• Top destinations
  • London
  • New York
  • Los Angeles
  • Turks and Caicos
  • St John
  • San Francisco



Chianti, Tuscany

  • 16 
  • 8
  • 7


Villa Cipresso is a very beautiful 13th century villa located in the Chianti area, approximately 7 miles from Siena. This villa is composed of two separate structures: the main house (3,500 sqft) and the annex (1,500 sqft). The main house is characterized by a watch-tower to which two lateral structures were added over time. This particular layout, with the annex separate from the main villa, make Il Cipresso the ideal property for large groups who will enjoy gathering together yet having their own privacy when needed. The 27-hectare estate where the villa resides produces its own wine which can be served at the villa upon request. Much attention has been dedicated to the interiors during the restoration to maintain the structure as original as possible. This is visible in the wood beamed ceilings throughout, the stone walls, and especially on the ground floor where big arches frame the different areas of the spacious living room (more than 1,000 sqft): the dining area with the large table, the sitting room with comfortable sofas, the sunk-in reading corner with its inviting leather armchairs. On the first floor of the tower, the main villa hosts another sitting area with flat screen TV, a cozy space to relax playing cards among friends, or in codler months, to enjoy the warmth of a lively fireplace. On the third floor of the tower is a small art gallery with large windows overlooking the beautiful Chianti landscape. Spacious, well appointed fully equipped kitchen and guest bathroom. The annex features, beside a small kitchenette, a large living room with fireplace and dining table, and a TV area with sofa. The patio features a large outdoor dining table, perfect for shady relaxing and informal dining, and there is also a BBQ grill and outdoor cooking area to prepare delicious local food feasts. The private large swimming pool is reachable through a paved path and there are sun beds around the pool to enjoy hours of sunbathing. The pool has a ladder on one side. Manicured gardens surround the property for complete privacy. Due to its traditional stone construction and hilltop position, Cipresso remains cool also during the summer months. All bedrooms feature A/C. The spacious grazzy lawns of the estate are perfect for families with children. The location is ideal for wine lovers because it is a great starting point for trips to Chianti Classico and its charming villages of Gaiole, Castellina, the Castle of Brolio, which are to be found within 10 miles of the Villa.


Approximate location



Babies welcome
Children welcome
Toddlers welcome
Pets welcome


Outdoor pool
Swimming pool


Coffee machine
Iron and ironing board
Music player
Satellite or cable
Washing machine
Built-in fans

Home truths

  • Staffing details: Manager, Gardener/Pool Maintenance


The following additional costs apply, please speak to a Travel Advisor for more details.

  • 1500 Security Deposit
  • 1.5 Government Tourist Levy Fee (per person per night)

Similar homes