A historic square with a prominent tower and statues.

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Check prices for these dates

In two weeks
6 Nov - 8 Nov
In two months
18 Dec - 20 Dec
In three months
15 Jan - 17 Jan
In four months
12 Feb - 14 Feb

Our top choices for Pienza holiday rentals

A swimming pool with a water feature, surrounded by greenery and a table with chairs.

1. Hotel San Gregorio

Hotel San Gregorio
3.0 star property
Pienza
9.4 out of 10, Exceptional, (167 reviews)
"Great location. Clean and quiet with good breakfast"
United States
Michael
The price is ₹13,473
₹15,458 total
includes taxes & fees
24 Nov - 25 Nov
Hotel San Gregorio
A patio area with outdoor seating, potted plants, and a view of the landscape.

2. Affitacamere Maria Gabriella

Affitacamere Maria Gabriella
Pienza
9.8 out of 10, Exceptional, (74 reviews)
"A very pleasant and homey place to stay"
Germany
Janine und Thomas
The price is ₹8,868
₹12,403 total
includes taxes & fees
24 Nov - 25 Nov
Affitacamere Maria Gabriella
A balcony with a metal railing, a small table with a chair, potted plants, and a view of the sea.

3. PienzaLettings Suites

PienzaLettings Suites
Pienza
10.0 out of 10, Exceptional, (6 reviews)
"Clean room with friendly and helpful staff. Thank you so much for the wonderful stay"
United States
Pearlyn
The price is ₹7,671
₹8,864 total
includes taxes & fees
2 Nov - 3 Nov
PienzaLettings Suites
A bedroom with a brick archway, a bed with white linens, a small table with a magazine, and a painting on the wall.

4. 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 ₹7,685
₹8,879 total
includes taxes & fees
5 Nov - 6 Nov
TuscanyLettings Studio&Room
A cozy outdoor seating area with stone walls and red foliage, featuring a table and chairs, and a door leading to a covered entrance.

5. L'Olmo

L'Olmo
Pienza
10.0 out of 10, Exceptional, (28 reviews)
"We were so comfortable and impressed with L'Olmo. Communication prior to our trip was perfect. We got there and the grounds were immaculate, the room was stunning, and the location was extremely convenient. The staff was very helpful. We loved staying here and can recommend it whole heartedly."
United States
Michelle
The price is ₹42,542
₹47,221 total
includes taxes & fees
3 Nov - 4 Nov
L'Olmo
A traditional stone building with multiple windows and doors, a courtyard with a table and chairs, and a clear blue sky with clouds.

6. 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 ₹10,553
₹12,034 total
includes taxes & fees
28 Oct - 29 Oct
Casa Gioia - Casa Olivieri
A pool area with lounge chairs and umbrellas, surrounded by tall cypress trees and a view of distant hills.

7. Casanova - Panoramic Rooms and Suites

Casanova - Panoramic Rooms and Suites
3.0 star property
San Quirico d'Orcia
9.0 out of 10, Wonderful, (103 reviews)
"The variety at the buffet was really good and the coffee machines made really good coffee. The site itself was very nice and well maintained. The problem with this place is the reception for arrival and departure, no service and fast to dismiss you."
Canada
DANIELA
The price is ₹16,166
₹18,208 total
includes taxes & fees
29 Oct - 30 Oct
Casanova - Panoramic Rooms and Suites
A stone-walled room with a fireplace, a hot tub, candles, and a tray with snacks.

8. 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, (50 reviews)
"Our stay was great. "
United States
Elena
The price is ₹12,182
₹13,825 total
includes taxes & fees
19 Nov - 20 Nov
Borgo San Quirico d'Orcia B&B - Capitano Collection - Albergo diffuso
A stone building with a courtyard, outdoor seating, and a warm light setting.

9. Sarna Residence

Sarna Residence
San Quirico d'Orcia
9.4 out of 10, Exceptional, (40 reviews)
"We enjoyed our stay. The room was very clean. The staff was helpful."
United States
Bokang
The price is ₹10,539
₹12,869 total
includes taxes & fees
4 Nov - 5 Nov
Sarna Residence
A historic building with a tower, a courtyard, and a well-lit entrance.

10. Abbadia Sicille Relais

Abbadia Sicille Relais
4.0 star property
Trequanda
8.8 out of 10, Excellent, (185 reviews)
"Great Historical location."
Canada
Robert
The price is ₹6,555
₹7,530 total
includes taxes & fees
24 Nov - 25 Nov
Abbadia Sicille Relais
Exterior

11. montorio

montorio
Montepulciano
9.8 out of 10, Exceptional, (11 reviews)
"Amazing location, beautiful property"
United States
Joseph
The price is ₹10,704
₹12,199 total
includes taxes & fees
25 Oct - 26 Oct
montorio
A balcony with a view of a historic town, featuring terracotta-roofed buildings and a prominent church tower.

12. Meublé Il Riccio

Meublé Il Riccio
Montepulciano
9.6 out of 10, Exceptional, (119 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 ₹14,701
₹16,596 total
includes taxes & fees
8 Nov - 9 Nov
Meublé Il Riccio
A window with a view of a green landscape and hills.

