Gaia large villa in Siena with courtyard

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.

View of Siena city with domed church and tower

Distances from Siena

DestinationDistance from Siena city centerTime from Siena city center (minutes)
Duomi di Siena (Siena cathedral)0.17 miles3 minute walk
Piazza del Campo0.05 miles1 minute walk
Torre del Mangia0.1 miles3 minute walk
Facciatone0.25 miles5 minute walk
Pisa77 miles1h 52 minute drive
Florence47.6 miles1h 15 minute drive
Milan227 miles4h 12 minute drive
Venice198 miles3h 33 minute drive

Things to do

  • The Piazza of Siena with a tall tower and city hall
    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.

  • A view of the Tower of Siena from the ground
    Climb the Torre del Mangia
    For the best views of Siena and the Tuscan countryside, climb to the top of the Torre del Mangia, one of the tallest secular towers in Italy.

  • A woman stands taking a photo of Siena cathedral
    Admire the Duomo di Siena
    Siena's mighty cathedral is a combination of French gothic, classical, and Romanesque architecture. It houses works by Donatello and Michelangelo.

  • The ornate painted ceiling of the Biblioteca
    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.

  • Fonte Gaia decorative 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 the rolling hills of Tuscany
    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.

Luxury Vacation Rentals

A curated portfolio of the best vacation homes and villas in the world’s top destinations

Travel Planners

Experienced vacation rental and villa experts to help you find the perfect home

Concierge & Support

Enjoy 5-star hotel concierge services and dedicated local support with every stay

A chef in a white jacket sprinkling salt over a dish

Luxury Travel Extras for your Siena villa stay

For those looking to indulge in the ultimate Sienese stay, our collection of Tuscan villas all have access to our optional luxury concierge services. Designed to enhance your Siena villa rental experience, you will be able to select everything from car hire, grocery packs and additional housekeeping to private chef experiences, personal shops, private tours and more.

With dedicated Travel Planners also on hand, our guests can tailor-make their stay with a host of VIP extras - designed to be as unique as our guests. So whether you're looking to enjoy a private wine tasting tour or book in a private jet charter, Top Villas are here to bring the feel of a 5-star hotel stay to your villa front door.

Find a villa near Siena with pool - Poderosa traditional Italian villa with large pool

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.

What's more, couples and groups looking to soak up the ultimate vacation in Tuscany can choose our luxury vacation rentals with private pool and hot tub. Overlooking the sun-drenched vineyards and timeless Tuscan countryside, you can easily while away an afternoon or sunset moment from the soothing comfort of your private hot tub.

Book with Confidence

With over 100,000 happy guests every year, you can book your next stay with us with total confidence.

Condé Nast Traveler Logo
Forbes Logo
The Telegraph Logo
The Times Logo
Get travel tips and inspiration on our socials

Follow us to keep up to date with our latest homes and destinations