Name: Il Falconiere - Relais e Chateaux
Price range: CA $601

Your Cortona Vacation

With plenty of highlights as well as hidden gems, this city is best experienced with a Cortona vacation package. Find a place to stay in Contrada Castello, which is good for dining, views and culture. Ready to explore? Villa Bramasole, Piazza della Repubblica and Cathedral of Cortona are just a few of the top-rated places to visit during your trip to Cortona. Whoever you're going away with and whatever the size of your budget, your ultimate Cortona vacation is only clicks away with Expedia.

Top Cortona Vacation Deals

Price found within the past 48 hours. Click for updated prices.

Aurum Uffizi

Historic Centre of Florence

CA $1,293

per person

Sep 3 - Sep 7

found 1 day ago

Roundtrip non-stop flight included

Toronto (YYZ) to Florence (FLR)

7.6/10 Good! (1,012 reviews)

The hotel was conveniently located, and the service was good. Overall, it was a pleasant stay. However, I hope the hotel improves its Wi-Fi coverage, as the connection can become unstable when multiple guests are accessing the network.

Reviewed on Jun 5, 2026

Aurum Firenze

Historic Centre of Florence

CA $1,382

per person

Aug 17 - Aug 22

found 1 day ago

Roundtrip non-stop flight included

Montreal (YMQ) to Florence (FLR)

7.4/10 Good! (1,039 reviews)

Centrally located, close to everything we wanted to see as well as close to the train station. Simple but clean.

Reviewed on Jun 22, 2026

Via Del Santo

CA $1,578

per person

Aug 3 - Aug 9

found 1 day ago

Roundtrip non-stop flight included

Montreal (YUL) to Pisa (PSA)

8.6/10 Excellent! (37 reviews)

Place is in excellent condition. Just a little hard to find. But the owner sent us a video to find it and it was very helpful. They will loan you beach towels.

Reviewed on Jun 12, 2026

Hotel Palazzo San niccolò & Spa

CA $1,320

per person

Aug 25 - Aug 31

just found

Roundtrip non-stop flight included

Toronto (YYZ) to Florence (FLR)

9.2/10 Wonderful! (187 reviews)

This was a little slice of heaven and such a hidden gem. This place is by far my favorite that I have been to in Europe

Reviewed on Jun 16, 2026

Hotel Villa Liana

Historic Centre of Florence

CA $1,675

per person

Sep 7 - Sep 12

found 20 hours ago

Roundtrip flight included

Toronto (YYZ) to Florence (FLR)

8.6/10 Excellent! (354 reviews)

Hotel is a little gem. On a quiet street with a lovely green garden/parking area in the back. Breakfast was abundant and wonderful, especially served by the warm and welcoming Grazia and her colleagues. Sweet park with tiny carousel and lots of children at the end of the block. If you master the bus network the area is well served, and even without, almost everything is still in walking distance. We would gladly return.

Reviewed on Mar 23, 2026

Ready to book your vacation to Cortona?

Choose your dates

Cortona Hotel Deals

Villa di Piazzano - Small Luxury Hotel of the World

Localita Piazzano, C.P. 6 Cortona AR

CA $978

CA $1,089 total

Jul 10 - Jul 11

includes taxes & fees

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

Monastero di Cortona Hotel & Spa

Via del Salvatore Cortona AR

CA $497

CA $560 total

Jul 6 - Jul 7

includes taxes & fees

10/10 Exceptional! (289 reviews)

"This was my favorite place we stayed in Italy. The property is immaculate and convenient to the city square. The staff were all so kind, professional, and personable. We loved the spa, the beautiful pool, the views, the cocktail bar on site. We will be back."

Reviewed on Jun 20, 2026

Il Falconiere - Relais e Chateaux

Localita San Martino 370 Cortona AR

CA $601

CA $674 total

Jul 22 - Jul 23

includes taxes & fees

See all 1,183 properties in Cortona

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.