The Via della Sapienza leads from San Marco into the Piazza della Santissima Annunziata. In one of the houses on the left, now incorporated into the Reale Istituto di Studi Superiori, Andrea del Sarto and Francia Bigio lodged with other painters, before Andrea's marriage; and here, usually under the presidency of the sculptor Rustici, the "Compagnia del Paiuolo," an artists' club of twelve members, met for feasting and disport.[48]

This Piazza was a great place for processions in old Florence. Here stand the church of the Santissima Annunziata and the convent of the Servites, while the Piazza itself is flanked to right and left by arcades originally designed by Brunelleschi. The equestrian statue of the Grand Duke Ferdinand I. was cast by Giovanni da Bologna out of metal from captured Turkish guns. The arcade on the right, as we face the church, with its charming medallions of babies in swaddling clothes by Andrea della Robbia, is a part of the Spedale degli Innocenti or Hospital for Foundlings, which was commenced from Brunelleschi's designs in 1421, during the Gonfalonierate of Giovanni dei Medici; the work, which was eloquently supported in the Council of the People by Leonardo Bruni, was raised by the Silk-merchants Guild, the Arte di Por Santa Maria. On its steps the Compagnacci murdered their first victim in the attack on San Marco. There is a picturesque court, designed by Brunelleschi, with an Annunciation by Andrea della Robbia over the door of the chapel, and a small picture gallery, which contains nothing of much importance, save a Holy Family with Saints by Piero di Cosimo. In the chapel, or church of Santa Maria degli Innocenti, there is a masterpiece by Domenico Ghirlandaio, painted in 1488, an Adoration of the Magi (the fourth head on the left is the painter himself), in which the Massacre of the Innocents is seen in the background, and two of these glorified infant martyrs, under the protection of the two St. Johns, are kneeling most sweetly in front of the Madonna and her Child, for whom they have died, joining in the adoration of the kings and the gloria of the angelic choir.

The church of the Santissima Annunziata was founded in the thirteenth century, but has been completely altered and modernised since at different epochs. In summer mornings lilies and other flowers lie in heaps in its portico and beneath Ghirlandaio's mosaic of the Annunciation, to be offered at Madonna's shrine within. The entrance court was built in the fifteenth century, at the expense of the elder Piero dei Medici. The fresco to the left of the entrance, the Nativity of Christ, is by Alessio Baldovinetti. Within the glass, to the left, are six frescoes representing the life and miracles of the great Servite, Filippo Benizzi; that of his receiving the habit of the order is by Cosimo Rosselli (1476); the remaining five are early works by Andrea del Sarto, painted in 1509 and 1510, for which he received a mere trifle; in the midst of them is an indifferent seventeenth century bust of their painter. The frescoes on the right, representing the life of the Madonna, of whom this order claims to be the special servants, are slightly later. The approach of the Magi and the Nativity of the Blessed Virgin, the latter dated 1514, are among the finest works of Andrea del Sarto; in the former he has introduced himself and the sculptor Sansovino, and among the ladies in the latter is his wife. Fifty years afterwards the painter Jacopo da Empoli was copying this picture, when a very old lady, who was going into the church to hear mass, stopped to look at his work, and then, pointing to the portrait of Lucrezia, told him that it was herself. The Sposalizio, by Francia Bigio, painted in 1513, was damaged by the painter himself in a fit of passion at the meddling of the monks. The Visitation, by Jacopo da Pontormo, painted in 1516, shows what admirable work this artist could do in his youth, before he fell into his mannered imitations of Michelangelo; the Assumption, painted slightly later by another of Andrea's pupils, Rosso Fiorentino, is less excellent.

Inside the church itself, on the left, is the sanctuary of Our Lady of the Annunciation, one of the most highly revered shrines in Tuscany; it was constructed from the designs of Michelozzo at the cost of the elder Piero dei Medici to enclose the miraculous picture of the Annunciation, and lavishly decorated and adorned by the Medicean Grand Dukes. After the Pazzi conspiracy, Piero's son Lorenzo had a waxen image of himself suspended here in thanksgiving for his escape. Over the altar there is usually a beautiful little head of the Saviour, by Andrea del Sarto. The little oratory beyond, with the Madonna's mystical emblems on its walls, was constructed in the seventeenth century.

