Castiglione d'Orcia Vacation Rentals

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Vacation 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, (10)
"We stayed together with children and grandchildren and had a great stay. The house and grounds were beautiful and well kept and we had everything needed."
Villa D'Orchia, luxury organic farm with private pool in Val D'orcia, Sleeps 15.

Casanova - Panoramic Rooms and Suites

3.0 star property
9.0 out of 10, Wonderful, (71)
"Delightful stay. The room was lovely, and the view from our private terrace was wonderful. Dinner was first rate. Easily walkable into San Quirico, short drive to Montalcino, Pienza, and Montalcino. Nice massage and spa. A very good value."
$169 nightly
The price is $191
Oct 12 - Oct 13
Total with taxes and fees
Casanova - Panoramic Rooms and Suites

Hotel San Gregorio

3.0 star property
9.4 out of 10, Exceptional, (130)
"Such friendly staff, loved Pienza and the property was such a good location! "
$122 nightly
The price is $141
Nov 4 - Nov 5
Total with taxes and fees
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."
$68 nightly
The price is $79
Nov 2 - Nov 3
Total with taxes and fees
Abbadia Sicille Relais

Private and cozy retreat in Montalcino with private pool surrounded by vineyards

9.4 out of 10, Exceptional, (66)
"What a lovely place, I will recommend this fabulous home to friends and family and will be returning sometime soon."
Private and cozy retreat in Montalcino with private pool surrounded by vineyards

Bosco della Spina

9.6 out of 10, Exceptional, (164)
"We enjoyed the scenery and service! Clean and comfortable. "
$135 nightly
The price is $158
Oct 11 - Oct 12
Total with taxes and fees
Bosco della Spina

Villa in Montalcino, exclusive for you, stunning view!!!

10.0 out of 10, Exceptional, (84)
"Lovely villa in a beautiful location. "
Villa in Montalcino, exclusive for you, stunning view!!!

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"
$83 nightly
The price is $97
Oct 11 - Oct 12
Total with taxes and fees
Villaggio Le Querce

Bellarmino Boutique Apartments

$109 nightly
The price is $125
Nov 3 - Nov 4
Total with taxes and fees
Bellarmino Boutique Apartments

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:) "
PRIVATE TUSCAN VILLA WITH HEATED SWIMMING POOL - JACUZZI SPA - SAUNA - EVENTS

Hilltop house in the heart of Tuscany with private pool

9.8 out of 10, Exceptional, (93)
"Wonderful, quiet, beautiful. Everything you could want in country stay near a small village."
Hilltop house in the heart of Tuscany with private pool

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."
$88 nightly
The price is $102
Oct 14 - Oct 15
Total with taxes and fees
Residenza Fabroni

The House of Alice, charm and relaxation

9.8 out of 10, Exceptional, (66)
"Unbelievable ambience and beauty of the region and the house. Francesco was super helpful. "
$245 nightly
The price is $250
Oct 19 - Oct 20
Total with taxes and fees
The House of Alice, charm and relaxation

Gite Montemirello, with garden and swimming pool

9.8 out of 10, Exceptional, (59)
"Very nice stay and very nuce Host :)"
Gite Montemirello, with garden and swimming pool

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."
$157 nightly
The price is $159
Oct 22 - Oct 23
Total with taxes and fees
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 "
$280 nightly
The price is $313
Nov 10 - Nov 11
Total with taxes and fees
Il Tosco

Delcorto Suites

10.0 out of 10, Exceptional, (28)
"Exceptional service great building felt like a Medici!"
$196 nightly
The price is $220
Oct 13 - Oct 14
Total with taxes and fees
Delcorto Suites

Tuscany romance. Rural charm between Montalcino and sea. Relax pur

9.6 out of 10, Exceptional, (38)
"we absolutely loved our stay. The house was lovely ,spacious, great pool and well appointed. We had great communication with Mel. We had a fabulous time with our chef Thomas !!!! Highly recommend him as he cooked us all dinner 1 night and then came back and gave us a pasta cooking class, which we ate. All of us (7) participated. "
Tuscany romance. Rural charm between Montalcino and sea. Relax pur

Montalcino: Private villa in the heart of Tuscany, private pool,panoramic view!

10.0 out of 10, Exceptional, (56)
"Beautiful property comfortable beds. Amazing views room two sit outside and enjoy sunsets."
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."
House in Val d'Orcia perfect for relaxation CIN IT052024C2APXZK7PD
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

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 $79 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.

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?

The House of Alice, charm and relaxation: Visitors like this Castiglione d'Orcia vacation home rental. It is located in a rural location and has a fireplace, a terrace, and air-conditioning to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop, and a coffee maker. Kick off your shoes and enjoy yourself with a garden and a selection of books.

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

Choose from 32 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.