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Villas in San Casciano Val di Pesa, Villas in San Casciano Val di Pesa in Chianti as holidays homes

Properties by Type » Villas by Geographical Area » Chianti » San Casciano Val di Pesa

Villas in San Casciano Val di Pesa in Chianti as holidays homes

If you love castles, historic villas and hills covered with vineyards, then choose one of our villas in San Casciano Val di Pesa for your next holiday in Tuscany. We are an agency specialized in villas to rent as holiday homes and if you choose one of the villas in San Casciano Val di Pesa that we offer you will have autonomy, privacy, wonderful hilly landscapes while staying a few kilometers from Florence.



San Casciano Val di Pesa is the gate of Chianti and its territory is characterized by numerous castles, historic villas and prestigious churches. The castles of San Casciano Val di Pesa are so beautiful and impressive that will remain speechless. Visit the Castello di Bibbione, surrounded by the green and which belonged, among others, to the Machiavelli family. Continue the tour of the castles of Chianti with the Castello di Gabbiano with crenellated walls and round towers of the sixteenth century, typical French architectural influence. Then do not miss a visit to the Castello di Pergola perched on a hill overlooking the river Pesa and the Castello Il Palagio with its beautiful tower.

Not only castles adorn this area: the villas in San Casciano Val di Pesa with a great historical value are numerous. Villa Le Corti with a private chapel and an Italian garden with various works of art, including a statue attributed to Giambologna, Villa Antinori del Cigliano with its beautiful park, Poggio Torselli with an attractive path with cypress trees, Villa Mangiacane which belonged to Machiavelli and Villa Borromeo, who hosted Liz Taylor, Richard Burton, the Shah of Persia, Queen Sofia of Spain and the Russian family Crumiko.

Finally, do not miss the opportunity to visit the churches of San Casciano Val di Pesa : the beautiful church of San Pancrazio in Romanesque style, the church of Campoli existing in the tenth century, the church of Decimo surrounded by nature and probably the oldest in the area and the church of San Giovanni in Sugana with its pulpit and interesting works of the sixteenth century in polychrome terracotta.

Choose one of the villas in San Casciano Val di Pesa that we offer on this page.

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Our most requested holiday homes:
Villa Paola Villa Paola

Luxury villa with swimming pool near Impruneta, on the hills surrounding Florence. 10/14 sleeping accommodations, billiard table, table-tennis table, Internet connection, air conditioning.

7 days: min: 5840 € - max: 9925 €

Reviews 1
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Villa Fortezza Villa Fortezza

Beautiful independent villa in the heart of Chianti Classico, near Greve in Chianti, in the province of Florence. Sleeps 8, swimming pool, wide outdoor space, barbecue. Wonderful panorama.

7 days: min: 2420 € - max: 4035 €
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Villa Pontormo Villa Pontormo

Comfortable and elegant villa with private swimming pool on the Florentine hills, near Montespertoli. Sleeps 10, beautiful garden, Internet connection, hydromassage, table tennis table, billiard table. Just a few dozen kilometres from Florence and the Chianti area.

7 days: min: 1550 € - max: 4915 €
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Villa Chianti Villa Chianti

Villa in San Polo in Chianti, near Florence. 6 sleeping accommodations, panoramic terrace and swimming pool.

7 days: min: 980 € - max: 1850 €
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Villa Podere Villa Podere

Country luxury villa in San Polo in Chianti near Florence. 10+2 sleeping accommodations, swimmming pool.

7 days: min: 1862 € - max: 3591 €
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Villa Montespertoli Villa Montespertoli

Villa rental with swimming pool for holidays near Montespertoli in the countryside of Empoli (Florence). Sleeps 12+2 , hydromassage, panoramic view, Internet connection.

7 days: min: 1750 € - max: 2375 €

Reviews 3
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Villa Simona Villa Simona

Villa for vacation rentals in Siena countryside. 4+2 sleeping accommodations, swimming pool.

7 days: min: 1016 € - max: 1544 €

Reviews 2
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Villa Petri Villa Petri

Beautiful villa in Barberino Val d'Elsa historic centre, between Florence and Siena, in the Chianti region. Sleeps 16, wide garden, swimming pool. Wonderful panoramic views.

7 days: min: 4330 € - max: 6120 €
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Villa Marco Villa Marco

Independent villa with private swimming pool in San Casciano Val di Pesa, in the Chianti district, near Florence. Sleeps 8/12, air conditioning, Internet connection, outdoor whirlpool bath sitting 7, children's playground. Possibility of organising cooking lessons and dinners. Tennis club, riding stable and golf club nearby.

7 days: min: 1590 € - max: 2650 €

Reviews 1
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Villas Monica Villas Monica

Two villas immersed in the green Chianti countryside, about 400 metres from the famous square of Greve in Chianti (Florence). 6/10/16 sleeping accommodations. Two swimming pools, Internet connection.

7 days: min: 1080 € - max: 5065 €
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Villa Tavarnelle Villa Tavarnelle

Villa with swimming pool in the Chianti region, in Tavarnelle Val di Pesa (Florence). Sleeps 4+2, Internet connection, air conditioning, children`s toys. Tennis courts and riding stable nearby.

