Castiglion Fiorentino
Travel Guide
Visit Castiglion Fiorentino

Spacious Tuscan Villa with Large Pool near Castiglion Fiorentino.
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 September 2025

Villa di Piazzano - Small Luxury Hotel of the World
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 April 2026

Monastero di Cortona Hotel & Spa
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

Spacious Tuscan Villa with Large Pool near Castiglion Fiorentino.
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 September 2025

Farmhouse in the hills with panoramic view and swimming pool

Hotel San Gregorio
Nice hotel - clean, good breakfast, perfect location. Would stay again!
Reviewed on 5 May 2026
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Popular places to visit
Cassero Tower
Find out about the history of Castiglion Fiorentino when you spend time at Cassero Tower. You can enjoy the wineries while in the area.
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
You can browse the exhibits at Archaeological Museum, a museum with a storied past, during your trip to Castiglion Fiorentino. You can enjoy the wineries while in the area.
Vasari Loggia
You can find out about the history of Castiglion Fiorentino with a trip to Vasari Loggia. You can enjoy the wineries while in the area.
Municipal Art Gallery
You can study the exhibits at Municipal Art Gallery, a museum with a storied past, during your trip to Castiglion Fiorentino. You can enjoy the wineries while in the area.





