Piana
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Villa di Piazzano - Small Luxury Hotel of the World
Localita Piazzano, C.P. 6 Cortona AR
The price is ¥120,476 per night from Jun 16 to Jun 17
¥120,476
¥134,001 total
Jun 16 - Jun 17
includes taxes & 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! (234 reviews)
The Hotel and grounds are beautiful and immaculately maintained. The entire staff really stands out. So friendly and welcoming. Those little gestures of respect and kindness are appreciated. Also it’s very convenient that they can speak English. There are several beautiful hotels in the area to experience, ...
Reviewed on May 14, 2026

Precise Tale Poggio Alla Sala
Via Poggio alla Sala 10 Montepulciano SI
Fully refundableReserve now, pay when you stay
The price is ¥73,539 per night from Jun 2 to Jun 3
¥73,539
¥82,000 total
Jun 2 - Jun 3
includes taxes & fees
Book a stay at this luxury hotel in Montepulciano. Enjoy free breakfast, free WiFi, and an outdoor pool. Our guests praise the helpful staff in our reviews. ...
9.4/10 Exceptional! (134 reviews)
Best hotel in city
Reviewed on May 14, 2026

Monastero di Cortona Hotel & Spa
Via del Salvatore Cortona AR
The price is ¥53,810 per night from May 24 to May 25
¥53,810
¥60,670 total
May 24 - May 25
includes taxes & 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 ...
10/10 Exceptional! (274 reviews)
Everything was perfect. Customer service was everything. The classic room itself is slightly small, but a lovely big bathroom, and we were hoping for a view but understandably that would be the deluxe room. We used the spa amenities and it was pretty good for the price - recommended after a day or ...
Reviewed on May 9, 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.

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! (142 reviews)
Nice hotel - clean, good breakfast, perfect location. Would stay again!
Reviewed on May 5, 2026

Abbadia Sicille Relais
SP 14 Loc. Abbadia Sicille Trequanda SI
Book a stay at this business-friendly residence in Trequanda. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions San Giovanni d'Asso Station ...

Casina in authentic Tuscany
Fratticciola Tuscany
Book a stay at this family-friendly apartment in Cortona. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Farneta Abbey and Cortona Archaeological ...
9.8/10 Exceptional! (71 reviews)
We loved staying in Fratticciola. The apartment was perfect for us (a couple). Many places outside in the beautiful garden to sit. The owner was very friendly and chatted to me in my broken Italian. The village was quiet- the best sleeps we have had in a long time. Would gladly stay again at this ...
Reviewed on May 8, 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

Rocca del Leone
You can learn about the history of Castiglione del Lago when you stop by Rocca del Leone. Stroll along the area's lakeside or simply enjoy its wineries.
Palazzo della Corgna
You can study the exhibits at Palazzo della Corgna, a museum with a storied past, during your trip to Castiglione del Lago. Stroll along the area's lakeside or simply enjoy its wineries.
Torre Beccati Quest'Altro
You can learn about the history of Castiglione del Lago with a stop at Torre Beccati Quest'Altro. Visit the area's spas, or simply enjoy its wineries.
Things to do

From Rome: Bagnoregio & Orvieto Day Trip with Tuscany Wine Tasting & Lunch
¥22,307
per adult
98% of travellers recommend

Horseback riding in the hills of Montepulciano in Tuscany
¥14,996
per adult

Montepulciano Wine Tasting in the Tuscan Countryside
¥4,684
per adult

Montepulciano: Winery Tour and Tasting
¥6,432
per adult
100% of travellers recommend


