Località Sbarcatello, Porto Ercole
Situated along the Tyrrhenian Sea, this former guest house—built in the 1960s by an American socialite and a British soldier (the sole survivor of a crash in Africa in the ‘50s that had captured the heiress’s attention and heart)—still feels like you’re checking in with friends. It’s tasteful, wonderful, and low-key, and boasts stunning views of the sea.
Via del Giglio, 12, Pienza Sl
For a dose of the Val d’Orcia’s magic, look no further than La Bandita, a tiny little hotel tucked into a hillside in Tuscany. The bedrooms take into consideration every detail: terra-cotta four-poster beds, crisp Italian linens, and, in some rooms, a lime-green writing desk. It’s at once relaxing and sophisticated, not to mention close to Rome and Florence, which are both a two-hour drive away. The wine-tasting capitals and Old World architecture of Montalcino and Montepulciano are also in close proximity, making the hotel a convenient starting off point for longer trips in the region. Service here—perhaps a result of the property’s owner, John Voigtmann, a former NYC record exec and hotel aficionado—is top-notch, and the staff is incredibly helpful, but quietly so, meaning they’re great at anticipating guests’ every need. The infinity pool is just as special as it looks in the photos, too, thanks to the killer view.
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