Book Luxury Airbnb Alternatives in Montalcino

We selected the 2936 homes worth renting in this location

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Home spotlights in Montalcino

Brunello Beauty

Brunello Beauty

  • 14 guests

  • 7 bedrooms

Montalcino, Siena

This villa has space for the whole family to spread out and get comfortable. With a games room and a private pool, there's never a dull moment here – and that's not even counting the many terraces where alfresco dining will no doubt be on the cards.

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.

Fairytale in Fresco

Fairytale in Fresco

  • 2 guests

  • 1 bedrooms

Certaldo, Florence

In a sleepy town in Tuscany, this breathtaking apartment is a unique find. Set in a former palazzo, it boasts classical Tuscan features like high ceilings, traditional archways, and a grand red brick exterior.

Tranquil Tuscan Retreat

Tranquil Tuscan Retreat

  • 12 guests

  • 6 bedrooms

Buonconvento, Siena

Situated in the Val D’Orcia, with stunning views of Montalcino, this home has an idyllic, secluded setting. There’s a pool to cool off from the Tuscan weather, as well as a barbecue, a wood-burning oven, and several relaxation areas.


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

Explore the 2936 most perfect homes in our collection

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Most popular homes in Montalcino

Rusticana Retreat

Rusticana Retreat

  • 14 guests

  • 7 bedrooms

Castiglione d'Orcia, Siena

Ethereal Tuscan View

Ethereal Tuscan View

  • 4 guests

  • 2 bedrooms

Monticchiello, Pienza

Sunflower Sunset

Sunflower Sunset

  • 8 guests

  • 4 bedrooms

Pienza, Siena

Journey to Beauty

Journey to Beauty

  • 18 guests

  • 9 bedrooms

Buonconvento, Siena

Thermae

Thermae

  • 4 guests

  • 2 bedrooms

San Miniato, Pisa

The Maestro's Retreat

The Maestro's Retreat

  • 2 guests

  • 1 bedrooms

San Quirico d'Orcia, Siena

Hilltop Aria

Hilltop Aria

  • 14 guests

  • 7 bedrooms

Buonconvento, Siena

Valley of Heaven

Valley of Heaven

  • 8 guests

  • 4 bedrooms

Castiglione d'Orcia, Siena

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Frequently asked questions

Airbnb is a shot in the dark. We meticulously vet all our homes in Montalcino 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 Montalcino 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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