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The church of Sant'Agostino, already mentioned in a document of 1183 and destroyed in 1249 during the conflict between the Guelphs and the Ghibellines, was once on the site occupied by the present building. It took its present name in 1268 when it was rebuilt, together with the convent, by the Augustinian friars Eremitani. It was rebuilt in 1452 after the fire of 1423, when the present Romanesque apse and tower, designed by Antonio Casotti and financed by the municipality and Abbot Zoboli, were also erected. The baroque façade, entirely in terracotta, dates from 1746 and was designed by the architect Alfonso Torreggiani.

The church of Sant'Agostino is the second largest church in San Gimignano after the collegiate church. It was built in 1280 and completed in 1298. The church has features derived from Romanesque and Gothic architecture, with tri-lobed arch windows and an Augustinian cloister dating from the 15th century.

The church of Sant'Agostino has existed as the parish church of Santa Maria Assunta since 1203. The church changed its name to Sant'Agostino in 1555, when the Augustinian friars moved there and built the convent between 1580 and the beginning of the 17th century. The present appearance of the church is the result of renovations carried out between 1771 and 1785 on a project by architect Vincenzo Righi of Camerino. The façade has a beautiful 16th century stone portal with pillars decorated with candelabras. The only remaining element of the ancient 13th-century parish church is the Romanesque bell tower, the result of the adaptation of a medieval tower.

The church of Sant'Agostino was built with an adjoining convent from 1258. Construction continued for more than fifty years, with extensions and remodelling over the centuries, especially during the 15th century, between 1450 and 1490. After a disastrous fire in 1747, it required a complete renovation, which was supervised by Luigi Vanvitelli, from 17 July 1747 to 1755. At the beginning of the 19th century, with the Napoleonic suppression of religious orders, the Augustinians left the convent.

The church of Sant'Agostino was founded with a monastery in the 13th century and was initially dedicated to St. James. In 1420, the conventual structure was enlarged. At the end of the 18th century, the Augustinian monastery was closed. In 1876, the church was demolished and rebuilt. Closed to worship due to unsuitability since the L'Aquila earthquake in 2009, the church was further damaged by the 2016-2017 earthquakes in central Italy.

The church of Sant'Alvise, dedicated to St. Louis of Toulouse, known in Venice as St. Alvise, was built in 1383 by the noblewoman Antonia Venier, together with the adjoining monastery, in the place suggested to her by the Saint himself appearing to her in a dream. The church underwent a major renovation in the 17th century, which greatly modified the interior.

Sant'Ambrogio della Massima is said to have been built on the site of St. Ambrose's paternal home, where he lived (in the 4th century) until he moved to Milan as a consul. The church was rebuilt several times, but the sources do not specify the dates. In the 15th century or around 1500, it would have been joined to the adjacent church of Santo Stefano and rededicated to Saint Ambrose. Between 1606 and 1634, commissioned by the brothers Beatrice and Ludovico de Torres, one a Benedictine and the other a cardinal, it was rebuilt by Orazio Torriani and Carlo Maderno, incorporating the remains of the previous building. After 1870, the church and the monastery were expropriated by the Italian State, but later the church and part of the convent were returned to the Benedictines.

The church of St. Ambrose was built on the site of Florence where St. Ambrose is said to have stayed in 393. The church is first documented in 998, but it is probably older. The present church was rebuilt by Giovanni Battista Foggini in the 17th century. The church contains numerous frescoes, altarpieces and other works of art attributed to Andrea Orcagna, Agnolo Gaddi, Niccolò di Pietro Gerini, Lorenzo di Bicci, Masaccio, Fra Filippo Lippi, Sandro Botticelli, Alesso Baldovinetti and Fra Bartolomeo.

The present church of Sant'Ambrogio was built in 1590 and is located on top of an older church dating from the mid-13th century. The church was enlarged in 1740 when it took on its present appearance. The last restoration of the church was in 1992.

The church of Sant'Andrea was built between 1532 and 1701 on an ancient medieval church belonging to the Della Marra family. In 1532 the church was sold to the Order of Friars Minor, who undertook its reconstruction. With the edict of Murat in 1809, which provided for the suppression of religious orders, monastic life ceased in the church's convent. It was therefore handed over to the municipality, while the church remained open for liturgical celebrations.