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Beautiful villa rentals in Chianti

Villa Pegaso 20 Star

Villa Pegaso 20

Val di Pesa, Tavarnelle Val di Pesa Map

  • People 20
  • Beds 10
  • Showers 10

Recently renovated amazing villa for up to 20 guests in 10 bedrooms and 10 bathrooms, private swimming-pool, spa, jacuzzi, sauna, air conditioning and internet wi-fi located in the heart of the Chianti region famous for it's wine and wonderful countryside. This villa is the big version of Villa Pegaso 16 (which sleeps 16) and Villa Pegaso 12 (which sleeps 12).

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Villa Chiesanuova Star

Villa Chiesanuova

San Casciano Val di Pesa, San Casciano Val di Pesa Map

  • People 16
  • Beds 8
  • Showers 9

Wonderful Renaissance style villa located in the countryside of San Casciano in Val di Pesa, one of the most famous resort towns of the Florentine Chianti. This amazing home with swimming pool is in the middle of a magnificent estate consisting of vineyards, olive groves, and ancient trees. The property can accommodate up to 16 guests, and has 8 bedrooms and 9 bathrooms.

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Castello di Panzano 6 Star

Castello di Panzano 6

Panzano in Chianti, Greve in Chianti Map

  • People 6
  • Beds 3
  • Showers 3

Charming historical castle with heated pool, tennis court and fitness room, located in Panzano in Chianti, in the heart of the Chianti region. Surrounded by a large enclosed park avec loggia, the property can accommodate up to 6 people, has 3 bedrooms and 3 bathrooms.

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Villa Aurora Star

Villa Aurora

Mercatale Val di Pesa, San Casciano Val di Pesa Map

  • People 10
  • Beds 5
  • Showers 6

Villa Aurora is a superb villa located in the heart of Chianti, close to Florence and Siena as well. It can host 10 people (with 4/6 extra sleeps), with 5 bedrooms and 6 bathrooms, and there also are 2 additional sleeps in the dependance. The panorama from the swimming pool with hydromassage is absolutely unforgettable...

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Castello di Panzano 10 Star

Castello di Panzano 10

Panzano in Chianti, Greve in Chianti Map

  • People 10
  • Beds 5
  • Showers 4

Wonderful historical castle located in Panzano in Chianti, in the heart of the Chianti region, with amazing views of the surrounding countryside. It can sleep up to 10 people, has 5 bedrooms and 4 bathrooms. Set in a large enclosed park, the property boasts many comforts: heated swimming pool, tennis court, billiard room and fitness room.

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Villa Machiavelli Star

Villa Machiavelli

Via Imprunetana, Impruneta Map

  • People 14
  • Beds 7
  • Showers 8

Villa Machiavelli is one of our vacation villas in Tuscany, situated just 12 km from Florence: allowing you to relax in the beauty of the Chianti hills, surrounded by olive trees and vineyards, with the famous monuments of Florence just a short distance away.

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Most popular properties

Villa rentals in Chianti

Chianti is one of the most beautiful areas of Italy. Located between the provinces of Florence, Siena and Arezzo, it is famous for its beautiful breathtaking scenery, its red wine "Chianti" and "Chianti Classico" and for a wide variety of other internationally famous traditional Tuscan foods including oil, cheese, the Chiannina beef and much more. The Chianti area includes many small postcard beautifull villages such as Greve, Gaiole, Panzano, Radda and Castellina in Chianti.

Windows on Italy has selected for you the best villas in Chianti to guarantee a relaxing holiday, full of fun and good food. Our prestigious homes in Chianti are located in the most beautiful and evocative corners of the famous Tuscan countryside. Our villa rentals are definitely the best alternatives to staying in a traditional hotel and if you want all the amenities to feel at home then this is the choice for you. Be inspired by our portfolio of top villas for rent in Chianti and discover the advantage of booking with us.

Staying in a villa of Windows on Italy means:
- Experience an authentic experience with all the comforts of a real home,
- Private swimming pools and gardens equipped with sunloungers and deckchairs,
- Breathtaking panoramic views over the rolling hills and cypress trees,
- Personnel always available for cleaning, gardening and pool maintenance,
- Wide range of extra services such as personal chef, private driver for tours, wine tasting and horse riding etc.

Treat yourself to a dream holiday in the pearl of Chianti and choose the villa that best meets your tastes and needs! For more information please send a request or call directly to our staff in Florence at +39 055 268510.

Offices in Florence:
Via dei Serragli 6 / R - Oltrarno neighborhood - San Frediano
Open Monday - Friday from 9:00 to 13:00; 14:30 to 18:30

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