A historic town with stone buildings, a prominent castle on a hill, and snow-capped mountains in the background.

Holiday Rentals in Castiglione d'Orcia

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Check prices for these dates

In two weeks
9 Oct - 11 Oct
In two months
20 Nov - 22 Nov
In three months
18 Dec - 20 Dec
In four months
15 Jan - 17 Jan

Our top choices for Castiglione d'Orcia holiday rentals

Exterior

1. Casa Aldobrandesca Castiglione D'Orcia

Casa Aldobrandesca Castiglione D'Orcia
Castiglione d'Orcia
The price is €118
includes taxes & fees
24 Sept - 25 Sept
Casa Aldobrandesca Castiglione D'Orcia
Exterior

2. WPRELAIS BORGO VIGNALUNGA

WPRELAIS BORGO VIGNALUNGA
Toscana
10.0 out of 10, Exceptional, (39 reviews)
"This villa is amazing! The views are spectacular. The home is awesome! The property is beautiful! "
United States
Jeremy F.
The price is €1,427
includes taxes & fees
24 Sept - 25 Sept
WPRELAIS BORGO VIGNALUNGA
Exterior detail

3. Apartment "Gemma Verde-Tavoleto" with Mountain View, Garden and Wi-Fi

Apartment "Gemma Verde-Tavoleto" with Mountain View, Garden and Wi-Fi
Castiglione d'orcia
10.0 out of 10, Exceptional, (4 reviews)
"Pros: The silence and the nature"
United States
Anonymous traveller
The price is €491
includes taxes & fees
29 Sept - 30 Sept
Apartment "Gemma Verde-Tavoleto" with Mountain View, Garden and Wi-Fi
Outdoor dining

4. Room 'L'imbrunire - Il Lampadone' with Shared Garden, Wi-Fi and Air Conditioning

Room 'L'imbrunire - Il Lampadone' with Shared Garden, Wi-Fi and Air Conditioning
Campiglia D'Orcia
10.0 out of 10, Exceptional, (1 review)
"Pros: La pulizia, il comfort, l'arredamento shabby chic, la colazione, la gentilezza degli host. Cons: Mi è piaciuto tutto"
Italy
Anonymous traveller
Room 'L'imbrunire - Il Lampadone' with Shared Garden, Wi-Fi and Air Conditioning
Exterior detail

5. Apartment "Gemma Bianca-Tavoleto" with Mountain View, Garden and Wi-Fi

Apartment "Gemma Bianca-Tavoleto" with Mountain View, Garden and Wi-Fi
Castiglione d'orcia
9.4 out of 10, Exceptional, (3 reviews)
"Pros: Will definitely come back here again! Amazing property, we had a great stay!"
United States
Anonymous traveller
Apartment "Gemma Bianca-Tavoleto" with Mountain View, Garden and Wi-Fi
Outdoor dining

6. Apartment 'Podere Il Tigliolo Sulla' with Shared Pool, Private Terrace and Wi-Fi

Apartment 'Podere Il Tigliolo Sulla' with Shared Pool, Private Terrace and Wi-Fi
Castiglione d'Orcia
8.0 out of 10, Very good, (1 review)
"Pros: Host molto presente e cordiale Cons: Unico neo, circa 8 km di sterrato da fare per arrivare al primo paese. Magari era indicato, ma non ci avevo fatto caso. Con un po' di organizzazione si può superare questa piccola difficoltà."
Italy
Anonymous traveller
Apartment 'Podere Il Tigliolo Sulla' with Shared Pool, Private Terrace and Wi-Fi
Outdoor dining

7. Apartment 'Mostella' with Shared Pool, Wi-Fi and Air Conditioning

Apartment 'Mostella' with Shared Pool, Wi-Fi and Air Conditioning
Castiglione d'Orcia
The price is €344
includes taxes & fees
29 Sept - 30 Sept
Apartment 'Mostella' with Shared Pool, Wi-Fi and Air Conditioning
Dining

8. '...a delicious farmhouse in the countryside where only the wind blows...'

