A tree-lined driveway leads past pastures and the pool at this recently-restored retreat in the same family for more than a century. Snack on the veggies, olive oil, honey, and wine produced on the property, try tennis or horseback riding under the Tuscan sun, and hit the Turkish bath in the pool house. Billiards, lounges, and vaulted suites await inside, and the nearest beach is a 25-minute drive.