Castiglion Fiorentino

Travel Guide

Photo by Sophia Field
Photo by Sophia Field
Photo by Daniel Reed
Photo by Daniel Reed
Photo by Giammy McMario
Photo by Giammy McMario
Photo "Castiglion Fiorentino" by Pigellino (CC BY) / Cropped from original
Photo by Pigellino (CC BY)
Photo "Castiglion Fiorentino" by Pigellino (CC BY) / Cropped from original
Photo by Pigellino (CC BY)
Farmhouse in the hills with panoramic view and swimming pool
Farmhouse in the hills with panoramic view and swimming pool
Ristonchia
Book a stay at this family-friendly vacation home in Castiglion Fiorentino. Enjoy private pools, a garden, and patios. Popular attractions Tennis Club Castiglionese ...
9.4/10 Exceptional! (64 reviews)
Family vacation
"Was wonderful and beautiful."

Reviewed on 30 November 2024

Get rates
Farmhouse in the hills with panoramic view and swimming pool
Precise Tale Poggio Alla Sala
Precise Tale Poggio Alla Sala
5 out of 5
Via Poggio alla Sala 10, Montepulciano, SI
The price is AED 1,449 per night from Apr 17 to Apr 18
AED 1,449
AED 1,619 total
includes taxes & fees
17 Apr - 18 Apr
Stay at this 5-star luxury hotel in Montepulciano. Enjoy free breakfast, free WiFi, and an outdoor pool. Our guests praise the helpful staff in our reviews. ...
9.2/10 Wonderful! (77 reviews)
"This is a beautiful location and the facilities are stunning. Really everything is picture perfect and you are only 20 minutes from Montepulciano and 30 minutes from Pienza. Both are amazing to explore and offer excellent dining options. The concierge recommended Tuscan Sweet Dreams to take us to ..."

Reviewed on 8 April 2025

Precise Tale Poggio Alla Sala
Villa di Piazzano - Small Luxury Hotel of the World
Villa di Piazzano - Small Luxury Hotel of the World
5 out of 5
Localita Piazzano, C.P. 6, Cortona, AR
The price is AED 1,744 per night from Apr 16 to Apr 17
AED 1,744
AED 1,952 total
includes taxes & fees
16 Apr - 17 Apr
Stay at this 5-star luxury hotel in Cortona. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. Popular ...
9.6/10 Exceptional! (200 reviews)
"The Villa di Piazzano is stunning down to the smallest detail. The staff is attentive, pleasant and helpful. The food and wine at the onsite restaurant was some of the best we had on our 23-day trip across Italy. One of our favorite stays for sure!"

Reviewed on 29 October 2024

Villa di Piazzano - Small Luxury Hotel of the World
See all 6,665 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.
Farmhouse in the hills with panoramic view and swimming pool
Farmhouse in the hills with panoramic view and swimming pool
Ristonchia
Book a stay at this family-friendly vacation home in Castiglion Fiorentino. Enjoy private pools, a garden, and patios. Popular attractions Tennis Club Castiglionese ...
9.4/10 Exceptional! (64 reviews)
Family vacation
"Was wonderful and beautiful."

Reviewed on 30 November 2024

Farmhouse in the hills with panoramic view and swimming pool
Casanova - Panoramic Rooms and Suites
Casanova - Panoramic Rooms and Suites
3 out of 5
Strada Provinciale 146 di Chianciano, Località Casanova 6/c, San Quirico d'Orcia, SI
Stay at this 3-star spa residence in San Quirico d'Orcia. Enjoy free breakfast, free WiFi, and an outdoor pool. Popular attractions Horti Leonini and Collegiate ...
9/10 Wonderful! (44 reviews)
"We love it ! It is a wonderful place, it is perfectly for have a quit time and get relax."

Reviewed on 2 April 2025

Casanova - Panoramic Rooms and Suites
Hotel San Gregorio
Hotel San Gregorio
3 out of 5
Via Della Madonnina 4, Pienza, SI
Stay at this 3-star business-friendly residence in Pienza. Enjoy free WiFi, an outdoor pool, and 2 hot tubs. Popular attractions RI Crea RE and Enoteca Di Ghino ...
9.2/10 Wonderful! (111 reviews)
"The hotel was nice. The woman at the front desk who spoke English was very unfriendly. Seemed very annoyed if we asked questions. We opted to parking in their garage and the woman was pointing right while telling my husband to drive left. She was getting angry that he didn’t know if he should go ..."

Reviewed on 27 August 2024

Hotel San Gregorio
See all 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.

Popular places to visit

Tennis Club Castiglionese

You can take time to visit Tennis Club Castiglionese during your travels to Castiglion Fiorentino. You can enjoy the wineries while in the area.

Tennis Club Castiglionese

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.

Vasari Loggia

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.

Agricola Buccelletti Winery

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.

Cassero Tower

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.

Archaeological Museum

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.

Municipal Art Gallery