Top Cottages in Pienza in 2026

A historic square with a prominent tower and statues.

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Recommended hotels in Pienza

1. Relais Cloister Pienza

Pienza

"Il personale che mi ha accolto è stato molto gentile ed ha saputo consigliarmi locali molto belli nelle vicinanze. L’hotel risponde di un buonissimo ristorante, situato in una terrazza panoramica che affaccia su tutta la Val d’Orcia. Dalla mia stanza vedevo la famosissima strada dove è stata girata l’ultima scena del film Il Gladiatore. La colazione era ricca, abbondante e per tutti i giusti! Tutto il personale è stato incredibilmente gentile ed ha reso il soggiorno un ricordo memorabile....

Danny

3.988.295 ₫ total

includes taxes & fees

25 Sept - 26 Sept

Two people sitting at a round table outdoors with a scenic view of mountains in the background.

2. Hotel Corsignano

Pienza

shane

6.519.760 ₫ total

includes taxes & fees

23 Sept - 24 Sept

A bedroom with a brick archway, a bed with white linens, a small table with a magazine, and a painting on the wall.

3. TuscanyLettings Studio&Room

Pienza

Lucas

3.441.281 ₫ total

includes taxes & fees

4 Sept - 5 Sept

An outdoor patio with tables and chairs, surrounded by greenery and buildings in the background.

4. Hotel San Gregorio

Pienza

Nancy

7.081.773 ₫ total

includes taxes & fees

6 Sept - 7 Sept

A narrow alleyway with stone walls and a brick floor, leading to a building with windows and balconies.

5. Rossellino

Pienza

Mandeep

3.784.205 ₫ total

includes taxes & fees

14 Sept - 15 Sept

A building with a stone facade, surrounded by trees and shrubs, and illuminated by warm lights.

6. Tenuta Santo Pietro

Pienza

6.973.209 ₫ total

includes taxes & fees

3 Oct - 4 Oct

A stone building with a gravel pathway leading to the entrance.

7. Agriturismo Il Macchione

Pienza

kristine

13.019.598 ₫ total

includes taxes & fees

28 Sept - 29 Sept

A balcony with a metal railing, a small table with a chair, potted plants, and a view of the sea.

8. PienzaLettings Suites

Pienza

Pearlyn

3.275.207 ₫ total

includes taxes & fees

8 Sept - 9 Sept

A villa with a tower, a swimming pool, and a well-maintained garden.

9. Hotel Rutiliano Centro Benessere

Pienza

Marie

6.220.145 ₫ total

includes taxes & fees

3 Oct - 4 Oct

A traditional stone building with multiple windows and doors, a courtyard with a table and chairs, and a clear blue sky with clouds.

10. Casa Gioia - Casa Olivieri

Pienza

Nancy

4.029.632 ₫ total

includes taxes & fees

8 Sept - 9 Sept

A stone building with a cobblestone courtyard, potted plants, and a street lamp.

11. Podere Spedalone

Pienza

"I had a wonderful stay at this beautiful farmhouse in Tuscany. Everything about the property was excellent—from the peaceful atmosphere to the delicious food. I spent three nights here and truly enjoyed every moment. The setting is incredibly relaxing, surrounded by nature and animals, making it the perfect place to unwind. The sunsets were absolutely stunning and added a special touch to the experience. It’s a quiet, serene escape where you can truly disconnect and enjoy your time. I would...

Liliana

5.738.215 ₫ total

includes taxes & fees

11 Sept - 12 Sept

A large, historic stone building with multiple wings and a central tower, surrounded by lush green fields and trees.

12. Sant'Anna in Camprena Agriturismo

Pienza

Mayukh

6.918.523 ₫ total

includes taxes & fees

14 Sept - 15 Sept

A courtyard with a stone building, arched openings, and a covered seating area.

13. La Bandita Townhouse

Pienza

Kristian

14.245.528 ₫ total

includes taxes & fees

5 Sept - 6 Sept

An outdoor patio with stone walls, tables, and chairs, overlooking a field.

14. L'Olmo

Pienza

Jennifer

21.058.607 ₫ total

includes taxes & fees

14 Sept - 15 Sept

A covered outdoor seating area with white wicker furniture and potted plants.

15. Boutique Villa Liberty - Depandance Hotel - Borgo Capitano Collection - Albergo diffuso

San Quirico d'Orcia

Alessio

4.530.435 ₫ total

includes taxes & fees

4 Sept - 5 Sept

A stone building with a courtyard and a canal.

16. Palazzo Brandano

Trequanda

Andrew

3.979.079 ₫ total

includes taxes & fees

4 Oct - 5 Oct

A stone building with a pathway leading to a door, surrounded by trees and illuminated by warm lights.

17. L'Orto delle Terme

San Quirico d'Orcia

Stimson

3.809.774 ₫ total

includes taxes & fees

7 Sept - 8 Sept

A stone building with a garden and outdoor seating area.

