Siena Luxury Homes

Award-winning homes from £98

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Home spotlights in Siena

A Glass of Brunello

A Glass of Brunello

  • 10 guests

  • 5 bedrooms

San Miniato, Pisa

This rural, pet-friendly villa offers equal amounts of elegance and tradition. Accessed through an electric gate and up an avenue of olive trees, you'll enjoy privacy and tranquillity on the outskirts of Siena.

Siena Charm

Siena Charm

  • 8 guests

  • 4 bedrooms

Siena, Tuscany

The quintessential Tuscan villa, this hillside four bedroom home looks out over the verdant Val d'Orcia. Ideal for families or friend groups seeking an authentic taste of Italian country life, the house sleeps eight and offers plenty of space for work, rest and play.

Antipasti on the Patio

Antipasti on the Patio

  • 14 guests

  • 6 bedrooms

Monteriggioni, Siena

Just 11km outside of Siena, nestled on a hilltop in the Tuscan countryside, you'll find this idyllic villa. It's a gorgeous spot with over a thousand square metres of grounds to explore, and plenty of space for your friends and family to roam.

Sunset on the Landscape

Sunset on the Landscape

  • 8 guests

  • 4 bedrooms

Siena, Tuscany

Take a look at the amazing views of the Tuscan hills and Siena from this traditional home – they really do stop you in your tracks. The gardens are a dream as well – perfect for alfresco dining and drinks as the sun sets on the stunning landscape beyond.


We selected the top 3% holiday homes in Siena Homes

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Most popular homes in Siena

Super Tuscan

Super Tuscan

  • 14 guests

  • 7 bedrooms

Castelnuovo Berardenga, Siena

The Tuscan Embrace

The Tuscan Embrace

  • 12 guests

  • 6 bedrooms

Siena, Tuscany

The Chianti Hills

The Chianti Hills

  • 8 guests

  • 4 bedrooms

Gaiole in Chianti, Siena

Tuscan Haven

Tuscan Haven

  • 2 guests

  • 2 bedrooms

Sovicille, Tuscany

Dreaming of Chianti

Dreaming of Chianti

  • 6 guests

  • 3 bedrooms

Castellina in Chianti, Tuscany

Chianti Sunrise

Chianti Sunrise

  • 4 guests

  • 2 bedrooms

Castelnuovo Berardenga, Siena

Tuscan Flow

Tuscan Flow

  • 4 guests

  • 2 bedrooms

Castelnuovo Berardenga, Siena

Beneath The Autumnal Sun

Beneath The Autumnal Sun

  • 10 guests

  • 5 bedrooms

Castelnuovo Berardenga, Siena

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Frequently asked questions

All Plum Guide homes in Siena, Tuscany, Italy have been tested and approved by our team of independent home critics. These meticulous beings inspect everything –from the convenience of each house’s location right down to the art on the walls– so what you see really is what you get. Worried about thin curtains? Accessibility? Maybe wifi speed is your biggest concern? Rest assured, we obsessively check each home in Siena, Tuscany, Italy before approving it, so you can book with peace of mind.

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