Accommodation in Castellina in Chianti

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.

67 Properties found: All Accommodations in Castellina in Chianti

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Il CelleseAdd to
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  • Apartments: 7
  • Sleeps: 25
  • Location: Castellina in Chianti (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, a large salt water pool with view on the surrounding hills and restaurant.

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Borgo Di Pietrafitta RelaisAdd to
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  • Apartments: 15
  • Rooms: 8
  • Location: Castellina in Chianti (Countryside)
  • Daily price: From € 110 to € 307

Located between Florence and Siena, in the heart of Tuscany the Borgo Pietrafitta Relais is a mix of vacation apartments and B&B where you find a panoramic pool, lush garden areas, relaxing décor and genuine Tuscan hospitality.

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La Rocca di CispianoAdd to
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  • Apartments: 7
  • Sleeps: 30
  • Location: Castellina in Chianti (Countryside)
  • Daily price: From € 50 to € 230
  • Weekly price: From € 300 to € 1600

The La Rocca di Cispiano vacation rentals for families & couples, located only a short distance from Castellina in Chianti, boasts spectacular views of the family vineyard, beautiful gardens, panoramic pool and WiFi.

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Romitorio di SerelleAdd to
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  • Apartments: 15
  • Sleeps: 68
  • Location: Barberino Val d'Elsa (Countryside)
  • Weekly price: From € 700 to € 2050

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.

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Agriturismo VernianelloAdd to
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  • Apartments: 4
  • Sleeps: 14
  • Location: Poggibonsi (Countryside)
  • Weekly price: From € 609 to € 1029

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.

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B&B del GiglioAdd to
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  • Apartments: 1
  • Rooms: 2
  • Sleeps: 4
  • Location: Tavarnelle Val di Pesa (City)
  • Daily price: From € 80 to € 120
  • Weekly price: From € 560 to € 840

Located in a lovely Chianti village, these accommodations offer a charming setting with 2 private rooms & en suite bathrooms featuring lovely views of the countryside. They can be used as B&B suites, or rent the entire apartment for up to 4 persons.

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Palazzo MalaspinaAdd to
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  • Rooms: 5
  • Sleeps: 10
  • Location: Tavarnelle Val di Pesa (Countryside)
  • Daily price: From € 80 to € 115

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.

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Villa FillinelleAdd to
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  • Apartments: 1
  • Rooms: 3
  • Sleeps: 12
  • Location: Tavarnelle Val di Pesa (Countryside)
  • Daily price: From € 180 to € 300

Lush gardens, charming decors & panoramic views. This prestigious medieval Villa has been totally restored for your holiday near Chianti & Florence. It offers two perfect solutions: 4 charming B&B rooms or the entire villa for a deluxe holiday.

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ViticcioAdd to
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  • Apartments: 8
  • Sleeps: 40
  • Location: Greve in Chianti (Countryside)
  • Weekly price: From € 850 to € 1290

Viticcio vacation apartments are immersed in 30 hectares of splendid vineyards near Greve in Chianti, located half way between Florence and Siena. Featuring cozy apartments, WiFi, AC and a saltwater pool.

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Agriturismo La SelvaAdd to
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  • Apartments: 6
  • Rooms: 3
  • Sleeps: 20
  • Location: Siena (Countryside)
  • Daily price: From € 85 to € 160

The Farmhouse La Selva is located near Siena and is immersed in 38 hectares of green park. These B&B holiday accommodations feature a pool & a hearty breakfast.

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Pieve MarsinaAdd to
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  • Apartments: 6
  • Sleeps: 20
  • Location: Gaiole in Chianti (Countryside)
  • Daily price: From € 80 to € 230

The warm hospitality of this estate creates an environment where holiday goers can enjoy the Tuscan styled vacation rentals, panoramic vistas, a lovely private pool & romantic spa. Spacious apartments in the heart of Chianti, close to Siena & Arezzo.

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Borgo ArgeninaAdd to
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  • Sleeps: 22
  • Location: Gaiole in Chianti (Countryside)
  • Daily price: From € 160 to € 420

A romantic & enchanting way to discover the mysteries of Tuscany at Borgo Argenina, where the B&B and private villas combine the savour perfumes from the kitchen, and the warm hospitality of your hostess for a memorable holiday adventure.

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La Casa in ChiantiAdd to
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  • Apartments: 2
  • Sleeps: 6
  • Location: Gaiole in Chianti (Countryside)
  • Daily price: From € 180 to € 300

This beautiful farmhouse near Gaiole in Chianti features 2 holiday rental villas for families & friends exploring Tuscany. Great views, a Tuscan atmosphere, attentive service & homey comforts for a tranquil vacation.

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Casa Mezzuola AgriturismoAdd to
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  • Apartments: 3
  • Rooms: 3
  • Sleeps: 10
  • Location: Greve in Chianti (Countryside)
  • Daily price: From € 80 to € 100
  • Weekly price: From € 630 to € 850

Three tempting vacation rental apartments for 2 persons overlooking the panoramic landscape near Greve in Chianti. Surrounded by the family olive grove, you have access to a pool, a private garden and day trips all over Tuscany

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Belvedere di ViticcioAdd to
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  • Rooms: 4
  • Sleeps: 8
  • Location: Greve in Chianti (Countryside)

Delight in the panoramic beauty of the self catering holiday apartment Belvedere di Viticcio in the heart of Chianti Classico near Greve. The deluxe decor & proximity to small towns & Florence make it the perfect holiday home.

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More about Castellina

Most of Castellina had to be rebuilt after World War II, but the town maintains its charm and several distinguishing characteristics such as Via delle Volte, an underground tunnel built within the defensive walls. From within, guards could observe the surrounding countryside for the approach of uninvited guests. Today, you can walk down the tunnel with its small shops and also observe the same enchanting views - but without the worry of approaching enemies!

How to get there

The town and area is easily reached by car by either following the Via Chiantigiana or "Chianti road" from either Florence or Siena or by exiting at Monteriggioni or Poggibonsi off the Florence-Siena road and following signs to Castellina. The best way to get to Castellina is to drive there; it is unfortunately poorly served by public transportation. The closest train station is called "Castellina Scalo", about 11km from Castellina in Chianti. If you're staying in the countryside, a car is definitely recommended and will make moving around Chianti and its vineyards and wineries very practical.

An interesting shop...

The Enoteca Antiquaria, located in the stately Palazzo Squarcialupi in the center of Castellina in Chianti, is an important wine shop in the entire Chianti region. The wine shop's collection includes Chianti wine from the last 100+ years, thus becoming an important historical archive of Chianti Classico wine itself.


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