Villa Giancarlo is a distinguished villa forming part of the extensive Montestigliano estate of 3.000 acres just south west of Siena.
Situated in exceptionally picturesque countryside, Montestigliano has all the characteristics of the classic Tuscan Great Estate: avenues of cypresses, vineyards, olive groves, woodlands and neat, cultivated fields. Other farmhouses on the estate have been converted for holiday use. Villa Giancarlo is the heart of this historic hamlet and has elegant period interiors that speak of ancient prosperity and status, with large, nobly proportioned rooms with high, beamed, decorated ceilings and antique furniture.
Villa Giancarlo is listed under the following categories:
Villa Giancarlo is the large villa that presides over the hamlet's square, its formal orange facade acting as a backdrop to many a wedding photo and souvenir pic.
The entrance is from an external and formal staircase into a large entrance hall. On the left you'll find a simple kitchen connected to a dining room. On the opposite wing of the house there are two living areas that open onto a large panoramic terrace overlooking one of the swimming pools of Montestigliano‘s hamlet, with long-reaching views of the skyline of Siena.
Also on the ground floor, there is a single bedroom with a French bed and a bathroom with a shower.
From the entrance hall a wide staircase leads upstairs, where a large hall mirrors the downstairs entrance hall. From this elegant hall doors lead to two double rooms with bathrooms ensuite, one single bedroom with a French bed with bathroom ensuite and two double bedrooms sharing a comfortable family bathroom.
A large terrace surrounds the whole ground floor of the Villa and is fully equipped for dining out. From the terrace you can also enter a narrow and long Italian-style garden, a peaceful area where you can relax, read and enjoy the Tuscan landscape.
There are two large swimming pools shared by guests at the main villa and the farmhouses. Both have ample sun furniture and extensive views across the countryside as far as Siena. The pool nearest the villa is reserved for people who want peace and quiet.
The estate buildings form a small complex with some farmhouses and agricultural buildings in a beautiful position on top of a hill, with extensive views of the surrounding countryside. Wide, sandy floored cypress lined avenues traverse the forested hills of the estate, often terminating in belvederes at the most impressive viewpoints.
Although many of the stone benches which once flanked the avenues have gone, enough still remain to provide resting places on your walks down these romantic remnants of a more leisured era. Through the tangled woodlands, across the cultivated plain below, one can see Siena and the Chianti hills in the distance, and there is a rare abundance of wild flowers and animals. Wine, olive oil and other farm produce is for sale and guests are very welcome to watch or join in with agricultural activities.
From € 617 to 990 per day
From € 4,320 to € 5,940 per week
Approximately
$ 5,054 to $ 6,950 in USD
For over 40 years, Invitation to Tuscany has personally selected and visited every villa we represent. Our team knows each property and its surroundings intimately - allowing us to help you choose the perfect home for your family or group, and to make your stay as memorable as the place itself.
Check availability: View pricing and availability in the calendar above. To book online, click your desired arrival date, then your departure date. The calendar will grey out dates for stay lengths that aren't accepted—most villas book Saturday to Saturday, but many also allow shorter stays or flexible dates.
We visit our properties regularly and can provide firsthand advice based on your wishlist. Contact us and we'll help you select the best villa for your holiday. Secure your dates: We can hold your preferred dates for 48 hours while you confirm flights and coordinate with your group. To confirm, simply pay the 30% deposit. Your balance will be due 10 weeks before arrival.
Every booking includes our free concierge service to help make your stay special:
Need more support? Our Concierge Plus (€300) provides dedicated planning support for guests requiring more activity bookings, larger group logistics, or special occasions. Please note that weddings and event planning do not fall under this. Request this when booking or as early as possible.
Easy cancellation: Add XCover to your booking for a full refund if you can't travel. You can add XCover anytime before paying your balance - just ask your agent. See our Booking Conditions and XCover for more information. Need to change dates? Let us know - we can often modify your booking rather than cancelling outright.
Tourist Tax: Many local administrations charge a tourist tax for rental accommodation, which varies by town. Charges typically range from €0.50 to €5 per person per night, with a maximum of 5-7 nights. Children are sometimes exempt. These charges are collected by property owners and paid directly to them.
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