In the second chapel from the shrine is a fresco by Andrea del Castagno, which was discovered in the summer of 1899 under a copy of Michelangelo's Last Judgment. It represents St. Jerome and two women saints adoring the Blessed Trinity, and is characteristic of the modo terribile in which this painter conceived his subjects; the heads of the Jerome and the older saint to our right are particularly powerful. For the rest, the interior of this church is more gorgeous than tasteful; and the other works which it contains, including the two Peruginos, and some tolerable monuments, are third rate. The rotunda of the choir was designed by Leo Battista Alberti and erected at the cost of the Marquis of Mantua, whose descendant, San Luigi Gonzaga, had a special devotion to the miraculous picture.

From the north transept, the cloisters are entered. Here, over the door, is the Madonna del Sacco, an exceedingly beautiful fresco by Andrea del Sarto, painted in 1525. St. Joseph, leaning upon the sack which gives the picture its name, is reading aloud the Prophecies to the Mother and Child whom they concern. In this cloister–which was built by Cronaca–is the monument of the French knight slain at Campaldino in 1289 (see chapter ii.), which should be contrasted with the later monuments of condottieri in the Duomo. Here also is the chapel of St. Luke, where the Academy of Artists, founded under Cosimo I., used to meet.

A good view of the exterior of the rotunda can be obtained from the Via Gino Capponi. At the corner of this street and the Via del Mandorlo is the house which Andrea del Sarto bought for himself and his Lucrezia, after his return from France, and here he died in 1531, "full of glory and of domestic sorrows." Lucrezia survived him for nearly forty years, and died in 1570. Perhaps, if she had not made herself so unpleasant to her husband's pupils and assistants, good Giorgio Vasari–the youngest of them–might not have left us so dark a picture of this beautiful Florentine.

The rather picturesque bit of ruin in the Via degli Alfani, at the corner of the Via del Castellaccio, is merely a part of an oratory in connection with Santa Maria degli Angioli, which Brunelleschi commenced for Filippo Scolari, but which was abandoned. Santa Maria degli Angioli itself, a suppressed Camaldolese house, was of old one of the most important convents in Florence. The famous poet, Fra Guittone d'Arezzo, of whom Dante speaks disparagingly in the Commedia and in the De Vulgari Eloquentia, was instrumental in its foundation in 1293. It was sacked in 1378 during the rising of the Ciompi. This convent in the earlier portion of the fifteenth century was a centre of Hellenic studies and humanistic culture, under Father Ambrogio Traversari, who died at the close of the Council of Florence. In the cloister there is still a powerful fresco by Andrea del Castagno representing Christ on the Cross, with Madonna and the Magdalene, the Baptist, St. Benedict and St. Romuald. The Romuald especially, the founder of the order, is a fine life-like figure.

The Spedale di Santa Maria Nuova was originally founded by Messer Folco Portinari, the father of the girl who may have been Dante's "Giver of Blessing," in 1287. Folco died in 1289, and is buried within the church, which contains one of Andrea della Robbia's Madonnas. Over the portal is a terracotta Coronation of the Madonna by Bicci di Lorenzo, erected in 1424. The two frescoes, representing scenes in the history of the hospital, are of the early part of the fifteenth century; the one on the right was painted in 1424 by Bicci di Lorenzo. In the Via Bufalini, Ghiberti had his workshop; in what was once his house is now the picture gallery of the hospital. Here is the fresco of the Last Judgment, commenced by Fra Bartolommeo in 1499, before he abandoned the world, and finished by Mariotto Albertinelli. Among its contents are an Annunciation by Albertinelli, Madonnas by Cosimo Rosselli and Rosso Fiorentino, and a terracotta Madonna by Verrocchio. The two pictures ascribed to Angelico and Botticelli are not authentic. But in some respects more interesting than these Florentine works is the triptych by the Fleming, Hugo Van der Goes, painted between 1470 and 1475 for Tommaso Portinari, Messer Folco's descendant; in the centre is the "Adoration of the Shepherds," with deliciously quaint little Angels; in the side wings, Tommaso Portinari with his two boys, his wife and their little girl, are guarded by their patron saints. Tommaso Portinari was agent for the Medici in Bruges; and, on the occasion of the wedding of Charles the Bold of Burgundy with Margaret of York in 1468, he made a fine show riding in the procession at the head of the Florentines.