Holiday Rentals in Castiglione d'Orcia

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Our top choices for Castiglione d'Orcia holiday rentals

Holiday Home in CASTIGLIONE D'ORCIA

Independent house in the historic center
9.4 out of 10, Exceptional, (9)
"Stayed here during the Tuscany Trail and was perfect for 4 of us. Centre of town and a great restaurant recommendation too! "
United Kingdom
Graham S.
The price is €175
includes taxes & fees
15 Dec - 16 Dec
Independent house in the historic center

Holiday Home in Castiglione d'Orcia

Ermione seen on the Val d'Orcia
8.8 out of 10, Excellent, (3)
"Alles top"
Germany
ANDREAS ALEXANDER
The price is €197
includes taxes & fees
11 Jan - 12 Jan 2026
Ermione seen on the Val d'Orcia
10.0 out of 10, Exceptional, (7)
"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 €1,596
includes taxes & fees
17 Dec - 18 Dec
'...a delicious farmhouse in the countryside where only the wind blows...'
The price is €254
includes taxes & fees
15 Dec - 16 Dec
Apartment 'La Balena Rosa' with Private Terrace and Wi-Fi
The price is €141
includes taxes & fees
15 Dec - 16 Dec
Room 'Il Cannellone' with Shared Garden and Wi-Fi

Apartment in Bagni San Filippo

Bad and Breakfast La Balena Bianca House
The price is €141
includes taxes & fees
15 Dec - 16 Dec
Bad and Breakfast La Balena Bianca House

Apartment in Castiglione dʼOrcia

Ambrosia Room Fonte Alle Ninfe Bed and Breakfast
The price is €223
includes taxes & fees
15 Dec - 16 Dec
Ambrosia Room Fonte Alle Ninfe Bed and Breakfast
The price is €139
includes taxes & fees
15 Dec - 16 Dec
Room 'L'imbrunire - Il Lampadone' with Shared Garden, Wi-Fi and Air Conditioning
The price is €139
includes taxes & fees
15 Dec - 16 Dec
Room 'Il Castellare' with Shared Garden, Wi-Fi and Air Conditioning
The price is €179
includes taxes & fees
15 Dec - 16 Dec
Room 'Il Teatro' with Shared Garden, Wi-Fi and Air Conditioning
The price is €179
includes taxes & fees
15 Dec - 16 Dec
Room 'L'imbrunire - L'opificio' with Shared Garden, Wi-Fi and Air Conditioning

Apartment in Castiglione dʼOrcia

Dafne Room - Fonte Alle Ninfe Bed and Breakfast
The price is €223
includes taxes & fees
15 Dec - 16 Dec
Dafne Room - Fonte Alle Ninfe Bed and Breakfast

Apartment in Castiglione dʼOrcia

Cirene Room Fonte Alle Ninfe Bed and Breakfast
The price is €223
includes taxes & fees
15 Dec - 16 Dec
Cirene Room Fonte Alle Ninfe Bed and Breakfast
The price is €400
includes taxes & fees
15 Dec - 16 Dec
Apartment 'Il Cassero' with Shared Garden, Wi-Fi and Air Conditioning

Townhouse in Pienza

Affitacamere Maria Gabriella
9.8 out of 10, Exceptional, (51)
"This property has a lovely view, great garden, attentive staff with good breakfast. Stayed in the cottage and the patio was very sunny and relaxing. "
United States
Lenise
Affitacamere Maria Gabriella

Townhouse in Cetona

La Locanda Di Cetona
9.2 out of 10, Wonderful, (5)
"A lovely hotel and very welcoming staff. Cetona is a delight. "
Australia
Julian
La Locanda Di Cetona

Townhouse in Montepulciano

Meublé Il Riccio
9.8 out of 10, Exceptional, (86)
"Staff is great and many good restaurants in short walking distance."
United States
Mark
Meublé Il Riccio

Holiday Home in Acquapendente

Agriturismo San Filippo
9.0 out of 10, Wonderful, (13)
"Excellent experience!"
United States
Richard
Agriturismo San Filippo
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

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 €71 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.

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

Choose from 30 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.