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Check availability on Pienza Winery Hotels

Our top choices for Pienza hotels with winery

Free daily continental breakfast
Hotel Relais II Chiostro di Pienza

Hotel Relais II Chiostro di Pienza

Hotel Relais II Chiostro di Pienza
4.0 star property
Pienza
8.8 out of 10, Excellent, (630)
"Excellent location in the heart of pienza old town, the view to the Toscana hills and valleys was unique, great experience staying in this hotel "
United States
Pedro
Hotel Relais II Chiostro di Pienza
Land view from property
Hotel Corsignano

Hotel Corsignano

Hotel Corsignano
4.0 star property
Pienza
9.4 out of 10, Exceptional, (330)
"Enjoyed the hotel. Great location, quality breakfast and rooms."
United States
Joseph
The price is 3.487.196 ₫
4.019.892 ₫ total
includes taxes & fees
5 Jan - 6 Jan 2026
Hotel Corsignano
Camera Superior, vista città, primo piano senza ascensore | Laptop workspace, iron/ironing board, free WiFi
TuscanyLettings Studio&Room

TuscanyLettings Studio&Room

TuscanyLettings Studio&Room
Pienza
10.0 out of 10, Exceptional, (1)
"メイン通りの好立地。 客室は豪華でエレガント。 ウェルカムキットも良く、アメニティも良好。 次回も必ず利用したい。 スタッフの方、いろいろありがとうございました。"
Japan
keita
The price is 2.478.719 ₫
2.849.242 ₫ total
includes taxes & fees
15 Dec - 16 Dec
TuscanyLettings Studio&Room
Suite Bernardo, Panoramica al terzo piano senza ascensore | 1 bedroom, desk, laptop workspace, iron/ironing board
PienzaLettings Suites

PienzaLettings Suites

PienzaLettings Suites
Pienza
10.0 out of 10, Exceptional, (1)
"Fantastic room in the city center, close to everything in Pienza"
Norway
Tom
The price is 2.145.077 ₫
2.482.235 ₫ total
includes taxes & fees
11 Dec - 12 Dec
PienzaLettings Suites
Outdoor pool
Agriturismo Il Macchione

Agriturismo Il Macchione

Agriturismo Il Macchione
Pienza
9.6 out of 10, Exceptional, (56)
"The owners and staff are hospitable .and accommodating very warm people "
Canada
aileen
Agriturismo Il Macchione
Interior
Hotel Rutiliano Centro Benessere

Hotel Rutiliano Centro Benessere

Hotel Rutiliano Centro Benessere
3.0 star property
Pienza
8.6 out of 10, Excellent, (7)
"Its a little hotel with a great host!! "
United States
Valerie
Hotel Rutiliano Centro Benessere
Casa Gioia, vista città, 2 piano senza ascensore | Private kitchen | Fridge, microwave, stovetop, electric kettle
Casa Gioia - Casa Olivieri

Casa Gioia - Casa Olivieri

Casa Gioia - Casa Olivieri
Pienza
The price is 2.508.774 ₫
2.882.303 ₫ total
includes taxes & fees
12 Dec - 13 Dec
Casa Gioia - Casa Olivieri
Breakfast, lunch, dinner served; local cuisine
Hotel San Gregorio

Hotel San Gregorio

Hotel San Gregorio
3.0 star property
Pienza
9.4 out of 10, Exceptional, (134)
"Such friendly staff, loved Pienza and the property was such a good location! "
United Kingdom
Bethan
The price is 5.362.236 ₫
6.082.595 ₫ total
includes taxes & fees
5 Jan - 6 Jan 2026
Hotel San Gregorio
Front of property
Rossellino

Rossellino

Rossellino
Pienza
8.6 out of 10, Excellent, (56)
"Quaint hotel in the heart of Pienza. Comfortable and close to all amenities. "
Canada
Debbie
The price is 3.386.845 ₫
3.848.181 ₫ total
includes taxes & fees
11 Dec - 12 Dec
Rossellino
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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