Basilica della Santissima Annunziata (Basilica of the Most Holy Annunciation), Florence

Constructed in the mid-13th century, this church underwent a significant renovation in 1447 by Michelozzo. One of the standout features he added was an enchanting entrance cloister adorned with frescoes by renowned artists Andrea del Sarto (1486–1530), Pontormo (1494–1556), and Rosso Fiorentino (1494–1540). The church's history is also intertwined with the famous Annunciation fresco, which friar Bartolomeo began painting in 1252. Legend has it that, feeling despondent about his inability to capture the beauty of the Virgin's face, he fell asleep, only to awaken and find the painting miraculously finished—an event he attributed to an angel. The painting itself gained immense veneration and even received a dedicated tribune designed by architect Leon Battista Alberti, completed in 1481.

The church's facade, crafted by architect Caccini in 1601, imitates the Renaissance style of Brunelleschi's facade at the Foundling Hospital. This facade defines the eastern side of the square ("Piazza Santissima Annunziata") where the church proudly stands.

Within the church, visitors will discover a rare sight in Florence—an overwhelming example of Baroque architecture. A prime illustration can be found in the Cappella dell’Annunziata, located immediately to the left upon entering. The chapel's lower half, commissioned by Piero de’ Medici in 1447, boasts grand Corinthian columns and a carved frieze bearing the Medici coat of arms. The upper half, added two centuries later, features exuberant curves and mischievous sculpted cherubs. Art enthusiasts should also take note of the second chapel on the left, where they will find the exquisite "Holy Trinity with Saint Jerome". Painted by Andrea del Castagno (circa 1421–57), this masterpiece depicts a thin and gaunt Saint Jerome accompanied by his devoted followers, Paula and Eustochium.

Another noteworthy highlight is the organ, constructed between 1509 and 1521 by Domenico di Lorenzo da Lucca. It proudly holds the title of the oldest organ in Florence and the third oldest in all of Italy.

Tip:
Unlike many other churches in Florence, this one remains highly active. Visitors are kindly advised not to enter if Mass is being conducted.