The Pienza
10 guests
5 bedrooms
Pienza, Siena
Offering panoramic valley views over the surrounding olive groves, this countryside spot invites guests to experience rural Tuscany at its finest. Just a short drive from Monticchiello, you'll have easy access to the town's shops and restaurants despite your countryside location.
A View of the Moon
14 guests
7 bedrooms
Castiglione del Lago, Perugia
For a true Italian escape, head to this home in the Tuscan hills. You’ll be welcomed by sweeping vistas, a large garden and a private swimming pool.
Maremma Amara
10 guests
4 bedrooms
Sarteano, Siena
Set out over three levels, with a different perspective over the stunning landscapes around every corner, this vast hilltop villa is guaranteed to impress. The interior is pure traditional Tuscany, with brick archways, exposed beams and terracotta flooring to ground you as you wander from room to room.
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.
Explore the 1486 most perfect homes in our collection
Secure a luxury stay in one of the remarkable Villas in our Montepulciano, Siena, Tuscany, Italy collection. Our quality and consistency is unmatched, with only the top 3% of homes making it onto our site. Our meticulous home experts test everything from shower pressure to a home's feel and atmosphere, so there really is no need to worry about a thing. Your chosen home is also guaranteed to be fully furnished, with an excellently-equipped kitchen, essential bathroom toiletries, and linens all included. Acquire the help of our friendly experts, on standby 24/7 and always eager to assist you in your hunt for the finest luxury Villa in the entirety of Montepulciano.
