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Check prices for these dates

In two weeks
9 Oct - 11 Oct
In two months
20 Nov - 22 Nov
In three months
18 Dec - 20 Dec
In four months
15 Jan - 17 Jan

Our top choices for Rocca d'Orcia holiday rentals

A poolside area with two glasses of water, candles, and a stone pathway.

1. Casanova - Panoramic Rooms and Suites

Casanova - Panoramic Rooms and Suites
3.0 star property
San Quirico d'Orcia
9.2 out of 10, Wonderful, (97 reviews)
"The room snd entire property were spotless clean. Staff wete helpful and friendly. Our room and patio overlooked the d'Orcia valley, gorgeous any time, especially in the morning. The entire grounds, pool, loungers, plants were well maintained. This was our third time at Cassanova and we would come again. A short walk into San Quirico d'Orcia with several good restaurants and a COOP store for drinks and groceries."
Canada
Zoltan
The price is ฿6,085
฿6,845 total
includes taxes & fees
4 Oct - 5 Oct
Casanova - Panoramic Rooms and Suites
A stone-walled room with a large bathtub, a fireplace, and a set of stone steps leading to the tub.

2. 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 ฿5,827
฿6,562 total
includes taxes & fees
21 Oct - 22 Oct
Borgo San Quirico d'Orcia B&B - Capitano Collection - Albergo diffuso
A rectangular pool with a metal ladder, surrounded by wooden lounge chairs and a stone deck.

3. Corte Francigena - Apartments

Corte Francigena - Apartments
Montalcino
9.8 out of 10, Exceptional, (18 reviews)
"The unit is very clean, awesome breakfast, beautiful view"
Canada
Ivan
The price is ฿4,974
฿5,776 total
includes taxes & fees
7 Oct - 8 Oct
Corte Francigena - Apartments
A cozy outdoor seating area with stone walls and red foliage, featuring a table and chairs, and a door leading to a covered entrance.

4. 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 ฿23,959
฿26,507 total
includes taxes & fees
18 Oct - 19 Oct
L'Olmo
A table set outdoors with breakfast items including bread, a cup, and a glass of juice.

5. Hotel San Gregorio

Hotel San Gregorio
3.0 star property
Pienza
9.4 out of 10, Exceptional, (157 reviews)
"Nice hotel - clean, good breakfast, perfect location. Would stay again!"
United States
Nancy
The price is ฿6,448
฿7,321 total
includes taxes & fees
6 Oct - 7 Oct
Hotel San Gregorio
A patio area with outdoor seating, potted plants, and a view of the landscape.

6. Affitacamere Maria Gabriella

Affitacamere Maria Gabriella
Pienza
9.8 out of 10, Exceptional, (67 reviews)
"A very pleasant and homey place to stay"
Germany
Janine und Thomas
The price is ฿3,687
฿5,003 total
includes taxes & fees
7 Oct - 8 Oct
Affitacamere Maria Gabriella
A restaurant with tables and wicker chairs, large windows, and a view of buildings and greenery.

7. Palazzo Saloni

Palazzo Saloni
Montalcino
9.8 out of 10, Exceptional, (8 reviews)
"Excellent location to tour wine country montalcino."
United States
Michael
The price is ฿10,696
฿12,146 total
includes taxes & fees
26 Oct - 27 Oct
Palazzo Saloni
A dining table with a bottle of wine, two wine glasses, a candle, and a vase with flowers.

8. B&B Le Scalette di Piazza

B&B Le Scalette di Piazza
Montalcino
9.4 out of 10, Exceptional, (101 reviews)
"Great location. Staff was accommodating and very helpful."
Canada
François
The price is ฿4,418
฿5,012 total
includes taxes & fees
7 Oct - 8 Oct
B&B Le Scalette di Piazza
A room with a curved ceiling, a hot tub, and a glass door leading outside.

9. Chalet Il Cristallo

Chalet Il Cristallo
Castel del Piano
7.6 out of 10, Good, (4 reviews)
"Camera impeccabile, personale cortese e disponibile, colazione ottima ,come la cena. Struttura molto accogliente. Ottima per famiglie."
Italy
Federico
The price is ฿1,660
฿1,940 total
includes taxes & fees
27 Sept - 28 Sept
Chalet Il Cristallo
An interior courtyard with stone columns, arches, and a mosaic.

