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Tuscany offers the most Inspirato accommodations of any European destination, with eight standalone villas and four hotels. Stay in a restored farmhouse surrounded by olive groves and vineyards at Villa Dante or Villa Azzurri, just outside Florence.
Or, choose from a trio of 11th-century luxury estates—Villa Collina, Villa Bellezza, and La Villetta—near Siena. The historic estate, Podere Panico in Val d’Orcia, offers the most scenic views and boasts a private pool overlooking the rolling Tuscan countryside.
Widely renowned for its rich Brunello wine, the Val d'Orcia region of Tuscany was designed in Renaissance times to be one of the world's most aesthetically pleasing and untouched landscapes. Added to the UNESCO list of World Heritage Sites in 2004, the countryside is depicted by many famous painters and is featured in movies such as The English Patient and Under the Tuscan Sun. Our residences, just south of Siena, are surrounded by world-renowned vineyards and picturesque towns such as Montepulciano and Montalcino.
The Chianti region of Tuscany is famous for its ancient villages, mountainous terrain, and of course, Chianti Classico wine. Take some time to explore the local towns of Greve in Chianti, Siena, and Florence and revel in the classic Tuscan design and charm. A day trip is a must to the towns of Lucca, Pisa, and Cinque Terre.
At the Monterinaldi winery in Chianti, learn to prepare homemade pasta and other traditional Tuscan dishes, like ancient soups, tasty sauces, simple sides, main courses, and desserts. While you’re there, enjoy tasting Monterinaldi wines along with homemade bread—or Schiacciata.
Dating back to the 14th century, the 13 remaining towers of San Gimignano create a stone skyline rising from the walled city. Stroll through the piazzas and streets and you'll see why the town is known as the Medieval Manhattan.
From September through December, you can "hunt" one of the world's gourmet delicacies: the elusive truffle. Try hunting In San Giovanni d'Asso, a small village dominated by a castle that is now a truffle museum.
The weather in Tuscany is typically pleasant from season to season. The area’s long summers are ideal for touring the region's wineries and olive groves. Winters are mild quiet, but come with some rain.