Castiglion Fiorentino
Travel Guide
Visit Castiglion Fiorentino
Farmhouse in the hills with panoramic view and swimming pool
Ristonchia Tuscany
Book a stay at this family-friendly vacation home in Castiglion Fiorentino. Enjoy private pools, a garden, and laundry facilities. Popular attractions Tennis ...
9.4/10 Exceptional! (72 reviews)
Family vacation
Was wonderful and beautiful.
Reviewed on Nov 30, 2024
A Point Arezzo Park Hotel
Loc. Battifolle, 36/T Arezzo AR
$70 nightly
The price is $84 total per night from Jan 8 to Jan 9
$84 total
Jan 8 - Jan 9
Total with taxes and fees
Book a stay at this spa hotel in Arezzo. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Arezzo Equestrian Centre and Memorial of the ...
7.6/10 Good! (155 reviews)
The room was in quite poor condition. There was only lukewarm water, the heating was noisy, the tv didn’t work, the lights over the bed flashed and the toilet seat was loose. It was a very stylish hotel but it just needs some maintenance. The breakfast was very good and the bed was comfortable
Reviewed on Nov 14, 2025
Monastero di Cortona Hotel & Spa
Via del Salvatore Cortona AR
$338 nightly
The price is $376 total per night from Jan 6 to Jan 7
$376 total
Jan 6 - Jan 7
Total with taxes and fees
Book a stay at this luxury hotel in Cortona. Enjoy free breakfast, free WiFi, and a full-service spa. Our guests praise the helpful staff in our reviews. Popular ...
9.8/10 Exceptional! (257 reviews)
Perfect.
Reviewed on Jan 2, 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.
Farmhouse in the hills with panoramic view and swimming pool
Ristonchia Tuscany
Book a stay at this family-friendly vacation home in Castiglion Fiorentino. Enjoy private pools, a garden, and laundry facilities. Popular attractions Tennis ...
9.4/10 Exceptional! (72 reviews)
Family vacation
Was wonderful and beautiful.
Reviewed on Nov 30, 2024
Fenice, Tuscan Villa, Private pool, stunning scenery, WIFI!
Castiglion Fiorentino
Stay at this villa in Castiglion Fiorentino. Enjoy private pools, a garden, and laundry facilities. Popular attractions Agricola Buccelletti Winery and Tennis ...
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 Sep 2, 2025
Hotel San Gregorio
Via Della Madonnina 4 Pienza SI
Book a stay at this business-friendly residence in Pienza. Enjoy free WiFi, an outdoor pool, and room service. Popular attractions RI Crea RE and Enoteca Di ...
9.2/10 Wonderful! (134 reviews)
Super convenient location steps to the historic center. Possibly the only hotel with its own dedicated secure / covered parking. Well decorated and breakfast was great!
Reviewed on Oct 25, 2025
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.
Check Castiglion Fiorentino hotel availability
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.
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.
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.
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.
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.
Things to do
Montepulciano Wine Tasting in the Tuscan Countryside
$29
per adult
Oil museum and oil mill in Tuscany: tour and tasting
$24
per adult
Montepulciano Wine Tasting with typical Tuscan Cold Cuts
$53
per adult
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- Municipal Art Gallery
- Cassero Tower
- Tennis Club Castiglionese
- Visit Poggiolo
- Casa del Re Vacations
- Visit La Strada-Santa Cristina
- La Strada-Santa Cristina Vacations
- Agricola Buccelletti Winery
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- Visit Sodo
- Eremo Le Celle
- Visit Cortona
- Santa Maria Nuova
- Signorelli Theatre
- Museum of the Etruscan Academy
- Casali Palace
- Palazzo Comunale
- Piazza della Repubblica
- Cortona Vacations
- Where to stay in Cortona
- Visit Montagnano
- Visit Cesa
- Visit Cortona Old Town
- Santa Margherita Basilica
- Fortress of Girifalco
- Villa Bramasole
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- Tennis Club Castiglionese
- Agricola Buccelletti Winery
- Cassero Tower
- Archaeological Museum
- Vasari Loggia
- Municipal Art Gallery
- Lake Trasimeno
- Arno River
- Piazza Grande
- Arezzo Equestrian Centre
- Tiber River
- Pienza Cathedral
- San Giovanni Terme Rapolano
- Valdichiana Outlet Village
- Piscine Termali Theia
- Terme di Chianciano
- San Donato Hospital
- Terme di Montepulciano Spa
- Centro Chirurgico Toscano
- Piazza Grande
- Terme Antica Querciolaia
- Crete Senesi
- Villa Bramasole
- Chapel of our Lady of Vitaleta
- Antognolla Golf
- Dome of Montepulciano
- Palazzo Avignonesi
- Cathedral of Saints Peter and Donato
- Piazza della Repubblica
- Basilica of San Francesco
- Piazza Guido Monaco
- Val di Chiana
