Accommodation in Chianti

Chianti, incredibly famous for its wines, is probably the best known part of Italy all over the world. The Chianti area is the hilly region right in the heart of Tuscany which embraces an area that stretches from Florence to Siena and Arezzo. The undulating and varied beautiful landscapes of this amazing land offer continuous changes in scenery: from extensive vineyards and olive groves on the more gentle hills to the small fortified medieval villages and isolated rural homes, oak woods, cypress trees, chestnut and fir trees crowning the highest hills.

101 Properties found: All Accommodations in the Chianti Area

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Agriturismo Le PianoreAdd to
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  • Apartments: 7
  • Sleeps: 18
  • Location: Montespertoli (Countryside)
  • Weekly price: From € 520 to € 1150

Close to everything! The 7 self catering apartments holiday rentals at this agriturismo guarantee great views, activities for all ages & a traditional Tuscan culinary menu at the onsite restaurant.

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Tenuta QuadrifoglioAdd to
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  • Apartments: 14
  • Rooms: 5
  • Location: Gambassi Terme (Countryside)
  • Daily price: From € 90 to € 270
  • Weekly price: From € 850 to € 1650

The comfortable and kid friendly environment at Tenuta Quadrifoglio between Florence & Siena is an ideal destination for families, group events & destination weddings. A large garden & common room offer space & modern amenities. Book direct with Owner.

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Agriturismo VicolabateAdd to
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  • Apartments: 2
  • Sleeps: 10
  • Location: San Casciano in Val di Pesa (Countryside)
  • Daily price: From € 220 to € 570

Spectacular views from every corner at this farmhouse, in the heart of the Chianti Classico region. Two charming and independent apartments provide space for up to 10 persons. Close to Florence, Siena and the Tuscan landscape.

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La 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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Art Rebus TowerAdd to
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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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La CanigianaAdd to
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  • Apartments: 2
  • Sleeps: 6
  • Location: San Casciano in Val di Pesa (Countryside)
  • Daily price: From € 90 to € 300
  • Weekly price: From € 630 to € 2100

The vacation apartments at Agriturismo La Canigiana are positioned in a panoramic position just outside of Florence. Cozy & comfortable, these self-catering apartments are for up to 3 persons each, share a lovely pool, WiFi & easy access to day trips.

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Borgo della MelianaAdd to
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  • Apartments: 22
  • Sleeps: 100
  • Location: Gambassi Terme (Countryside)
  • Daily price: From € 86
  • Weekly price: From € 590

The Tuscany hamlet Borgo della Meliana holiday accommodations for the perfect holiday setting for families, friends & destination wedding or events. Elegant decor, green gardens, panoramic pool & so much more

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Agriturismo PoggiacolleAdd to
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  • Apartments: 4
  • Rooms: 8
  • Sleeps: 20
  • Location: San Gimignano (Countryside)
  • Daily price: From € 90 to € 98

Nestled in the relaxing beauty of the Tuscan countryside, the farmhouse is situated just 2 km outside of the medieval village of San Gimignano. It offers cozy B&B style rooms, apartments & a pool with breathtaking views of the skyline of San Gimignano.

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Agriturismo ColognoleAdd to
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  • Apartments: 6
  • Rooms: 4
  • Sleeps: 53
  • Location: Pontassieve (Countryside)
  • Daily price: From € 48 to € 680
  • Weekly price: From € 290 to € 3400

Marvellous setting for this rural countryhouse in the heart of Chianti, with easy access to Florence. Clean, tiny and lovely accommodation in rooms, apartments or independent villas.

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Borgo SicelleAdd to
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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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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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Villa StolliAdd to
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  • Rooms: 4
  • Sleeps: 10
  • Location: Figline Valdarno (Countryside)
  • Weekly price: From € 1400 to € 3200

Spacious & luminous Villa for 10 persons with a private panoramic pool and luxury decor, is in a prime position between Florence & Chianti. Easy access to Siena, Pisa and relaxing spa services.

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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 solutions for families & friends exploring Tuscany. Great views, a Tuscan atmosphere, attentive service & homey comforts for a tranquil vacation.

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Villa TizianaAdd to
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  • Sleeps: 13
  • Location: Montespertoli (Countryside)
  • Weekly price: From € 2000 to € 2300

Only 40 km from Florence, this spacious family rental villa for up to 13 persons is the ideal base for a vacation in the lovely Tuscan landscape. Comprised 5 bedrooms & 5 bathrooms, the fully restored Tuscan farmhouse features internet & private pool.

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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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The land of Wine par excellence

Chianti is famous all over the world for its superb "Chianti Classico" wine, the wine par excellence of Italy, and for its extra virgin olive oil and countless other tasty regional products. Chianti Classico wines are characterized by the Gallo Nero or Black Rooster label and have very strict and high quality control standards. You definitely should also try the sweet Vin Santo and, of course, the digestive Chianti grappa! Radda in Chianti, Castellina in Chianti and Gaiole in Chianti are the three main villages of this region; they formed the so called "Lega del Chianti" founded by the city of Florence in the distant 1384 as a defense against the rival city of Siena.

Fantastic scenery and hilltop towns

You should definitely not miss the pleasure of driving down the famous Via Chiantigiana road from Florence and along the wine routes in this region. Driving from Florence, the first village you meet is Impruneta, famous for its terracotta works. You can then proceed south and visit the Castello di Verrazzano near Greve. Once you have crossed the Greve river, you enter Greve in Chianti, a popular destination amongst visitors interested in winery tours and wine tastings. The town and its surroundings offer a wonderful landscape and scenery: make a short detour to visit the small hamlet of Montefioralle over Greve.

Continuing on the Via Chiantigiana, you may stop in Panzano and visit its lovely castle, and then head on to visit Radda in Chianti, which hosts the head office of the Chianti Gallo Nero consortium. Your next stop can be the charming village of Castellina in Chianti, offering views over three valleys. The city has a lovely 13th century castle and the unique vaulted street called the “Via delle Volte”. The beautiful Castello di Brolio with its famous wine cellars near Gaiole in Chianti is also worth a visit. Make sure to stop and relax in one of the many rustic farmhouses or modern and elegant hotels located in the countryside and listed here so that you can enjoy a peaceful holiday in Tuscany!


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  • DiscoverTuscany.com
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  • Chianti.com
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  • Florence Accommodation.com