Book Luxury Monthly Rentals in Montepulciano

We selected the 2346 homes worth renting in this location!

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Home spotlights in Montepulciano

Between the Vineyards

Between the Vineyards

  • 10 guests

  • 4 bedrooms

Montepulciano, Siena

Standing proud in the Tuscan countryside, this terracotta-bricked villa is one to remember. What struck us most wasn’t the size of the villa, it wasn’t even the azure swimming pool, it was the 3000+ square feet of lush gardens that surrounds it.

Tuscan Getaway

Tuscan Getaway

  • 6 guests

  • 3 bedrooms

Torrita di Siena, Siena

Nestled in a Tuscan country estate, this pet-friendly home offers the best of both worlds – a private terrace for alfresco dining and the option to share breakfast with your neighbours at the buffet. After snoozing by the communal pool, why not join a truffle hunt?

Golden Panorama

Golden Panorama

  • 8 guests

  • 4 bedrooms

Pienza, Siena

If views are what you’re after, this home has got you covered. From the pool to the portico, it comes with plenty of spots to soak up the scenery while sipping a glass of wine from one of the local vineyards.

Villa Monastero

Villa Monastero

  • 14 guests

  • 7 bedrooms

Sarteano, Siena

Formerly a 16th century convent, this enchanting villa is bursting with character and has been renovated with every comfort and enjoyment in mind. Step into the cool stone entrance hall and you will instantly note the attention to detail.


We selected the top 3% holiday homes in Montepulciano Monthly Rentals

Explore the 2346 most perfect homes in our collection

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Most popular homes in Montepulciano

Rustic Idyll

Rustic Idyll

  • 6 guests

  • 3 bedrooms

Torrita di Siena, Siena

Architectural Narrative

Architectural Narrative

  • 4 guests

  • 2 bedrooms

Montalcino, Siena

A Tuscan Rhapsody

A Tuscan Rhapsody

  • 10 guests

  • 5 bedrooms

Torrita di Siena, Siena

The Tuscan Vineyard

The Tuscan Vineyard

  • 6 guests

  • 3 bedrooms

Torrita di Siena, Siena

Little Hills

Little Hills

  • 14 guests

  • 7 bedrooms

Sarteano, Siena

Little Borghis

Little Borghis

  • 10 guests

  • 5 bedrooms

Cortona, Arezzo

The Old Watermill

The Old Watermill

  • 14 guests

  • 7 bedrooms

Montepulciano, Siena

Rural Idyll

Rural Idyll

  • 12 guests

  • 6 bedrooms

Montepulciano, Siena

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Frequently asked questions

Discover the ultimate collection of luxury Monthly Rentals in Montepulciano, and say goodbye to all your travel troubles. Here at Plum Guide, it is our promise that each and every home in our range is in the top 3% of homes in its location, so there is no doubting the consistent quality we are able to offer. Secure your extended or short stay today and enjoy the trip of a lifetime in your fully furnished home, with every property on our site including all linens, essential bathroom toiletries, and a perfectly-equipped kitchen. Our meticulous home critics test everything from Wifi speed to a home's design, so you really can trust our judgement. Rent your perfect Montepulciano Monthly Apartment today with the help of our team of experts, on standby 24/7 to assist you with absolutely anything.

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