Le Caggiole farmhouse in San Gimignano La Lastra Siena Visit of vineyards
and cellar with wine tasting and light-lunch Bed Breakfast La Fornace di Racciano  San Gimignano - Siena Relais della Rovere hotel relais colle val d'elsa Siena Agriturismo Cesani San Gimignano - Siena

Montepulciano

The city of Montepulciano as very particular configuration: it is constructed along a geological ridge running down from the highest point.


Historical signs
Montepulciano The city a very particular configuration: it is constructed along a geological ridge running down from the highest point. Today we find an extremely long main street (about 11 and 1/2 Km) leading from the Porta al Prato through a 60 drop to the Piazza Grande. The houses are organised around this main street ina series of perpendicular short, narrow lanes- often extremely steep. The most important buildings are practically all on the main street, presenting a long procession of facades, almost an "exhibition"of high level architectural design. There have been tho mai periods of architectural significance in Montepulciano, the XVI Century, and those years bridging the XVII and XVIII Centuries.
MontepulcianoDuring the XVI Century the urban development is pratically completed and it was only the nobility who carried out projects for new frontages to boost their personal prestige. The costruction outside the gates of the imposing "Temple of San Biagio, on a projects of Antonio da Sangallo il Vecchio create a "Style" taken up by most of the master builders, it inspires the palaces of the Avignonesi, Cocconi Cervini, Gagnoni-Grugni, Contucci and Tarugi, to mention only the main names to which can be attributed many houses that are considered "minor" in Montepulciano but might well be considered "major" in other places (one remembers the Palazzo Bellarmino, the palazzo which today houses the Scool of Mosaic in Talosa, for its beautiful courtyard). The other period saw the presence and influence of the celebrated architect Fra-Andrea Pozzo, the Jesuit who gave Montepulciano the impossing Church of Jesus with its unusual quasi circular plan, the dining salon of the Palazzo Contucci whith its perpective effects, and numerous interiors which he reorganised.
Santa Chiara outside the walls and, above all the church of Santa Maria are examples of sobre and graceful late baroque style. Another group of buildings exemplify a late 11 th Century tendency of particular relevance. The Cathedral and its interior, the monumentality of which is found- uniquely- in the play of line and form- by Ippolito Scalza from Orvieto (1532-1617) to whom the Loggie delle Erbe and the church of the Madonna delle Grazie are traditionally attributed.
MontepulcianoWe have deliberately left to last, two 15 th Century buildings, the Palazzo Comunale inspired by the Palazzo della Signoria in Florence and the church of San Augustino in which we find humanistic and late gothic elements- both work by Michelozzo Bortolomeo, and lastly the Temple of San Biagio, an imposing sanctuary on a centered Greek plan, it's facade flanked by tho bell-towers (one unfinisched) and a perfect dome, a direct assumption of Renaissance architectural theory and perhaps the major work of Antonio da Samgallo the Elder, and the ideal source of inspiration for the new church of St Peters in the vatican of Sangallo the Younger.

The surrounding territory of the Council of Montepulciano cannot match the architectural treasures of the capital, but the little town of Valiano, situated on a hilltop beyond the master canal of the Chiana, nevertheless has its particular fascination, a splendid panorama over Valdichiana to the west and the hills of the Cortonese to the east. The two hills of Totona which face Montepulciano, and the Cappuccini, a short distance to the south, and covered with woodland, offer walks and climbs in varied and attractive landscape.


Montepulciano: discover the surroundings

  • Chianciano Terme Chianciano Terme (6 km)
    There is the thermal Chianciano, with parks and avenues, hotels and shops, but it also exists the original core of the town, the so called paese.
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  • Torrita di Siena Torrita di Siena (8 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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  • Pienza Pienza (9 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.
    Read more
  • Sarteano Sarteano (14 km)
    Under the influence of Chiusi, the most powerful city of the Etruscan League, the area of Sarteano had been living a period of development since the remotest times.
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  • Trequanda Trequanda (14 km)
    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.
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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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  • San Giovanni d'Asso San Giovanni d'Asso (17 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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  • Castiglione d'Orcia Castiglione d'Orcia (17 km)
    Sets on the summit of a back not too far from the Cassia, Castiglione of Orcia it is a small predominantly agricultural and handicraft center.
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  • Foiano della Chiana Foiano della Chiana (17 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 (17 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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  • Cetona Cetona (18 km)
    The first mention of Cetona is found as a "Castle" between 1207 and 1241 in the estate of Count Ildebrandino, but subject to the sovreignty of the Commune of Orvieto.
    Read more
  • Lucignano Lucignano (20 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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  • Asciano Asciano (24 km)
    The city of Asciano is on high ground in the upper Ombrone valley, on the old Via Lauretana.
    Read more
  • Monte Oliveto Maggiore abbey Monte Oliveto Maggiore abbey (24 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.
    Read more
  • Crete Senesi Crete Senesi (24 km)
    The territory of Crete Senesi contains all of those things which we have come to associate with Tuscany
    Read more

Accommodations in the area


    • Montepulciano (Siena)
    • 3 km from Montepulciano

    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.

    Availability request


    • Siena (Siena)
    • 47 km from Montepulciano

    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


    • Colle Val D'Elsa (Siena)
    • 64 km from Montepulciano

    Relais della Rovere

    The Relais Della Rovere is a charming hotel created from the conversion of an ancient Benedictine abbey and a papal villa of the Renaissance period.
    Set in Colle Val d'Elsa, in the heart of the Chianti area, it is strategically located among Florence, Siena, San Gimignano and Volterra.

    Booking ONLINE


    • Colle Val D'Elsa (Siena)
    • 68 km from Montepulciano

    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


    • San Gimignano (Siena)
    • 72 km from Montepulciano

    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)
    • 73 km from Montepulciano

    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)
    • 73 km from Montepulciano

    B&B la Fornace di Racciano

    La Fornace di Racciano is a lovely Bed&Breakfast a short distance from the historical centre of medieval San Gimignano. It consists of a typical Tuscan country house surrounded by a large flowery garden.
    La Fornace di Racciano consists of seven comfortable rooms and four apartments, two of which are located in the ancient hamlet of Racciano.

    Availability request


    • San Gimignano (Siena)
    • 78 km from Montepulciano

    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)
    • 85 km from Montepulciano

    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)
    • 86 km from Montepulciano

    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)
    • 90 km from Montepulciano

    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


    • Castagneto Carducci (Livorno)
    • 97 km from Montepulciano

    Podere Vignanova

    Podere Vignanova, little charming resort in Tuscany, in one of the more enchanting corners of the Etruscan coast, where vineyards with wines which are conquering the world.
    Surrounded by important vineyards in Castagneto hills the farm holding includes an old country house which hosts 4 comfortable flats and 4 delightful suites.

    Availability request


    • Fucecchio (Florence)
    • 111 km from Montepulciano

    Relais Hotel Vedute

    Relais Hotel Vedute Florence surrounded by green countryside is located in a strategic position near Florence, Lucca, Pistoia, Pisa and Siena
    Our Wellness Center & Ayurvedic Thai Aquamor invites you to know Ayurvedic and Thai experience in Fucecchio Florence

    Availability request


    • Lucca (Lucca)
    • 134 km from Montepulciano

    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)
    • 144 km from Montepulciano

    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



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