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 30 - Nov 1
In two months
Dec 11 - Dec 13
In three months
Jan 8 - Jan 10
In four months
Feb 5 - Feb 7

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
$127 nightly
The price is $131
Oct 20 - Oct 21
Total with taxes and fees
Casa Aldobrandesca Castiglione D'Orcia
A swimming pool with lounge chairs and umbrellas, surrounded by stone walls and tall trees.

2. 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 traveler
$171 nightly
The price is $175
Oct 15 - Oct 16
Total with taxes and fees
Apartment 'La Casina' with Shared Pool, Wi-Fi and Air Conditioning
A stone-walled patio with wicker furniture, a table, and a view of a green landscape.

3. Wp Relais Villa Vignalunga

Wp Relais Villa Vignalunga
CASTIGLIONE D'ORCIA (SI)
10.0 out of 10, Exceptional, (57 reviews)
"Incredible stay! Property was beautifully restored and outfitted, and immaculately clean when we arrived. The host was very responsive, helping us bring in a local chef and responded quickly to our various questions during our stay. The heated pool was wonderful. The property was the right size for seven guests. We hope to return because six nights here wasn’t enough! I wish there was an option to give higher than five stars!"
United States
Marshall W.
$715 nightly
The price is $720
Oct 25 - Oct 26
Total with taxes and fees
Wp Relais Villa Vignalunga
A stone courtyard with a table and chairs, a rustic building with a chimney, and a narrow passageway.

4. 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 traveler
$185 nightly
The price is $190
Oct 18 - Oct 19
Total with taxes and fees
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.

5. Terme bagni san filippo La Balena Bianca a due passi: Casa Nuova con Terrazza

Terme bagni san filippo La Balena Bianca a due passi: Casa Nuova con Terrazza
Bagni San Filippo
$153 nightly
The price is $157
Oct 20 - Oct 21
Total with taxes and fees
Terme bagni san filippo La Balena Bianca a due passi: Casa Nuova con Terrazza
A terrace with a wooden table, chairs, and a bottle of wine. There is a view of green hills and a clear sky.

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 traveler
$294 nightly
The price is $299
Oct 15 - Oct 16
Total with taxes and fees
Apartment 'Podere Il Tigliolo Sulla' with Shared Pool, Private Terrace and Wi-Fi
A stone building with a wooden door, steps leading to a porch, and potted plants.

7. 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 traveler
$463 nightly
The price is $467
Nov 6 - Nov 7
Total with taxes and fees
Apartment "Gemma Bianca-Tavoleto" with Mountain View, Garden and Wi-Fi
An outdoor patio with a pergola, a table, chairs, and a stone wall in the background.

8. 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 traveler
$320 nightly
The price is $324
Oct 18 - Oct 19
Total with taxes and fees
Apartment 'La Balena Rosa' with 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.

9. '...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.
$1,612 nightly
The price is $1,617
Oct 26 - Oct 27
Total with taxes and fees
'...a delicious farmhouse in the countryside where only the wind blows...'
A pool with clear blue water, surrounded by white rock formations and greenery.

10. 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
$1,555 nightly
The price is $1,560
Nov 3 - Nov 4
Total with taxes and fees
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.

11. 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 traveler
$203 nightly
The price is $208
Oct 18 - Oct 19
Total with taxes and fees
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.

12. 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
$203 nightly
The price is $208
Oct 20 - Oct 21
Total with taxes and fees
Room 'Il Castellare' 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 'Il Teatro' with Shared Garden, Wi-Fi and Air Conditioning

Room 'Il Teatro' with Shared Garden, Wi-Fi and Air Conditioning
Campiglia D'Orcia
$212 nightly
The price is $216
Oct 16 - Oct 17
Total with taxes and fees
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.

14. 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
$218 nightly
The price is $222
Oct 16 - Oct 17
Total with taxes and fees
Room 'L'imbrunire - L'opificio' with Shared Garden, Wi-Fi and Air Conditioning
A swimming pool with lounge chairs and umbrellas, surrounded by stone walls and tall trees.

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 traveler
$151 nightly
The price is $155
Oct 18 - Oct 19
Total with taxes and fees
Apartment 'Il Crivello' with Shared Pool, Wi-Fi and Air Conditioning
A swimming pool with lounge chairs and umbrellas, surrounded by stone walls and tall trees.

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
$312 nightly
The price is $317
Oct 21 - Oct 22
Total with taxes and fees
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.

17. 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
$321 nightly
The price is $326
Oct 15 - Oct 16
Total with taxes and fees
Apartment 'Il Giogo' with Shared Pool, Wi-Fi and Air Conditioning
An outdoor patio with a table and chairs, stone pillars, and a view of the countryside.

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

Apartment 'Mostella' with Shared Pool, Wi-Fi and Air Conditioning
Castiglione d'Orcia
$379 nightly
The price is $384
Oct 23 - Oct 24
Total with taxes and fees
Apartment 'Mostella' with Shared Pool, Wi-Fi and Air Conditioning
A stone building with a wooden door and a staircase leading inside.

19. 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 traveler
$530 nightly
The price is $534
Nov 6 - Nov 7
Total with taxes and fees
Apartment "Gemma Verde-Tavoleto" with Mountain View, Garden and Wi-Fi
A bedroom with a brick archway, a bed with white linens, a small table with a magazine, and a painting on the wall.

20. TuscanyLettings Studio&Room

TuscanyLettings Studio&Room
Pienza
10.0 out of 10, Exceptional, (3 reviews)
$79 nightly
The price is $92
Nov 4 - Nov 5
Total with taxes and fees
TuscanyLettings Studio&Room
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

Hotel San Gregorio

Hotel San Gregorio

10/10 Excellent
"Great location. Clean and quiet with good breakfast"
Michael 1-night trip
Posted 22 hours ago
Hotel San Gregorio

Find out more about Castiglione d'Orcia

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

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Castiglione d'Orcia vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. 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 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Castiglione d'Orcia vacation 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 low season months. For more hustle and bustle, you may prefer to visit Castiglione d'Orcia in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $72 per night. Rates vary depending on your travel dates, location, and amenities so make a search and 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 vacation 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 vacation.

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.

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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 Horti Leonini. While here, Baths of San Filippo and Fortress of Tentennano 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.