Il Poggiarone

Located in a rural area, this welcoming villa lets you experience it all in Montepulciano. Val di Chiana is just a short walk away, so you can leave your car at the property, which offers uncovered onsite parking, or jump in your vehicle to make the 32-minute drive to Lake Trasimeno.

Relax by the seasonal outdoor pool or sip a drink in the garden of this villa, which also features free bike rentals and a BBQ grill. As for the great indoors, you can come inside and enjoy the free WiFi and TV.

This 7-bedroom, 5-bathroom rental features a living room, a dining area, a desk, and multilingual staff. Bathroom amenities include a bidet and towels. The kitchen is equipped with an oven, a stovetop, and a full-sized refrigerator/freezer, as well as an espresso maker and cookware. And there's a washing machine, so you can even pack a bit lighter.