The medieval village of Trequanda, crowned by the remnants of the ancient Cacciaconti castle, stands a hill 462 meters high sited between the Val di Chiana and the Val d' Asso.

TrequandaThe medieval village of Trequanda, crowned by the remnants of the ancient Cacciaconti castle, stands a hill 462 meters high sited between the Val di Chiana and the Val d' Asso. The real origin of the settlement is shrouded in the dark like the one of its name, even if some historians attribute to the mythological Etruscan hero Tarkon [ Tarconte ] because is probable the Etruscan frequentation of this place. To the mistery on Trequanda history strongly contributed the fire of the aretine archives of the 1384 that contained the documentations concerning this territory. Is however probable that already before the year 1000 the castle was governed by the counts Cacciaconti della Berardenga, family of noble Frank origin, sure they were the lords of this lands during the first half of 12th century.
The position of Trequanda, at control of the road that from Siena passing through Asciano carried to Chiusi, attract the sights of the powerful Sienese Republic. Siena didn't miss any opportunity for interfere in all the controversies regarding the village. But the inhabitants were not happy of these interferences and opposed resistance until Trequanda become one of the bases of the rebellion against the Guelph government of Siena. In the 1289 Siena definitively overpowered Trequanda and the castle risked to be shaved to the ground in order to prevent future uprisings. Around 1330 the Cacciaconti sold the castle to the Franzesi of Staggia and seven years after the new owners donated it to Siena. Already in 1313 all the territory was under the direct control of the Sienesi.
This was the period of maximum splendor of the village, completely encircled by crenellated town walls with irregular shape, with five towers and three gates, joined to the main round tower of the castle, located at the vertex of the hamlet. Of the walls remain insufficient traces, mainly recognizable on the northeast side, while of the three gates the 'Porta al Sole' and the 'Porta al Borgo' are intact, completely disappeared the 'Porta Buggea' that was located just under the castle.
The castle, with trapezoidal shape, was seriously damaged during the second world war and don't remain many traces of the original construction. The great round tower was reconstructed. Part of the circuit walls with traces of a second square tower are still recognizable. The complex is private property of a bank.
In Trequanda deserves of being named the parish church of the Saints Peter and Andrea, dating back to the 13th century. It is a beautiful Romanesque-gothic construction with a particular facade covered with white and ochre color stones forming a geometrical chessboard pattern.

The first owners of the landed estate of Petroio were the noble Berardegna and Scialenda families. Along with a number of other fortresses it fell to the Municipality of Siena in 1197 that, "had taken up arms against them because, with the help of the bishop of Arezzo, they intended to betray their friendship even although they had become citizens of Siena" (Tommasi , Storie di Siena , lib. 3, p. 173). Towards the end of the 14th century the estate was owned by the Salimbeni and Piccolomini Bandini families. It later returned to the jurisdiction of Siena until its fall in 1555. Approaching the town, on the outskirts of the city walls, is the church of S. Andrea, site of the old hospital.

After passing the old terracotta factory there is the ancient Romanesque church of San During the 11th and 12th centuries this church, that was formerly part of the parish of Santo Stefano at Cennano, belonged to the Vallombrosani monks in the form of a monastery, and was subordinate to the abbey of S. Andrea of Ardegna. Travelling along the road, Palazzo Pretorio appears on the left-hand side, which is destined to become a terracotta museum and is presently undergoing renovation. Slightly further on is the church of Ss. Pietro and Paolo in the square bearing the same name. Inside the church are a number of paintings by unknown artists of the 17th and 18th centuries. Amongst the works is an oil painting by the Sienese artist Rutilio Manetti (1571-1639), representing the Ascension with Seraphs and Saints. A panel painting depicting the Madonna and Child is the work of the Sienese painter Taddeo di Bartolo (1362-1422) and a further panel painting by the Sienese artist Francesco Vanni portrays the Virgin and San Domenico. The road ends in close proximity to the municipal tower and the 12th century quarter-deck once home to the Cacciaconti family and then later to the magistrate of Siena. At the top of the main stairs there is a statue of Bartolomeo Garosi known as "Il Brandano" (Petroio 1486 - 1554) who was famous for his prophecies dating from the time of the fall of the Republic of Siena. He liked to call himself 'il pazzo di cristo'. Today, as well as being "The capital of terracotta", Petroio welcomes tourists from all over the world. Here they can try traditional recipes which have been handed down from one generation to another and taste the excellent olive oils and wines produced in the area. They can also admire the typical Tuscan landscape as Petroio is ideally situated between the Val di Chiana and the Val d'Orcia.

