A historic square with a prominent tower and statues.

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Check prices for these dates

Next weekend
6 Nov - 8 Nov
In two weeks
13 Nov - 15 Nov
In one month
27 Nov - 29 Nov
In two months
25 Dec - 27 Dec

Our top choices for Pienza castles

A historic town with a prominent church, a square with a pool, and a well-lit street.

1. Relais Cloister Pienza

Relais Cloister Pienza
4.0 star property
Pienza
9.4 out of 10, Exceptional, (13 reviews)
"Just a fantastic place in the most beautiful setting. Medieval historical ambiance with a modern vibe. Pool area - perfect. Breakfast - perfect. Dinner - perfect. Views - incredible! Location - the best in town!"
United States
Karen
The price is AU$188
includes taxes & fees
2 Nov - 3 Nov
Relais Cloister Pienza
A hotel with a two-story structure, balconies, and a well-lit entrance.

2. Hotel Corsignano

Hotel Corsignano
4.0 star property
Pienza
9.4 out of 10, Exceptional, (394 reviews)
"Love this hotel. Very nice place in a great location and very friendly staff."
Canada
Tatiana
The price is AU$213
includes taxes & fees
12 Nov - 13 Nov
Hotel Corsignano
A patio area with outdoor seating, potted plants, and a view of the landscape.

3. 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 AU$198
includes taxes & fees
5 Nov - 6 Nov
Affitacamere Maria Gabriella
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 AU$137
includes taxes & fees
5 Nov - 6 Nov
TuscanyLettings Studio&Room
An aerial view of a historic building with a central courtyard, surrounded by terracotta-tiled roofs and a prominent bell tower.

5. Rossellino

Rossellino
Pienza
8.6 out of 10, Excellent, (70 reviews)
"Very nice people. Glad we stayed there. Would absolutely stay there again!"
United States
Darrell
The price is AU$196
includes taxes & fees
5 Nov - 6 Nov
Rossellino
A building with a symmetrical facade, a central entrance, and a fountain in the courtyard.

6. 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 AU$235
includes taxes & fees
8 Nov - 9 Nov
Hotel San Gregorio
A stone building with a courtyard and a canal.

7. Palazzo Brandano

Palazzo Brandano
Trequanda
9.4 out of 10, Exceptional, (107 reviews)
"Large rooms, helpful staff, delicious breakfast at a very reasonable price. There’s no water by the hotel, as seen in the picture. It’s located on a very old walled town… quite quaint."
Canada
Peter
The price is AU$88
includes taxes & fees
23 Nov - 24 Nov
Palazzo Brandano
A balcony with a metal railing, a small table with a chair, potted plants, and a view of the sea.

8. 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 AU$133
includes taxes & fees
2 Nov - 3 Nov
PienzaLettings Suites
A stone building with a gravel pathway leading to the entrance.

9. Agriturismo Il Macchione

Agriturismo Il Macchione
Pienza
9.6 out of 10, Exceptional, (82 reviews)
"very kind and friendly staff. well managed facilities. I had a great stay and strongly recommand to be stay there."
South Korea
YOUNG BAE
The price is AU$241
includes taxes & fees
5 Nov - 6 Nov
Agriturismo Il Macchione
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

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 AU$182
includes taxes & fees
28 Oct - 29 Oct
Casa Gioia - Casa Olivieri
A terrace with a table and chairs, overlooking a forested landscape and a distant view of a house.

11. Hotel Panoramic Montepulciano

Hotel Panoramic Montepulciano
3.0 star property
Montepulciano
8.8 out of 10, Excellent, (264 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 AU$92
includes taxes & fees
28 Oct - 29 Oct
Hotel Panoramic Montepulciano
A stone building with a patio, outdoor seating, and potted plants.

12. Vento Dorcia

Vento Dorcia
Pienza
10.0 out of 10, Exceptional, (34 reviews)
"Amazing host, great location and property, breakfast is top notch, highly recommend. Minutes drive to beautiful Pienza!!"
Canada
Brendon
The price is AU$265
includes taxes & fees
12 Nov - 13 Nov
Vento Dorcia
A villa with a tower, a swimming pool, and a well-maintained garden.

13. Hotel Rutiliano Centro Benessere

Hotel Rutiliano Centro Benessere
3.0 star property
Pienza
8.8 out of 10, Excellent, (13 reviews)
"Host was wonderful Location was great"
United States
Marie
The price is AU$311
includes taxes & fees
28 Oct - 29 Oct
Hotel Rutiliano Centro Benessere
A multi-story hotel with a well-lit facade, a parking area with several cars, and a sign indicating the hotel's name.

14. Albergo San Biagio

Albergo San Biagio
3.0 star property
Montepulciano
8.6 out of 10, Excellent, (241 reviews)
"Enjoyed the hotel to the max. The staff were super helpful and great. The space was comfy and clean. I also enjoyed fresh grapes right from my balcony."
United States
Jessica
The price is AU$88
includes taxes & fees
8 Nov - 9 Nov
Albergo San Biagio
A stone building with a pathway leading to a door, surrounded by trees and illuminated by warm lights.

15. L'Orto delle Terme

L'Orto delle Terme
San Quirico d'Orcia
9.6 out of 10, Exceptional, (61 reviews)
"Clean room and beautiful Suite. Breakfast was excellent!"
United States
Tracey
The price is AU$201
includes taxes & fees
28 Oct - 29 Oct
L'Orto delle Terme
A large house with a swimming pool, surrounded by trees and a hilly landscape.

16. AgriHotel Villa Ambra

AgriHotel Villa Ambra
3.0 star property
Montepulciano
9.4 out of 10, Exceptional, (206 reviews)
"Nice hotel, friendly staff, good breakfast with custom made coffee"
Canada
Joanne
The price is AU$124
includes taxes & fees
28 Oct - 29 Oct
AgriHotel Villa Ambra
A terrace with two sun loungers, a metal railing, and a view of a town with buildings and trees.

17. Santa Caterina Hotel & Bike

Santa Caterina Hotel & Bike
3.0 star property
Chianciano Terme
9.6 out of 10, Exceptional, (108 reviews)
"Great people, great room, great town"
Canada
Eric
The price is AU$122
includes taxes & fees
28 Oct - 29 Oct
Santa Caterina Hotel & Bike
A building with a stone facade, surrounded by trees and shrubs, and illuminated by warm lights.

18. Tenuta Santo Pietro

Tenuta Santo Pietro
Pienza
9.6 out of 10, Exceptional, (139 reviews)
"Gorgeous location with spectacular views and yummy food with very friendly and helpful staff"
United States
Robert
The price is AU$380
includes taxes & fees
29 Oct - 30 Oct
Tenuta Santo Pietro
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, (218 reviews)
"Great host and location. Good value"
United States
Phillip
The price is AU$182
includes taxes & fees
28 Oct - 29 Oct
Hotel La Terrazza di Montepulciano
A stone building with a garden and outdoor seating area.

20. 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 AU$165
includes taxes & fees
28 Oct - 29 Oct
La Tresa Country Living
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

Nuovo Etruria Resort

Nuovo Etruria Resort

10/10 Excellent
"Beautiful and perfect stay in Montepulciano!"
Krista 1-night trip
Posted 5 hours ago
Nuovo Etruria Resort

Find out more about Pienza

Pienza Castles information

Number of reviews
1,777
Accommodation
6 Castles
Lowest Price
AU$88
Highest Price
AU$380

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