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

Castiglione d'Orcia Vacation Rentals

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Check prices for these dates

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

Our top choices for Castiglione d'Orcia vacation rentals

A stone staircase leading up to a building with a traditional facade, a small garden, and a clear sky.

1. Casa Aldobrandesca Castiglione D'Orcia

Casa Aldobrandesca Castiglione D'Orcia
Castiglione d'Orcia
The price is CA $302
CA $340 total
includes taxes & fees
Oct 4 - Oct 5
Casa Aldobrandesca Castiglione D'Orcia
An outdoor patio with a table and chairs, stone pillars, and a view of the countryside.

2. 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 CA $548
CA $554 total
includes taxes & fees
Oct 6 - Oct 7
Apartment 'Mostella' with Shared Pool, Wi-Fi and Air Conditioning
A stone courtyard with a table and chairs, a rustic building with a chimney, and a narrow passageway.

3. 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 CA $267
CA $274 total
includes taxes & fees
Sep 29 - Sep 30
Room 'Il Cannellone' with Shared Garden and Wi-Fi
A modern bedroom with a wooden headboard, a large bed with a textured blanket, bedside tables with lamps, and a mirror.

4. Terme house

Terme house
Bagni San Filippo
The price is CA $152
CA $220 total
includes taxes & fees
Sep 29 - Sep 30
Terme house
A stone building with a wooden door and a staircase leading inside.

5. 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 CA $510
CA $605 total
includes taxes & fees
Sep 29 - Sep 30
Apartment "Gemma Verde-Tavoleto" with Mountain View, Garden and Wi-Fi
An outdoor patio with a pergola, a table, chairs, and a stone wall in the background.

6. 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 CA $424
CA $490 total
includes taxes & fees
Sep 28 - Sep 29
Apartment 'La Balena Rosa' with Private Terrace and Wi-Fi
A terrace with a wooden table, chairs, and a bottle of wine. There is a view of green hills and a clear sky.

7. 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
The price is CA $838
CA $844 total
includes taxes & fees
Oct 18 - Oct 19
Apartment 'Podere Il Tigliolo Sulla' with Shared Pool, Private Terrace and Wi-Fi
A dining area with a long table set for a meal, surrounded by white chairs, a wooden cabinet with glass doors, and a chandelier.

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.
The price is CA $1,377
CA $2,334 total
includes taxes & fees
Oct 15 - Oct 16
'...a delicious farmhouse in the countryside where only the wind blows...'
A stone courtyard with a table and chairs, a rustic building with a chimney, and a narrow passageway.

9. 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
The price is CA $293
CA $300 total
includes taxes & fees
Sep 30 - Oct 1
Room 'L'imbrunire - Il Lampadone' with Shared Garden, Wi-Fi and Air Conditioning
A stone courtyard with a table and chairs, a rustic building with a chimney, and a narrow passageway.

10. 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 CA $293
CA $300 total
includes taxes & fees
Oct 2 - Oct 3
Room 'Il Castellare' with Shared Garden, Wi-Fi and Air Conditioning
A pool with clear blue water, surrounded by white rock formations and greenery.

11. 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 CA $2,180
CA $2,411 total
includes taxes & fees
Oct 2 - Oct 3
Holiday Home 'Aldo' with Garden, Steps from the Thermal Springs
A stone courtyard with a table and chairs, a rustic building with a chimney, and a narrow passageway.

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
The price is CA $306
CA $313 total
includes taxes & fees
Oct 5 - Oct 6
Room 'Il Teatro' with Shared Garden, Wi-Fi and Air Conditioning
A stone courtyard with a table and chairs, a rustic building with a chimney, and a narrow passageway.

13. 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
The price is CA $314
CA $321 total
includes taxes & fees
Oct 1 - Oct 2
Room 'L'imbrunire - L'opificio' with Shared Garden, Wi-Fi and Air Conditioning
A stone building with a wooden door, steps leading to a porch, and potted plants.

14. 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
The price is CA $643
CA $714 total
includes taxes & fees
Sep 28 - Sep 29
Apartment "Gemma Bianca-Tavoleto" with Mountain View, Garden and Wi-Fi
A swimming pool with lounge chairs and umbrellas, surrounded by stone walls and tall trees.

15. 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
The price is CA $451
CA $457 total
includes taxes & fees
Oct 26 - Oct 27
Room 'La Falce' with Shared Pool, Wi-Fi and Air Conditioning
A swimming pool with lounge chairs and umbrellas, surrounded by stone walls and tall trees.

16. 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
The price is CA $1,031
CA $1,037 total
includes taxes & fees
Oct 3 - Oct 4
Apartment 'Il Giogo' with Shared Pool, Wi-Fi and Air Conditioning
A swimming pool with lounge chairs and umbrellas, surrounded by stone walls and tall trees.

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
The price is CA $548
CA $554 total
includes taxes & fees
Oct 4 - Oct 5
Apartment 'La Casina' with Shared Pool, Wi-Fi and Air Conditioning
A swimming pool with lounge chairs and umbrellas, surrounded by stone walls and tall trees.

18. 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
The price is CA $548
CA $554 total
includes taxes & fees
Oct 4 - Oct 5
Apartment 'Il Crivello' with Shared Pool, Wi-Fi and Air Conditioning
A patio area with outdoor seating, potted plants, and a view of the landscape.

19. Affitacamere Maria Gabriella

Affitacamere Maria Gabriella
Pienza
9.8 out of 10, Exceptional, (67 reviews)
"A very pleasant and homey place to stay"
Germany
Janine und Thomas
The price is CA $144
CA $198 total
includes taxes & fees
Oct 7 - Oct 8
Affitacamere Maria Gabriella
A stone-walled room with a large bathtub, a fireplace, and a set of stone steps leading to the tub.

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 CA $212
CA $239 total
includes taxes & fees
Oct 1 - Oct 2
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

Relais Villa Grazianella - UNA Esperienze

Relais Villa Grazianella - UNA Esperienze

10/10 Excellent
"In addition to the property being absolutely beautiful, the"
Michele 3-night trip
Posted 11 hours ago
Relais Villa Grazianella - UNA Esperienze

Find out more about Castiglione d'Orcia

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Castiglione d'Orcia. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

Frequently asked questions

Are there vacation rentals in Castiglione d'Orcia?

Yes, there are vacation rentals close to well known sights in Castiglione d'Orcia, or you can select a secluded option if you want a relaxing place to 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 vacation home rentals in Castiglione d'Orcia?

Old Tuscan house in the medieval village of Castiglione d'Orcia: This highly rated vacation home rental in Castiglione d'Orcia is located in the city center 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 you can cook with friends or family.

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

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

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 vacation rental in Castiglione d'Orcia like?

A vacation rental is a private property where you can stay for a few weeks or just a few days in Castiglione d'Orcia. Vacation rentals provide amenities such as laundry facilities and kitchens so you'll have everything you want. If you're concerned about cleanliness, vacation rentals can provide a sense of seclusion away from public hotel elevators and lobbies packed with people while still allowing you the enjoyment of travel. You'll also get more space in a vacation rental than in a hotel, which is another reason why a vacation rental is an attractive option for family trips.