Name: Monastero di Cortona Hotel & Spa
Price range: $371 total
Rating: 10

Villa di Piazzano - Small Luxury Hotel of the World

Localita Piazzano, C.P. 6 Cortona AR

$643 nightly

$716 total

Jun 19 - Jun 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! (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

$474 nightly

$529 total

Jun 4 - Jun 5

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! (141 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

$329 nightly

$371 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! (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

See all 5,098 properties in Santa Maria

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! (144 reviews)

"Nice hotel - clean, good breakfast, perfect location. Would stay again!"

Reviewed on May 5, 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

See all properties in Santa Maria

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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