13. Il Tosco

Il Tosco
Montepulciano
10.0 out of 10, Exceptional, (138 reviews)
"Excellent room, service and food. The best."
United States
Valerie
The price is ₹20,613
₹23,099 total
includes taxes & fees
24 Nov - 25 Nov
Il Tosco
A hotel room with a bed, a chair, a lamp, and a view of the outdoors.

14. La Locanda di San Francesco

La Locanda di San Francesco
Montepulciano
9.8 out of 10, Exceptional, (151 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 ₹15,180
₹17,123 total
includes taxes & fees
15 Nov - 16 Nov
La Locanda di San Francesco
An arched doorway leading to a building with a wooden door and a staircase.

15. Residenza Fabroni

Residenza Fabroni
Montepulciano
8.8 out of 10, Excellent, (115 reviews)
"Very charming property in a fantastic location. The host was very responsive and we had a marvelous stay. Bear in mind this is a historic property and accordingly has some quirks. Those looking for modernity and perfect fixtures may not appreciate those quirks."
United States
Marc
The price is ₹7,049
₹8,179 total
includes taxes & fees
25 Oct - 26 Oct
Residenza Fabroni
A terrace with a table set for breakfast, overlooking a scenic landscape.

16. Delcorto Suites

Delcorto Suites
Montepulciano
10.0 out of 10, Exceptional, (48 reviews)
"Room, location, staff - it was perfection. We can not wait to return."
United States
Denise
The price is ₹16,302
₹18,357 total
includes taxes & fees
25 Oct - 26 Oct
Delcorto Suites
A bedroom with a wooden ceiling, a bed with white bedding, a bedside table with a lamp, and a window with sheer curtains.

17. Bed & Breakfast Vicolo dell'Oste

Bed & Breakfast Vicolo dell'Oste
Montepulciano
9.6 out of 10, Exceptional, (143 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 ₹9,707
₹11,103 total
includes taxes & fees
24 Nov - 25 Nov
Bed & Breakfast Vicolo dell'Oste
A courtyard with outdoor seating, a building with multiple windows, and a stone wall.

18. Palazzo Saloni

Palazzo Saloni
Montalcino
10.0 out of 10, Exceptional, (14 reviews)
"Excellent location to tour wine country montalcino."
United States
Michael
The price is ₹26,377
₹30,078 total
includes taxes & fees
24 Nov - 25 Nov
Palazzo Saloni
A wooden door with a metal handle, a brick archway, a staircase, and a flower pot on the wall.

19. Idolina Guest House

Idolina Guest House
Montalcino
9.6 out of 10, Exceptional, (118 reviews)
"A truly special place!"
United States
Jaiden
The price is ₹7,939
₹9,584 total
includes taxes & fees
24 Nov - 25 Nov
Idolina Guest House
A dining table with a bottle of wine, two wine glasses, a candle, and a vase with flowers.

20. B&B Le Scalette di Piazza

B&B Le Scalette di Piazza
Montalcino
9.4 out of 10, Exceptional, (106 reviews)
"We had a great stay in this conveniently located property. The breakfast was good with many options and staff to assist."
Canada
Morris
The price is ₹11,312
₹12,869 total
includes taxes & fees
6 Nov - 7 Nov
B&B Le Scalette di Piazza
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 Pienza Hotel Reviews

Hotel Corsignano

Hotel Corsignano

8/10 Good
"Room was clean and staff was courteous and attentive"
Jim 1-night trip
Posted 4 hours ago
Hotel Corsignano

Find out more about Pienza

Holiday Rentals in Pienza

Search for holiday rentals in Pienza on Expedia.co.uk! You can easily find your home rentals, villas, holiday apartments in Pienza using one of the methods below:

  • View our selection of featured holiday rentals in Pienza
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  • Enter your travel dates to view the best deals on holiday rentals in Pienza while they last

Look no further and take a look at our great range of rental properties in Pienza!

Frequently asked questions

Can I find a holiday rental in Pienza?

Yes, there are holiday rentals in Pienza close to Art Studio di Adelina Quadri, or you can select a more secluded option if you're looking for a relaxing stay. Pienza is known for its churches and wineries. Make sure you have time to check out the temples while you're in the area.

How many holiday rentals are there in Pienza?

Expedia has 30 holiday rentals for your stay in Pienza.

What’s there to see and do in Pienza?

Cultural attractions include Palazzo Borgia and Artemisia Gallery, whereas Historic Centre of Pienza and Val di Chiana are a couple of picturesque spots to enjoy the outdoors. Other places in town to visit include Palazzo Piccolomini and Pienza Cathedral.

What’s a holiday rental in Pienza like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Pienza. Holiday rentals feature amenities such as WiFi and washers and dryers so your stay will be comfortable. If you're concerned about cleanliness, a holiday rental can offer a sense of security away from public hotel lifts and busy front desks while still allowing you the enjoyment of travel. You'll also have more space in a holiday rental than in a hotel, which is another reason why a holiday rental is an attractive choice for a family trip or a small group gathering.