Villa la Contessa, Siena, Italy

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.

PRICE: (Upon request)

For all Enquirers, we’ll get in touch ASAP.


Location: Buonconvento – Siena – Italy
Bedrooms: 9
Double beds: 9
Bathrooms: 10
Sleeps: 18

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


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


Initial cleaning


Check in: 16:00-19:00
Check out: 09:00-10:00


Washing machine
Ironing Set
No Elevator
staff available
No Smoking
Maintenance services
Satellite TV
Swimming Pool
Walking tours
Coffee machine
House linens (sheets & towels)
Baby cot
Pets allowed
Maid service upon request
Air conditioning


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)


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.

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; gardener 5 days/week; exclusive use of all the external areas and swimming pool (12 x 6 m); exclusive use of the welleness aerea with sauna and whirlpool bathtub; change of bath towels on Wednesday and Saturday; change of bed linens on Saturday; products from the Organic Vegetable garden and hen eggs from the henhouse; ping pong; pool table; bocce court; free WiFi; barbecue and wood oven pizza; nintendo Wii; satellite tv and Sky tv; DVD (library).

Excluded from the price: Pre-stock service: 100,00€ + costs by receipt; continental breakfast at buffet with service (10,00€/person); Chef and service for dinner from Sunday to Friday (not on Saturday) (30,00€/person wine excluded; 20,00€ kids under 14; children up to 3 free); organic extra-virgin olive oil from our production: 15,00€ per liter Tank of 3 ltrs: 45,00€ (ideal for a week); organic beer made with our fresh hops (bottle 0.75 lt – 12,00€, bottle 0.33 lt – 5,00€); kitchen course and dinner (40,00€ per adult; 20,00€ kids under 14); pizza night with professional pizza maker from Naples (40,00€/person from Monday to Thursday); wine tasting tour in our cantina (20,00€/person); wine tasting harmonized with a light buffet with typical products; private massage at the villa (90,00€/person) horse back riding (25,00€/person per hour/min 2 hrs); yoga teacher. 
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. 


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).

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