Castiglion Fiorentino Holidays
Book a Hotel + Flight or Car together to unlock savings
Photo by Sophia Field
- Plan, book, travel with confidence
- Better togetherSave up to NZ$2,400 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
Castiglion Fiorentino Holiday
Our pick of the best Castiglion Fiorentino Hotel Deals
Spacious Tuscan Villa with Large Pool near Castiglion Fiorentino.
Castiglion Fiorentino
9.8/10 Exceptional! (39 reviews)
"Pros: From the first night it felt like home away from home. The kitchen was very well equipped. Plenty of cookware, glasses, and dishware. The pool was wonderful, though too cold to get into because it was too early in the season. The view from the pool was indescribable! We had two dinners prepared ..."
Reviewed on 11 May 2026
Villa di Piazzano - Small Luxury Hotel of the World
Localita Piazzano, C.P. 6 Cortona AR
The price is NZ$1,310 per night from 19 June to 20 June
NZ$1,310
19 June - 20 June
includes taxes & fees
9.8/10 Exceptional! (235 reviews)
"The Hotel and grounds are beautiful and immaculately maintained. The entire staff really stands out. So friendly and welcoming. Those little gestures of respect and kindness are appreciated. Also it’s very convenient that they can speak English. There are several beautiful hotels in the area to experience, ..."
Reviewed on 14 May 2026
Monastero di Cortona Hotel & Spa
Via del Salvatore Cortona AR
Fully refundableReserve now, pay when you stay
The price is NZ$787 per night from 28 June to 29 June
NZ$787
28 June - 29 June
includes taxes & fees
10/10 Exceptional! (282 reviews)
"We had an amazing stay at the monastero di Cortona. The property is absolutely beautiful and impeccably maintained. The pool area is lovely and the views are unbelievable. The staff was super helpful and attentive- gave us recommendations for restaurants (and made reservations for us) and helped ..."
Reviewed on 26 May 2026
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.
What to do in Castiglion Fiorentino
Montepulciano Wine Tasting in the Tuscan Countryside
NZ$49
per adult
Oil museum and oil mill in Tuscany: tour and tasting
NZ$40
per adult
Private Tasting of Organic Wines in the Cellar in Mugliano
NZ$59
per adult
Explore a world of travel with Expedia
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
