Asciano

Name: Monastero di Cortona Hotel & Spa
Price range: CA $466
Rating: 10

Travel Guide

Rolling hills, a line of tall cypress trees, and a misty valley.

A gravel road flanked by rows of tall cypress trees under a clear blue sky.

Visit Asciano

Castello di Leonina Relais

Strada Di Leonina 5 Asciano SI

CA $212

CA $243 total

Jun 22 - Jun 23

includes taxes & fees

Book a stay at this spa hotel in Asciano. Enjoy free WiFi, free parking, and breakfast (surcharge). Popular attractions Siena Circuit and Pista Internazionale ...

9/10 Wonderful! (133 reviews)

"The breakfast was amazing and so was the staff. It is a beautiful facility and Maximo went out of his way to help us with a car issue. It was our best and most luxurious stay of our trip!"

Reviewed on Jun 11, 2026

Hotel Executive

Via Nazareno Orlandi 32 Siena SI

CA $109

CA $128 total

Jul 5 - Jul 6

includes taxes & fees

Book a stay at this family-friendly hotel in Siena. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. ...

8.4/10 Very Good! (540 reviews)

"My mother and sister stayed at this property together after hiking the spiritual pilgrimage Francigena through Italy and stopped in Siena for 2 nights and a day. Overall the property is very stunning appearance wise, clean and fairly updated. Felt very safe for us ladies alone. The restaurant options ..."

Reviewed on Jun 6, 2026

Monastero di Cortona Hotel & Spa

Via del Salvatore Cortona AR

CA $466

CA $525 total

Jun 28 - Jun 29

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! (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

See all 8,542 properties in Asciano

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! (90 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! (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

ApartHotel Anghel

via Paolo Frajese 71 Siena SI

Book a stay at this business-friendly apartment in Siena. Enjoy free WiFi, free parking, and laundry facilities. Popular attractions Piazza del Campo and Santa ...

8.4/10 Very Good! (339 reviews)

"Hotel had a parking lot right near the entrance. Staff very helpful with questions. Spacious. Very nice."

Reviewed on May 20, 2026

See all properties in Asciano

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.