Palazzo Massaini has its origins in the early 13th century, when a fortified castle stood on the hill where the estate rises today. Built by Bibbiano Cacciaconti, the stronghold formed part of the medieval domains of the Scialenga Counts and overlooked the rolling landscape of the Val d’Orcia.
In the 16th century, the castle was transformed into an elegant Tuscan villa under Girolamo Massaini, who gave the palazzo its name. This renovation introduced many of the features still visible today, including the central tower, enclosed courtyard, and formal gardens.
Over the centuries, the estate passed through several noble families, including the Placidi, Piccolomini, and Dei, each contributing to its architectural and cultural evolution.
Today, Palazzo Massaini stands as a beautifully preserved estate surrounded by vineyards, olive groves, and iconic Tuscan scenery—an enduring testament to the region’s history and craftsmanship.
Today, Palazzo Massaini stands beautifully restored, surrounded by vineyards, olive groves, and timeless Tuscan scenery. From this day, our guests can experience the essence of Massaini firsthand, a place where history, nature, and serenity come together in perfect harmony.
Ever Dreamed of Staying in a Castle?
Discover an oasis of elegance and serenity in the Suites of Palazzo, where history and understated luxury blend in perfect harmony. Located in the heart of Palazzo Massaini, these six suite and one luxury suite (Vinsantaia) overlook the peaceful courtyard and offer breathtaking views of the Val d’Orcia,a landscape seemingly painted by time.
