Castello di Casole, A Timbers Resort—Casole d’Elsa, Italy
Sitting on a hill overlooking the breathtaking Tuscan countryside, Castello di Casole‘s infinity pool practically blends into the vineyards stretching across the seemingly endless hills. Spending hours admiring the scenery is not unusual for Castello di Casole guests. With easy access to Florence, Siena, San Gimignano, and Chianti, the winery tours and cultural activities are limitless. After all, a glass of wine a day keeps the doctor away—or something like that.