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.

50 Properties found: All Accommodations in Castellina in Chianti

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Romitorio di SerelleAdd to
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  • Apartments: 15
  • Sleeps: 45
  • Location: Barberino Tavarnelle (Countryside)
  • Daily price: From € 123 to € 330

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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B&B del GiglioAdd to
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  • Apartments: 1
  • Rooms: 2
  • Sleeps: 4
  • Location: Barberino Tavarnelle (City)
  • Daily price: From € 100 to € 130

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: Barberino Tavarnelle (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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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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Villa FillinelleAdd to
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  • Apartments: 1
  • Rooms: 3
  • Sleeps: 12
  • Location: Barberino Tavarnelle (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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Agriturismo RoccaDirect
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  • Apartments: 3
  • Rooms: 9
  • Sleeps: 20
  • Location: Castellina in Chianti (Countryside)
  • Daily price: From € 80

In the heart of Chianti a few minutes from Castellina in Chianti, 2 family managed apartments and an independent villa offer a welcoming stay and a wonderful holiday. You'll find a panoramic pool, light lunch, winery tour and estate wine tastings.

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CasacorvoDirect
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  • Apartments: 2
  • Sleeps: 12
  • Location: Gaiole in Chianti (Countryside)
  • Daily price: From € 100 to € 310
  • Weekly price: From € 607 to € 1860

Located in the Borgo di Gaiole complex in the Chianti hills, the house is divided into 2 fully equipped and independent apartments. The lodgings can also be combined to host up to 12 people. Guests have a pool, gym and laundry at their disposal.

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Chianti ApartmentsDirect
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  • Apartments: 2
  • Rooms: 6
  • Sleeps: 12
  • Location: Greve in Chianti (Countryside)
  • Weekly price: From € 1900 to € 2000

This charming farmhouse divided into 2 vacation rentals will accommodate offers a panoramic garden, refreshing pool and free WiFi. Book direct with the owner here

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Castello La LecciaOnline
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  • Rooms: 12
  • Location: Castellina in Chianti (Countryside)
  • Daily price: From € 260 to € 350

The perfect holiday setting in the heart of Chianti Classico, Castello La Leccia is an intimate setting for guests looking for the essence of Tuscany. Elegant decor, pristine gardens, poolside views & onsite restaurant will tempt you to relax in Chianti

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Podere PalazzoloOnline
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  • Rooms: 13
  • Location: Castellina in Chianti (Countryside)
  • Daily price: From € 95 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 SalivolpiOnline
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  • Rooms: 19
  • Location: Castellina in Chianti (Countryside)
  • Daily price: From € 87 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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CasafrassiOnline
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  • Rooms: 25
  • Location: Castellina in Chianti (Countryside)
  • Daily price: From € 83 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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Locanda Le PiazzeOnline
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  • Rooms: 20
  • Location: Castellina in Chianti (Countryside)
  • Daily price: From € 235 to € 150

The 16th-century farmhouse Locanda Le Piazze features lovely gardens overlooking the fabulous Chianti Classico landscape of vineyards & olive groves. Elegant rooms, onsite restaurant & an environment dedicated to adults only.

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Residenzia Del SognoOnline
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  • Rooms: 10
  • Location: Castellina in Chianti (Countryside)
  • Daily price: From € 77 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 RelaisOnline
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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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Tenuta Di RicavoOnline
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  • Rooms: 23
  • Location: Castellina in Chianti (Countryside)
  • Daily price: From € 95 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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Villa Sant’Uberto Country InnOnline
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  • Rooms: 11
  • Location: Radda in Chianti (Countryside)
  • Daily price: From € 58 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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Il CelleseOnline
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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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Bed & Breakfast La FiabaOnline
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  • Rooms: 4
  • Location: Castellina in Chianti (Countryside)
  • Daily price: From € 50 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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La Rocca di CispianoOnline
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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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Relais Riserva di FizzanoOnline
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  • Rooms: 19
  • Location: Castellina in Chianti (Countryside)
  • Daily price: From € 130 to € 295

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

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Podere PatrignoneOnline
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  • Apartments: 6
  • Rooms: 15
  • Sleeps: 32
  • Location: Castellina in Chianti (Countryside)
  • Daily price: From € 115

The ambiance at this farmhouse brings together family & friends, nature & relax. The villa rental & self catering apartments provide an ideal base for exploring Tuscany in its natural state: hiking, swimming, dinner banquets & small town adventures.

