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.

17 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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Il CorbezzoloAdd to
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  • Sleeps: 4
  • Location: Gambassi Terme (Countryside)
  • Weekly price: From € 750 to € 980

A one bedroom private villa rental for vacation near San Gimignano and Chianti, promises tranquility, comfort & romantic Tuscan landscapes for your holiday. Perfect base also for a honeymoon.

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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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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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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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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 Vacanze Le FornaciAdd to
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  • Apartments: 14
  • Sleeps: 65
  • Location: Laterina (Countryside)
  • Daily price: From € 55 to € 240

The 1 & 2 bedroom holiday rentals at Le Fornaci features lovely gardens with terraces & poolside relax in the heart of Tuscany. Only a short drive to famous cities, restaurants, vineyards and fabulous landscapes like that of Val d'Orcia.

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Montrogoli Holiday HomeOnline
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  • Rooms: 6
  • Sleeps: 12
  • Location: San Casciano in Val di Pesa (Countryside)
  • Weekly price: From € 670 to € 4000

Combine the exhilarating experience of Tuscan art, food & wine with the breath taking views of Chianti at this beautifully restored holiday villa for up to 12 persons in luminous spacious accommodations.

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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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