites view, breezes, and quiet moments. Its small scale is a feature, not a compromise.
Two-bedroom Caribbean-style Villa Calypso in St Barts
With private pool, jacuzzi, bay views, tropical gardens, and full concierge service
Villa Calypso – Romantic Villa with Pool & Jacuzzi in St Barts
See
Villa Calypso is tucked into the hills above Anse des Cayes, unfolding views of the turquoise bay and rolling green hills. Through glass sliding doors, the terrace, pool, and horizon merge.
Private Chef & Multilingual Local
Butler Included, at No Extra Charge
Calypso - image gallery
Calypso
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Enquire about Calypso
Sunset Cocktails & Island Views
As the sun dips low over the Caribbean, this terrace becomes your private escape, the pool glistening, palms swaying, and the horizon awash in gold.
Private Chef & Island Flavours by the Sea
Dine alfresco as your private chef prepares island-inspired dishes infused with tropical flavours. The ocean breeze, the scent of grilled seafood, and a chilled cocktail in hand create the perfect Caribbean evening.
Soak & Sip in Paradise
Ease into the bubbling jacuzzi as the island unfolds before you, turquoise bays, gentle palms, and endless sky. A chilled cocktail in hand completes the moment, where every ripple and breeze whispers the essence of St. Barts.