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.

Tuscan Haven

Tuscan Haven

  • 2 guests

  • 2 bedrooms

Sovicille, Tuscany

Situated a short drive outside the bustling medieval city of Siena, this villa offers a true escape in the Tuscan countryside. Originally constructed as a watchtower, its 12th-century exterior has been updated with a stunning glass pavilion that offers 270-degree views of rolling Tuscan hills covered in cypress trees and olive groves.

Tranquil Days

Tranquil Days

  • 6 guests

  • 3 bedrooms

Carpineta, Monteriggioni

Situated within Montagnola Senese Park, less than thirty minutes from the centre of Siena, this villa is ideal for those wanting to relax in a serene setting. There’s a swimming pool, just 20 metres from the home, with submerged steps for easy access to the water.

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.


We selected the top 3% holiday homes in Siena Homes

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Most popular homes in Siena

Breathe The Green

Breathe The Green

  • 8 guests

  • 4 bedrooms

Sovicille, Tuscany

Chianti Sunrise

Chianti Sunrise

  • 4 guests

  • 2 bedrooms

Castelnuovo Berardenga, Siena

Tuscan Delight

Tuscan Delight

  • 4 guests

  • 2 bedrooms

Castelnuovo Berardenga, Siena

Beneath The Autumnal Sun

Beneath The Autumnal Sun

  • 10 guests

  • 5 bedrooms

Castelnuovo Berardenga, Siena

The Sweetest Life

The Sweetest Life

  • 32 guests

  • 16 bedrooms

Monteriggioni, Siena

Tuscan Flow

Tuscan Flow

  • 4 guests

  • 2 bedrooms

Castelnuovo Berardenga, Siena

Lavender Tower

Lavender Tower

  • 22 guests

  • 11 bedrooms

Sovicille, Tuscany

Land of Beauty

Land of Beauty

  • 12 guests

  • 6 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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