Villas in Siena
Siena is a UNESCO-listed medieval city in central Tuscany with a shell-shaped main square, and suits sightseers. Cars are not allowed in the centre, so villas around the city mean driving in and parking outside.
- Villas
- 18
- From, per week
- £475
About Siena
Siena stands at about 322 metres in central Tuscany. Its historic centre is a UNESCO World Heritage Site, with several buildings from the 13th and 14th centuries. Piazza del Campo is shaped like a shell and opens in front of the Palazzo Pubblico and the Torre del Mangia, a climb of about 300 steps. The Duomo is a Romanesque and Gothic building. Cars are banned from the centre except taxis and police, and the nightly walk through town, often ending with gelato or a drink, is the main entertainment. The homes spread over a few kilometres around the city, nearly all with a garden and over half with a pool. They are mostly small, sleeping two to four.
Is Siena right for you?
- Best for
- Sightseers wanting a medieval city with a villa in the countryside nearby
- Not for you if
- You want to drive into the centre, because cars other than taxis and police are not allowed there.
Near Siena
Crete Senesi
Clay hills immediately south of Siena, with a barren, lunar look, cypresses and isolated farms.
Monte Oliveto Maggiore
The area's most notable building, an abbey about 10 km south of Asciano.
Florence
About 70 km north, reached by the SS 2 superstrada or the SS 222 Chiantigiana.
Getting to Siena
Florence airport is 81 km north of Siena and Pisa is the other main option. Trains run about hourly from Florence, and Tiemme buses take around an hour and twenty minutes. The station is about 2 km from the centre. Villas outside town need a car, with free parking further out.
When to go to Siena
The Palio horse race runs twice a year, on 2 July and 16 August, and the piazza fills by early evening. Once it is closed, you cannot leave, so bring water, a hat and sunscreen. August is the hottest month, and rainfall peaks in November and is lowest in July. Locals take the Palio so seriously that visitors can feel less welcome then than at any other time.
Villas in Siena
Unsere Kunden sind unsere Freunde
Siena, Siena and surroundings, Italy
4
1
0
BBQParkingGarden+4 more
Unsere Kunden sind unsere Freunde
Siena, Siena and surroundings, Italy
2
1
0
BBQParkingGarden+4 more
Unsere Kunden sind unsere Freunde
Siena, Siena and surroundings, Italy
2
1
0
BBQParkingGarden+4 more
City center flat
Siena, Siena and surroundings, Italy
3
2
0
Air ConMicrowaveInternet+6 more
from£88
per night
4-star property
4-star property
4-star property
2-Bedroom Home, Siena
Siena, Siena and surroundings, Italy
3
2
0
BBQParkingWashing Machine+7 more
from£86
per night
1-Bedroom Home, Siena
Siena, Siena and surroundings, Italy
3
1
0
Air ConParkingDishwasher+6 more
from£96
per night
2-Bedroom Home, Siena
Siena, Siena and surroundings, Italy
4
2
0
Air ConBBQParking+8 more
from£120
per night
3-star property
3-star property
L'Oliviera
Siena, Siena and surroundings, Italy
4
2
0
Air ConBBQMicrowave+9 more
from£68
per night
4-star property
1-Bedroom Home, Siena
Siena, Siena and surroundings, Italy
2
1
0
Air ConBBQParking+8 more
from£95
per night
4-star property
1-Bedroom Home, Siena
Siena, Siena and surroundings, Italy
2
1
0
Air ConBBQParking+9 more
from£86
per night
3-star property
Siena villa holidays: questions answered
Can you drive into the centre of Siena?
No. Cars are banned from the historic centre except taxis and police, though hotel guests can get permission to drive up and unload luggage. Park further out, where the Due Ponti and Coroncina lots have a minibus service.
How do you get from Florence to Siena?
By train, bus or car. Trains run about hourly, buses take around an hour and twenty minutes, and the drive is about 68 km on the SS 2 superstrada.
When is the Palio in Siena?
On 2 July and 16 August each year. Ten of the 17 contrade race, the race lasts about a minute over three laps of Piazza del Campo, and the square fills by early evening.
Is Siena hot in August?
Yes, August is the hottest month of the year there. Rain is heaviest in November and lightest in July, and the Palio on 16 August adds crowds.
Is Siena walkable?
The centre is, because it is closed to cars. The station is about 2 km from the centre, a five-minute bus ride or a 20 to 30 minute walk.
Nearby towns to Siena
Written by the TrustedVillas team. Last reviewed October 2026.
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