Il Fondaco del Moro  

Perched inside a 14th-century fortified fortress in Civitella in Val di Chiana (Oliveto), this bed & breakfast sits within the ancient walled town. You’re steps from the Sienese Gate, the Virgin Mary with Child, Civitella Longobard Castle and Palazzo Becattini.

Founded around 1385, the property keeps its medieval bones and calm, panoramic vibes. Eight air-conditioned rooms pair historic charm with modern touches — minibars, flat-screen TVs, safes and desks — and private bathrooms with rainfall showerheads and complimentary toiletries. Housekeeping is provided once per stay.

Complimentary wireless internet, a cozy fireplace in the lobby and tour/ticket assistance keep things easy. Explore the walled town, linger over sweeping hilltop panoramas, or head out for horseback walks and mountain-biking adventures.

Rooms include desks and complimentary wireless internet access, making this historic B&B a quiet spot to catch up on work.

A complimentary buffet breakfast is served daily to start your mornings before sightseeing.