aerial view of rooftoops of siena

Siena, Tuscany

Discover stunning Siena villas for your Tuscany vacation.


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Discover beautiful Siena villas

If you want to experience the very best that Tuscany has to offer, in one of the most popular regions in Italy, then our Siena villas are the perfect choice for you. Combining charming rustic stone villas with every expected comfort and luxury, these homes are nestled amongst some of the most beautiful landscapes imaginable and close to the historical city center of Siena. That means, when you’re not exploring the alluring cobbled streets of the city, you can take in the stunning views surrounding your vacation rental. 

We have a huge variety of unbelievable homes in the province of Siena, including authentic, sprawling Tuscan mansions with private pools, sculpted gardens, and even hot tubs, to compact apartments for smaller groups. No matter what you’re looking for, in Siena, these luxury homes will ensure your vacation is perfect. 

Find stunning Siena villas
aerial view of large villa in countryside with pool

Useful info

Where is Siena, Italy?

Siena in Italy is located within the rolling hills of Tuscany, famous for its landscapes and endless vineyards. Tuscany itself is found in the northeast of Italy, encompassing coastal regions as well. You will also find famous destinations such as Pisa and Florence in Tuscany.

What is the population of Siena, Italy?

As of the beginning of 2022, the population of Siena clocked in at about 54000 citizens, which is around half the population of Pisa

Where to stay in Siena, Italy?

Siena is an incredible, versatile location, and where you stay really depends on what you are dreaming about for your vacation. If you love medieval streets and ancient buildings, we suggest staying as close to the center of the city as possible, to make exploring the city easy. If it’s the alluring calm and quiet of the Tuscan countryside that appeals to you, you can choose one of our stunning homes that are nestled amongst the beautiful scenery just outside the city of Siena. 

Are there castles near Siena, Italy?

Yes! Siena is located in an area renowned for its medieval architecture, and the landscapes are utterly dotted with mysterious and alluring castles. Some of our favorites to explore near Siena include the Castello di Brioli, Torre Grossa, Castello Monteriggioni, and the Fortezza di Montalcino. There are plenty more to discover in this area, so take your time to explore.

What are the best day trips from Siena, Italy?

As Siena is nestled in the heart of Tuscany, you will have easy access to some popular and famous Italian cities. Whether you choose to go by car or by rail, you can pay a visit to the Leaning Tower of Pisa, explore the medieval streets and stunning architecture of Florence. If you fancy a trip to the coast, the nearby Livorno offers a beautiful port setting ripe for endless exploration. 

city of siena

Things to do in Siena

Piazza del Campo in Siena

Admire the Piazza del Campo

Siena's magnificent central hub is the Piazza del Campo, a pre-13th-century town square that is the focal point of the city and an absolute must-see.

The Torre del Mangia tower in Siena

Climb the Torre del Mangia

For the best views of Siena and the Tuscan countryside, climb the steps to the top of the Torre del Mangia, one of the tallest secular towers in all of Italy.

A view of the Duomo di Siena cathedral

Admire the Duomo di Siena

Siena's mighty cathedral is a combination of French gothic, classical, and romanesque architecture, and dominates the city skyline. It houses works by Donatello and Michaelangelo.

The ceiling of the Biblioteca Piccolomini

The Biblioteca Piccolomini

This library inside the Siena cathedral is a work of art, with breathtaking sculptures and frescoes lining the walls and ceilings of the ancient building.

The Fonte Gaia fountain in Siena

Fonte Gaia

Italy is home to some magnificent fountains, and Siena's Fonte Gaia is no exception. Constructed in 1419, this historic site is a feat of artistic engineering.

A view of a Tuscan vineyard, with misty hills and a small farmhouse

Visit a Tuscan vineyard

A trip to Tuscany would be incomplete without visiting one of the region's iconic vineyards to sample some of the delicious wines that Tuscany is famous for.


Our dedicated and knowledgeable Travel Planners will be on hand to help you from the moment you book and throughout your stay


We offer you the best selection of homes in beautiful destinations and trending hotspots


Expect excellence as standard, giving you the top-quality you deserve every time you stay

Book with Confidence

With over 100,000 happy guests every year and international media writing about our incredible homes and service, you can book your next stay with us with total confidence.

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Find a villa near Siena with pool

Picture this; you’re on your vacation in Tuscany, watching the sun go down beyond the rooftop of your rustic stone villa. The sky is painted like a beautiful watercolor, with reds, oranges and yellows all blending together as the sun sinks, casting the Tuscan countryside in a new light and giving it an even more ethereal atmosphere. You’re drifting on the cool waters of your private pool, hands dipped in the water as you take in your surroundings, slowly fading into nighttime. Does that sound like a dream? Make it happen with one of these stunning villas. 

Siena villas with pools
pool with view over Tuscan countryside