Name: Monastero di Cortona Hotel & Spa
Price range: $369 total
Rating: 10

Villa di Piazzano - Small Luxury Hotel of the World

Localita Piazzano, C.P. 6 Cortona AR

$625 nightly

$697 total

Jun 24 - Jun 25

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! (237 reviews)

"The Villa is not only one of the most beautiful places on earth but also comfortable warm and inviting. The accommodations are gorgeous and the food is magnificent! The staff is a dream~ so kind and personable. I highly recommend as it will be a trip of a lifetime !!!!"

Reviewed on Jun 9, 2026

Precise Tale Poggio Alla Sala

Via Poggio alla Sala 10 Montepulciano SI

$510 nightly

$568 total

Jun 18 - Jun 19

Total with taxes and 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! (143 reviews)

"It was a beautiful hotel with the most wonderful views. The staff was absolutely phenomenal. And I would highly recommend this to anyone looking to stay in Tuscany."

Reviewed on Jun 7, 2026

Monastero di Cortona Hotel & Spa

Via del Salvatore Cortona AR

$327 nightly

$369 total

Jun 28 - Jun 29

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 ...

10/10 Exceptional! (285 reviews)

"The staff are fantastic! Everyone is at your service with whatever your needs are. A historical gem with such rich history. We were in awe."

Reviewed on Jun 11, 2026

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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! (146 reviews)

"Slightly old fashioned but charming property in a great position in lovely Pienza. Room was dated but clean and extremely spacious. Breakfast selection didn’t vary at all in the 4 days we were there and eggs were always cold."

Reviewed on Jun 8, 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

Residenza Fabroni

Via di Gracciano nel Corso, 12 Montepulciano SI

Book a stay at this historic residence in Montepulciano. Enjoy free WiFi, an attached winery, and a rooftop terrace. Popular attractions Torre di Pulcinella ...

8.8/10 Excellent! (103 reviews)

"Staff was great, and they even scheduled transportation to and from the train station for us. Great location on the main strip of Montepluciano!"

Reviewed on May 26, 2026

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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.

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Popular places to visit

Fontesecca

You can enjoy a tasting or tour at Fontesecca during your travels to Citta della Pieve. Discover the area's musical theater and cathedral.

Centro Servizi Turistici Citta della Pieve

Enjoy an outing to Centro Servizi Turistici Citta della Pieve during your stay in Citta della Pieve. Discover the countryside and wineries in this relaxing area.

Santa Maria dei Bianchi Oratory

You can learn about the history of Citta della Pieve with a trip to Santa Maria dei Bianchi Oratory. Discover the countryside and wineries in this relaxing area.