A historic square with a prominent tower and statues.

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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 Pienza cottages

A historic town with a prominent church, a courtyard with a swimming pool, and terraced buildings.

1. Relais Cloister Pienza

Relais Cloister Pienza
4.0 star property
Pienza
9.0 out of 10, Wonderful, (4 reviews)
"Una buona dimora storica. Vista bellissima sulla val d"orcia. Bella struttura ricca di storia d fascino. Consiglio di visitarLa . Buono il Ristorante. Funzionari prestativi e gentili. Grazie .Ettore e Sabrina."
Brazil
ettore
The price is £113
includes taxes & fees
4 Oct - 5 Oct
Relais Cloister Pienza
A narrow alleyway with stone walls and a brick floor, leading to a building with windows and balconies.

2. Rossellino

Rossellino
Pienza
8.8 out of 10, Excellent, (67 reviews)
"Very nice people. Glad we stayed there. Would absolutely stay there again!"
United States
Darrell
The price is £101
includes taxes & fees
8 Oct - 9 Oct
Rossellino
An outdoor patio with tables and chairs, surrounded by greenery and buildings in the background.

3. 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 £169
includes taxes & fees
6 Oct - 7 Oct
Hotel San Gregorio
Two people sitting at a round table outdoors with a scenic view of mountains in the background.

4. Hotel Corsignano

Hotel Corsignano
4.0 star property
Pienza
9.4 out of 10, Exceptional, (385 reviews)
"Nice staff great location wonderful breakfast"
United States
shane
The price is £155
includes taxes & fees
19 Oct - 20 Oct
Hotel Corsignano
A stone building with a gravel pathway leading to the entrance.

5. Agriturismo Il Macchione

Agriturismo Il Macchione
Pienza
9.6 out of 10, Exceptional, (74 reviews)
"During our 2.5 week trip to Tuscany, we stayed 4 nights. True hospitality. Vera served our breakfast daily and wanted to help in any way possible."
United States
Nathan
The price is £182
includes taxes & fees
15 Oct - 16 Oct
Agriturismo Il Macchione
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 £110
includes taxes & fees
20 Oct - 21 Oct
Affitacamere Maria Gabriella
A balcony with a metal railing, a small table with a chair, potted plants, and a view of the sea.

7. 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 £89
includes taxes & fees
18 Oct - 19 Oct
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.

8. 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 £92
includes taxes & fees
1 Oct - 2 Oct
TuscanyLettings Studio&Room
A balcony with a view of a lush landscape, including trees and distant hills.

9. Albergo San Biagio

Albergo San Biagio
3.0 star property
Montepulciano
8.6 out of 10, Excellent, (234 reviews)
"Excellent stay!"
United States
Rodolfo
The price is £61
includes taxes & fees
29 Sept - 30 Sept
Albergo San Biagio
A villa with a tower, a swimming pool, and a well-maintained garden.

10. Hotel Rutiliano Centro Benessere

Hotel Rutiliano Centro Benessere
3.0 star property
Pienza
8.6 out of 10, Excellent, (11 reviews)
"Host was wonderful Location was great"
United States
Marie
The price is £168
includes taxes & fees
28 Sept - 29 Sept
Hotel Rutiliano Centro Benessere
A traditional stone building with multiple windows and doors, a courtyard with a table and chairs, and a clear blue sky with clouds.

11. 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 £95
includes taxes & fees
14 Oct - 15 Oct
Casa Gioia - Casa Olivieri
A balcony with a view of a forested hillside, a brick building, and a clear blue sky.

12. Hotel Panoramic Montepulciano

Hotel Panoramic Montepulciano
3.0 star property
Montepulciano
8.8 out of 10, Excellent, (254 reviews)
"Hidden gem! Place was so beautiful with breathtaking views. Pool area was great and rooms were so nice with balconies. Breakfast was also great. Highly recommend "
United States
Giti
The price is £47
includes taxes & fees
23 Oct - 24 Oct
Hotel Panoramic Montepulciano
A courtyard with a stone building, arched openings, and a covered seating area.

13. La Bandita Townhouse

La Bandita Townhouse
Pienza
9.4 out of 10, Exceptional, (15 reviews)
"Great Stay!"
United States
Kristian
The price is £396
includes taxes & fees
24 Sept - 25 Sept
La Bandita Townhouse
A building with a stone facade, surrounded by trees and shrubs, and illuminated by warm lights.

14. Tenuta Santo Pietro

Tenuta Santo Pietro
Pienza
9.6 out of 10, Exceptional, (132 reviews)
"Gorgeous location with spectacular views and yummy food with very friendly and helpful staff"
United States
Robert
The price is £184
includes taxes & fees
23 Oct - 24 Oct
Tenuta Santo Pietro
A multi-story building with balconies, a central staircase, and potted plants.

