Villa Carlisa

Villa Carlisa is a beautifully restored Tuscan retreat set on a working wine estate near the medieval town of Radda in Chianti. Surrounded by vineyards, olive groves and forested hills, the villa combines centuries of history with contemporary comfort, creating an exceptional setting for families and groups of friends wishing to experience the heart of Chianti, Tuscany. 

The residence evolved from a medieval watchtower that once guarded the surrounding valley. Today, the original stonework, exposed beams and traditional architectural details are complemented by refined furnishings, carefully selected artwork and modern amenities. The tower remains one of the villa’s most distinctive features, offering elevated views across the estate and an atmospheric setting for an evening drink as the sun sets over the vineyards.

Villa Carlisa features five individually styled bedrooms, each with its own bathroom and generous wardrobe space. The interiors extend across several levels and include elegant living and dining areas, a fireplace, a professional kitchen and multiple terraces that invite guests to move effortlessly between indoor and outdoor living. Several bedrooms open directly onto the gardens or terraces, while the tower suite offers additional privacy and character.

The outdoor spaces have been designed for long, unhurried days in the Tuscan countryside. A private heated saltwater swimming pool is framed by sun loungers, parasols and a shaded gazebo, with sweeping views over the surrounding vineyards. Three terraces provide beautiful settings for breakfast in the morning light, leisurely lunches beneath the pergola and dinners overlooking the hills. Families will also appreciate the children’s playground and spacious enclosed grounds.

Wellness and entertainment are central to the experience at Villa Carlisa. Guests can enjoy a private hammam, a spa treatment room and a well-equipped gym, with a yoga or meditation space available on request. The games areas offer billiards, foosball, darts and board games, while pétanque, table tennis and outdoor activities provide entertainment for every generation.

As part of a working wine estate, the villa offers an authentic introduction to the traditions of Chianti. Private wine tastings and visits to the estate’s cellar can be arranged, along with Tuscan cooking classes in the professional kitchen. Daily continental breakfast service is available, with the cost of groceries payable locally, while private chef experiences and additional meals may be organized through the Haute Retreats concierge.

Things to Do Near Villa Carlisa

Radda in Chianti is approximately five minutes away and is one of the most picturesque towns along the Chianti Classico wine route. Wander its narrow medieval streets, visit local enotecas and stop for lunch at a traditional trattoria overlooking the countryside.

The fortified hamlet of Volpaia is around 12 minutes from the villa. Known for its beautifully preserved stone buildings and historic wine cellars, it is an enchanting place for a tasting followed by a relaxed walk through the village.

Gaiole in Chianti, approximately 15 minutes away, provides another gateway to the region’s celebrated wineries, castles and country restaurants. Nearby estates offer private cellar tours, vineyard lunches and tastings of Chianti Classico and Super Tuscan wines.

The quiet roads surrounding the villa are ideal for walking, cycling and e-bike excursions through vineyards, olive groves and small hilltop villages. E-bikes can be requested at the property, making it easy to explore the countryside at a leisurely pace.

For a full-day excursion, Siena, Florence, San Gimignano and Arezzo are all within reach. Guests can discover Renaissance masterpieces in Florence, explore Siena’s Piazza del Campo or spend an afternoon among the medieval towers of San Gimignano before returning to the privacy of the estate.

With its winemaking heritage, restorative wellness facilities and privileged position in the Chianti countryside, Villa Carlisa offers an elegant and deeply authentic Tuscan experience—equally suited to peaceful family holidays, celebrations and extended stays among the vineyards.

CIN: IT052023B5P584LT8Q

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