Siena Unique Homes

We selected the 3812 homes worth renting in this location

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Children

Age 1 to 12

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Home spotlights in Siena

The Chianti Hills

The Chianti Hills

  • 8 guests

  • 4 bedrooms

Gaiole in Chianti, Siena

This marvellous Tuscan villa is perfect for groups eager to sample the unique delights of the Chianti region. Set back from civilisation in the region's rolling hills, up to eight guests can rest comfortably across four en-suite bedrooms, or wander the expansive grounds dotted with trees and surrounded by olive groves.

Chianti Dream

Chianti Dream

  • 4 guests

  • 2 bedrooms

San Sano, Gaiole in Chianti

Set in the picturesque village of San Sano, this home offers the best of both worlds – easy access to amenities and a quiet space to retreat to and relax. You won’t tire of the vineyard views here.

The Vine Vineyard

The Vine Vineyard

  • 18 guests

  • 11 bedrooms

Castelnuovo Berardenga, Siena

This gorgeous home boasts its own private pool and breathtaking valley and vineyard views. Ideal for families and large friend groups, there's plenty of space indoors and out.

Super Tuscan

Super Tuscan

  • 14 guests

  • 7 bedrooms

Castelnuovo Berardenga, Siena

Whether you're swimming laps in the pool, lounging in bed or sipping a sundowner in the garden, this country home serves up breathtaking views from almost every angle. Surrounded by olive groves, world-famous vineyards and just a short drive from Siena, it’s a picture-perfect base for exploring the Chianti region.


We selected the top 3% holiday homes in Siena Unique Homes

Explore the 3812 most perfect homes in our collection

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Most popular homes in Siena

Siena Charm

Siena Charm

  • 8 guests

  • 4 bedrooms

Siena, Tuscany

Chianti Sunset

Chianti Sunset

  • 10 guests

  • 5 bedrooms

Radda in Chianti, Tuscany

Siena on My Mind

Siena on My Mind

  • 12 guests

  • 6 bedrooms

Sovicille, Tuscany

Land of Beauty

Land of Beauty

  • 12 guests

  • 6 bedrooms

Castelnuovo Berardenga, Siena

A Tuscan Escape

A Tuscan Escape

  • 6 guests

  • 4 bedrooms

Siena, Tuscany

Chianti Sunrise

Chianti Sunrise

  • 4 guests

  • 2 bedrooms

Castelnuovo Berardenga, Siena

Sunset on the Landscape

Sunset on the Landscape

  • 8 guests

  • 4 bedrooms

Siena, Tuscany

Tuscan Flow

Tuscan Flow

  • 4 guests

  • 2 bedrooms

Castelnuovo Berardenga, Siena

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Frequently asked questions

Plum guide offers a handpicked selection of the most unique homes in Siena, Tuscany, Italy. Our homes come fully furnished with the best-equipped kitchens, essential bathroom toiletries and all linen included. Book a short or extended stay and secure the most unique home in Siena, Tuscany, Italy for your next getaway. Our friendly team of Plum Experts are on-hand 24/7 should you need anything.

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