Mon – Fri (UK BST) 9:00am - 7:00pm
Saturday (UK BST) 10:00am - 4:00pm
800 652 8413
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10 bedrooms

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Sleeps 20

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San Casciano Val di Pesa

About Villa Machiavelli

 The medieval master of intrigue himself could not have planned better the positioning of Villa Machiavelli in Tuscany. Its strategically located on a cypress-shaded hillside in the heart of Chianti Classico wine country. This gorgeous 15th-century Tuscany villa is a haven of serenity. 10 individually designed rooms and suites promise stunning countryside views, while attentive and discreet staff ensure that every need is taken care of promptly.

The ground floor, reached through the courtyard, leads to an expansive loggia with sweeping views of nearby Florence. A piano lounge, a magnificent formal dining room, and a well-equipped kitchen make up the remaining communal spaces. Natural light pours in through the windows of three en suite bedrooms, which are decorated with antiques and objects d'art.

Upstairs you'll find a further six bedrooms and suites off a gallery which provides sumptuous panoramas of olive groves, forests and the villa's ample grounds.

On the Villa Machiavelli's lower ground floor you'll find a wine-tasting room, a gym and an inviting spa area. The spa offers a steam room, sauna and heated swimming pool.

Wander the manicured grounds, take a refreshing dip in the outdoor pool, or taste a few of the wines produced by this award-winning estate. You will struggle to find a more desirable Tuscan villa than this.

  • Facilities
  • Features
  • Inclusions
  • Facilities


  • Air Conditioning
  • Central Heating
  • Computer for Client's Use
  • Concierge Service
  • Dining Area (Outdoor)
  • DVD Player
  • Elevator
  • Fans Available
  • Gym Equipment
  • Hair Dryer
  • Hiking
  • Internet Access (Wireless)
  • Safe
  • Sauna
  • Steam Room
  • Swimming Pool
  • Swimming Pool (Fenced/Gated)
  • Swimming Pool (Heated Indoor)
  • Tea / Coffee Making Facilities
  • TV (Cable/Satellite)
  • Wine Cellar
  • Features
  • Inclusions

Check rates and availability for Villa Machiavelli

Availability information

Our villas are normally rented on a Saturday to Saturday basis throughout the year, however this can vary.

Rates information

Our villa-only rental option comes as standard and is ideal for those seeking pure independence while travelling.

In the area

  • Nearest town with shops/restaurants: San Casciano 4km
  • Other towns close-by: Florence 12km, Impruneta 12km, Badia a Passignano 19km, Greve in Chianti 25km, Certaldo 27km, San Gimignano 43km, Siena 66km
  • Nearest airport: 30km Florence, 77km Pisa
  • Nearest golf course – Ugolino 22km

Please note that the location on this map is an approximate guide, normally to the closest town or village.