Book Luxury Villas in Siena

We selected the best homes worth renting in this location

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.

The Tuscan Farm

The Tuscan Farm

  • 14 guests

  • 7 bedrooms

Sovicille, Tuscany

Whether you’re here for the famous landscapes, rich history, culture or cuisine, one thing’s for sure, if you want to experience Tuscany at its finest, this charming villa is the place to be. In an idyllic countryside location, this home is surrounded by luscious greenery, rolling hills and landscapes, making it the ideal spot for sunset views and stargazing.

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.

La Grande Villa Rosa

La Grande Villa Rosa

  • 16 guests

  • 8 bedrooms

Lucca, Tuscany

Nestled amongst the Tuscan hills, this generous villa is split across two buildings and is well-equipped for large groups or families. The rustic interiors won’t be everyone’s cup of tea but the private swimming pool and manicured garden guarantee a relaxing stay.


We selected the top 3% holiday homes in Siena Villas

Explore the 1 most perfect homes in our collection

View on map

Most popular homes

The Painted Rose

The Painted Rose

  • 15 guests

  • 9 bedrooms

Monte Argentario, Tuscany

Into the Olive Grove

Into the Olive Grove

  • 10 guests

  • 5 bedrooms

San Filippo a Ponzano, Barberino Tavarnelle

Life in Sepia

Life in Sepia

  • 4 guests

  • 2 bedrooms

Casole d'Elsa, Siena

The Breadbasket

The Breadbasket

  • 8 guests

  • 4 bedrooms

Cellai, Rignano sull'Arno

Italian Rose Retreat

Italian Rose Retreat

  • 12 guests

  • 6 bedrooms

Cortona, Arezzo

Sunlight On The Hills

Sunlight On The Hills

  • 14 guests

  • 7 bedrooms

Castelnuovo Berardenga, Siena

Thermae

Thermae

  • 4 guests

  • 2 bedrooms

San Miniato, Pisa

The Legendary Giulia

The Legendary Giulia

  • 8 guests

  • 4 bedrooms

Cellai, Rignano sull'Arno

View all


Frequently asked questions

Secure a luxury stay in one of the remarkable Villas in our Siena, Tuscany, Italy collection. Our quality and consistency is unmatched, with only the top 3% of homes making it onto our site. Our meticulous home experts test everything from shower pressure to a home's feel and atmosphere, so there really is no need to worry about a thing. Your chosen home is also guaranteed to be fully furnished, with an excellently-equipped kitchen, essential bathroom toiletries, and linens all included. Acquire the help of our friendly experts, on standby 24/7 and always eager to assist you in your hunt for the finest luxury Villa in the entirety of Siena.

Search our collection