Book Luxury Airbnb Alternatives in Montepulciano

We selected the 3142 homes worth renting in this location

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Home spotlights in Montepulciano

Terracotta Roses

Terracotta Roses

  • 14 guests

  • 7 bedrooms

Pienza, Siena

What this villa lacks in contemporary design, it makes up for with old-world character. It's traditionally Tuscan, from the timber ceilings down to the terracotta floors.

Tuscan Panorama

Tuscan Panorama

  • 16 guests

  • 8 bedrooms

Montepulciano, Siena

Nestled in the rolling hills of Montepulciano, this villa ticks all the right boxes for a heavenly Tuscan holiday. With seven bedrooms set over the main house and a neighbouring annexe, there’s space for all your favourite people to stay, alongside seven bathrooms to make mornings much easier.

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.

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.


We selected the top 3% holiday homes in Montepulciano Airbnb Alternatives

Explore the 3142 most perfect homes in our collection

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Most popular homes in Montepulciano

Vine & Earth

Vine & Earth

  • 12 guests

  • 6 bedrooms

Montepulciano, Siena

Peace in Tuscany

Peace in Tuscany

  • 12 guests

  • 6 bedrooms

Montepulciano, Siena

The Tuscan Vineyard

The Tuscan Vineyard

  • 6 guests

  • 3 bedrooms

Torrita di Siena, Siena

Little Borghis

Little Borghis

  • 10 guests

  • 5 bedrooms

Cortona, Arezzo

Tuscan Treasure

Tuscan Treasure

  • 15 guests

  • 7 bedrooms

Sarteano, Siena

A Tuscan Rhapsody

A Tuscan Rhapsody

  • 10 guests

  • 5 bedrooms

Torrita di Siena, Siena

The Old Watermill

The Old Watermill

  • 14 guests

  • 7 bedrooms

Montepulciano, Siena

The Tuscan Farmhouse

The Tuscan Farmhouse

  • 6 guests

  • 3 bedrooms

Torrita di Siena, Siena

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Frequently asked questions

Airbnb is a shot in the dark. We meticulously vet all our homes in Montepulciano to ensure you won’t waste your precious holiday. Every home you'll find on Plum Guide comes fully furnished with the best-equipped kitchens, essential bathroom toiletries and all linen included. Before being accepted into our collection, each home much pass a meticulous vetting process, culminating in a personal home visit from an independent Home Critic. Rent one of Plum Guide's luxury Montepulciano Airbnb Alternatives, and enjoy a long or short stay to remember. Should you need any assistance with your booking, our friendly team of experts will be on hand to guide you through the process.

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