Villa La Contessa

Buonconvento - Siena - Italy

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The villa can be requested in smaller versions for a lower number of guests.
Villa La Contessa offers the opportunity to stay in one of the most beautiful and fascinating place in Italy: Chianti, in particular the area surrounding the Val d'Arbia, Montalcino, Montepulciano. The property is located in a dominant position on a small hill, offering an absolutely amazing "360 degree view", ensuring at the same time maximum privacy and tranquillity, being separated from the surrounding properties.

A short, well-maintained unpaved road will lead you to the villa. The main complex is surrounded by an area with shed ( closed to guests), parking garages, a vegetable patch that is maintained daily by the gardener and whose products can be tasted ,a small park with swimming pool (12 x 6 m), and a separate area with a hammock. Just in front of the main house and the covered porch with table for about 18 people is the Guest house. In addition, you can use the barbecue, ping-pong table, and of course the vast green space equipped with sun beds to relax and occasionally take a bath in the swimming pool. The external and internal areas of the property are covered by free Wi-Fi internet connection.

The villa (750 sqm), renewed in April 2013, it is still characterized by the magical atmosphere of a typical Tuscan farmhouse. There is the possibility to use the villa in exclusive, for the total number of guests (18), or for smaller versions to meet the requirements of smaller groups, respectively :

Villa Contessa + Guest house for a total of 18 sleeps (16 + 2)
Villa Contessa for a total of 16 sleeps
Two Family House + Guest house for a total of 14 sleeps (12 + 2)
Two Family House for 12 sleeps

Ground floor: You can access the large living room with a thermal fireplace (energy-saving, providing electric energy) and vast space with armchairs, sofas and flat screen tv. Another interesting point is antique furniture, including a table and chest of fine workmanship. The hall with billiard table, sauna and jacuzzi is accessible from the porch: in the past it was a ruined barn, and the stone arches have been restructured and saved. The kitchen is divided into two spaces, one with side shelves to organize even cooking lessons, the other with a table, dishwasher, oven, fridge, freezer and microwave. Next to to the kitchen is an additional living room with sofa, Tv Flat. The bedrooms are 2 (double beds which can be separated), with 2 full bathrooms.
First floor: It can be accessed through 2 different entrances, making it partially independent to be rented separately. There are a total of 6 bedrooms (double beds which can be separated), with 6 full bathrooms. 3 of the total rooms are equipped with air conditioning. There are also a rustic kitchen that reflects the original structure of the house, with fireplace, stone floor and complete equipments; 2 living rooms, the first one in Oriental style with a long wooden table, the other one with an ancient fireplace, really fascinating.
Guest house: easily accessible through the garden (10 meters from the main entrance of the villa), this large and elegant living room is ideal for a couple: it has a living room, a double bedroom (the bed can be split in 2 single ones) and a complete bathroom.

Villa La Contessa is one of the most complete properties at your disposal, a place that you will hardly forget the day of your departure...

This property can only be booked from Saturday to Saturday (only in Peak season) and smaller portions (14 and 12 people) cannot be rented in July and August.

Pricing information:
Please be informed that the villa can also be booked in different versions with 6, 7 and 8 bedrooms and with reduced prices. Please ask us for more information.

Included in the price: Utilities: Water, gas and electricity, park and pool maintenance; bathroom towels change once a week (Tuesday), and linen change (Saturday); supply towels (for the bathrooms, the spa and the swimming pool), housekeeper for daily cleaning and bedrooms (1 people, 3 to 5 hours/day depending on the rented version, 6 days/week); organic products from the vegetable patch; welcome basket (only for weekly rentals) with local products (wine, pasta, breads, meats, cheeses); Spa, Jacuzzi, Sauna, Billiards, Table Tennis, free Wi-fi, Nintendo Wii, DVD and SKY satellite tv.

Excluded from the price: Final cleaning (450,00 €), breakfasts (€ 10,00/guest), lunches, dinners (€ 30,00/guest wine included - € 20,00/kid under 14) on request; kitchen course and dinner (€ 50,00/adult - € 20,00/kids under 14), wine tasting tour in the nearby owner's cantina (€ 20,00/guest - from Friday to Tuesday at 5 p.m.); horseback riding (€ 25,00/hour); tourist tax: € 1 per person every day (+ 14 years old) for a maximum of 7 nights.
Security Deposit: Customers are required to pay € 1.000,00 security deposit upon arrival (cash), which will be returned at the end of the stay deducted from eventual damages or other extra services.

The villa has 6 external parking places (3 covered).

Immersed in one of the most famous and beautiful areas in Tuscany, La Contessa is located up on a typical Tuscan hill just few kilometers away from the hamlet Buonconvento, one of the most beautiful all over Italy: it has many kind of shops (typical products as well), and a supermarket open on Sunday until 1:00 pm.
Val d'Arbia Montalcino are less than 20 km away, slightly farther is Siena and Montepulciano.

For who loves sports and adventure:
Horse riding, hot-air balloon flights, and many others attractions such as “L’eroica”, a long bike tour among unpaved and dusty roads...
For who looks for rest and the tranquillity of nature:
Spas in Val d’Orcia (Bagno Vignone), trekking and paths on the via Francigena, Pienza's magical atmosphere, Golf courses (Borgo La Bagnaia).

Main distances:
Montalcino 12 km, Pienza 27 km, Siena 33 Km, Grosseto 67 Km, Florence Airport 110 Km, Rome 240 Km.

Air conditioned (3 bedrooms)
Internet Wi-Fi
Washing machine
Towels and dishes for 18 guests
Thermal fireplace
MicrowaveSatellite TV (Sky)
DVD player
Private park
Billiard table
Sauna and jacuzzi
Barbecue / pizza oven
6 parking places (3 covered)
Private swimming pool (12 x 6 m)
Vegetable patch
Pool and garden maintenance
Welcome buffet
Housekeeper (from 2 to 4 hours/day)
Pets allowed (on request)
Cots and baby beds (on request)
Cooking lessons (on request)
Trails and horse riding
Oil and wine tasting (on request)

Booking conditions

  • Inclusions Initial cleaning
  • Available methods of payment: Wire transfer
    Credit Card
  • Check-in time: 15:00 - 19:00
  • Check-out time: 09:00 - 11:00
  • Cancellation Policy For cancellations 45 days or more prior to the arrival date, 100% of the paid amount will be retained; for cancellations with less notice, the full rental amount will be retained.


  • 4.7/5 I can consider it to be the best experience I have ever had on holiday! I am still so relaxed that people that know me told me that I changed when they saw me after my holiday. The villa is amazingly furnished and you have every comfort you need, swimming pool, jacuzzi, sauna! I wasn't too keen on wondering around in Tuscany because I loved just staying there, but also the cuisine and the wine left me amazed! I will go back for sure!
  • 4.3/5 We did not expect such a fascinating and elegant villa. It met our needs in terms of both practicality and luxuriousness, therefore we enjoyed a lot our stay there. We want to thank Windows on Tuscany for its high quality service: we have been helped day by day by professional people.


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