Name: Monastero di Cortona Hotel & Spa
Price range: CA $452

Your Castiglion Fiorentino Vacation

There's no better way to travel than with one of our vacation packages to Castiglion Fiorentino. The rich history and spectacular views are just two of the convincing reasons to visit this captivating city. If sightseeing is on the agenda during your trip to Castiglion Fiorentino, stop by top attractions like Villa Bramasole, Piazza della Repubblica and Cathedral of Cortona. Whoever you're taking time off with and whatever you want to spend, your ultimate Castiglion Fiorentino vacation is just clicks away with Expedia.

Top Castiglion Fiorentino Vacation Deals

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

Aurum Firenze

Historic Centre of Florence

CA $1,649

per person

Oct 11 - Oct 17

found 16 hours ago

Roundtrip non-stop flight included

Montreal (YMQ) to Florence (FLR)

7.6/10 Good! (1,008 reviews)

Close to centre of Florence, room ok, clean

Reviewed on Aug. 28, 2025

Aurum Uffizi

Historic Centre of Florence

CA $1,757

per person

Oct 11 - Oct 17

found 1 day ago

Roundtrip flight included

Toronto (YTO) to Florence (FLR)

7.8/10 Good! (1,004 reviews)

I could not have wanted for a better location. A short walk to everything! Property was as expected per advertising. Staff was pleasant and helpful.

Reviewed on Aug. 29, 2025

The Moon Boutique Hotel & Spa

Historic Centre of Florence

CA $1,670

per person

Oct 24 - Oct 29

found 1 day ago

Roundtrip non-stop flight included

Toronto (YTO) 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

Palazzo Firenze by Baglioni Hotels & Resorts

Historic Centre of Florence

CA $3,201

per person

Oct 24 - Oct 29

found 1 day ago

Roundtrip non-stop flight included

Toronto (YTO) to Florence (FLR)

9.4/10 Exceptional! (230 reviews)

Gorgeous boutique hotel, like museum Beautiful rooms!!! Thank you Giovanni for all ur help and knowledge organizing everything for us, and breakfast waiters were great!!!

Reviewed on Aug. 21, 2025

LHP River Club

Santa Croce

CA $1,741

per person

Oct 11 - Oct 17

found 1 day ago

Roundtrip flight included

Toronto (YTO) to Florence (FLR)

10/10 Exceptional! (2 reviews)

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Castiglion Fiorentino Hotel Deals

Farmhouse in the hills with panoramic view and swimming pool

Ristonchia

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A Point Arezzo Park Hotel

Loc. Battifolle, 36/T, A1 exit Arezzo, Arezzo, AR

Fully refundableReserve now, pay when you stay

CA $113

CA $134 total

Aug 31 - Sep 1

includes taxes & fees

Monastero di Cortona Hotel & Spa

Via del Salvatore, Cortona, AR

Fully refundableReserve now, pay when you stay

CA $452

CA $510 total

Aug 31 - Sep 1

includes taxes & fees

See all 6,811 properties in Castiglion Fiorentino

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.