Guazzino
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Villa di Piazzano - Small Luxury Hotel of the World
Localita Piazzano, C.P. 6 Cortona AR
The price is CA $969 per night from Jul 1 to Jul 2
CA $969
CA $1,079 total
Jul 1 - Jul 2
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! (235 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
The price is CA $873 per night from Jun 7 to Jun 8
CA $873
CA $970 total
Jun 7 - Jun 8
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. ...
9.6/10 Exceptional! (142 reviews)
"Beautiful stay for our honeymoon. This is definitely a place to go and feel at peace in the Tuscan countryside. 15 min away from some wineries and 20 min away from Montepulciano. Great balance of feeling relaxed by the spa and pool with some quick getaways. Lastly, the restaurant was beyond excellent. ..."
Reviewed on May 23, 2026
Monastero di Cortona Hotel & Spa
Via del Salvatore Cortona AR
The price is CA $556 per night from Jun 17 to Jun 18
CA $556
CA $624 total
Jun 17 - Jun 18
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! (283 reviews)
"Beautiful property - great location. Staff was wonderful. They organized transportation for us and the driver was fantastic - ask for Tony!"
Reviewed on May 31, 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.
Casanova - Panoramic Rooms and Suites
Strada Provinciale 146 di Chianciano San Quirico d'Orcia SI
Stay at this residence in San Quirico d'Orcia. Enjoy free breakfast, free WiFi, and an outdoor pool. Popular attractions Horti Leonini and Chapel of our Lady ...
9.2/10 Wonderful! (88 reviews)
"Everything was great"
Reviewed on May 16, 2026
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! (145 reviews)
"Our stay here was great. Within walking distance to restaurants and the town. Pool water was cold, but we did enjoy it for a little bit. Had some issues worh no hot water, but it was resolved quickly."
Reviewed on Jun 3, 2026
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! (72 reviews)
"This was a beautiful property in a small classic Tuscany town. Everything about the apartment was charming, as was the garden on the grounds. The kitchen and bathroom are small but efficient and we had no trouble when making our own dinner with ingredients bought from the Coop grocery store (a 10 ..."
Reviewed on May 24, 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
Golf Club Valdichiana
Enjoy a round of golf in Sinalunga at Golf Club Valdichiana. While you're here, you can savor the wineries.
Things to do
From Rome: Bagnoregio & Orvieto Day Trip with Tuscany Wine Tasting & Lunch
CA $176
per adult
98% of travellers recommend
Oil museum and oil mill in Tuscany: tour and tasting
CA $32
per adult
Montepulciano Wine Tasting in the Tuscan Countryside
CA $40
per adult
Tasting Tour in One of The Most Beautiful Cellars in the World
CA $53
per adult
100% of travellers recommend
Val d’Orcia Wine Tour with Lunch & Brunello
CA $208
per adult
84% of travellers recommend
