Castiglione d'Orcia Vacation Rentals

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Check prices for these dates

In two weeks
Jan 2 - Jan 4
In two months
Feb 13 - Feb 15
In three months
Mar 13 - Mar 15
In four months
Apr 10 - Apr 12

Our top choices for Castiglione d'Orcia vacation rentals

Breakfast, lunch, dinner served; local cuisine
Hotel San Gregorio

Residence in Pienza

Hotel San Gregorio
3.0 star property
9.4 out of 10, Exceptional, (134)
"Such friendly staff, loved Pienza and the property was such a good location! "
United Kingdom
Bethan
The price is NT$6,440
NT$7,304 total
includes taxes & fees
Jan 5 - 2026/1/6
Hotel San Gregorio
View from room
Abbadia Sicille Relais

Residence in Trequanda

Abbadia Sicille Relais
4.0 star property
8.8 out of 10, Excellent, (166)
"Room was beyond expectations. Helpful staff and overall great experience. "
United States
Robert
The price is NT$2,277
NT$2,615 total
includes taxes & fees
Dec 16 - Dec 17
Abbadia Sicille Relais
Front of property - evening/night
Casanova - Panoramic Rooms and Suites

Residence in San Quirico d'Orcia

Casanova - Panoramic Rooms and Suites
3.0 star property
9.0 out of 10, Wonderful, (78)
"Fantastic place"
United States
Clifford
The price is NT$7,191
NT$8,057 total
includes taxes & fees
Dec 26 - Dec 27
Casanova - Panoramic Rooms and Suites
Deluxe Apartment, 2 Bedrooms, Balcony | Free WiFi, bed sheets
Bellarmino Boutique Apartments

Apartment in Montepulciano

Bellarmino Boutique Apartments
6.0 out of 10, (1)
"Heat didnt work, it was FREEZING. Contact didnt seem to be local, seemed like they were managing remotely and couldnt or wouldnt send anyone to help. Nor did they really seem to care. Beautiful area though!"
United States
JON
The price is NT$3,113
NT$3,571 total
includes taxes & fees
Jan 11 - 2026/1/12
Bellarmino Boutique Apartments
Lobby
Residenza Fabroni

Residence in Montepulciano

Residenza Fabroni
8.8 out of 10, Excellent, (94)
"gorgeous historical property, very attentive host, great location"
United States
Sarah
The price is NT$2,889
NT$3,324 total
includes taxes & fees
Jan 6 - 2026/1/7
Residenza Fabroni
Property entrance
Il Tosco

Residence in Montepulciano

Il Tosco
10.0 out of 10, Exceptional, (115)
"The staff was courteous, the food was amazing, and the location was great. We were very impressed"
United States
Joshua
The price is NT$8,270
NT$9,243 total
includes taxes & fees
Dec 16 - Dec 17
Il Tosco
Seasonal outdoor pool, open 8:30 AM to 8:00 PM, pool umbrellas
Villaggio Le Querce

Residence in Sorano

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 NT$2,936
NT$3,413 total
includes taxes & fees
Dec 24 - Dec 25
Villaggio Le Querce
Aerial view
Bosco della Spina

Residence in Murlo

Bosco della Spina
9.6 out of 10, Exceptional, (169)
"Views are amazing. Staff are very pleasant and helpful. "
Canada
Maureen
Bosco della Spina
Standard Room | Exterior
Osteria del Borgo

Residence in Montepulciano

Osteria del Borgo
9.0 out of 10, Wonderful, (156)
"Staff and location were both excellent."
United States
Nicholas
Osteria del Borgo
Exterior
Podere La Chiusella

Aparthotel in Rapolano Terme

Podere La Chiusella
9.4 out of 10, Exceptional, (30)
"Et sjarmerende lite B&B. Har nok vært utrolig vakkert i sine glansdager, men områdene rundt bærer preg av lite vedlikehold. Leiligheten var helt grei for en overnatting. Gulvet på badet var ikke rent. Når vi tørket opp etter oss ble håndkleet møkkete. Men overnattingen var helt grei alt i alt. Når vi skulle sjekke ut var det ikke et menneske å se, resepsjonen var stengt. Endte med å sette nøklene i døra og dra da alt var betalt ved bestilling."
Norway
Elisabeth
Podere La Chiusella
Outdoor pool
Antico Brunello

Villa in Montalcino

Antico Brunello
The price is NT$241,700
NT$266,237 total
includes taxes & fees
Dec 16 - Dec 17
Antico Brunello
Outdoor pool, sun loungers
Borgo Dolciano

Aparthotel in Chiusi

Borgo Dolciano
9.0 out of 10, Wonderful, (25)
"Lovely restored Tuscan villa and farmhouse. Very comfortable stay. Felt that the people who run it do so with a lot of heart and style. Great value too. "
Canada
Carla
The price is NT$4,001
NT$4,474 total
includes taxes & fees
Dec 16 - Dec 17
Borgo Dolciano
Seasonal outdoor pool
Albergo Diffuso Borgo Santo

Aparthotel in Asciano

Albergo Diffuso Borgo Santo
The price is NT$8,057
NT$9,045 total
includes taxes & fees
Dec 18 - Dec 19
Albergo Diffuso Borgo Santo
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

Abbadia Sicille Relais

Abbadia Sicille Relais

10/10 Excellent
"Room was beyond expectations. Helpful staff and overall great experience. "
Robert 1-night trip
Posted 8 days ago
Abbadia Sicille Relais

Find out more about Castiglione d'Orcia

Search for holiday rentals in Castiglione d'Orcia on Expedia! You can easily find your home rentals, villas, holiday apartments in Castiglione d'Orcia using one of the methods below:

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Look no further and take a look at our great range of rental properties in Castiglione d'Orcia!

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.

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

Choose from 30 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.