Montepulciano Romantic Accommodation

We selected the 3000 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.

The Olive & the Vine

The Olive & the Vine

  • 17 guests

  • 7 bedrooms

Sant'Albino, Montepulciano

Pictures don't do this elegant farmhouse justice. Ideal for dream weddings, romantic getaways or family holidays, this home offers a private chef and helicopter transfers, amongst other optional luxuries.

A Tuscan Rhapsody

A Tuscan Rhapsody

  • 10 guests

  • 5 bedrooms

Torrita di Siena, Siena

Peaceful Tuscan retreats don’t get much better than this. This stunning home – spread between the main villa and an annex – is a special base in Italy, tucked amid the Tuscan Hills yet within easy reach of the art and culture of nearby Montepulciano and Pienza.

The Tuscan Farmhouse

The Tuscan Farmhouse

  • 6 guests

  • 3 bedrooms

Torrita di Siena, Siena

This home is part of a resort set between the gorgeous valleys of Val d'Orcia and the Val di Chiana. The decor isn't the most exciting, but you can't beat this picturesque location.


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

Explore the 3000 most perfect homes in our collection

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Most popular homes in Montepulciano

Embers & Sunlight

Embers & Sunlight

  • 16 guests

  • 8 bedrooms

Torrita di Siena, Siena

Rosemary & Quill

Rosemary & Quill

  • 10 guests

  • 4 bedrooms

Montepulciano, Siena

The Gentle Sage

The Gentle Sage

  • 2 guests

  • 1 bedrooms

Montepulciano, Siena

Casa Dolce Vita

Casa Dolce Vita

  • 2 guests

  • 1 bedrooms

Montepulciano, Siena

Tuscan Sweet

Tuscan Sweet

  • 4 guests

  • 2 bedrooms

Torrita di Siena, Siena

A Country Garden

A Country Garden

  • 10 guests

  • 6 bedrooms

Montepulciano, Siena

The Madonna Rose

The Madonna Rose

  • 10 guests

  • 5 bedrooms

Chianciano Terme, Tuscany

The Rose Blush

The Rose Blush

  • 4 guests

  • 2 bedrooms

Chianciano Terme, Tuscany

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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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