
Monsigliolo Holidays
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
Better together
Save up to NZ$616 when you book a flight and hotel together*
Find the right fit
With over 300,000 hotels worldwide, it's easy to create a perfect package
Rest easy
Plan, book, and manage your trip all in one place
Monsigliolo Holiday
Our pick of the best Monsigliolo Hotel Deals

Precise Tale Poggio Alla Sala
Via Poggio alla Sala 10, Montepulciano, SI
Fully refundableReserve now, pay when you stay
The price is NZ$636 per night from 31 Mar to 1 Apr
NZ$636
includes taxes & fees
31 Mar - 1 Apr
9.4/10 Exceptional! (76 reviews)
"Absolutely beautiful property with very friendly and helpful staff. They really took care of us during our short stay"
Reviewed on 20 Mar. 2025

Villa di Piazzano - Small Luxury Hotel of the World
Localita Piazzano, C.P. 6, Cortona, AR
Fully refundableReserve now, pay when you stay
The price is NZ$887 per night from 1 Apr to 2 Apr
NZ$887
includes taxes & fees
1 Apr - 2 Apr
9.6/10 Exceptional! (200 reviews)
"The Villa di Piazzano is stunning down to the smallest detail. The staff is attentive, pleasant and helpful. The food and wine at the onsite restaurant was some of the best we had on our 23-day trip across Italy. One of our favorite stays for sure!"
Reviewed on 29 Oct. 2024

Monastero di Cortona Hotel & Spa
Via del Salvatore, Cortona, AR
Fully refundableReserve now, pay when you stay
The price is NZ$610 per night from 27 Apr to 28 Apr
NZ$610
includes taxes & fees
27 Apr - 28 Apr
9.8/10 Exceptional! (204 reviews)
Good
"Super friendly service from most of the staff and beautiful property, restaurant and bars were great too."
Reviewed on 2 Dec. 2024
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.
Frequently asked questions
Discover the most popular places to visit in Monsigliolo
Villa Bramasole
You can learn about the history of Cortona with a stop at Villa Bramasole. You can enjoy the wineries while in the area.
Casali Palace
4/5(1 review)
You can study the exhibits at Casali Palace, a museum with a storied past, during your travels to Cortona. Make time to visit the cathedral and monuments while you're in the area.
What to do in Monsigliolo

Tuscany: Sanctuary of La Verna Day Tour Private Tour
NZ$888
per traveller

From Rome: Bagnoregio & Orvieto Day Trip with Tuscany Wine Tasting & Lunch
NZ$216
per adult
100% of travellers recommend
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.