Name: Hotel Relais II Chiostro di Pienza
Rating: 8.8

Photo by Sophia Field

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Your Castiglion Fiorentino Holiday

Lock in a Castiglion Fiorentino holiday package and focus on what counts — enjoying yourself. No more planning stresses, just more time to savour what's special about this lively city, such as its rich history and spectacular views. Villa Bramasole, Cathedral of Cortona and Piazza della Repubblica are just some of the many attractions you'll want to explore during your trip to Castiglion Fiorentino. Whoever you're taking time off with and whatever you want to spend, your dream Castiglion Fiorentino holiday is just a few clicks away with Expedia.

Castiglion Fiorentino Holiday

Castiglion Fiorentino Essential Information

Language	Italian
Currency	Euros
Local Welcome	Ciao
Local Goodbye	Ciao
Population	8,300
Max Temp Winter	7ºC
Max Temp Summer	27ºC
Top Sights	Cathedral of Saints Peter and Donato, Cathedral of Cortona and Signorelli Theatre

Our pick of the best Castiglion Fiorentino Hotel Deals

Spacious Tuscan Villa with Large Pool near Castiglion Fiorentino.

Castiglion Fiorentino

9.8/10 Exceptional! (38 reviews)

Very friendly and accommodating hosts. The meal they cook was excellent. The location was beautiful and the pool area was kept immaculate. It was a characterful and spacious property but some of the furnishings were a little tired and wobbly. The spa bath did not work and neither did the plug in ...

Reviewed on 2 Sept 2025

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Villa di Piazzano - Small Luxury Hotel of the World

Localita Piazzano, C.P. 6 Cortona AR

AU$1,069

10 May - 11 May

includes taxes & fees

9.8/10 Exceptional! (231 reviews)

Absolutely stunning property!!!! Gorgeous Tuscan landscape that’s even better in person. Every staff member was attentive and kind and went out of the way to give impeccable service. Delicious buffet breakfast. Can’t wait to come back.

Reviewed on 22 Apr 2026

Hotel Relais II Chiostro di Pienza

Corso Rossellino 26 Pienza SI

8.8/10 Excellent! (641 reviews)

The room was full of ants and other small insects. I was staying in the middle of Tuscany wine country, I would expect my room to have a corkscrew and at least glass glasses. The room only had flimsy plastic cups.

Reviewed on 5 Apr 2026

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See all 6,458 properties in Castiglion Fiorentino

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.