Name: Monastero di Cortona Hotel & Spa
Price range: $281 total

La Certosa di Pontignano

loc. Pontignano, 5 Castelnuovo Berardenga SI

$98 nightly

$117 total

Oct 19 - Oct 20

Total with taxes and fees

Book a stay at this business-friendly B&B in Castelnuovo Berardenga. Enjoy free WiFi, free parking, and a rooftop terrace. Our guests praise the breakfast and ...

9.4/10 Exceptional! (567 reviews)

"good to stay"

Reviewed on Sep 29, 2026

Villa di Piazzano - Small Luxury Hotel of the World

Localita Piazzano, C.P. 6 Cortona AR

$629 nightly

$701 total

Oct 9 - Oct 10

Total with taxes and fees

Book a stay at this luxury hotel in Cortona. Enjoy free WiFi, free parking, and room service. Our guests praise the helpful staff in our reviews. Popular attractions ...

9.8/10 Exceptional! (251 reviews)

"Stunning little hotel with the most beautiful setting, gardens and pool. The room was exceptionally appointed clean. The best part of the stay was the restaurant. The best meals we had on our entire trip. Definitely recommend hiring e-bikes and riding up to Cortona!"

Reviewed on Sep 20, 2026

Monastero di Cortona Hotel & Spa

Via del Salvatore Cortona AR

$247 nightly

$281 total

Oct 25 - Oct 26

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 ...

See all 5,007 properties in Oliveto

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.

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 ...

Borgo Argiano

Loc. Argiano Castelnuovo Berardenga SI

Book a stay at this luxury vacation home in Castelnuovo Berardenga. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Piazza del Campo ...

10/10 Exceptional! (88 reviews)

"This place was INCREDIBLE! Out of a story book! Absolutely gorgeous property and rooms. Everything was spotless and so cozy! We were provided with everything we needed and more! Lovely home made breakfast daily as well as coffee. The only downside was having to leave!!! Staff was also so accommodating. ..."

Reviewed on Sep 14, 2026

A small cottage in authentic Tuscany. Serves 4

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! (74 reviews)

"The host was very nice and met us at the property. She gave us a tour of the apartment and explained everything for us. She also provided some good snacks made by her mother and a bottle of wine. The location is perfect for visiting Cortana and many other small towns in the area. We had a wonderful ..."

Reviewed on Sep 26, 2026

See all properties in Oliveto

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.