Looking for a holiday of complete freedom in Chianti? A vacation home in Chianti will grant you great privacy and freedom, so you'll never be in a hurry for having to follow some kind of schedule. You will have at your disposal your own home in Chianti, one of the most beautiful and famous areas of Tuscany, amidst the wonderful countryside between Florence and Siena.

21 Properties found

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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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Villa Le TorriAdd to
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  • Apartments: 9
  • Sleeps: 26
  • Location: Montespertoli (Countryside)
  • Weekly price: From € 485 to € 1005

Stone villa from the 13th century offers apartments for your vacation in the Chianti hills near Florence. Managed directly by the owners, guests receive personal attention and service while enjoying the self-catering accommodation and the villa's pool.

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Agriturismo IncrociataAdd to
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  • Apartments: 8
  • Sleeps: 28
  • Location: Bucine (Countryside)
  • Weekly price: From € 375 to € 1600

Nestled in the Tuscan countryside not far from Arezzo, the farmhouse offers comfortable apartments and two independent holiday homes. The estate has a nice pool and a large park in which guests can really relax.

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Podere CasanovaAdd to
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  • Apartments: 5
  • Sleeps: 19
  • Location: Montespertoli (Countryside)
  • Daily price: From € 56 to € 117
  • Weekly price: From € 390 to € 1710

The family friendly wine producing estate Podere Casanova in Chianti provides fully furnished apartments for 2-9 persons. Travel Tuscany, enjoy the large garden & swimming pool, family activities & pizza parties. Reserve with the owner for best prices

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Il DefizioAdd to
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  • Apartments: 7
  • Rooms: 6
  • Sleeps: 30
  • Location: Gambassi Terme (Countryside)
  • Daily price: From € 120 to € 160
  • Weekly price: From € 710 to € 1370

Il Defizio offers a genuine Tuscan experience with B&B rooms, self catering apartments and independent vacation rentals. Located in central Tuscany there are many comforts: a panoramic terrace, air conditioned rooms and on site restaurant for guests.

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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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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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La Casina delle RaneAdd to
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  • Apartments: 1
  • Rooms: 2
  • Sleeps: 4
  • Location: San Casciano in Val di Pesa (Countryside)
  • Daily price: From € 100 to € 150

Enjoy the Chianti wine region from the comfort of this 2-bedroom, 2-bath apartment with views on the surrounding vineyards. Perfect for up to 4 guests, the self-catering flat has a kitchen, outdoor space for dining, and makes a great base.

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Agriturismo Casa dei GirasoliAdd to
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  • Apartments: 4
  • Sleeps: 12
  • Location: San Gimignano (Countryside)
  • Daily price: From € 60 to € 140
  • Weekly price: From € 420 to € 1190

The four lovely vacation rental apartments at this farmhouse overlook the fabulous tower town of San Gimignano. Combine lovely views, fresh air and the beauty of the landscape on your vacation in Tuscany.

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Fattoria PogniAdd to
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  • Apartments: 8
  • Sleeps: 40
  • Location: Certaldo (Countryside)
  • Daily price: From € 106 to € 533
  • Weekly price: From € 650 to € 3200

The eco-sustainable vacation accommodations of this Wine Resort combine the beauty of the Tuscan landscape near Certaldo with delicious wine, modern luxuries, comfortable holiday apartments & a vacation villa rental for up to 10 persons.

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

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Casa Vacanze SoleadoAdd to
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  • Rooms: 5
  • Sleeps: 10
  • Location: Gambassi Terme (Countryside)
  • Weekly price: From € 1500 to € 3500

This beautifully restored 5 bedroom vacation villa rental features modern comforts, private pool & fabulous panoramic views in the tranquil countryside of Chianti, the area famous for wine & olive oil.

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La CertaldinaAdd to
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  • Apartments: 8
  • Sleeps: 36
  • Location: Certaldo (Countryside)
  • Daily price: From € 55 to € 135

The family & pet-friendly vacation apartments La Certaldina provide the perfect relaxing atmosphere for a holiday in Tuscany. Enjoy the views, the pool, the food & wine while staying close to Certaldo, Florence & Chianti.

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Home Sweet Home

Vacation Homes and apartments in Chianti are surrounded by a unique and unforgettable landscape, made of sunny hills, vineyards, olive groves, winding country roads, suggestive isolated rural homes and much more.

Vacation homes are often part of agriturismo or villas, and are completely equipped to make your stay very comfortable.

Having their own kitchen and outdoors spaces, these lodgins are particularly suitable for families with children and for all wishing to enjoy a totally relaxing and peaceful vacation, far from the chaos and worries of everyday life.


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