A historic square with a prominent tower and statues.

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Check prices for these dates

In two weeks
Sep 18 - Sep 20
In two months
Oct 30 - Nov 1
In three months
Nov 27 - Nov 29
In four months
Dec 25 - Dec 27
No exact matches found, but these alternatives could be just right

Recommended hotels in Pienza

Seasonal outdoor pool, pool umbrellas, sun loungers

1. Relais Cloister Pienza

Relais Cloister Pienza
4.0 star property
Pienza
10.0 out of 10, Exceptional, (1 review)
"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....
Italy
Danny
The price is CA $184
CA $212 total
includes taxes & fees
Sep 6 - Sep 7
Relais Cloister Pienza
Land view from property

2. Hotel Corsignano

Hotel Corsignano
4.0 star property
Pienza
9.4 out of 10, Exceptional, (379 reviews)
"Nice staff great location wonderful breakfast"
United States
shane
The price is CA $279
CA $317 total
includes taxes & fees
Sep 23 - Sep 24
Hotel Corsignano
Monolocale Exclusive, vista città, secondo piano senza ascensore

3. 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 CA $155
CA $177 total
includes taxes & fees
Sep 4 - Sep 5
TuscanyLettings Studio&Room
Breakfast, lunch and dinner served

4. Hotel San Gregorio

Hotel San Gregorio
3.0 star property
Pienza
9.4 out of 10, Exceptional, (155 reviews)
"Nice hotel - clean, good breakfast, perfect location. Would stay again!"
United States
Nancy
The price is CA $311
CA $352 total
includes taxes & fees
Sep 6 - Sep 7
Hotel San Gregorio
Front of property

5. Rossellino

Rossellino
Pienza
8.8 out of 10, Excellent, (65 reviews)
"Perfect location"
United States
Mandeep
The price is CA $148
CA $202 total
includes taxes & fees
Sep 20 - Sep 21
Rossellino
Property grounds

6. Tenuta Santo Pietro

Tenuta Santo Pietro
Pienza
9.6 out of 10, Exceptional, (129 reviews)
"Such a wonderful stay. The view is breathtaking and Bertina and her team delightful. Our favorite place in Tuscany."
Canada
Annie
The price is CA $368
CA $411 total
includes taxes & fees
Oct 2 - Oct 3
Tenuta Santo Pietro
Property entrance

7. Agriturismo Il Macchione

Agriturismo Il Macchione
Pienza
9.6 out of 10, Exceptional, (72 reviews)
"Amazing beautiful place!our stay here was a def highlight of our trip! The owners are delightful and take great care of the property!"
United States
kristine
The price is CA $421
CA $470 total
includes taxes & fees
Sep 30 - Oct 1
Agriturismo Il Macchione
Suite Bernardo, Panoramica al terzo piano senza ascensore | Terrace/patio

8. 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 CA $145
CA $166 total
includes taxes & fees
Sep 3 - Sep 4
PienzaLettings Suites
Garden

9. 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 CA $295
CA $331 total
includes taxes & fees
Sep 3 - Sep 4
Hotel Rutiliano Centro Benessere
Exterior

10. 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 CA $180
CA $204 total
includes taxes & fees
Sep 7 - Sep 8
Casa Gioia - Casa Olivieri
Property grounds

11. Podere Spedalone

Podere Spedalone
1.0 star property
Pienza
9.4 out of 10, Exceptional, (47 reviews)
"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...
United States
Liliana
The price is CA $301
CA $337 total
includes taxes & fees
Sep 11 - Sep 12
Podere Spedalone
Aerial view

12. Sant'Anna in Camprena Agriturismo

Sant'Anna in Camprena Agriturismo
Pienza
10.0 out of 10, Exceptional, (10 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 CA $312
CA $350 total
includes taxes & fees
Sep 30 - Oct 1
Sant'Anna in Camprena Agriturismo
Exterior

13. La Bandita Townhouse

La Bandita Townhouse
Pienza
9.4 out of 10, Exceptional, (15 reviews)
"Great Stay!"
United States
Kristian
The price is CA $657
CA $729 total
includes taxes & fees
Sep 4 - Sep 5
La Bandita Townhouse
Suite, 2 Bedrooms | Courtyard view

14. 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 CA $1,014
CA $1,122 total
includes taxes & fees
Sep 14 - Sep 15
L'Olmo
Room amenity

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

Boutique Villa Liberty - Depandance Hotel - Borgo Capitano Collection - Albergo diffuso
San Quirico d'Orcia
9.4 out of 10, Exceptional, (178 reviews)
"Beautiful and sparkling clean property. Excellent location in walking distance from lovely shops and restaurants. Wonderful staff and the best breakfast of all the properties we have visited!"
United States
Alessio
The price is CA $195
CA $220 total
includes taxes & fees
Sep 3 - Sep 4
Boutique Villa Liberty - Depandance Hotel - Borgo Capitano Collection - Albergo diffuso
Hiking

16. Palazzo Brandano

Palazzo Brandano
Trequanda
9.4 out of 10, Exceptional, (100 reviews)
"Lovely hotel in centre of village, room was very spacious and clean. Reception staff very welcoming on arrival and helpful. Free parking was available in nearby public car park."
United Kingdom
Andrew
The price is CA $216
CA $243 total
includes taxes & fees
Sep 10 - Sep 11
Palazzo Brandano
Front of property

17. L'Orto delle Terme

L'Orto delle Terme
San Quirico d'Orcia
9.6 out of 10, Exceptional, (55 reviews)
"Lovely stay"
United States
Stimson
The price is CA $182
CA $207 total
includes taxes & fees
Sep 7 - Sep 8
L'Orto delle Terme
Exterior

18. La Tresa Country Living

La Tresa Country Living
Montepulciano
10.0 out of 10, Exceptional, (1 review)
"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."
France
Mickael
The price is CA $139
CA $160 total
includes taxes & fees
Sep 13 - Sep 14
La Tresa Country Living
Lunch and dinner served

19. Wellness Center Casanova Hotel e SPA

Wellness Center Casanova Hotel e SPA
3.0 star property
San Quirico d'Orcia
8.4 out of 10, Very good, (142 reviews)
"Super friendly staff and very nice and relaxing place! The cave spa is amazing; would definitely recommend. Rooms are spacious; beds comfy with memory foam toppers, and bathroom good-sized with rainfall shower. Great views, too, from the pool area."
United States
Carmen
The price is CA $277
CA $312 total
includes taxes & fees
Sep 13 - Sep 14
Wellness Center Casanova Hotel e SPA
Balcony view

20. 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 CA $161
CA $183 total
includes taxes & fees
Sep 3 - Sep 4
Hotel La Terrazza di Montepulciano
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

Monastero di Cortona Hotel & Spa

Monastero di Cortona Hotel & Spa

10/10 Excellent
"Amazing beautiful hotel in such a lovely town. Easy to travel to other small towns as well. The staff was very accommodating. The breakfast was great. Such a beautiful resort that was an old monastery on top of the hill. One tip would be to pay for a parking spot in the hotel. Otherwise you will have to park at the bottom of the town."
Jeffrey 3-night trip
Posted 10 hours ago
Monastero di Cortona Hotel & Spa

Find out more about Pienza

Pienza Cottages information

Number of reviews
912
Accommodation
79 Cottages
Lowest Price
CA $160
Highest Price
CA $1,122

Frequently asked questions

How much do cottages in Pienza cost?
You'll pay between CA $160 and CA $1,122 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 79 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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