Excellence Luxury Villas · Siena
Luxury Villa Rentals in Siena
Villas, castles and palazzo apartments around a Gothic city, from the Chianti hills to the Val d'Orcia
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A Gothic city of brick and rivalry, and the finest countryside in Tuscany
Siena is the city Florence never quite managed to absorb. Its medieval centre, a UNESCO World Heritage Site, still turns around the shell-shaped Piazza del Campo, and its people still belong first to their contrada, the seventeen city wards that race each other bareback around the square every summer. Few places in Italy wear their history so lightly and guard it so fiercely.
Beyond the walls lies the province, and this is where most of our 170+ villas are. They range from country villas with pools among the vineyards and cypresses to a castle in the Arbia valley and apartments in old palazzi, and the largest sleep up to 60 guests.
Here is how the city and its hills divide, and when best to come.
Siena at a glance
- Villas
- 170+ in Siena and its province, with up to 27 bedrooms
- Guide prices
- Typically £3,800 to £11,500 a week, from around £2,300
- Best areas
- Southern Chianti, the Crete Senesi, Montalcino and the Val d'Orcia
- Highlights
- The Palio on 2 July and 16 August, the Duomo, and the UNESCO-listed Val d'Orcia
- Getting there
- Florence airport is around an hour and a quarter by road; Pisa around two hours
Browse all 170+ villas in Siena
Villa numbers and guide prices are updated daily from our live collection.
Villa Vigneto Estate | 27-Bedroom Villa in Siena Province of Siena27 bedrooms
Palazzo Montalcino Tuscany11 bedrooms
Villa Chianti Siena: Elegant 8-Bedroom Villa with Sauna & Stunning Views – Siena Province8 bedrooms
Villa Carli | 16-Bedroom Villa in Siena Colle di Val d’Elsa16 bedroomsWhere to stay in Siena
Southern Chianti for vineyards within easy reach of the city, the Val d'Orcia around Montalcino and Pienza for classic Tuscan landscape, and the far south near Radicofani and Sarteano for quiet hilltop villages.
The Campo, the cathedral and seventeen wards
Everything in Siena drifts down to the Campo, a sloping square of brick paving where it is entirely acceptable to sit on the ground with a gelato. Above it rises the Palazzo Pubblico, whose council chamber holds Ambrogio Lorenzetti's frescoes of Good and Bad Government, painted in the 1330s as a sort of medieval civics lesson, and the Torre del Mangia, climbed by around 400 steps.
The striped marble Duomo is a short walk uphill. Do not miss the Piccolomini Library inside, painted by Pinturicchio in colours that still look freshly done. Then wander the contrade, each with its own fountain, chapel and animal emblem, from the Owl to the Snail.
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Brunello, abbeys and a fortress on the pilgrim road
South of the city, the clay hills of the Crete Senesi give way to the Val d'Orcia, a UNESCO-listed landscape of cypress avenues and lone farmhouses that Renaissance painters used as a backdrop. Pienza was rebuilt by Pope Pius II as an ideal town, Montalcino makes Brunello, and at Bagno Vignoni the village square is a pool of thermal water.
Below Montalcino, the hamlet of Castelnuovo dell'Abate sits beside the Romanesque abbey of Sant'Antimo. Further south, Radicofani's fortress watches over the Via Francigena, once the lair of Ghino di Tacco, a gentleman bandit who turns up in Boccaccio.
Browse villas near Castelnuovo dell'Abate
Vineyards, walled villages and a skyline of towers
The southern half of Chianti belongs to the province of Siena, and villas around Castelnuovo Berardenga, San Gusmè and Radda in Chianti put you among the vineyards yet within a short drive of the Campo. This is the gentlest way to combine city and country.
To the north west, Monteriggioni's ring of walls and towers looks almost exactly as it did when Dante mentioned it, and San Gimignano, another UNESCO site, keeps its medieval towers. Visit both early in the morning, before the coaches arrive.
Explore Chianti
Pici, panforte and two summer races
Sienese cooking is plain and generous: hand-rolled pici with garlic and tomato, cinta senese pork from the native breed of black pig, and panforte and almond ricciarelli at Christmas. To drink, there is Chianti Classico, Brunello di Montalcino and Vino Nobile di Montepulciano, all made within the province.
