San Polo> Holidays

Holidays in San Polo

Lovingly restored natural stone cottages, offering great comfort for relaxing holidays of the exceptional kind, are spread out throughout the wonderfully peaceful estate of the Castello di San Polo.

If you vacation in San Polo during the summertime, you can enjoy the landscape, the smell of fresh herbs, beautiful swimming pool and magnificent sunsets.

Unique in any season

Even during the cooler seasons you can enjoy an interesting holiday. Places such as Siena and Florence, San Gimignano and Arezzo offer extraordanary things to every lover of art and culture.

Holiday homes

The traditional stone cottages were restored with great attention to detail and turned into exclusive holiday homes. Stylishly decorated, they offer plenty of room for a relaxing holiday for between two and eight people. more

Holiday apartments

Live in a mediaeval castle. On San Polo you have the opportunity of enjoying your holiday directly in the Castello. Additionally, the comfortable holiday apartment near the town of Galenda promises relaxing days in a unique atmosphere. more


Cypresses surround the beautiful swimming pool on the cultivated premises of the Castello di San Polo in Rosso. On hot days, the castle’s guests can refresh themselves whilst taking in the magnificent view of the Chianti Classico. more

Decor in the holiday domiciles

The nine holiday domiciles of the castle are very tastefully decorated in a high-class, Tuscan style. The warm colours of the typical ceilings, fireplaces and terra cotta floors give a rural feel of wellbeing. more

Service and Informationen

The holiday domiciles of the Castello di San Polo are personally run by the owners. Their multi-lingual employees go to great lengths to make their guests stay at the castle as comfortable as possible. more

Gallery Holiday

Enjoy the impressions of a holiday in a rural, elegant ambience. The photographs give you an insight into the stylishly and carefully restored holiday apartments and holiday homes of the Castello. more


Your quieries or reservations will be sent directly to the Castello di San Polo in Rosso. You will receive a reply and further information as quickly as possible. more

Holiday homes


Casa dei Mori

Casa all’Erta

Casa Nunu


San Polino

Studio San Polo

Holiday apartments

Torre San Polo


Castello di San Polo in Rosso

Castello di San Polo
I-53013 Gaiole
Chianti Toskana






If you have any questions or would like to make reservations just use our contact form.