Formerly a monastery, this villa boasts traditional features, acres of olive groves, and breathtaking views. It's perched on the border between Umbria and Tuscany, just a five-minute drive from the storybook town of Città della Pieve. Panoramas spanning the Umbrian hills to the Val di Chiana are sure to impress – they're the perfect backdrop for dips in the pool, sundowners on the terrace, and meals under the stars. Inside, expect a fusion of classic and contemporary elements – we're particularly fond of the modern kitchen set under vaulted ceilings. Three bedrooms are in the main house, with a fourth in the independent annexe that's ideal for those craving a bit more privacy.

• Speak to your host about the different experiences they can help arrange for an additional fee, including private chefs, wine tastings, bike rentals, airport transfers, and more.