This charming cottage is nestled in the heart of the beautiful Val di Chiana, a few minutes’ drive from the picturesque hilltop town of Castiglion Fiorentino and 15 minutes from Cortona. Here you can enjoy the peace and quiet of the Tuscan countryside and all the benefits of a lively historical town not far away.
“La Tabaccaia” was originally built in the early 20th century and used to dry tobacco leaves grown on nearby farms. The building has recently been restored with much care, preserving its authenticity and charm while fusing it with the comforts of modern times. On the same property is the main “farmhouse” where the discreet and helpful owners reside. Anna and her parents Fausto and Flavia can help you get settled in, plan activities, and answer questions about the area. (We speak and understand English!)
The 5000 m2 fenced property includes olive trees, oak trees, spacious lawns and a large swimming pool, open from May to September, with a delightful view of nearby Castiglion Fiorentino.
The pool is surrounded by gardens filled with lavender and rosemary. There, you will find comfortable lounge chairs for your relaxing pleasure and an outdoor shower. Pool towels are included in the rental rate. The pool is shared with other guests (max 3) who occupy an apartment in the villa.

The house consists of two floors which can comfortably accommodate 4+1 adults.
Ground Floor
1 open living area – including kitchen/dining, and satellite TV
1 full, smaller bathroom with a sink, shower, and toilet
1 bedroom with twin/single beds
Second Floor
1 master bedroom with dressing area
1 full bathroom with a sink, shower, toilet
Bedding, towels, electricity, wifi are included in the rental rate. Heating is not included.
Additional amenities for our guests include complimentary Internet (Wi-Fi). Our guests can enjoy the large yard for relaxing, playing with their children, and dining at the outdoor table under a gazebo. The views of Castiglion Fiorentino and the surrounding countryside are always with you at this hilltop retreat. There is also a charcoal barbeque on site for guest use.
Three touring bicycles are available to guests who might enjoy a slower paced, albeit challenging, exploration of the nearby countryside.
Guests may use the laundry area on the ground floor of the owners’ house, which includes a washing machine. Clothes may be hung on a rack to dry.
The owners live in the main house on the property and are available should you require assistance. We are happy to give you recommendations and help make reservations for local dining. We can also give you advice on what to do or see in the area.
La Tabaccaia is located in southern Tuscany, with easy access to interesting destinations. By car, we are 2.5 hours north of Rome, just over an hour south of Florence, 45 minutes east of Siena, and 40 minutes from Montepulciano, Perugia and numerous other beautiful Tuscan towns. The property is just a few minutes from the Castiglion Fiorentino train station on the Rome – Florence train line.


Keywords: cottage, holiday house, pool