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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.
58 Properties Found: All Accommodations in Castellina in Chianti
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Special Offers![]()
- apartments: 15
- sleeps: 68
- position: Countryside
- weekly price: from € 650 to € 1900
The farmhouse is located in the heart of Chianti and offers 15 apartments furnished in traditional Tuscan style and provided with all of the main services and comforts. Large swimming pool and restaurant at guests' disposal.
Special Offers![]()
- apartments: 8
- sleeps: 43
- position: Countryside
- weekly price: from € 400 to € 2100
Located in Castellina in Chianti, in the heart of Chianti area, this typical Tuscan farmhouse offers 7 independent apartments and a gorgeous villa, a large salt water pool with view on the surrounding hills 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.
- apartments: 3
- rooms: 9
- sleeps: 20
- position: Countryside
- daily price: € 80
In the heart of Chianti, a few minutes from Castellina in Chianti, 2 family maneged apartaments and an independent villa to offer you a welcoming stay and a wonderful holiday. Panoramic pool and wine tastings produced by the family farm!
- 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.
Special Offers![]()
- 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: 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.
- apartments: 1
- rooms: 2
- sleeps: 4
- position: City
- daily price: from € 80 to € 100
- weekly price: from € 840 to € 945
Located in a lovely Chianti village, the B&B offers a charming apartment with 2 rooms, which can also be rented separately. Each room has ensuite bathroom and a great view over the surrounding countryside. A delicious breakfast is served in the morning.
- rooms: 10
- position: Countryside
- daily price: from € 70 to € 150
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 € 65 to € 105
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.
- rooms: 4
- position: Countryside
- daily price: from € 65 to € 120
Set in the heart of Chianti, where classic Gallo Nero wine is produced, this pretty guest house offers cozy rooms furnished in classic style and a peaceful location surrounded by the marvellous Tuscan nature. A delicious breakfast is daily served.


