
Castiglion Fiorentino Holidays
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Top hotels in Castiglion Fiorentino

Villa di Piazzano - Small Luxury Hotel of the World
Localita Piazzano, C.P. 6 Cortona AR
The price is 18.206.051 ₫ per night from 27 May to 28 May
18.206.051 ₫
20.274.737 ₫ total
27 May - 28 May
includes taxes & fees
9.8/10 Exceptional! (232 reviews)
This is an incredible oasis in the hills of Tuscany. The restaurant is terrific, the rooms are beautiful and the staff is exceptional
Reviewed on 29 Apr 2026

Monastero di Cortona Hotel & Spa
Via del Salvatore Cortona AR
Fully refundableReserve now, pay when you stay
The price is 9.028.178 ₫ per night from 24 May to 25 May
9.028.178 ₫
10.179.077 ₫ total
24 May - 25 May
includes taxes & fees
10/10 Exceptional! (273 reviews)
After a rather "bumpy" start the great hotel manager Flavia and her young & local, a yet commited staff (Mateo, Mathilde, each of them) made my stay at Monastero a place to remember and plan to come back with my family. The building is fantastic, very well referbished with soft shades of white that ...
Reviewed on 6 May 2026

Precise Tale Poggio Alla Sala
Via Poggio alla Sala 10 Montepulciano SI
Fully refundableReserve now, pay when you stay
The price is 11.018.915 ₫ per night from 15 May to 16 May
11.018.915 ₫
12.306.868 ₫ total
15 May - 16 May
includes taxes & fees
9.4/10 Exceptional! (132 reviews)
Absolutely amazing! We travel with small children and this accomodation was incredible. The accomodation and staff was 5 star
Reviewed on 3 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.
Popular places to visit
Tennis Club Castiglionese
Catch an event at Tennis Club Castiglionese during your trip to Castiglion Fiorentino. You can enjoy the wineries while in the area.
Agricola Buccelletti Winery
You can enjoy a tasting or tour at Agricola Buccelletti Winery during your travels to La Strada-Santa Cristina. Discover the area's countryside and wineries.
Archaeological Museum
4/5(1 review)
You can browse the exhibits at Archaeological Museum, a museum with a storied past, during your travels to Castiglion Fiorentino. You can enjoy the wineries while in the area.