7 days: min: 684 € - max: 1503 €

Reviews 4
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Villa Archi Villa Archi

Villa in the Chianti region, in Montespertoli, at a close distance to Florence historic centre. Sleeps 8+1, wide garden, swimming pool, barbecue.

7 days: min: 840 € - max: 1775 €
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Villa Colonica Villa Colonica

Ancient farmhouse near Tavarnelle Val di Pesa, just a few kilometres from Florence historic centre and the Chianti region. Sleeps 8, swimming pool, barbecue, wide garden.

7 days: min: 1550 € - max: 2640 €
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Villa Adamo Villa Adamo

Ancient barn renovated and converted into a cosy country house situated at the doors of the Chianti region, near Tavarnelle and Montespertoli (Florence). Sleeps 8, swimming pool, barbecue, wood-burning oven.

7 days: min: 1490 € - max: 2480 €
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Villa Pesa Villa Pesa

Beautiful independent house with swimming pool in panoramic position offering splendid views of the Tuscan hills and the towers of San Gimignano. The small villa is located in the province of Florence, near the charming village of Tavarnelle Val di Pesa. Sleeps 4, air conditioning, hydromassage, Internet connection.

7 days: min: 790 € - max: 2145 €
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Villa Sonnino Villa Sonnino

Comfortable portion of a country house near Montespertoli (Florence), in Empoli countryside. Sleeps 6, swimming pool, Internet connection, barbecue. Just a few kilometres from the Chianti Classico region.

7 days: min: 805 € - max: 1720 €
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Villa Ilaria Villa Ilaria

Beautiful independent house near Montespertoli, a few kilometres from Florence, in the Chianti region. Sleeps 6, swimming pool, barbecue. Beautiful view over the surrounding hills.

7 days: min: 400 € - max: 2035 €

Reviews 1
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Villa Scandicci Villa Scandicci

Beautiful property in scenery location on the hills south of Florence, in Florentine Chianti. Sleeps 11, swimming pool, barbecue. The property is divided into two apartments.

7 days: min: 560 € - max: 1760 €
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Villa Vittorio Villa Vittorio

Charming villa in the Chianti countryside, in Tavarnelle Val di Pesa, halfway from Florence and Siena. Sleeps 6, fenced private swimming pool, Internet connection, table tennis table.

7 days: min: 745 € - max: 1565 €
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Farmhouse Capriata Farmhouse Capriata

Typical Tuscan farmhouse in Lamole in Chianti, near Florence. Sleeps 2/6, Internet connection, panoramic position.

7 days: min: 1055 € - max: 1640 €
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Farmhouse Tavarnelle Farmhouse Tavarnelle

Farmhouse in Tavarnelle in Val di Pesa, in the Chianti region, between Florence and Siena. Sleeps 8/11, garden, swimming pool, Internet connection, barbecue. Riding stables and tennis courts nearby.

7 days: min: 1700 € - max: 3780 €
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Farmhouse San Polo in Chianti Farmhouse San Polo in Chianti

Farmhouse near San Polo in Chianti (Florence). The farmhouse is located on the top of a hill and offers a breathtaking view on the Arno river valley and on Vallombrosa mountains. Swimming pool, gazebo, Internet connection. Sleeps 8+1.

7 days: min: 800 € - max: 1735 €

Reviews 1
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Farmhouse La Torre Farmhouse La Torre

Farmhouse close to Mercatale Val di Pesa (Florence), in Florentine Chianti. Swimming pool, whirlpool bath, Internet connection. 12 sleeping accommodations.

7 days: min: 2000 € - max: 3090 €
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Podere Chianti Podere Chianti

Ancient farmhouse in Greve in Chianti (Florence) with view over the surrounding countryside and nearby Florence. Sleeps 12, wide garden, swimming pool, Internet connection, and barbecue.

7 days: min: 1915 € - max: 3520 €

Reviews 1
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Farmhouse Piero Farmhouse Piero

Farmhouse in panoramic location on the hills of Chianti, near Montespertoli (Florence). Sleeps 10, swimming pool, Internet connection, air conditioning, barbecue. Wonderful view over the surrounding hills. Possibility of organising dinners with a traditional Tuscan menu.

7 days: min: 3225 € - max: 4240 €

Reviews 1
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Farmhouse Leopoldo Farmhouse Leopoldo

Typical farmhouse on the hills that surround Florence, near San Casciano Val di Pesa, in Florentine Chianti. Sleeps 12, panoramic swimming pool, Internet connection, barbecue.

7 days: min: 2365 € - max: 4045 €
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Farmhouse Carlo Farmhouse Carlo

Farmhouse in scenery location on the hills of Chianti Classico, between Florence and Siena, in Greve in Chianti. Sleeps 9, swimming pool, wide garden, barbecue. Just a few kilometres from Florence centre. Possibility of organising Italian cooking lessons.

7 days: min: 1065 € - max: 3190 €
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