Accommodations in Castellina in Chianti:Lodging in Bed & Breakfasts, Farmhouses,Apartments in Chianti

Tuscany Siena Castellina in Chianti

Accommodation in Castellina in Chianti

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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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Romitorio di Serelle Chianti Farmhouse

Relaxing Tuscany Farmhouse Apartments in Chianti

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  • 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.

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Il Cellese Chianti Farmhouse

Apartments in Chianti Farmhouse with Pool Near Siena

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  • 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.

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La Rocca di Cispiano Chianti Farmhouse

Chianti Farmhouse with Apartments and Swimming Pool
  • 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.

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Farmhouse close to Castellina in Chianti, Siena
  • 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!


Chianti B&B Palazzo Malaspina

Charming B&B in Chianti Between Florence and Siena
  • 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.

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Villa Vianci view

A luxurious Villa in Chianti near Siena

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  • 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.

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Chianti Farmhouse Agriturismo Vernianello

Farmhouse with pool and restaurant in the Chianti Countryside
  • 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.


Finely Restored B&B in San Donato in Poggio, Chianti
  • 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.


Chianti Farmhouse in Castellina
  • rooms: 13
  • position: Countryside
  • daily price: from € 70 to € 140

Nice farmhouse located in Castellina in Chianti in the heart of the Sienese Chianti. It offers cozy and colored rooms with mini bar and air-conditioning. It has a large garden, a pool and a good Tuscan restaurant.

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Hotel Colle Etrusco Salivolpi in Castellina in Chi

Welcoming 3 Star Hotel With Pool in Castellina in Chianti
  • rooms: 19
  • position: Countryside
  • daily price: from € 49 to € 129

This 3 star hotel was a farmhouse turned into a welcoming hotel accommodation located few minutes walking from Castellina. It offers outdoor pool, free Internet connection and parking.

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Casafrasassi near Castellina in Chianti

Luxury Rooms in 4 Star Hotel in Castellina Surroundings
  • rooms: 25
  • position: Countryside
  • daily price: from € 80 to € 180

This charming hotel near Castellina in Chianti is set in a 18th century villa. It offers luxury rooms, as well as many services and facilities for its guests.

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Nice inn the quiet countryside near Castellina in Chianti
  • rooms: 20
  • position: Countryside
  • daily price: from € 90 to € 150

Nice inn located in the quietness of the Chianti countryside near the center of Castellina in Chianti. It is surrounded by a large garden with a relaxing pool. Rooms are nicely decorated and have private bathroom and TV.

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Nice b&b with pool in Castellina in Chianti
  • 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.

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Borgo di Pietrafitta Relais in Castellina Chianti

Rental Apartments in Relais in Castellina in Chianti
  • rooms: 15
  • position: Countryside
  • daily price: from € 108 to € 307

This Relais offers charming apartments equipped with all comforts. It is located in the relaxing Tuscany countryside between Siena and Florence.

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Tenuta di Ricavo in Castellina in Chianti

Luxury 4 Star Hotel in Castellina in Chianti
  • rooms: 23
  • position: Countryside
  • daily price: from € 102 to € 230

Tenuta di Ricavo is a charming hotel located in a medieval hamlet near Castellina in Chianti. It offers modern comforts such two outdoor pools, Internet connection and wellness center.

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Country hotel in villa in Radda in Chianti
  • 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.

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Rural B&B in the middle of Chianti
  • 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.

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Relais Riserva di Fizzano near Castellina in Chian

Charming Relais Hotel Near Castellina in Chianti
  • rooms: 19
  • position: Countryside
  • daily price: from € 120 to € 295

This relais offers comfortable apartments equipped with major comforts. It organizes wine tours, weddings and events.

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Hotel de charme near Radda in Chianti
  • rooms: 21
  • position: Countryside
  • daily price: from € 140 to € 350

Accommodation de charme near Radda in Chianti. Set in a 18th century country villa, it features a garden with swimming pool and a panoramic terrace. Rooms are nicely furnished and equipped with modern amenities.

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Great farmhouse near Radda in Chianti
  • rooms: 7
  • position: Countryside
  • daily price: from € 150 to € 250

Located in a stunning location in the Chianti region, near Radda in Chianti it is an elegant farmhouse. Set in a great estate producing wine and oil it offers elegant rooms furnished with antiques. The restaurant serves local products.

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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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