The Villa Medicea di Cafaggiolo is a villa situated near the Tuscan town of Barberino di Mugello in the valley of the River Sieve, some 25 kilometres north of Florence, central Italy. It was one of the oldest and most favoured of the Medici family estates, having been in the possession of the family since the 14th century, when it was owned by Averardo de' Medici. Averardo's son, Giovanni di Bicci de' Medici, is considered to be the founder of the Medici dynasty.
The villa was reconstructed following designs of the eminent Renaissance architect Michelozzo in 1452, becoming a meeting place for some of the greatest intellectuals of the Italian Renaissance. The villa is located in the Mugello region, the area which was the homeland of the Medici. Although by no means the grandest or largest of their many houses, they visited it often: as a consequence, the villa was the scene of many momentous events in the history of the dynasty, ranging from the reception of Medici brides to the murder of a Medici wife.
During the 15th and 16th centuries, the Tuscan , who had forsaken their medieval castles for the political expediency, comfort and greater security of town life, developed an aesthetic awareness which necessitated the seasonal occupation of a country retreat. The new humanist values they sought could be found in an attractive country setting, enhanced by a garden. The first of these villas were built by the Medici family, whose affluence coincided with the beginning of the Renaissance period, circa 1420. The builder of Villa Medicea di Cafaggiolo was Cosimo de' Medici, whose villa at Careggi is considered to be the model for the Renaissance villas of Florence. These early villas as in the case at both Careggi and Villa Medicea di Cafaggiolo were the result of the complete rebuilding of existing Medici castles.