Book Luxury Short Stay Rentals in Montepulciano

Little Hills

• 14 guests

• 7 bedrooms

Sarteano, Siena

You can't beat the views of the beautiful Val D'Orcia, itself a UNESCO World Heritage Site, from this Tuscan farmhouse lying in the Siena Province on a private two-acre estate. Tear yourself away from the vistas, and you'll find a deft renovation, combining contemporary interiors and historic charm.

Tuscan Vineyard

• 4 guests

• 2 bedrooms

Trequanda, Siena

Set in the heart of Tuscany, this home, featuring traditional Tuscan colours and exposed beams, has a lovely location on a 200-year-old former farm. There's a shared outdoor swimming pool and wine bar to enjoy at this resort.

Rosemary & Quill

• 10 guests

• 4 bedrooms

Montepulciano, Siena

Just like the romantic notion of Tuscany we've all gleaned from books and films over the years, this beautiful, rustic farmhouse stands on an enormous estate, filled with centuries-old olive groves and famed for its high-quality olive oil. Peaceful and secluded, yet only five minutes from the town, it's the quintessential Tuscan retreat – complete with a new pool and a huge private garden dotted with cypress trees, shady oaks and olive trees.