Holiday Rentals in Castiglione d'Orcia

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Holiday Rentals in Castiglione d'Orcia

Villa D'Orchia, luxury organic farm with private pool in Val D'orcia, Sleeps 15.
9.8 out of 10, Exceptional, (12)
"This lovely, sprawling farm house in the Val d’Orcia has plenty of space for a large family gathering, with six bedrooms, a gorgeous barbecue and swimming pool. Excellent spot from which to explore hill towns, visit wineries, and eat some excellent Tuscan cuisine. Don’t miss the hot springs at Bagni San Filippo! "
United States
Andrew P.
Villa D'Orchia, luxury organic farm with private pool in Val D'orcia, Sleeps 15.
Hotel San Gregorio
3.0 star property
9.4 out of 10, Exceptional, (131)
"Such friendly staff, loved Pienza and the property was such a good location! "
United Kingdom
Bethan
The price is €247
includes taxes & fees
1 Nov - 2 Nov
Hotel San Gregorio
Abbadia Sicille Relais
4.0 star property
8.8 out of 10, Excellent, (160)
"It was too cold for the swimming pool as it is mid October, there were people using the hot tub, but I have one in my room and the sauna so why bother it was so wonderful and the staff was super. Christina was the most wonderful ball."
United States
Christine
The price is €75
includes taxes & fees
6 Nov - 7 Nov
Abbadia Sicille Relais
Casanova - Panoramic Rooms and Suites
3.0 star property
9.0 out of 10, Wonderful, (77)
"Fantastic place"
United States
Clifford
The price is €182
includes taxes & fees
9 Nov - 10 Nov
Casanova - Panoramic Rooms and Suites
Bellarmino Boutique Apartments
The price is €86
includes taxes & fees
19 Nov - 20 Nov
Bellarmino Boutique Apartments
Villa in Montalcino, exclusive for you, stunning view!!!
10.0 out of 10, Exceptional, (85)
"Lovely villa in a beautiful location. "
United Kingdom
helen S.
Villa in Montalcino, exclusive for you, stunning view!!!
Private and cozy retreat in Montalcino with private pool surrounded by vineyards
9.4 out of 10, Exceptional, (67)
"What a lovely place, I will recommend this fabulous home to friends and family and will be returning sometime soon."
United Kingdom
peter H.
Private and cozy retreat in Montalcino with private pool surrounded by vineyards
Residenza Fabroni
8.8 out of 10, Excellent, (90)
"We had a wonderful stay, the staff was extremely friendly and helpful. Restaurants and shops were right at our doorstep."
Canada
Nicole
The price is €87
includes taxes & fees
30 Oct - 31 Oct
Residenza Fabroni
PRIVATE TUSCAN VILLA WITH HEATED SWIMMING POOL - JACUZZI SPA - SAUNA - EVENTS
10.0 out of 10, Exceptional, (53)
"We had a very nice stay and a well organized pizza night in the villa. Glad to come again:) "
Germany
Florian Maria W.
PRIVATE TUSCAN VILLA WITH HEATED SWIMMING POOL - JACUZZI SPA - SAUNA - EVENTS
Gite Montemirello, with garden and swimming pool
9.8 out of 10, Exceptional, (60)
"Very nice stay and very nuce Host :)"
Germany
Timo
Gite Montemirello, with garden and swimming pool
Villaggio Le Querce
4.0 star property
9.0 out of 10, Wonderful, (57)
"Nice neighborhood with Sorano close by. No restaurant or bar open. Lack of bedsheets and towels for 3 people. The shower head was too heavy to stay in the shower head holder"
Finland
Åsa
The price is €93
includes taxes & fees
29 Oct - 30 Oct
Villaggio Le Querce
Il Poggio dell'Eremita
10.0 out of 10, Exceptional, (57)
"Located in a peaceful location, the house is charming and homey. The hosts are very kind and accommodating, and we had a wonderful stay. The view from the bedroom balcony is spectacular."
United States
Vivian K.
The price is €142
includes taxes & fees
8 Nov - 9 Nov
Il Poggio dell'Eremita
Il Tosco
10.0 out of 10, Exceptional, (112)
"The people here are authentic and welcoming! The building, rooms and facilities are gorgeous! One of our most beautiful stays in our many trips to Italy "
United States
Michael
The price is €280
includes taxes & fees
4 Nov - 5 Nov
Il Tosco
Bosco della Spina
9.6 out of 10, Exceptional, (167)
"Views are amazing. Staff are very pleasant and helpful. "
Canada
Maureen
Bosco della Spina
Montalcino: Private villa in the heart of Tuscany, private pool,panoramic view!
10.0 out of 10, Exceptional, (58)
"Beautiful property comfortable beds. Amazing views room two sit outside and enjoy sunsets."
United States
Darrel W.
Montalcino: Private villa in the heart of Tuscany, private pool,panoramic view!
House in Val d'Orcia perfect for relaxation CIN IT052024C2APXZK7PD
9.6 out of 10, Exceptional, (49)
"Beautiful home and location. Silvano is excellent host."
United States
David M.
House in Val d'Orcia perfect for relaxation CIN IT052024C2APXZK7PD
Il Casale Di Manuele 12, Emma Villas
10.0 out of 10, Exceptional, (3)
"We loved this home - everything was perfect and it was easy to find and enjoy. I highly recommend the next time you are wanting to stay in Tuscany! "
United States
Lori A.
Il Casale Di Manuele 12, Emma Villas
Casina in authentic Tuscany
9.8 out of 10, Exceptional, (68)
"This is a charming house in a small town outside Cortona. Easily located near all the things you would want to see in the area. The host treated us like family and had homemade treats and wine waiting for our arrival. The house is perfectly suited for 4 people to stay and had a lot of charm. If you are looking to escape the hustle of daily life and relax this is the perfect location. "
United States
WILLIAM A.
Casina in authentic Tuscany
Corte Francigena
9.8 out of 10, Exceptional, (6)
"Loved everything about my stay"
United States
Svetlana
The price is €169
includes taxes & fees
29 Oct - 30 Oct
Corte Francigena
Villa La Pieve - Nine Bedroom Villa, Sleeps 20
9.6 out of 10, Exceptional, (9)
"Amazing hospitality and a spotless, comfortable space."
United States
VISINESCU I.
Villa La Pieve - Nine Bedroom Villa, Sleeps 20
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 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?

House in Val d'Orcia perfect for relaxation CIN IT052024C2APXZK7PD : This holiday home rental outside of Castiglione d'Orcia is located in a rural location, and has a fireplace, a garden and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop.

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

Choose from 31 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.