Castiglion Fiorentino
Travel Guide
Visit Castiglion Fiorentino
Spacious Tuscan Villa with Large Pool near Castiglion Fiorentino.
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
Villa di Piazzano - Small Luxury Hotel of the World
Localita Piazzano, C.P. 6 Cortona AR
$635 nightly
The price is $708 total per night from Apr 19 to Apr 20
$708 total
Apr 19 - Apr 20
Total with taxes and fees
Book a stay at this luxury hotel in Cortona. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. Popular ...
9.8/10 Exceptional! (228 reviews)
Room was wonderful, bathroom spacious and well appointed. Staff amazing and so friendly
Reviewed on Nov 6, 2025
Relais Villa Grazianella - UNA Esperienze
Via Grazianella 5 Montepulciano SI
$253 nightly
The price is $283 total per night from Apr 13 to Apr 14
$283 total
Apr 13 - Apr 14
Total with taxes and fees
Book a stay at this luxury country house in Montepulciano. Enjoy free WiFi, free parking, and an attached winery. Our guests praise the helpful staff in our ...
9.8/10 Exceptional! (284 reviews)
Absolutely breathtaking property. The staff was extremely welcoming and helpful. Truly such a beautiful experience. Highly recommend to anyone
Reviewed on Mar 21, 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.
Spacious Tuscan Villa with Large Pool near Castiglion Fiorentino.
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
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 ...
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 ...
9.4/10 Exceptional! (140 reviews)
Room was large and very clean. Bed was king sized and comfortable. Check-in was easy with underground parking for a nominal fee. Hotel is right outside downtown area, making it super walkable. Breakfast was great with many options.
Reviewed on Apr 3, 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.
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.
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.
Things to do
Montepulciano Wine Tasting in the Tuscan Countryside
$29
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
- Visit Castroncello
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- Visit San Pietro a Cegliolo
- Visit Polvano
- 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
- Car rentals near Sodo
- Car rentals near Cortona
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- Tennis Club Castiglionese
- Cassero Tower
- Agricola Buccelletti Winery
- Archaeological Museum
- Vasari Loggia
- Municipal Art Gallery
- Lake Trasimeno
- Arno River
- Arezzo Equestrian Centre
- Piazza Grande
- Tiber River
- Piazza Grande
- Pienza Cathedral
- Terme di Montepulciano Spa
- San Giovanni Terme Rapolano
- Tuscan Surgical Center
- Dome of Montepulciano
- Terme di Chianciano
- San Donato Hospital
- Cathedral of Saints Peter and Donato
- Terme Antica Querciolaia
- Piscine Termali Theia
- Crete Senesi
- Valdichiana Outlet Village
- Val di Chiana
- Palazzo Avignonesi
- Villa Bramasole
- Antognolla Golf
- Piazza Guido Monaco
- Chapel of our Lady of Vitaleta
- Horti Leonini
- Consorzio del Vino Nobile di Montepulciano
