Book Luxury Monthly Rentals in Montepulciano

We selected the 2512 homes worth renting in this location

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Home spotlights in Montepulciano

Tuscan Triptych

Tuscan Triptych

  • 6 guests

  • 3 bedrooms

Chianciano Terme, Tuscany

Nestled among verdant hillsides, woodland and olive groves, this location couldn't be more Tuscan if it tried and the home itself is entirely in keeping with local traditions. Having been recently restored, the former farmhouse is full of lovingly preserved rustic features, from the wooden beams in the high vaulted ceilings and the terracotta tiling underfoot to the arched windows and the furniture made by local crafters.

Il Doppio

Il Doppio

  • 6 guests

  • 6 bedrooms

Montepulciano, Siena

There's nothing more magical and romantic than the sight of an ancient hilltop Tuscan town, surrounded by rolling hills and cypress trees, and here it's what you'll be waking up to each morning. Set just outside the walls of Montepulciano, surrounded by vineyards and olive trees, this traditional farmhouse has been lovingly modernised by your host to create a perfect, authentic experience of life in this beautiful region.

Sunshine Burst

Sunshine Burst

  • 8 guests

  • 4 bedrooms

Chiusi, Siena

You’ll find this rustic villa set among Tuscany’s rolling hills and endless countryside. Inside, there’s a warm ambience thanks to the terracotta tiles, homespun furnishings and farmhouse-style kitchen.

The Italian Dream

The Italian Dream

  • 10 guests

  • 5 bedrooms

Sarteano, Siena

This swoon-worthy Tuscany villa presents a dreamy fairytale-like setting amidst the quiet, green woodland of Sarteano. Unveiling romantic and characteristic scenery, the home itself is also brimming with charm and personality throughout.


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

Explore the 2512 most perfect homes in our collection

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Most popular homes in Montepulciano

Rural Idyll

Rural Idyll

  • 12 guests

  • 6 bedrooms

Montepulciano, Siena

Tuscany's Charms

Tuscany's Charms

  • 10 guests

  • 6 bedrooms

Monticchiello, Pienza

Between the Vineyards

Between the Vineyards

  • 10 guests

  • 4 bedrooms

Montepulciano, Siena

The Olive Trees

The Olive Trees

  • 10 guests

  • 5 bedrooms

Chianciano Terme, Tuscany

The Tuscan Farmhouse

The Tuscan Farmhouse

  • 6 guests

  • 3 bedrooms

Torrita di Siena, Siena

The Olive & the Vine

The Olive & the Vine

  • 17 guests

  • 7 bedrooms

Sant'Albino, Montepulciano

The Ruby Rose

The Ruby Rose

  • 2 guests

  • 1 bedrooms

Montepulciano, Siena

The Gentle Sage

The Gentle Sage

  • 2 guests

  • 1 bedrooms

Montepulciano, Siena

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Frequently asked questions

Discover the ultimate collection of luxury Monthly Rentals in Montepulciano, Siena, Tuscany, Italy, 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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