In the heart of Brunello wine country, the nearly 4,500-acre Castiglion del Bosco is one of Tuscany's most impressive debuts in years. While the resort's spa, golf course, and equestrian center won't be completed until 2010, there is already plenty to attract in this medieval borgo, or hamlet, which includes the noble family's original villa and 16 large suites (with 10 more in the works). The accommodations have huge living rooms and massive showers and are done in a refined country style with leather chairs and heavy draperies. A former priest's house now holds the two restaurants: one the unpretentious Osteria, which serves simple pastas; the other the Ristorante Del Drago, a more formal affair. It's also the site of cooking classes and wine-tastings (the property produces its own vintage). With many cozy spaces in which to enjoy a glass of wine, and a fleet of discreet staff to cater to your whims, you'll feel like the master of your own estate.