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Villa CampomaggioOnline
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  • Rooms: 20
  • Location: Radda in Chianti (Countryside)
  • Daily price: From € 134 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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LivernanoOnline
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  • Rooms: 7
  • Location: Radda in Chianti (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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Hotel Belvedere Di San LeoninoOnline
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  • Rooms: 28
  • Location: Castellina in Chianti (Countryside)
  • Daily price: From € 93 to € 173

Surrounded by green hills near Castellina in Chianti, this farm house is characterized by the relaxing atmosphere of Chianti countryside. It offers wine tasting and open air swimming pool.

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Resort OlmoOnline
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  • Rooms: 7
  • Location: Radda in Chianti (Countryside)
  • Daily price: From € 140 to € 190

Set in 18th century country house the resort is located near Radda in Chiani in the Sienese Chianti. It has free parking and Internet, outdoor pool and spa center. Apartments are fully equipped and have all comforts.

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CDH Hotel RaddaOnline
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  • Rooms: 60
  • Location: Radda in Chianti (Countryside)
  • Daily price: From € 85 to € 350

Relaxing atmosphere and warm hospitality characterized My One Hotel in Radda. Located in the heart of Chianti has swimming pools and business services.

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Agriturismo VernianelloOnline
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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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Borgo SicelleOnline
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  • Apartments: 10
  • Sleeps: 33
  • Location: Castellina in Chianti (Countryside)
  • Daily price: From € 70 to € 195

10 self catering vacation rental apartments for families with children, couples & groups in Castellina in Chianti. Positioned on a panoramic hillside it offers picture perfect vistas of Chianti and Tuscany, only a short distance from Siena & Florence.

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Relais VignaleOnline
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  • Rooms: 42
  • Location: Radda in Chianti (Countryside)
  • Daily price: From € 100 to € 289

Set in 18th century villa this charming hotel is located near the center of Radda in Chianti. It offers stunning views over the countryside, as well as an heated outdoor pool set in a splendid floral garden. Rooms are elegant and comfortable.

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Art Rebus TowerOnline
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  • Rooms: 2
  • Sleeps: 6
  • Location: Radda in Chianti (City)
  • Daily price: From € 89 to € 153

Enjoy the beauty of Tuscany from this stunning position above the historic town of Radda in Chianti. The Art Rebus Tower features two double bedrooms in the center of a quaint medieval hamlet nestled among the vineyards between Florence & Siena.

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Palazzo San NiccolòOnline
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  • Rooms: 13
  • Location: Radda in Chianti (City)
  • Daily price: From € 78 to € 264

Palazzo San Niccolò is located in the center of Radda in Chianti in the spectacular countryside near Siena. It offers luxury accommodation for your holiday in Tuscany.

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Palazzo LeopoldoOnline
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  • Rooms: 19
  • Location: Radda in Chianti (Countryside)
  • Daily price: From € 101 to € 309

Palazzo Leopoldo is a very elegant villa in the historic center of Radda in Chianti. It consists of wide rooms and suites, each different from the others. Palazzo Leopoldo also includes the typical Tuscan restaurant Perla Del Palazzo.

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La Canonica Di CortineOnline
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  • Rooms: 18
  • Location: Barberino Tavarnelle (Countryside)
  • Daily price: From € 104 to € 500

This luxury castle offers bed and breakfast accommodations or apartments. It's located in the Chianti region near Florence and can be the perfect location for special events.

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Hotel Le VigneOnline
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  • Rooms: 10
  • Location: Radda in Chianti (Countryside)
  • Daily price: From € 65 to € 100

Immersed in the nature of Chianti, this 3 stars hotel is located in an ancient building recently restored, furnished according to the rural Tuscan style. Ideal for a relaxing holiday, it offers also a swimming pool surrounded by a wide park.

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La Vita Verde Podere BiosostenibileOnline
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  • Rooms: 6
  • Location: Monteriggioni (Countryside)
  • Daily price: From € 85 to € 100

Located in the Sienese countryside, this charming organic farm is surrounded by hectares of vineyards, olive groves and gardens. It offers rooms, apartments and an internal wellness center.

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Relais Fattoria ValleOnline
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  • Rooms: 13
  • Location: Greve in Chianti (Countryside)
  • Daily price: From € 125 to € 150

Located in the countryside of Greve in Chianti, it is surrounded by olive groves and wine yards. It has comfortable rooms with air-conditioning and private bathroom. Guests can attend cooking courses and wine tastings.

