Luxury villas for rent in Tuscany

The Valley of the Chiana

The Valley of the Chiana is the most vast of the Apennine valleys occupying more than 500 square kilometres of immaculately tended cultivation appearing as a garden from Cortona.


The Valley of the Chiana is the most vast of the Apennine valleys occupying more than 500 square kilometres of immaculately tended cultivation appearing as a garden from Cortona, the old city which dominates it from its height of 600 m. Already 22 centuries ago it must have been considered the granary of Etruria since Hanibal, before crossing it to draw the Roman legions into the ambush at Trasimeno, was able to supply his troops by sacking it.
Valdichiana - Copyright Giuseppe Toscano
But more than the evidence recorded by historians, are the archeological remains and the cultural traditions which reveal the Val di Chiana as the land of ancient civilisation. The hypogean tombs of Camucia and Sodo, the remains of Farneta, the museum of Cortona, confirm that the Etruscans populated and cultivated this valley battling with the forces of the water which for thousands of years had swamped it.
When Leonardo, more than 15 centuries later, designed his “Codice Atlantico”, the Val di Chiana appeared again as a lake. That is why, on the fall of the Western Roman Empire, the Barbaric invasions and mainly the Gothic wars which stained Italy with blood for almost all of the VI cent., depopulated the countryside. No longer carefully attended, the land was once more invaded by the waters.
The Lorena reclamation, at the beginning of the XIX cent., designed and directed by the Aretine Vittorio Fossombroni, restored its ancient fertility to the valley, re-establishing villages and farm houses, wonderfully designed, and, for a time, extraordinarily functional.
It was not always, however, an isolated paradise.
After Hanibal, other epic historical events took place in the valley during the process which brought about the establishment of the Tuscan State. The Battle of Pieve al Toppo (1288) in which the Aretines inflicted a tough defeat on the Sienese, who were at the time allied with the Florentine Guelphs, and the battle, called Scannagallo (1554) because of the large number of mercenary French soldiers killed, which took place near Foiano and determined the subjection of the Republic of Siena to Cosimo de’ Medici, First Grand Duke of Tuscany. Many extraordinary geniuses of art were born here amongst the most famous of whom are Luca Signorelli, Pietro da Cortona, Andrea Sansovino, and in our own century, Gino Severini. The Autostrada del Sole and the Rome-Milan railway line cut the valley lengthwise. Two state roads, the Umbro-Casentinese and the eastern branch of the Cassia, following the curving line on both sides, provide excellent connections with the larger centres while a dense network of good provincial roads allows for the crossing of the valley in all directions and for the discovering of the most beautiful spots.
The Val di Chiana was the granary of Etruria and is still today the only area where the most prized breed of cattle is raised, the Chianina, which is derived directly from the pre-historical “bos primigenius” . This agricultural vocation characterizes the economy of the valley, where activities connected to cereal crop production, sugar beet, quality oil production and a typical wine “Bianco Vergine”, prosper.


Valdichiana: discover the area

  • Castiglion Fiorentino Castiglion Fiorentino
    The inhabited nucleus of Castiglion Fiorentino was developed in the Etruscan period and the Hellenistic period. After the Romans conquered the Arezzo territory they organized agricultural production in the form of villas.
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  • Cortona Cortona
    Cortona was an Etruscan town that today offers many important remains.
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  • Foiano della Chiana Foiano della Chiana
    Evidence of Etruscan settlements of the VI-IV centuries BC testify to the ancient origins of Foiano and the nearby town of Pozzo della Chiana.
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  • Lucignano Lucignano
    Lucignano is one of the most interesting centres in Tuscany because of its original castle on an elliptical plan, closed in by a wall with towers.
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  • Monte San Savino Monte San Savino
    Monte San Savino is the birthplace of the great Renaissance sculptor Andrea Contucci called Il Sansovino and of Pope Julius III.
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  • The Sentiero della Bonifica The Sentiero della Bonifica
    Sentiero della Bonifica cycle and pedestrian path which joins Arezzo to Chiusi is about 62 km along Valdichiana equipped for those who wish to travel slowly, either by bike or on foot.
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Accommodations in the area


    • Greve in Chianti (Florence)
    • 38 km from Valdichiana

    Villa Chianti 7 beds

    Villa Chianti is a private villa for rent in Chianti area with pool and garden that can accommodate up to 7 people.
    An oasis of peace and tranquility with views of the Chianti valleys not far from the main tourist attractions of Tuscany.

    Availability request


    • Bagno a Ripoli (Florence)
    • 41 km from Valdichiana

    Villa Valdarno 12 beds

    Villa Valdarno is a typical Tuscan farmhouse located in a secluded and peaceful area in the heart of the Tuscan countryside, among vineyards and olive groves, and enjoys a privileged panoramic view of the Florentine Valdarno.
    The ideal solution for groups of friends or acquaintances who wish to spend their holidays in Tuscany with the comforts of a detached villa with swimming pool and large garden.

