A historic town with stone buildings, a prominent castle on a hill, and snow-capped mountains in the background.

Search Holiday Rentals in Castiglione d'Orcia

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
21 Aug - 23 Aug
In two months
2 Oct - 4 Oct
In three months
30 Oct - 1 Nov
In four months
27 Nov - 29 Nov

Our top choices for Castiglione d'Orcia holiday rentals

Exterior

1. - Agriturismo La Piaggia - Forest View Apartment on the Ground Floor 2 Guests

- Agriturismo La Piaggia - Forest View Apartment on the Ground Floor 2 Guests
Castiglione d'Orcia
The price is ฿3,373
฿3,863 total
includes taxes & fees
1 Sept - 2 Sept
- Agriturismo La Piaggia - Forest View Apartment on the Ground Floor 2 Guests
Apartment, 2 Bedrooms, Smoking, Fireplace | Exterior

2. View of Monte Amiata for 3 Guests Agriturismo La Piaggia - Vivo D'orcia

View of Monte Amiata for 3 Guests Agriturismo La Piaggia - Vivo D'orcia
Castiglione d'Orcia
The price is ฿6,083
฿6,844 total
includes taxes & fees
31 Aug - 1 Sept
View of Monte Amiata for 3 Guests Agriturismo La Piaggia - Vivo D'orcia
Apartment, 2 Bedrooms, Smoking, Fireplace | Exterior

3. Agriturismo La Piaggia Vivo D'orcia - "once Upon a Time" Apartment - 3 Guests

Agriturismo La Piaggia Vivo D'orcia - "once Upon a Time" Apartment - 3 Guests
Castiglione d'Orcia
The price is ฿5,148
฿5,815 total
includes taxes & fees
31 Aug - 1 Sept
Agriturismo La Piaggia Vivo D'orcia - "once Upon a Time" Apartment - 3 Guests
Couples treatment room(s), sauna, hot tub, steam room, body treatments

4. Borgo San Quirico d'Orcia B&B - Capitano Collection - Albergo diffuso

Borgo San Quirico d'Orcia B&B - Capitano Collection - Albergo diffuso
San Quirico d'Orcia
9.0 out of 10, Wonderful, (49 reviews)
"Our stay was great. "
United States
Elena
The price is ฿4,616
฿5,230 total
includes taxes & fees
12 Aug - 13 Aug
Borgo San Quirico d'Orcia B&B - Capitano Collection - Albergo diffuso
Suite, 2 Bedrooms | Courtyard view

5. L'Olmo

L'Olmo
Pienza
10.0 out of 10, Exceptional, (25 reviews)
"Absolutely first class and friendly Perfect location "
United States
Jennifer
The price is ฿24,051
฿26,609 total
includes taxes & fees
9 Aug - 10 Aug
L'Olmo
Exterior

6. Idolina Guest House

Idolina Guest House
Montalcino
9.6 out of 10, Exceptional, (117 reviews)
"This is a wonderful B&B that is part of the historic district. Sloping uneven floors, which is the charm of having the chance to stay in a piece of history. A very comfortable room, with breakfast at a cafe nearby. Parking option is nearby, just talk with your host who is so helpful. Wonderful location to walk and enjoy all the town has to offer."
United States
Sophie
The price is ฿3,033
฿3,642 total
includes taxes & fees
18 Aug - 19 Aug
Idolina Guest House
1 treatment room, massages

7. Casanova - Panoramic Rooms and Suites

Casanova - Panoramic Rooms and Suites
3.0 star property
San Quirico d'Orcia
9.2 out of 10, Wonderful, (93 reviews)
"Very good accommodation in the heart of Val’d’Orcia. Reasonably priced"
Finland
Jarkko
The price is ฿6,108
฿6,872 total
includes taxes & fees
31 Aug - 1 Sept
Casanova - Panoramic Rooms and Suites
Exterior

8. Corte Francigena - Apartments

Corte Francigena - Apartments
Montalcino
10.0 out of 10, Exceptional, (11 reviews)
"was such a beautiful location I dont have anything bad to say about it...would definitely go again for a relaxing and tranquil stay - you definitely need a car to get there though and to go around.."
United States
Hanna
The price is ฿5,574
฿6,513 total
includes taxes & fees
30 Aug - 31 Aug
Corte Francigena - Apartments
Food and drink

9. Hotel San Gregorio

Hotel San Gregorio
3.0 star property
Pienza
9.4 out of 10, Exceptional, (152 reviews)
"Nice hotel - clean, good breakfast, perfect location. Would stay again!"
United States
Nancy
The price is ฿7,685
฿8,683 total
includes taxes & fees
10 Aug - 11 Aug
Hotel San Gregorio
Studio | Terrace/patio

10. La Dimora di Dida

La Dimora di Dida
Seggiano
The price is ฿2,998
฿3,298 total
includes taxes & fees
30 Aug - 31 Aug
La Dimora di Dida
Standard Double Room (La Piazza) | Desk, soundproofing, free WiFi, bed sheets

11. B&B Le Scalette di Piazza

B&B Le Scalette di Piazza
Montalcino
9.4 out of 10, Exceptional, (99 reviews)
"Great location, nice room, and great host!"
United States
Chris
The price is ฿4,928
฿5,574 total
includes taxes & fees
16 Aug - 17 Aug
B&B Le Scalette di Piazza
Terrace/patio