May, June and September are the loveliest months. July and August are hot and busy, and the Palio on 2 July and 16 August fills the city. October brings the grape harvest. Our concierge can arrange wine tastings, a private chef, Palio tickets and drivers for long lunches.
Ask our conciergeFeatured villas in Siena
Fattoria Bosco Siena: Luxury 11-Bedroom Villa with Pool & Event Space – Siena11 bedrooms · sleeps 22From £25,690 a week
Villa Crete Senesi Siena Province: Luxury 5-Bedroom Villa with Hot Tub & Pool – Siena Province5 bedrooms · sleeps 10From £24,906 a week
Poggibonsi Valley: Luxury Villa Hamlet in Chianti & Tuscany | Sleeps 4318 bedrooms · sleeps 43From £21,700 a week
Palazzone Della Lavanda | 11-Bedroom Villa in Province of Siena11 bedrooms · sleeps 22From £18,728 a week
Villa Jovino Italy6 bedrooms · sleeps 12From £18,664 a week
Villa Levante Castello Siena: Elegant 7-Bedroom Villa with Private Chef – Siena7 bedrooms · sleeps 14From £18,361 a week
Lorenzo Village | 18-Bedroom Villa in Poggibonsi (SI) Pian di Campi18 bedrooms · sleeps 40From £17,415 a week
Villa Monte Amiata Siena: Luxury 9-Bedroom Villa with Swimming Pool – Siena Province9 bedrooms · sleeps 18From £16,758 a weekWhy book your Siena villa with Excellence Luxury Villas
The right house, not the nearest one
Siena's villas are spread across a large and very varied province, and we know which are a short drive from the Campo and which sit deep in the Val d'Orcia, a good hour from the city. With 170+ properties in Siena, we can usually find the house that suits you rather than the one that happens to be free. Search by size, pool, location and price, or tell us what you have in mind and we will put together a shortlist.
Book direct
You book with us directly, with no booking fees. Questions about access, parking, pool heating or how far it really is to the nearest beach go to people who can find out the answer.
A concierge who knows the territory
Palio tickets, wine tastings in Montalcino and Chianti, a private chef, cookery classes, drivers, car hire and transfers from Florence and Pisa. Our concierge team arranges all of it, leaving you free to decide which terrace to sit on.
A house for every kind of party
Couples, families with small children, three generations together or a crowd of friends celebrating a birthday: we match the house to the group, down to the number of bathrooms and whether the pool is fenced.
Frequently Asked Questions
Where is the best place to stay near Siena?
Southern Chianti, around Castelnuovo Berardenga, suits those who want vineyards and easy trips into the city. The Val d'Orcia, near Montalcino and Pienza, is best for classic Tuscan scenery, wine and thermal springs, and the far south around Radicofani is quieter still.
When is the best time to visit Siena?
May, June and September have warm weather and fewer crowds. July and August are hot and include the Palio, and October is harvest time in the vineyards.
When is the Palio di Siena?
The Palio is run in the Piazza del Campo on 2 July and 16 August each year. Ten of the city's seventeen contrade compete in a bareback horse race lasting around ninety seconds, with days of trials and processions beforehand. Seats on the stands around the square sell out early.
Can you arrange a private chef at a villa in Siena?
Yes. Our concierge can arrange a private chef for a single dinner or your whole stay, along with cookery lessons, guided visits, transfers and restaurant reservations.
How much does a luxury villa in Siena cost?
Across our 170+ villas in Siena, weekly rates typically range from £3,800 to £11,500, with the most affordable from around £2,300 a week and the largest estates well above. Prices depend on the size of the property, its location and the season, with July and August the most expensive. These are guide prices based on current listings; each property page shows its own rates for your dates.
How do I get to Siena?
Florence airport is around an hour and a quarter away by road, and Pisa around two hours. Regular trains and buses run from Florence, but a car is more or less essential for villas in the countryside. Our concierge can arrange transfers and car hire.
Are there villas in Siena for large groups?
Yes. Our Siena collection includes properties with up to 27 bedrooms. Tell us the size of your party and the occasion, and we will send a shortlist that suits it.
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Find your villa in Siena
170+ villas in Siena and its province, booked direct with our concierge on hand