Trequanda: discover the surroundings

  • San Giovanni d'Asso San Giovanni d'Asso (8 km)
    San Giovanni d'Asso is located from the hill dominating the valley of the Asso torrent the Crete and offer a magic and atmospheres of a pure and perfumed land.
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  • Torrita di Siena Torrita di Siena (9 km)
    The first historical records referring to Torrita di Siena date back to the 11th century when the name appears in an Amiata legal code of the year 1037.
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  • Asciano Asciano (10 km)
    The city of Asciano is on high ground in the upper Ombrone valley, on the old Via Lauretana.
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  • Monte Oliveto Maggiore abbey Monte Oliveto Maggiore abbey (10 km)
    Monte Oliveto Maggiore is a Congregation, found in a marvellous spot just south of Siena, in what is characteristic of this countryside, the crete senesi.
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  • Crete Senesi Crete Senesi (10 km)
    The territory of Crete Senesi contains all of those things which we have come to associate with Tuscany
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  • Lucignano Lucignano (11 km)
    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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  • Rapolano Terme Rapolano Terme (12 km)
    In the Middle Ages the territory of Rapolano Terme was part of the properties of the Counts of the Scialenga who dominated over the main castle of the area.
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  • Pienza Pienza (12 km)
    Pienza, small jewel of the Renaissance in the heart in Tuscany, in the province in Siena, to the center of one of the most beautiful zones in Italy and richer than treasures of art.
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  • Montepulciano Montepulciano (14 km)
    The city of Montepulciano as very particular configuration: it is constructed along a geological ridge running down from the highest point.
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  • Foiano della Chiana Foiano della Chiana (14 km)
    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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  • The Sentiero della Bonifica The Sentiero della Bonifica (14 km)
    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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  • Buonconvento Buonconvento (16 km)
    The circuit of strong defense walls, the architectural style of which recalls that of Siena, once enclosed the entire village of Buonconvento like a cocoon around a butterfly.
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  • Bibbiano Castle Bibbiano Castle (16 km)
    The Bibbiano castle was the property of the Longobard Count Guinigi di Reghinari at the time of Ludovico II.
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  • Bagno Vignoni Bagno Vignoni (16 km)
    Bagno Vignoni name derives from Vignoni, castle already known in the XI century, whose traces dominate the high ground above the suburb, and from the thermal waters used since the Roman epoch.
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  • San Quirico d'Orcia San Quirico d'Orcia (16 km)
    San Quirico is Etruscan in origin, and cinerary urns and other funeral objects and vessels found here are now kept in the Etruscan archeological museum in Siena.
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  • The Valley of the Chiana The Valley of the Chiana (17 km)
    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.
    Read more

Accommodations in the area

    • Montepulciano (Siena)
    • 13 km from Trequanda

    Agriturismo le Caggiole

    Immersed in the verdant countryside around the noble town of Montepulciano, that boasts ancient Etruscan origins, Le Caggiole Estate is perfectly located for exploring Tuscany's most prized treasures.
    In a relaxing and cosy atmosphere uests are offered three comfortable, quiet double rooms with private bathrooms and two comfortable apartments for two persons and for small family groups.

    Booking ONLINE

    • Siena (Siena)
    • 33 km from Trequanda

    Agriturismo Marciano

    Agriturimo Marciano : an exlusive opportunity, two holidays at the place of only one. stay in the country and life downtown. Marciano is located near the walls of the Middle Age town of Siena.
    Five confortable double rooms and a suite with a beautiful sight on the Siena Duomo

    Availability request

    • Cortona (Arezzo)
    • 37 km from Trequanda

    Rocca di Pierle

    Set within the green hills of Tuscany, a few kilometers away from the old Etruscan town of Cortona farmhouse Rocca di Pierle is the perfect place to find peace and tranquility in contact with the pace of nature.
    Completely renovated Tuscan farmhouse with 3 rustic-style apartments. For groups possibilities to rent the whole villa.

    Booking ONLINE

    • Greve in Chianti (Florence)
    • 48 km from Trequanda

    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

    • Colle Val D'Elsa (Siena)
    • 55 km from Trequanda

    La Pieve

    La Pieve, charming farmhouse located on the hills of Val d'Elsa, between Volterra and San Gimignano, along the Via Francigena, in the heart of the Tuscan countryside, with its luxuriant nature and rich history.
    Framed by olive trees and a wood, it fosters a direct dialogue with nature in complete relaxation where they contemplate and enjoy the stillness in private and unique spaces.

    Availability request

    • Bagno a Ripoli (Florence)
    • 55 km from Trequanda

    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

    • San Gimignano (Siena)
    • 58 km from Trequanda

    Agriturismo la Lucciolaia

    In the vicinity of the medieval centre of San Gimignano, nestled in the rolling hills of the gorgeous Tuscan countryside, Agriturismo La Lucciolaia is perfectly located for exploring Tuscany's most prized art towns.
    This ancient farmhouse has been recently renovated and divided into eleven double rooms and two Suites, where the magic atmosphere of past times is perfectly blended with modern comforts.

    Availability request

    • San Gimignano (Siena)
    • 59 km from Trequanda

    Agriturismo Villa il Palagetto

    Agriturismo Villa il Palagetto located in the vicinity of the medieval centre of San Gimignano, nestled in the rolling hills of the gorgeous Tuscan countryside.
    Provides comfortable accommodation in 6 double bedrooms and two Suites

    Availability request

    • San Gimignano (Siena)
    • 64 km from Trequanda

    Agriturismo Cesani

    Azienda Agricola Biologica Cesani is an organic farm nestled in the rolling hills of the Tuscan countryside, in the tiny country hamlet of Pancole, 6 km to the medieval town of San Gimignano.
    Azienda Agricola Biologica Cesani is an organic farm nestled in the rolling hills of the Tuscan countryside, in the tiny country hamlet of Pancole, 6 km to the medieval town of San Gimignano.

    Availability request

    • Firenze (Florence)
    • 72 km from Trequanda

    Marignolle relais & charme

    The charming Marignolle Relais & Charme, nestled the hills of Florence, is the ideal solution for those who want a place of excellence and relaxation and love peace and privacy without the amenities of a luxury hotel.
    Marignolle Relais & Charme is especially appreciated by travelers looking for style and tradition by offering deluxe rooms or junior suites in a refined, with superior comforts and impeccable services that make this relais an excellence of Florence.

    Booking ONLINE

    • Castiglione della Pescaia (Grosseto)
    • 83 km from Trequanda

    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)
    • 86 km from Trequanda

    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)
    • 120 km from Trequanda

    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)
    • 131 km from Trequanda

    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)
    • 132 km from Trequanda

    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