15. Hotel I Due Cigni

Hotel I Due Cigni
3.0 star property
Montepulciano
9.4 out of 10, Exceptional, (443 reviews)
"This is very comfortable and well maintained hotel with a friendly staff, good breakfast, and is very convenient for visiting the Montepulciano area."
United States
Kevin
The price is £77
includes taxes & fees
14 Oct - 15 Oct
Hotel I Due Cigni
An outdoor patio with stone walls, tables, and chairs, overlooking a field.

16. 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 £598
includes taxes & fees
18 Oct - 19 Oct
L'Olmo
A stone building with a cobblestone courtyard, potted plants, and a street lamp.

17. Podere Spedalone

Podere Spedalone
1.0 star property
Pienza
9.4 out of 10, Exceptional, (49 reviews)
"Ask for dinner menu before you opt for having dinner to make sure you like it"
United States
Ardeshir
The price is £143
includes taxes & fees
19 Oct - 20 Oct
Podere Spedalone
A large, historic stone building with multiple wings and a central tower, surrounded by lush green fields and trees.

18. Sant'Anna in Camprena Agriturismo

Sant'Anna in Camprena Agriturismo
Pienza
10.0 out of 10, Exceptional, (12 reviews)
"We had a memorable stay at Sant'Anna Agriturismo. This is a truly unique property. We got to all access to the monastery including the Church, the lemon garden, the large dining halls. It is a very special place. Our hosts were very welcoming, they did everything to help us settle in. I would highly recommend the property to anyone who is visiting Tuscany. "
United Kingdom
Mayukh
The price is £196
includes taxes & fees
29 Sept - 30 Sept
Sant'Anna in Camprena Agriturismo
A narrow street with a yellow building on the left, a wooden structure in the background, and a row of white and pink flowers along the edge.

19. Hotel La Terrazza di Montepulciano

Hotel La Terrazza di Montepulciano
2.0 star property
Montepulciano
9.4 out of 10, Exceptional, (211 reviews)
"One of the best stays we had on our Italy honeymoon trip! Wish we stayed longer. The staff and the owner were very friendly and made us feel like family. The breakfast was delicious and had a great outdoor patio to start the day. The room was very sanitary, and the hotel is located very close to shops and right above great restaurants. Overall a great pick if you plan to explore Tuscany!"
Canada
Kevin
The price is £98
includes taxes & fees
29 Sept - 30 Sept
Hotel La Terrazza di Montepulciano
A large house with a swimming pool, surrounded by trees and a hilly landscape.

20. AgriHotel Villa Ambra

AgriHotel Villa Ambra
3.0 star property
Montepulciano
9.4 out of 10, Exceptional, (191 reviews)
"Clean room, excellent breakfast, helpful staff. Warm and cooperative"
Canada
Mahnaz
The price is £69
includes taxes & fees
24 Oct - 25 Oct
AgriHotel Villa Ambra
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

Castello di Velona Resort Thermal SPA & Winery

Castello di Velona Resort Thermal SPA & Winery

10/10 Excellent
"Loved our stay at the hotel - super relaxing and great for our honeymoon. The staff were so kind and really helpful"
Melanie 2-night trip
Posted 6 hours ago
Castello di Velona Resort Thermal SPA & Winery

Find out more about Pienza

Pienza Cottages information

Number of reviews
1,631
Accommodation
84 Cottages
Lowest Price
£47
Highest Price
£598

Frequently asked questions

How much do cottages in Pienza cost?
You'll pay between £47 and £598 per night for cottages in Pienza. No matter your budget, an ideal stay is just clicks away on Expedia. These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
How many cottages are there in Pienza?
You'll find 84 cottages in Pienza. No matter if you're taking a trip with the kids or planning a retreat with your pals, Expedia can help you find the ideal space to immerse yourself in nature.
Why book your cottage in Pienza with Expedia?
Reserving a cottage in Pienza is as easy as clicking on your travel dates and selecting an ideal place for outdoor relaxation and recreation. From high-end retreats to affordable stays and cottages that include amenities like laundry facilities, Expedia has something for all tastes and styles. As for unbeatable deals? We've got your back!
How can I find cheap cottages in Pienza?
Expedia can help you easily source cheap cottages in Pienza. To book a fantastic stay in a couple of quick clicks, try out the filter tool to refine your search results by star rating, amenities and budget.
What is there to do in Pienza near my cottage?
You'll find plenty of awesome things to do and see in Pienza. Discover top attractions like Artemisia Gallery, Pienza Cathedral and Palazzo Comunale. Palazzo Piccolomini, Historic Centre of Pienza and Piazza Pio II also lure many visitors.

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