Book Luxury Short Stay Rentals in Siena

We selected the best homes worth renting in this location

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Home spotlights

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.

Verdant Valley

Verdant Valley

  • 15 guests

  • 8 bedrooms

Poggibonsi, Siena

This elegant home in Tuscany is in a dreamy spot in a valley, in a countryside setting that leads to absolute relaxation. The villa is full of character, with antique furniture and wooden beams, in addition to mesmerising views.

Upon the Pathway

Upon the Pathway

  • 4 guests

  • 1 bedrooms

Lucca, Tuscany

This charming apartment is located in perfect tranquillity inside a converted ancient palace, where the environment has been impeccably refurbished whilst respecting the original structure. We love how much greenery surrounds this home, and how it can make you appreciate the simple things in life as you take a long walk through the flora, breathing in the fresh air and listening to the bird's chirp.

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.


We selected the top 3% holiday homes in Siena Short Stay Rentals

Explore the 1 most perfect homes in our collection

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Most popular homes

Tuscan Essence

Tuscan Essence

  • 8 guests

  • 4 bedrooms

San Miniato, Pisa

A Rustic Reverie

A Rustic Reverie

  • 4 guests

  • 2 bedrooms

Sovicille, Tuscany

Aqua Olive

Aqua Olive

  • 8 guests

  • 4 bedrooms

Manciano, Grosseto

The Legendary Giulia

The Legendary Giulia

  • 8 guests

  • 4 bedrooms

Cellai, Rignano sull'Arno

Groves & Vines

Groves & Vines

  • 8 guests

  • 4 bedrooms

Gambassi Terme, Florence

Soul of Lucca

Soul of Lucca

  • 4 guests

  • 2 bedrooms

Walled City, Lucca

Sunflower Beams

Sunflower Beams

  • 3 guests

  • 2 bedrooms

Cortona, Arezzo

Fairytale in Fresco

Fairytale in Fresco

  • 2 guests

  • 1 bedrooms

Certaldo, Florence

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Frequently asked questions

Browse our curated collection of Short Stay Rentals in Siena, Tuscany, Italy. From impeccable interior design and chef-worthy kitchens, to fully furnished bathrooms and the inclusion of all linens, the homes in our collection come complete with everything you need. Each of the Siena luxury short stay apartments in our collection has been expertly reviewed to ensure the quality standards you can trust, so book today to enjoy a getaway to remember. And should you need any assistance, our friendly team of experts are here to help you find the perfect home.

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