La Bandita, Pienza
This is the ultimate two-fer offering nine rooms in a hilltop villa in utter isolation, and just a few miles away, eleven rooms in a converted monastery in the heart of a medieval town where you can experience the village life of Tuscany. The Villa, set on its own hill, is in the middle of the UNESCO World Heritage Valley of the Orcia River. Each room has one of the best views in Tuscany. There is a stunning, double-infinity pool, friendly outdoor spaces, and silence. There are very social indoor and outdoor dining rooms. Gorgeous baths. The Townhouse has a tranquil garden and its own excellent restaurant. The architect has respected the ancient building—one room has the original marble altar of the prayer room—but added minimalist modern touches. Medieval Zen Modern. And the town, Pienza, is the idyllic medieval town.