18. La Tresa Country Living

Montepulciano

"Un vrai coup de cœur. Logement pour nous tout seuls, au calme total dans la campagne toscane, loin de tout et des touristes. Ancienne ferme magnifiquement restaurée, décoration typique et authentique. Le bruit des insectes, la nature tout autour. La propriétaire est vraiment arrangeante. On a eu de la chance d'y être seuls. Seul bémol , les lits sont un peu fermes et pas eu d'eau chaude, mais en été ça ne dérange pas du tout, ça fait partie de la campagne."

Mickael

3.204.413 ₫ total

includes taxes & fees

4 Sept - 5 Sept

A rustic stone house with ivy-covered walls, a gravel driveway, and outdoor lighting.

19. Wellness Center Casanova Hotel e SPA

San Quirico d'Orcia

Carmen

6.215.461 ₫ total

includes taxes & fees

6 Sept - 7 Sept

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.

20. Hotel La Terrazza di Montepulciano

Montepulciano

Kevin

3.444.306 ₫ total

includes taxes & fees

13 Sept - 14 Sept

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Top Pienza Hotel Reviews

Hotel Corsignano

10/10 Excellent

"AC , I think the entire building gets turned down in the evening, regardless of what we set the temperature in the room to. Excellent location. Walking distance to the main square. Very spacious. Room as presented in the photos"

Nuovo Etruria Resort

10/10 Excellent

"We had a lovely 3 night stay The pool area is just what’s needed to cool off in the afternoon The staff are friendly and helpful, it feels family run and they try to help wherever possible We walked into the old town from the hotel, it’s a steep walk uphill but if you have trouble walking I would recommend a vehicle The surrounding area is stunning Breakfast was good with options of hot and cold The bedroom was very clean, the bed was a little firm for my preference Highly Recommended"

Villa di Piazzano - Small Luxury Hotel of the World

10/10 Excellent

"It was a spectacular stay and so peaceful! All the staff were super helpful and the quality of service, amenities, and food really shined. Before we actually arrived, the staff would check in with us leading up to make sure we were all set up and all our requests answered. They also helped us prepare a wonderful birthday surprise for someone in our party."

Agriturismo Poggio Tobruk

10/10 Excellent

"The room was spacious and clean, the views as soon as you exit your room are unbeatable! Beautiful view of the rolling hills! The hosts were so helpful in restaurant / travel recommendations and even made a wine tasting booking for us Would highly recommend and will definitely be coming back!"

Castello di Leonina Relais

10/10 Excellent

"We stayed 4 days and are so glad we stayed here. The area has a restaurant right outside with the best view where they serve lunch and dinner. They also have a bar and a pool. It’s an old castle and yet they keep it clean and pretty restored. Breakfast buffet in the morning was included for us. The bathroom comment from others might be from not understanding how to use it as you have to pump the button several times to flush. The staff was wonderful and helpful. They spoke English and some Spanish."

Castello di Velona Resort Thermal SPA & Winery

10/10 Excellent

"This property was amazing from the moment we booked. Chiara was extremely helpful with looking into horseback riding and other tours for us. I made a mistake in booking and she caught it and corrected it before we even arrived. She was great. Additionally, the room was beautiful and really clean. The food was delicious and every waitstaff that we encountered was polite and attentive--it could not have been a better experience."

Find out more about Pienza

Pienza Cottages information

Number of reviews	1,812
Accommodation	49 Cottages
Lowest Price	2.840.041 ₫
Highest Price	21.058.607 ₫

Frequently asked questions

How much do cottages in Pienza cost?

You'll pay between 2.840.041 ₫ and 21.058.607 ₫ 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 49 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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Change your mind

Treat yourself

Be picky

Check prices for these dates

Recommended hotels in Pienza

1. Relais Cloister Pienza

2. Hotel Corsignano

3. TuscanyLettings Studio&Room

4. Hotel San Gregorio

5. Rossellino

6. Tenuta Santo Pietro

7. Agriturismo Il Macchione

8. PienzaLettings Suites

9. Hotel Rutiliano Centro Benessere

10. Casa Gioia - Casa Olivieri

11. Podere Spedalone

12. Sant'Anna in Camprena Agriturismo

13. La Bandita Townhouse

14. L'Olmo

15. Boutique Villa Liberty - Depandance Hotel - Borgo Capitano Collection - Albergo diffuso

16. Palazzo Brandano

17. L'Orto delle Terme

18. La Tresa Country Living

19. Wellness Center Casanova Hotel e SPA

20. Hotel La Terrazza di Montepulciano

Find holiday rentals that suit your style

Top Pienza Hotel Reviews

Hotel Corsignano

Find out more about Pienza

Pienza Cottages information

Frequently asked questions

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