Montepulciano Romantic Accommodation

We selected the 2814 homes worth renting in this location

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Home spotlights in Montepulciano

Rural Idyll

Rural Idyll

  • 12 guests

  • 6 bedrooms

Montepulciano, Siena

Whereas years ago you would have found a farmhouse on this site, visitors are today greeted by a villa that marries rustic charm and modern amenities. Trust us when we say that you won't find it difficult to relax here, thanks to the beautiful views of vineyards and the ancient walled city of Montepulciano in the distance.

Architectural Narrative

Architectural Narrative

  • 4 guests

  • 2 bedrooms

Montalcino, Siena

Bookended by the olive groves, cypress trees and rolling green hills of Southern Tuscany is this 1960s-style architectural feat designed and curated by a sculptor and architect duo. Perfect for two couples or a small group of friends looking to explore the region, this cleverly converted warehouse is airy and open-plan with large crittall-style windows looking out over the vineyard and rambling countryside beyond.

Rosemary & Quill

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.

The Rose Blush

The Rose Blush

  • 4 guests

  • 2 bedrooms

Chianciano Terme, Tuscany

Set within a typical Tuscan farmhouse dating back to 1800, this beautiful home takes you on a journey into the heart of Italian living. Tuscany is a place that captivates the senses, and this home is no different.


We selected the top 3% holiday homes in Montepulciano Romantic Accommodation

Explore the 2814 most perfect homes in our collection

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Most popular homes in Montepulciano

Tuscan Panorama

Tuscan Panorama

  • 16 guests

  • 8 bedrooms

Montepulciano, Siena

A Country Garden

A Country Garden

  • 10 guests

  • 6 bedrooms

Montepulciano, Siena

The Gentle Sage

The Gentle Sage

  • 2 guests

  • 1 bedrooms

Montepulciano, Siena

Vista a Montepulciano

Vista a Montepulciano

  • 6 guests

  • 3 bedrooms

Montepulciano, Siena

The Tuscan Farmhouse

The Tuscan Farmhouse

  • 6 guests

  • 3 bedrooms

Torrita di Siena, Siena

Terracotta Roses

Terracotta Roses

  • 14 guests

  • 7 bedrooms

Pienza, Siena

The Madonna Rose

The Madonna Rose

  • 10 guests

  • 5 bedrooms

Chianciano Terme, Tuscany

The Pienza

The Pienza

  • 10 guests

  • 5 bedrooms

Pienza, Siena

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Frequently asked questions

Discover the most romantic accommodation in Montepulciano, Siena, Tuscany, Italy. We’ve handpicked homes that are perfect for two, in soulful neighbourhood locations with characterful living spaces, sumptuous bedrooms and luxurious bathrooms. Book today and enjoy a short or extended stay in the most romantic accommodation that Montepulciano, Siena, Tuscany, Italy has to offer. Our friendly team of Plum Experts are on-hand 24/7 should you need anything.

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