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Rocca d'Orcia Vacation Rentals

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Check prices for these dates

In two weeks
Oct 16 - Oct 18
In two months
Nov 27 - Nov 29
In three months
Dec 25 - Dec 27
In four months
Jan 22 - Jan 24

Our top choices for Rocca d'Orcia vacation 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 NT$5,787
NT$6,511 total
includes taxes & fees
Oct 4 - Oct 5
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 NT$4,754
NT$5,374 total
includes taxes & fees
Oct 1 - Oct 2
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 NT$4,731
NT$5,493 total
includes taxes & fees
Oct 7 - Oct 8
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 NT$22,788
NT$25,212 total
includes taxes & fees
Oct 18 - Oct 19
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 NT$4,604
NT$5,281 total
includes taxes & fees
Oct 28 - Oct 29
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 NT$3,507
NT$4,758 total
includes taxes & fees
Oct 7 - Oct 8
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 NT$9,803
NT$11,145 total
includes taxes & fees
Oct 28 - Oct 29
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 NT$4,202
NT$4,767 total
includes taxes & fees
Oct 7 - Oct 8
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 NT$1,578
NT$1,845 total
includes taxes & fees
Sep 29 - Sep 30
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 NT$5,154
NT$5,815 total
includes taxes & fees
Oct 1 - Oct 2
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 NT$3,914
NT$4,450 total
includes taxes & fees
Oct 14 - Oct 15
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 NT$3,580
NT$4,082 total
includes taxes & fees
Oct 18 - Oct 19
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 NT$3,662
NT$4,173 total
includes taxes & fees
Oct 12 - Oct 13
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 NT$10,351
NT$11,748 total
includes taxes & fees
Oct 25 - Oct 26
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 NT$3,276
NT$3,893 total
includes taxes & fees
Oct 28 - Oct 29
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 NT$3,936
NT$4,438 total
includes taxes & fees
Oct 25 - Oct 26
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 NT$6,126
NT$6,883 total
includes taxes & fees
Oct 6 - Oct 7
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 NT$2,540
NT$2,939 total
includes taxes & fees
Oct 19 - Oct 20
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 NT$11,270
NT$12,541 total
includes taxes & fees
Oct 25 - Oct 26
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 NT$6,708
NT$7,524 total
includes taxes & fees
Oct 12 - Oct 13
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

Villa Tiberini Wine Relais

Villa Tiberini Wine Relais

10/10 Excellent
"It's great place for the large family."
ENLI 3-night trip
Posted 3 hours ago
Villa Tiberini Wine Relais

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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Frequently asked questions

Are there vacation rentals in Rocca d'Orcia?

Yes, we give you a choice of vacation rentals close to top local attractions in Rocca d'Orcia, or you can go with a secluded option if you want a relaxing place to 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 larger area, you’ll find Fortress of Tentennano and Chapel of our Lady of Vitaleta.

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

A vacation rental is a private property you can stay in for a couple of days or more in Rocca d'Orcia. Vacation rentals offer amenities like kitchens and laundry facilities so you'll be comfy for your stay. If you're concerned about a sanitized environment, a vacation rental can provide a sense of seclusion away from public hotel elevators and busy front desks while still allowing you the excitement and enjoyment of travel. You'll also get more space in a vacation rental than in a traditional hotel, which is another reason why a vacation rental is an attractive option for family trips or small group gatherings.