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Check prices for these dates

In two weeks
9 Jan - 11 Jan
In two months
20 Feb - 22 Feb
In three months
20 Mar - 22 Mar
In four months
17 Apr - 19 Apr

Our top choices for Rocca d'Orcia holiday rentals

Premium bedding, down duvets, minibar, in-room safe
La Locanda di San Francesco

Townhouse in Montepulciano

La Locanda di San Francesco
9.8 out of 10, Exceptional, (131)
"Great room-great staff-great location"
United States
Richard
The price is Rp3.046.427
Rp3.429.916 total
includes taxes & fees
18 Jan - 19 Jan 2026
La Locanda di San Francesco
Seasonal outdoor pool, an infinity pool, pool umbrellas, pool loungers
FonteLiving

Townhouse in San Casciano dei Bagni

FonteLiving
10.0 out of 10, Exceptional, (5)
"Comfortable apartment in quiet block. Nicely furnished excellent housekeeping nice spacious bathrooms great view from the terrace."
United Kingdom
R
The price is Rp1.274.086
Rp1.440.918 total
includes taxes & fees
5 Jan - 6 Jan 2026
FonteLiving
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 Rp1.470.575
Rp1.696.478 total
includes taxes & fees
13 Jan - 14 Jan 2026
Residenza Fabroni
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 Rp1.225.667
Rp1.407.408 total
includes taxes & fees
11 Jan - 12 Jan 2026
Abbadia Sicille Relais
Exterior
Meublé Il Riccio

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
Pillow-top beds, minibar, in-room safe, individually decorated
La Locanda Di Cetona

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
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
Casanova - Panoramic Rooms and Suites
Deluxe Double Room | View from room
Affitacamere Maria Gabriella

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
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 Rp4.454.368
Rp4.978.707 total
includes taxes & fees
30 Dec - 31 Dec
Il Tosco
Standard Double Room (La Piazza) | Desk, soundproofing, free WiFi, bed sheets
B&B Le Scalette di Piazza

Townhouse in Montalcino

B&B Le Scalette di Piazza
9.4 out of 10, Exceptional, (90)
"Great location and excellent staff. "
Canada
Jacek
B&B Le Scalette di Piazza
Bar (on property)
Borgo San Quirico d'Orcia B&B - Capitano Collection - Albergo diffuso

Townhouse in San Quirico d'Orcia

Borgo San Quirico d'Orcia B&B - Capitano Collection - Albergo diffuso
9.0 out of 10, Wonderful, (46)
"Our stay was great. "
United States
Elena
Borgo San Quirico d'Orcia B&B - Capitano Collection - Albergo diffuso
Exterior
Bed & Breakfast Vicolo dell'Oste

Townhouse in Montepulciano

Bed & Breakfast Vicolo dell'Oste
9.6 out of 10, Exceptional, (128)
"Great hosts, central location "
United States
Alexander
Bed & Breakfast Vicolo dell'Oste
Suite Bernardo, Panoramica al terzo piano senza ascensore | 1 bedroom, desk, laptop workspace, iron/ironing board
PienzaLettings Suites

Townhouse in Pienza

PienzaLettings Suites
10.0 out of 10, Exceptional, (1)
"Fantastic room in the city center, close to everything in Pienza"
Norway
Tom
The price is Rp1.434.136
Rp1.656.396 total
includes taxes & fees
19 Jan - 20 Jan 2026
PienzaLettings Suites
Interior
Delcorto Suites

Residence in Montepulciano

Delcorto Suites
10.0 out of 10, Exceptional, (33)
"Exceptional service great building felt like a Medici!"
United States
gaetano
The price is Rp3.338.356
Rp3.751.117 total
includes taxes & fees
4 Jan - 5 Jan 2026
Delcorto Suites
Deluxe Condo | Private kitchen | Full-sized fridge, microwave, stovetop, dishwasher
Corte Francigena

Apartment in Montalcino

Corte Francigena
9.8 out of 10, Exceptional, (6)
"Loved everything about my stay"
United States
Svetlana
The price is Rp2.806.214
Rp3.323.375 total
includes taxes & fees
10 Jan - 11 Jan 2026
Corte Francigena
Front of property
Idolina Guest House

Townhouse in Montalcino

Idolina Guest House
9.4 out of 10, Exceptional, (105)
"The room met our expectations. Fulvia welcomed us and provided all info we needed. She was lovely and the room spacious and cosy. The location was perfect for our needs and we were very pleased."
United Kingdom
Kathrin
Idolina Guest House
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 Rp3.189.607
Rp3.626.921 total
includes taxes & fees
5 Jan - 6 Jan 2026
Hotel San Gregorio
Bar (on property)
La Piccola Locanda

Townhouse in Chiusi

La Piccola Locanda
8.8 out of 10, Excellent, (8)
"This was a great place to stay for two nights in late October and to take out and back day trips by train to Siena and Florence on back-to-back days. Very close to the train station - very convenient. Breakfast in the restaurant in the morning was small, but good. Highly recommend this location! It's small, but serviced and supported very well by the staff at the restaurant. "
United States
Jeffery
La Piccola Locanda
Massages
Chalet Il Cristallo

Townhouse in Castel del Piano

Chalet Il Cristallo
6.8 out of 10, (3)
"Puzza di chiuso e muffa in camera, muffa sul muro, letto con trapunta, lenzuolo e coprimaterasso con n macchia di non so cosa, per aprire lucernario del bagno ho dovuto togliere ragnatele con insetti incorporati. Molle del letto che si sentivano nella schiena e per finire nido sul davanzale che impediva la chiusura degli antoni, non avrei mai fatto togliere il nido amo gli animali, ma le tende interne oltre che sporche non si potevano tirare per impedire un po' alla luce di entrare, alle ore 5...
Italy
Giordano
The price is Rp1.129.731
Rp1.301.880 total
includes taxes & fees
19 Jan - 20 Jan 2026
Chalet Il Cristallo
Free WiFi
Affittacamere Mariuccia

Townhouse in Montalcino

Affittacamere Mariuccia
9.0 out of 10, Wonderful, (11)
"The apartment was big enough, the owner very polite and helpful. But, there were bugs at our mattress... "
United Kingdom
Angeliki
Affittacamere Mariuccia
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 Rocca 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 3 weeks ago
Abbadia Sicille Relais

Find out more about Rocca d'Orcia

Search for holiday rentals in Rocca d'Orcia on Expedia.co.id! You can easily find your home rentals, villas, holiday apartments in Rocca 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 Rocca d'Orcia!

Frequently asked questions

Are there holiday rentals in Rocca d'Orcia?

Yes, there are holiday rentals close to the most popular sights in Rocca d'Orcia, or you can select a more secluded option if you're looking for a relaxing stay. Rocca d'Orcia is known for its museums.

What’s there to see and do in Rocca d'Orcia?

While exploring the area, visit family-friendly sights like Parco Piscine Capenti Outdoor Pool, or get outside and enjoy nature at Historic Centre of Pienza. In the wider area, you’ll find Fortress of Tentennano and Chapel of our Lady of Vitaleta.

What’s a holiday rental in Rocca d'Orcia like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Rocca d'Orcia. Holiday rentals offer amenities such as patios, hot tubs and fire pits so you'll have all the conveniences of home. If you're concerned about cleanliness, a holiday rental can provide a sense of privacy away from public hotel lifts and busy front desks while still allowing you to travel. You'll also have more space in a holiday rental than in a traditional hotel, which is another reason why a holiday rental is an attractive choice for family trips.