Castiglion Fiorentino Vacation Packages
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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 Uffizi
Historic Centre of Florence
Price was CA $2,846, price is now CA $1,814 per person
CA $1,814
per person
Jun 28 - Jul 4
found 14 hours ago
Roundtrip flight included
Montreal (YUL) to Florence (FLR)
7.6/10 Good! (1,011 reviews)
I had a wonderful stay at Aurum Uffizi. The staff were kind, friendly, and very helpful throughout my stay. The room was clean and comfortable, and the AC worked perfectly. The food was always fresh and enjoyable. Even though the hotel is close to shops, restaurants, and major tourist attractions, the area felt very safe and quiet, making it a perfect place to relax during my holiday. Highly recommended!
Reviewed on May 14, 2026
Aurum Firenze
Historic Centre of Florence
Price was CA $2,785, price is now CA $1,820 per person
CA $1,820
per person
Jul 26 - Aug 1
found 1 day ago
Roundtrip flight included
Montreal (YMQ) to Florence (FLR)
7.6/10 Good! (1,007 reviews)
Nice to have a safe and refrigerator. Breakfast had a nice choice but the room was small and you had to sign up for a time. Shower was so tiny that you couldn’t bend over and had no light. Bed had no blanket- just a sheet.
Reviewed on May 15, 2026
Monastero di Cortona Hotel & Spa
Cortona Old Town
Price was CA $3,089, price is now CA $2,179 per person
CA $2,179
per person
Jul 7 - Jul 13
found 1 day ago
Roundtrip non-stop flight included
Montreal (YMQ) to Florence (FLR)
10/10 Exceptional! (274 reviews)
Everything was perfect. Customer service was everything. The classic room itself is slightly small, but a lovely big bathroom, and we were hoping for a view but understandably that would be the deluxe room. We used the spa amenities and it was pretty good for the price - recommended after a day or two of walking up and down the steep hills. Overall we will stay again. It was a beautiful hotel with lovely people working there, filled with so much history.
Reviewed on May 9, 2026
Bernini Palace
Historic Centre of Florence
Price was CA $3,874, price is now CA $2,803 per person
CA $2,803
per person
Jul 7 - Jul 13
found 1 day ago
Roundtrip non-stop flight included
Montreal (YMQ) to Florence (FLR)
9.8/10 Exceptional! (1,009 reviews)
Great location. Very luxurious. Great bar
Reviewed on May 15, 2026
Hotel Miceli - Civico 50
Historic Centre of Florence
Price was CA $2,593, price is now CA $1,886 per person
CA $1,886
per person
Jul 26 - Aug 1
found 1 day ago
Roundtrip flight included
Montreal (YUL) to Florence (FLR)
9/10 Wonderful! (254 reviews)
Room was lovely with opening window and small terrace with table to sit outside. Common areas available. No fridge in room but fridge available in common area. Bed super comfortable. Easy walking distance to train station and tourist area.
Reviewed on May 12, 2026
Castiglion Fiorentino Hotel Deals
Spacious Tuscan Villa with Large Pool near Castiglion Fiorentino.
Castiglion Fiorentino
9.8/10 Exceptional! (39 reviews)
Pros: From the first night it felt like home away from home. The kitchen was very well equipped. Plenty of cookware, glasses, and dishware. The pool was wonderful, though too cold to get into because it was too early in the season. The view from the pool was indescribable! We had two dinners prepared ...
Reviewed on May 11, 2026
Villa di Piazzano - Small Luxury Hotel of the World
Localita Piazzano, C.P. 6 Cortona AR
The price is CA $1,044 per night from Jun 14 to Jun 15
CA $1,044
CA $1,161 total
Jun 14 - Jun 15
includes taxes & fees
9.8/10 Exceptional! (234 reviews)
The Hotel and grounds are beautiful and immaculately maintained. The entire staff really stands out. So friendly and welcoming. Those little gestures of respect and kindness are appreciated. Also it’s very convenient that they can speak English. There are several beautiful hotels in the area to experience, ...
Reviewed on May 14, 2026
Precise Tale Poggio Alla Sala
Via Poggio alla Sala 10 Montepulciano SI
Fully refundableReserve now, pay when you stay
The price is CA $638 per night from Jun 2 to Jun 3
CA $638
CA $711 total
Jun 2 - Jun 3
includes taxes & fees
9.4/10 Exceptional! (134 reviews)
Best hotel in city
Reviewed on May 14, 2026
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.
What to do in Castiglion Fiorentino
Oil museum and oil mill in Tuscany: tour and tasting
CA $32
per adult
Montepulciano Wine Tasting in the Tuscan Countryside
CA $40
per adult
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