12. Abbadia Sicille Relais

Abbadia Sicille Relais
4.0 star property
Trequanda
8.8 out of 10, Excellent, (178 reviews)
"Room was beyond expectations. Helpful staff and overall great experience. "
United States
Robert
The price is ฿4,841
฿5,440 total
includes taxes & fees
9 Aug - 10 Aug
Abbadia Sicille Relais
Suite Bernardo, Panoramica al terzo piano senza ascensore | Terrace/patio

13. PienzaLettings Suites

PienzaLettings Suites
Pienza
10.0 out of 10, Exceptional, (5 reviews)
"Clean room with friendly and helpful staff. Thank you so much for the wonderful stay"
United States
Pearlyn
The price is ฿3,804
฿4,338 total
includes taxes & fees
25 Aug - 26 Aug
PienzaLettings Suites
Interior

14. Meublé Il Riccio

Meublé Il Riccio
Montepulciano
9.6 out of 10, Exceptional, (115 reviews)
"It was very well located ."
Canada
Marlenne
The price is ฿5,440
฿6,137 total
includes taxes & fees
12 Aug - 13 Aug
Meublé Il Riccio
Exterior

15. Bed & Breakfast Vicolo dell'Oste

Bed & Breakfast Vicolo dell'Oste
Montepulciano
9.6 out of 10, Exceptional, (139 reviews)
"Wonderful place - clean, comfortable, quiet with excellent hosts. Perfect location near everything in town including the parking. Can’t wait to return!"
United States
Shelly
The price is ฿4,310
฿4,894 total
includes taxes & fees
9 Aug - 10 Aug
Bed & Breakfast Vicolo dell'Oste
Exterior

16. Casa Gioia - Casa Olivieri

Casa Gioia - Casa Olivieri
Pienza
10.0 out of 10, Exceptional, (3 reviews)
"Good communication with management through WhatsApp. The taxi dropped us off one minute from the property. Very cozy top floor with only a few steps. The 2 bedroom unit is very comfortable, the kids enjoyed sleeping in the loft. Air conditioning worked very well. We had everything we needed, the location is wonderful. We really enjoyed our stay. Thank you!"
United States
Nancy
The price is ฿4,295
฿4,877 total
includes taxes & fees
31 Aug - 1 Sept
Casa Gioia - Casa Olivieri
Fridge, microwave

17. Affittacamere I Canneggiatori

Affittacamere I Canneggiatori
Abbadia San Salvatore
8.6 out of 10, Excellent, (9 reviews)
"Very stylish, modern, well equipped apartment. Close to everything. Bed is okay, had a relaxing sleep. Good size bathroom with toilet. Staff who came to clean daily was very helpful, supportive, kind. Parking on the street in from of the building. "
United Kingdom
Erika
The price is ฿2,874
฿3,161 total
includes taxes & fees
21 Aug - 22 Aug
Affittacamere I Canneggiatori
Food court

18. La Locanda di San Francesco

La Locanda di San Francesco
Montepulciano
9.8 out of 10, Exceptional, (146 reviews)
"Lucca was the perfect host, very accommodating to any queries we had and was always willing to help during our stay Couldn’t recommend staying here highly enough - we had a great time staying here and would highly recommend if you are in the area definitely book here"
United Kingdom
Jonathan
The price is ฿4,690
฿5,312 total
includes taxes & fees
27 Aug - 28 Aug
La Locanda di San Francesco
Monolocale Exclusive, vista città, secondo piano senza ascensore | Laptop workspace, iron/ironing board, free WiFi

19. TuscanyLettings Studio&Room

TuscanyLettings Studio&Room
Pienza
10.0 out of 10, Exceptional, (3 reviews)
"Lugar maravilhoso, localização perfeita, super limpo e aconchegante."
Brazil
Lucas
The price is ฿3,742
฿4,269 total
includes taxes & fees
19 Aug - 20 Aug
TuscanyLettings Studio&Room
Breakfast, lunch and dinner served

20. Palazzo Saloni

Palazzo Saloni
Montalcino
10.0 out of 10, Exceptional, (4 reviews)
"Amazing stay! The staff are exceptional- so helpful and kind with every aspect of the stay. The rooms are beautiful and lovely amenities upon arrival. Would definitely go back again!"
United States
Victoria
The price is ฿10,806
฿12,192 total
includes taxes & fees
25 Aug - 26 Aug
Palazzo Saloni
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Castiglione d'Orcia Hotel Reviews

Nuovo Etruria Resort

Nuovo Etruria Resort

10/10 Excellent
"Missed the entrance as it’s not very well sign posted. Amazing views, Pool was great, great staff. The room was very very hot upstairs, there was only an aircon downstairs, which meant the kids were fine, but we were baked by the morning. Other than that, faultless."
Ant 1-night trip
Posted 8 hours ago
Nuovo Etruria Resort

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:

  • View our selection of featured holiday rentals in Castiglione d'Orcia
  • Use the map to find apartments and other holiday homes in the Castiglione d'Orcia neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Castiglione d'Orcia while they last

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

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 34 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 Parco Piscine Capenti Outdoor Pool, 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.