Villas in Castiglione d'Orcia
Castiglione d'Orcia suits walkers and slow travellers who want a small Val d'Orcia town with hot springs in the same comune. Most homes sleep four, some take bigger groups, and listings commonly show a garden and fireplace, with a pool at many; check each one. Florence airport is roughly 95 km away.
- Villas
- 5
- From, per week
- £632
About Castiglione d'Orcia
Castiglione d'Orcia is a small town with medieval buildings at its core, set in the Val d'Orcia, a valley declared a World Heritage Site by UNESCO. Its centre is Piazza Vecchietta, named after the painter, sculptor and architect Lorenzo di Pietro, known as il Vecchietta, and the remains of the Rocca Aldobrandesca are lit up after dark. Nearby, the 13th-century Rocca di Tentennano stands on a limestone spur at Rocca d'Orcia. The Sala d'Arte San Giovanni is a small museum in the former oratory of San Giovanni Battista. The homes are in the countryside around the village rather than in it, and evenings are quiet.
Is Castiglione d'Orcia right for you?
- Best for
- Walkers, hot-spring days and Val d'Orcia touring by car
- Not for you if
- You want to arrive by train and walk everywhere without hiring a car.
Near Castiglione d'Orcia
Bagni San Filippo
A village in the same comune, with small hot springs that leave white calcium carbonate formations, and waterfalls nearby.
Montalcino
Around half an hour by car, and part of the same Val d'Orcia park as Castiglione, Pienza, Radicofani and San Quirico d'Orcia.
Vivo d'Orcia
A village in the area that holds the Palio del Boscaiolo on the third Sunday of October, and a mushroom and chestnut festival during the same month.
Getting to Castiglione d'Orcia
Florence is the nearest airport, roughly 95 km away; Rome Fiumicino and Ciampino are other options. From Montalcino the bus takes about 50 minutes, against around half an hour by car, and exploring the valley is far easier with a hire car.
When to go to Castiglione d'Orcia
October brings the main local events, with the Palio del Boscaiolo on the third Sunday and a mushroom and chestnut festival, both in Vivo d'Orcia. For walkers, a 29 km route follows a stretch of the Via Francigena through the valley.
Villas in Castiglione d'Orcia
4-star property
'Il Pratone
Castiglione d'Orcia, Siena and surroundings, Italy
4
2
0
BBQParkingDishwasher+11 more
5-star property
2-Bedroom Home, Castiglione d'Orcia
Castiglione d'Orcia, Siena and surroundings, Italy
4
2
0
BBQParkingFireplace+7 more
from£90
per night
4-star property
Casa Frati
Castiglione d'Orcia, Siena and surroundings, Italy
10
4
0
BBQDishwasherFireplace+10 more
4-star property
2-Bedroom Home, Castiglione d'Orcia
Castiglione d'Orcia, Siena and surroundings, Italy
4
2
0
BBQParkingDishwasher+6 more
from£90
per night
Villa 'Al Podere Alberto
Castiglione d'Orcia, Siena and surroundings, Italy
15
6
0
Air ConBBQParking+11 more
from£348
per nightCastiglione d'Orcia villa holidays: questions answered
Are there hot springs near Castiglione d'Orcia?
Yes, within the comune. Bagni San Filippo has small hot springs with white calcium carbonate formations and waterfalls, plus a spa, Terme San Filippo, on Via San Filippo.
Is Castiglione d'Orcia good for walking and cycling?
Very. A 29 km walking route follows a stretch of the Via Francigena through the Val d'Orcia, and suggested cycling routes in the valley run from under 6 km to over 70 km.
Which airport for Castiglione d'Orcia?
Florence, about 95 km away, is the nearest. Rome's Fiumicino and Ciampino airports are the other choices. Whichever you pick, collect a hire car, since the homes are out in the countryside around the village.
What is the Rocca di Tentennano near Castiglione d'Orcia?
A 13th-century fortress on a limestone spur at Rocca d'Orcia, held by the Salimbeni in the 14th and 15th centuries to guard southern Sienese territory. Saint Catherine of Siena stayed there.
Nearby towns to Castiglione d'Orcia
Written by the TrustedVillas team. Last reviewed November 2026.
Find Your Perfect Villa in Castiglione d'Orcia
Our villa experts are here to help you find the ideal property for your vacation. Contact us for personalized recommendations.