'...a delicious farmhouse in the countryside where only the wind blows...'
Campiglia d'Orcia
10.0 out of 10, Exceptional, (7 reviews)
"We had a wonderful stay at the villa - we were a group of 10 adults and 2 children and used the villa as our home base for a week to explore the area (Pienza, Siena, Montalcino, Montelpulciano, etc). There are 4 apartments ranging from 1-3 bedrooms which were fantastic for the families, plus an additional communal kitchen and living room for everyone to gather. It was the perfect setup as it gave everyone the ability to have some privacy as well as for everyone to congregate and eat meals...
United States
Li-Shen L.
'...a delicious farmhouse in the countryside where only the wind blows...'
Outdoor dining

9. Apartment 'La Balena Rosa' with Private Terrace and Wi-Fi

Apartment 'La Balena Rosa' with Private Terrace and Wi-Fi
Bagni San Filippo
10.0 out of 10, Exceptional, (2 reviews)
"Pros: I loved this apartment, so comfortable and all the little details attended to, a wide variety of breakfast foods. Delightful to sit outside to eat and see all the birds and creatures, including hummingbird moths! We could do laundry."
United States
Anonymous traveller
The price is €304
includes taxes & fees
29 Sept - 30 Sept
Apartment 'La Balena Rosa' with Private Terrace and Wi-Fi
2 bedrooms, iron/ironing board, free WiFi, bed sheets

10. Terme house

Terme house
Bagni San Filippo
The price is €141
includes taxes & fees
29 Sept - 30 Sept
Terme house
Outdoor dining

11. Room 'L'imbrunire - L'opificio' with Shared Garden, Wi-Fi and Air Conditioning

Room 'L'imbrunire - L'opificio' with Shared Garden, Wi-Fi and Air Conditioning
Campiglia D'Orcia
Room 'L'imbrunire - L'opificio' with Shared Garden, Wi-Fi and Air Conditioning
Outdoor dining

12. Room 'Il Teatro' with Shared Garden, Wi-Fi and Air Conditioning

Room 'Il Teatro' with Shared Garden, Wi-Fi and Air Conditioning
Campiglia D'Orcia
Room 'Il Teatro' with Shared Garden, Wi-Fi and Air Conditioning
Outdoor dining

13. Room 'Il Castellare' with Shared Garden, Wi-Fi and Air Conditioning

Room 'Il Castellare' with Shared Garden, Wi-Fi and Air Conditioning
Campiglia D'Orcia
The price is €186
includes taxes & fees
29 Sept - 30 Sept
Room 'Il Castellare' with Shared Garden, Wi-Fi and Air Conditioning
Outdoor dining

14. Room 'Il Cannellone' with Shared Garden and Wi-Fi

Room 'Il Cannellone' with Shared Garden and Wi-Fi
Campiglia D'Orcia
10.0 out of 10, Exceptional, (1 review)
"Pros: Un B&B meraviglioso, curato davvero in ogni minimo dettaglio, dove si percepisce tutta la passione e l’amore di chi lo gestisce. La colazione era varia, buonissima e preparata con grande cura dalla proprietaria: un vero piacere iniziare così le giornate! La posizione è ottima per esplorare sia il nord che il sud della Val d’Orcia. Ma ciò che ha reso speciale il nostro soggiorno sono stati soprattutto i proprietari, persone davvero deliziose e disponibili. Ci hanno dato tantissimi consigli...
Italy
Anonymous traveller
The price is €170
includes taxes & fees
29 Sept - 30 Sept
Room 'Il Cannellone' with Shared Garden and Wi-Fi
Pool

15. Apartment 'Il Crivello' with Shared Pool, Wi-Fi and Air Conditioning

Apartment 'Il Crivello' with Shared Pool, Wi-Fi and Air Conditioning
Castiglione d'Orcia
8.0 out of 10, Very good, (1 review)
"Pros: The hospitality of the hospitality was great and the place is very beautiful"
United States
Anonymous traveller
Apartment 'Il Crivello' with Shared Pool, Wi-Fi and Air Conditioning
Pool

16. Room 'La Falce' with Shared Pool, Wi-Fi and Air Conditioning

Room 'La Falce' with Shared Pool, Wi-Fi and Air Conditioning
Castiglione d'Orcia
Room 'La Falce' with Shared Pool, Wi-Fi and Air Conditioning
Pool

17. Apartment 'La Casina' with Shared Pool, Wi-Fi and Air Conditioning

Apartment 'La Casina' with Shared Pool, Wi-Fi and Air Conditioning
Castiglione d'Orcia
10.0 out of 10, Exceptional, (1 review)
"Pros: Un grand merci à Federica pour son accueil si chaleureux. L'appartement était spacieux et bien equipé avec une terasse et une vue magnifique, et l'emplacement est parfait pour visiter la région. Le petit-déjeuner était délicieux, avec un excellent cappuccino ! Nous recommanderons sans hésiter cette adresse à tous nos proches qui souhaitent visiter la Toscane."
France
Anonymous traveller
Apartment 'La Casina' with Shared Pool, Wi-Fi and Air Conditioning
Pool