10. Meublé Il Riccio

Meublé Il Riccio
Montepulciano
9.6 out of 10, Exceptional, (118 reviews)
"What a gem! Absolutely loved the hotel and enjoyed our stay. Staff very friendly and helpful, and our room was outstanding. The view from our balcony was breathtaking. Top of our list!"
United States
Christopher
The price is ฿5,419
฿6,113 total
includes taxes & fees
27 Sept - 28 Sept
Meublé Il Riccio
A narrow alleyway with buildings on either side, string lights hanging above, and a sign reading "ROOMS".

11. Bed & Breakfast Vicolo dell'Oste

Bed & Breakfast Vicolo dell'Oste
Montepulciano
9.6 out of 10, Exceptional, (141 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 ฿4,115
฿4,679 total
includes taxes & fees
14 Oct - 15 Oct
Bed & Breakfast Vicolo dell'Oste
A bedroom with a brick archway, a bed with white linens, a small table with a magazine, and a painting on the wall.

12. 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 ฿3,764
฿4,292 total
includes taxes & fees
18 Oct - 19 Oct
TuscanyLettings Studio&Room
A stone building with a wooden door, a staircase, and a small window with a metal grill.

13. 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 ฿3,851
฿4,388 total
includes taxes & fees
12 Oct - 13 Oct
Casa Gioia - Casa Olivieri
A rustic dining area with a brick fireplace, wooden furniture, and hanging lanterns.

14. Borgo Lucignanello Bandini

Borgo Lucignanello Bandini
Montalcino
9.4 out of 10, Exceptional, (13 reviews)
"Beautiful stay "
United States
Marc
The price is ฿11,928
฿13,501 total
includes taxes & fees
1 Oct - 2 Oct
Borgo Lucignanello Bandini
A wooden door with a metal handle, a brick archway, a staircase, and a flower pot on the wall.

15. Idolina Guest House

Idolina Guest House
Montalcino
9.6 out of 10, Exceptional, (118 reviews)
"Felt like home. The central kitchen / coffee area felt like home."
United States
Bradley
The price is ฿3,417
฿4,062 total
includes taxes & fees
11 Oct - 12 Oct
Idolina Guest House
A historic building with a tower, a courtyard, and a well-lit entrance.

16. Abbadia Sicille Relais

Abbadia Sicille Relais
4.0 star property
Trequanda
8.8 out of 10, Excellent, (182 reviews)
"Great Historical location."
Canada
Robert
The price is ฿4,138
฿4,666 total
includes taxes & fees
25 Oct - 26 Oct
Abbadia Sicille Relais
A terrace with a table set for breakfast, overlooking a scenic landscape.

17. Delcorto Suites

Delcorto Suites
Montepulciano
10.0 out of 10, Exceptional, (44 reviews)
"Room, location, staff - it was perfection. We can not wait to return."
United States
Denise
The price is ฿6,441
฿7,237 total
includes taxes & fees
12 Oct - 13 Oct
Delcorto Suites
An arched doorway leading to a building with a wooden door and a staircase.

18. Residenza Fabroni

Residenza Fabroni
Montepulciano
8.8 out of 10, Excellent, (110 reviews)
"Staff was great, and they even scheduled transportation to and from the train station for us. Great location on the main strip of Montepluciano!"
United States
Nicholas
The price is ฿2,622
฿3,036 total
includes taxes & fees
8 Oct - 9 Oct
Residenza Fabroni
A narrow cobblestone street flanked by historic stone buildings with arched doorways and windows.

19. Il Tosco

Il Tosco
Montepulciano
10.0 out of 10, Exceptional, (131 reviews)
"Beautiful hotel in the best location. We so enjoyed our stay, especially the amazing breakfast and sweets they had available all day long."
United States
Margaret
The price is ฿11,919
฿13,263 total
includes taxes & fees
3 Oct - 4 Oct
Il Tosco
A crowded restaurant with brick walls and multiple tables and chairs.

20. La Locanda di San Francesco

La Locanda di San Francesco
Montepulciano
9.8 out of 10, Exceptional, (148 reviews)
"This place was great. Amazing view the room. Extremely friendly and helpful staff. This hotel made our trip - highly recommend"
Canada
Colin
The price is ฿7,087
฿7,948 total
includes taxes & fees
27 Sept - 28 Sept
La Locanda di San Francesco
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

Relais Villa Grazianella - UNA Esperienze

Relais Villa Grazianella - UNA Esperienze

10/10 Excellent
"In addition to the property being absolutely beautiful, the"
Michele 3-night trip
Posted 3 hours ago
Relais Villa Grazianella - UNA Esperienze

Find out more about Rocca d'Orcia

Search for holiday rentals in Rocca d'Orcia on Expedia! 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.