    Availability request


    • Castiglione della Pescaia (Grosseto)
    • 96 km from Valdichiana

    Villa Roccamare Castiglione della Pescaia 12 beds

    Beautiful and characteristic villa with stone finishes located in the exclusive Roccamare area in Castiglione della Pescaia.
    Surrounded by the green of the pine forest and the total privacy with 2000 sqm park equipped with relaxation area and barbecue is located about 400 meters from the sea and has a private beach.

    Availability request


    • Castiglione della Pescaia (Grosseto)
    • 99 km from Valdichiana

    Villa Punta Ala 9 beds pool

    Beautiful villa with swimming pool surrounded by greenery and tranquility of the exclusive tourist destination Punta Ala and small attic used as service personnel only 300 meters from the sea of Tuscany.
    This ideal solution for those who want to spend their holidays near the beautiful sea of Punta Ala with the comforts of an exclusive villa.

    Availability request


    • Lucca (Lucca)
    • 114 km from Valdichiana

    Historic Villa Lucca 12 beds pool

    Historic villa 14 km from the center of Lucca immersed in the green of the Tuscan vineyards and olive groves, it has a private swimming pool and a large park.
    Set on 350 square meters in a dominant position offers a unique view of the hills of Tuscany.

    Availability request


    • Massarosa (Lucca)
    • 126 km from Valdichiana

    Stone Farmhouse Massarosa 8 beds pool

    Stone farmhouse in typical Tuscan style skilfully and elegantly renovated in a dominant position on the hills of Massarosa with spectacular views that reach the sea of Tuscany. The farmhouse has a swimming pool with whirlpool.
    Perfect solution for those that search the real authentic Tuscany staying in the hills but not far from the Versilia sea.

    Availability request


    • Viareggio (Lucca)
    • 128 km from Valdichiana

    Villa Torre del Lago 5 beds

    Typical Tuscan farmhouse for rent in Torre del Lago, Massaciuccoli area with 3 bedrooms and 5 beds, just 1 km from the Tuscany coast.
    Ideal solution for small groups or families looking for a villa for rent not far from the sea in a context of absolute privacy.

    Availability request


    • Massarosa (Lucca)
    • 130 km from Valdichiana

    Farmhouse Massarosa 14 beds pool

    Beautiful ancient Tuscan farmhouse completely renovated located on Tuscan hills 10 km from the golf course of Versilia. The villa can accommodate up to 14 people.
    An oasis of peace for those looking for a stay in the Tuscan hills while staying close to the sea. Perfect for a relaxing holiday in close contact with nature.

    Availability request


    • Camaiore (Lucca)
    • 130 km from Valdichiana

    Charming villa Tuscany coast 14 beds pool

    Eighteenth-century villa located in a picturesque area of the Tuscan hills at the foot of the Apuan Alps, the villa has a park with swimming pool and tennis court.
    The spacious suites of the villa embellished with charming details and enhanced by modern comforts will make your stay an unforgettable experience.

    Availability request


    • Camaiore (Lucca)
    • 131 km from Valdichiana

    Villa Pieve di Camaiore 8 beds pool

    Luxury and charming villa with swimming pool for rent surrounded by the green hills of Camaiore not far from the sea of the Tuscan coast.
    The villa is ideal for those looking for an oasis of absolute peace and relaxation guaranteed by the elevated position and the external fence in style.

    Availability request


    • Camaiore (Lucca)
    • 131 km from Valdichiana

    Villa Prato di Sopra Camaiore 10 beds pool

    This villa is really some thing special, perched on the top of a hill the views are endlessly breath taking.
    This villa is really some thing special, perched on the top of a hill the views are endlessly breath taking.

    Availability request


    • Camaiore (Lucca)
    • 131 km from Valdichiana

    Villa Camaiore Hills 10 beds pool

    Villa located 3 km from the center of Camaiore in a quiet and sunny position 10 km from Tuscan sea.
    Ideal for those looking for a villa accommodation on the hills of Versilia a few miles from Tuscan sea.

    Availability request


    • Camaiore (Lucca)
    • 131 km from Valdichiana

    Restored Farmhouse Camaiore 9 beds pool

    Beautiful fully restored farmhouse located on the hills of Camaiore. The villa is surrounded by a park of 2500 square meters in which is inserted the beautiful pool.
    Thanks to the dominant position on the valley from the farmhouse you can enjoy a beautiful 360 ° panoramic view.

    Availability request


    • Camaiore (Lucca)
    • 131 km from Valdichiana

    Villa Camaiore Hills 7 beds pool

    Wonderful villa with swimming pool surrounded by greenery, tranquility and privacy of the Pieve di Camaiore about 10 km from the sea of the Tuscan coast.
    The villa has all the comforts necessary to ensure an unforgettable stay in Tuscany and is the ideal solution for small groups up to 7 people who want to stay in the countryside but not far from the sea of Versilia.

    Availability request


    • Massarosa (Lucca)
    • 133 km from Valdichiana

    Villa Massarosa 10 beds pool

    Beautiful and spacious villa in the countryside located in the hills of Versilia, 3 km from the golden beaches of the Tuscan coast with private pool and park.
    Perfect solution to stay in the green hills of Tuscany, 3 km from the golden beaches of Versilia

    Availability request