Apartment

Close to hiking trails, horse riding, and more, this pet-friendly apartment brings it all within reach. Jump into your car and make short work of the 19-minute drive to Monteriggioni Castle or the 27-minute drive to Sovestro in Poggio Winery (and enjoy the property's convenient onsite parking in the meantime).

After you return to this 861-sq-ft apartment, you can unwind by the communal pool or sip a drink in the garden; you may also like the deck or patio and firepit. As for the great indoors, you can come inside and enjoy the free WiFi and TV.

This 1-bedroom, 1-bathroom rental features a BBQ grill, a fireplace, air conditioning, and a desk. Bathroom amenities include a hair dryer, a bidet, and towels. Prepare a home-cooked meal in the kitchen, complete with an oven, a stovetop, and a refrigerator, as well as a coffee maker, a lobster pot, and cookware. And because there's access to laundry facilities, you can go a bit lighter on your packing.