Rolling Tuscan hills with cypress trees and golden vineyards near Montepulciano

Montepulciano · Tuscany · Italy

Your Villa in
Montepulciano

Handpicked estates with private pools, vineyard views and the best of southern Tuscany on your doorstep.

Montepulciano
Add date
Add date
Scroll

Luxury villa rentals in Montepulciano, southern Tuscany

We're a small team based in Montepulciano who hand-pick every property on this site. Our own villas — including the 6-bedroom Molino Nobile with private pool and jacuzzi — are available to book direct with no platform fees. We also curate a directory of over 70 vetted villas, apartments and boutique hotels across the Montepulciano area, from cosy 2-person retreats to grand estates sleeping 20+.

Whether you're planning a family reunion, a wine-focused group trip, or a quiet week among the vineyards, we'll help you find the right place — and share the local knowledge (restaurants, wineries, day trips, hot springs) that only comes from actually living here.

Montepulciano is different

Florence has the art. The Amalfi has the drama. But for those who want to disappear into real Tuscany — the wine, the food, the pace of life — southern Tuscany is where you end up. Montepulciano is at its heart.

Explore the Area
World-Class Wine

World-Class Wine

Vino Nobile di Montepulciano — made here since the 8th century and called 'king of all wines' by the poet Francesco Redi. Cellar doors everywhere.

Renaissance Heart

Renaissance Heart

A perfectly preserved medieval hilltop town, with Renaissance palaces, tufa-rock cellars and a cathedral square that stops you in your tracks.

Perfect Base

Perfect Base

45 min to Siena. 30 min to Pienza. An hour to the thermal cascades of Saturnia. Everything southern Tuscany has to offer, with almost none of the crowds.

Slow Food Country

Slow Food Country

Pici pasta, Chianina beef, Pecorino di Pienza, white truffles in autumn. This is one of Italy's great food regions — and locals eat here, not tourists.

92 Handpicked Properties

Browse by Category

Pool villas, farmhouses, boutique hotels and Airbnb favorites — all in the Montepulciano area.

Montepulciano sunset view

Plan your entire trip,
not just the villa

Our interactive trip planner helps you discover wineries, hot springs, day trips and restaurants — all within range of your Montepulciano base. Build your perfect itinerary before you arrive.

Start Planning →

Explore the Area

Everything you need to know about the region, from your villa doorstep.

Also browse Montepulciano on VRBO or Expedia

Ready to book?

We answer within 2 hours during business hours.