Name: Hotel San Michele
Price range: CA $174

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 Firenze

Historic Centre of Florence

CA $1,173

per person

Nov 10 - Nov 16

found 1 day ago

Roundtrip non-stop flight included

Montreal (YUL) to Florence (FLR)

7.6/10 Good! (1,008 reviews)

Close to centre of Florence, room ok, clean

Reviewed on Aug. 28, 2025

The Moon Boutique Hotel & Spa

Historic Centre of Florence

CA $1,357

per person

Nov 10 - Nov 16

found 1 day ago

Roundtrip non-stop flight included

Montreal (YUL) to Florence (FLR)

9.6/10 Exceptional! (470 reviews)

The hotel is located a 25 min walk away from the heart of Florence so very easy to access the main attractions within the city. The hotel itself is immaculate and the staff are extremely helpful with dealing with any questions you may have. Being able to access the spa everyday for 1 and 30 minutes is an excellent perk as the facilities are well worth a visit, you are also able to book massages for an extra fee. The breakfast also gives a variety of options to start each day and the room itself is spacious, with the shower particularly being very comfortable.

Reviewed on Aug. 13, 2025

Aurum Uffizi

Historic Centre of Florence

CA $1,249

per person

Nov 10 - Nov 16

found 1 day ago

Roundtrip non-stop flight included

Montreal (YUL) to Florence (FLR)

7.8/10 Good! (1,004 reviews)

Very clean, aircon definitely welcome in summer temperatures, breakfast buffet very good. All within walkable distance of the Palazzo Vecchio and other attractions.

Reviewed on Aug. 30, 2025

Hotel degli Orafi

Historic Centre of Florence

CA $1,772

per person

Oct 19 - Oct 23

found 1 day ago

Roundtrip non-stop flight included

Montreal (YUL) to Florence (FLR)

9.6/10 Exceptional! (1,003 reviews)

Great central location. Front desk and staff were super helpful from the beginning. Rooms super clean.

Reviewed on Aug. 25, 2025

Dimora Palanca Boutique & SPA

Historic Centre of Florence

CA $2,307

per person

Oct 13 - Oct 19

found 1 day ago

Roundtrip non-stop flight included

Montreal (YUL) to Florence (FLR)

9.4/10 Exceptional! (48 reviews)

The staff went out of their way to be helpful with all queries

Reviewed on Jun. 21, 2025

Ready to book your vacation to Cortona?

Choose your dates

Cortona Hotel Deals

Monastero di Cortona Hotel & Spa

Via del Salvatore, Cortona, AR

Fully refundableReserve now, pay when you stay

CA $496

CA $558 total

Sep 7 - Sep 8

includes taxes & fees

Villa di Piazzano - Small Luxury Hotel of the World

Localita Piazzano, C.P. 6, Cortona, AR

Fully refundableReserve now, pay when you stay

CA $803

CA $896 total

Oct 2 - Oct 3

includes taxes & fees

Hotel San Michele

Via Guelfa 15, Cortona, AR

Fully refundable

CA $174

CA $204 total

Sep 7 - Sep 8

includes taxes & fees

See all 1,303 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.