18. Apartment 'Il Giogo' with Shared Pool, Wi-Fi and Air Conditioning

Apartment 'Il Giogo' with Shared Pool, Wi-Fi and Air Conditioning
Castiglione d'Orcia
Apartment 'Il Giogo' with Shared Pool, Wi-Fi and Air Conditioning
Pool

19. Holiday Home 'Aldo' with Garden, Steps from the Thermal Springs

Holiday Home 'Aldo' with Garden, Steps from the Thermal Springs
Bagni San Filippo
10.0 out of 10, Exceptional, (1 review)
"There is magic in this home. I can only say the very best of things about it and about the host. We’re not typical tourists…my son is in a medical crisis. I needed a sanctuary to stay while we waited for his Dr in Rome and that’s exactly what we found here. I have been traveling for 4 months to try and save my child. We’ve stayed many places. This is one place that has now become the absolute turning point in our story. We went from feeling completely defeated to feeling hope again. There’s...
United States
Tanya
The price is €1,510
includes taxes & fees
29 Sept - 30 Sept
Holiday Home 'Aldo' with Garden, Steps from the Thermal Springs
Couples treatment room(s), sauna, hot tub, steam room, body treatments

20. Borgo San Quirico d'Orcia B&B - Capitano Collection - Albergo diffuso

Borgo San Quirico d'Orcia B&B - Capitano Collection - Albergo diffuso
San Quirico d'Orcia
9.0 out of 10, Wonderful, (49 reviews)
"Our stay was great. "
United States
Elena
The price is €180
includes taxes & fees
19 Oct - 20 Oct
Borgo San Quirico d'Orcia B&B - Capitano Collection - Albergo diffuso
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Castiglione d'Orcia Hotel Reviews

Villa Tiberini Wine Relais

Villa Tiberini Wine Relais

10/10 Excellent
"The place is on the top of a hill with breathtaking views during the day and sunset. The breakfast was good prepared by a chef open to satisfy the guest tastes. Really enjoyed the stay, close to nearby towns and a lunch at their winery was a great experience as well."
Nancy 4-night trip
Posted 7 hours ago
Villa Tiberini Wine Relais

Find out more about Castiglione d'Orcia

Everything you need to know about Castiglione d'Orcia holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Castiglione d'Orcia holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Castiglione d'Orcia holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Castiglione d'Orcia holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Castiglione d'Orcia. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Castiglione d'Orcia holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Castiglione d'Orcia holiday rentals we have selected for you start as low as €82 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Castiglione d'Orcia rentals

At Expedia, we put the best Castiglione d'Orcia holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Castiglione d'Orcia rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Castiglione d'Orcia holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Castiglione d'Orcia. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Frequently asked questions

Are there holiday rentals in Castiglione d'Orcia?

Yes, there are holiday rentals close to the most popular sights in Castiglione d'Orcia, or you can select a more secluded option if you're looking for a relaxing stay. Castiglione d'Orcia is known for its hot springs and spas. Make sure you have time to check out the riverfront while you're in the area.

What are some of the best holiday rentals that Castiglione d'Orcia has to offer?

Old Tuscan house in the medieval village of Castiglione d'Orcia: This highly rated holiday home rental in Castiglione d'Orcia is located in the city centre, and has a fireplace, a balcony and laundry facilities to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family.

How many holiday rentals are there in Castiglione d'Orcia?

Choose from 35 Expedia holiday rentals in Castiglione d'Orcia for a memorable holiday.

What’s there to see and do in Castiglione d'Orcia?

Explore the area and family-friendly sights such as Terme Petriolo, or get out into nature at a spot like Historic Centre of Pienza. While here, Baths of San Filippo and Valdorcia Terre Senesi are other places worth a visit.

What’s a holiday rental in Castiglione d'Orcia like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Castiglione d'Orcia. Holiday rentals provide amenities such as WiFi and washers and dryers so you'll feel just like you're at home. If you're concerned about cleanliness, a holiday rental can provide a sense of privacy away from public hotel lifts and busy concierge desks while still allowing you a great travel experience. You'll also have more space in a holiday rental than in a standard hotel, which is another reason why a holiday rental is a great option for a small group gathering.