Almost 40 years ago, Italy-born restaurateur Sirio Maccioni famously built the tony French restaurant Le Cirque into the de facto uptown clubhouse for the who's-who of New York. The Le Cirque empire has grown to seven restaurants, spreading from New York to Las Vegas to New Delhi. But come every summer, the Maccioni clan decamps for Montecatini in northern Tuscany, where the family has a second home. The property fit several of their essential criteria: a 10-minute walk from the center of town, enough land for a pool, and, of course, room to entertain. Wine Spectator's Jennifer Fiedler reports.