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Hotel Villa San GiorgioOnline
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  • Rooms: 17
  • Location: Poggibonsi (City,Countryside)
  • Daily price: From € 61 to € 110

Recently refurbished, this nice villa is located in Chianti. It offers nice and comfortable rooms and outdoor pool.

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Villa VianciOnline
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  • Rooms: 7
  • Sleeps: 14
  • Location: Poggibonsi (Countryside)

Villa Vianci is a family-run holiday villa rental between the hills of Chianti and the historic city of Siena. The beautiful garden offers a large pool, lots of space throughout the villa for up to 14 guests on holiday in Tuscany.

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La Locanda Country HotelOnline
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  • Rooms: 7
  • Location: Radda in Chianti (Countryside)
  • Daily price: From € 220 to € 290

Set in 16th century farmhouse in the Chianti region, it’s located near Radda in Chianti and Volpaia. It has a panoramic outdoor pool and free parking and free Wi-Fi in common areas. Rooms are air-conditioned.

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VignamaggioOnline
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  • Rooms: 25
  • Location: Greve in Chianti (Countryside)
  • Daily price: From € 198 to € 400

Luxury accommodation in Greve in Chianti. Set in a Renaissance villa, probably birthplace of famous Mona Lisa, is one of the oldest wine estates in Chianti. It offers great facilities as spa center, tennis-court, pool, wine tastings and cooking courses.

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Hotel PrimaveraOnline
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  • Rooms: 27
  • Location: Barberino Tavarnelle (City,Countryside)
  • Daily price: From € 50 to € 90

Hotel Primavera is located in the medieval town of Barberino Val D'Elsa in Chianti. It offers nice and comfortable rooms with breakfast included.

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Borgo Scopeto RelaisOnline
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  • Apartments: 5
  • Rooms: 58
  • Sleeps: 150
  • Location: Siena (Countryside)
  • Daily price: From € 190 to € 700

This luxury relais, set in a 13th century castle, has been carefully restored and turned into elegant, modern lodgings. Surrounded by olive groves and vineyards with breathtaking views of Siena, it also has a Spa and fitness center, restaurant and pools.

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Hotel Villa San LuccheseOnline
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  • Rooms: 37
  • Location: Poggibonsi (City,Countryside)
  • Daily price: From € 69 to € 254

This luxury hotel in the Chianti region near Poggibonsi offers elegant rooms equipped with major comforts. Set in 15th century villa it offers many facilities for its guests, such as pool, Jacuzzi and tennis court.

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Hotel AlcideOnline
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  • Rooms: 81
  • Location: Poggibonsi (City)
  • Daily price: From € 43 to € 400

This family run 3 star hotel is located in Poggibonsi, just few minutes driving from the highway Firenze-Siena. It offers cozy rooms, free wifi internet connection and parking, restaurant serving tuscan specialties.

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Villa San FilippoOnline
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  • Rooms: 32
  • Location: Barberino Tavarnelle (Countryside)
  • Daily price: From € 120 to € 370

Situated near Barberino Val D'Elsa this hotel is surrounded by green hills, vineyards and olive groves. It offers nice and comfortable apartments.

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Borgo GallinaioOnline
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  • Rooms: 10
  • Location: Monteriggioni (Countryside)
  • Daily price: From € 128 to € 226

This hotel, situated in the countryside near Siena, is a typical rural accommodation of Tuscany: all stone made, it's immersed in a wide garden and offers a relaxing stay surrounded by Tuscan nature. The restaurant serves tasty local specialities.

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Castello di Spaltenna Exclusive Resort & SpaOnline
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  • Rooms: 37
  • Location: Gaiole in Chianti (Countryside)
  • Daily price: From € 260 to € 540

Set in a beautiful medieval hamlet, Castello di Spaltenna is a luxury accommodation in Chianti. It offers fully equipped rooms, indoor and outdoor swimming pool, as well as many facilities.

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Agriturismo TorraioloOnline
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  • Rooms: 18
  • Location: Barberino Tavarnelle (Countryside)
  • Daily price: From € 70 to € 135

Beautiful resort set in a large estate in Barberino Val d’Elsa. It is surrounded by olive groves and wine yards and has a nice garden with pool. It offers spacious apartments with kitchenette and all comforts. All apartments are in Tuscan style.

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Agriturismo Fattoria Sant'AppianoOnline
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  • Rooms: 12
  • Location: Barberino Tavarnelle (Countryside)
  • Daily price: From € 80 to € 139

Set in Chianti countryside, this farmhouse offers clean and comfortable apartments. It has a Tuscan food and offers cooking lessons.

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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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