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Castellina in Chianti is one of the top destinations for anyone wishing to stay in Chianti near Siena. The small city center, part of the Chianti Classico wine region, is surrounded by vineyards and wine producing estates that also offer accommodation. The city center itself is small but with lots of small shops and restaurants that serve the needs of local residents and visitors alike.
49 Properties Found: All Accommodations in Castellina in Chianti
- apartments: 15
- sleeps: 68
- position: Countryside
- weekly price: from € 550 to € 1800
The farmhouse is located in the heart of Chianti. The farm offers various apartments furnished in traditional Tuscan style which also offer all of the main services and comforts. Guests have a large swimming pool at their disposal.
- apartments: 7
- sleeps: 37
- position: Countryside
- weekly price: from € 525 to € 1800
Located in Castellina in Chianti, this typical Tuscan farmhouse offers 7 independent apartments, a large salt water pool and restaurant.
- apartments: 6
- sleeps: 30
- position: Countryside
- daily price: from € 120 to € 250
- weekly price: from € 250 to € 1045
The heart of this Chianti farmhouse is an ancient hamlet with several houses made of stone. After careful restoration, the houses have been converted into six comfortable apartments that offer guests all modern amenities that share an outdoor pool.
- rooms: 5
- sleeps: 10
- position: Countryside
- daily price: from € 75 to € 110
- weekly price: from € 525 to € 770
Elegant bed and breakfast in Chianti, located halfway between Florence and Siena. The B&B offers 5 comfortable double rooms, finely furnished and overlooking Chianti hills.
- rooms: 6
- sleeps: 12
- position: Countryside
The Villa is set near Poggibonsi a few km from the gorgeous Siena, in the heart of the Tuscan countryside. Perfect for family who want to spend a holiday together or to celebrate special events. It offers fine rooms, a large park and a panoramic pool.
- apartments: 6
- sleeps: 16
- position: Countryside
- daily price: from € 80 to € 170
- weekly price: from € 448 to € 710
Located in the beautiful countryside of the Chianti region, surrounded by vineyards and scenic landscapes, this rustic farmhouse with pool offers fully equipped apartments in typical Tuscan style.
- apartments: 4
- sleeps: 14
- position: Countryside
- weekly price: from € 490 to € 819
The family managed farmhouse is located in the Chianti countryside a few kilometers from San Gimignano and Siena. It has 4 comfortable apartments, a beautiful pool overlooking the surrounding hills and a restaurant serving traditional Tuscan cuisine.
- rooms: 10
- position: Countryside
- daily price: from € 80 to € 100
Located in the small town of Castellina in Chianti, it is in the heart of Chianti region just 9 miles from Siena. This nice b&b offers country style rooms with private bathroom. It includes free Wi-Fi and a relaxing pool offering great panoramas.
- rooms: 11
- position: Countryside
- daily price: from € 58 to € 100
Splendid country villa in Radda in Chianti. It is surrounded by a large shady garden with pool. It features panoramic terraces offering great views over the Chianti region. Rooms and apartments are finely decorated and equipped with comforts.

