
Castiglion Fiorentino Holidays
Photo by Sophia Field
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Top Flight + Hotel Deals in Castiglion Fiorentino
Price found within the past 48 hours. Click for updated prices.

LHP River Club
Santa Croce
Save 100% on your flight
Price was €667, price is now €360 per person
€360
per person
1 Nov - 8 Nov
found 21 hours ago
Return flight included
Dublin (DUB) to Florence (FLR)
9/10 Wonderful! (8 reviews)
We had a really lovely stay. The staff were super friendly and kind, which made a great first impression. Communication before check-in was well-intended and resposive, but as we were arriving late, we had to download an app to access the property. It worked fine, but wasn’t the most intuitive process - I’d have preferred a key, which was available when staff were around.
The hotel itself is small, brand new, and absolutely spotless. The beds were really comfy, and as Expedia VIP guests, we were treated to a bottle of prosecco, which was a lovely touch and very much enjoyed!
We spent time by the pool, which felt quite exclusive and peaceful - a real bonus. The only slight downside was the air con, which seemed a bit weak. We didn’t really ask about it as we were out late most nights.
It’s about a 20-minute walk into town, which we didn’t mind at all - nice to stretch the legs and explore a bit.
All in all, a fab stay and we’d definitely come back.
Reviewed on 17 Sept 2025

Aurum Uffizi
Historic Centre of Florence
Price was €651, price is now €410 per person
€410
per person
9 Nov - 13 Nov
found 7 hours ago
Return direct flight included
Tbilisi (TBS) to Florence (FLR)
7.8/10 Good! (1,008 reviews)
hotel position superb easy access to city and dining options. Rooms clean and plenty of hot water in shower. Let down only by location of breakfast room which is a walk through from reception and the buffet breakfast which was very limited.
Reviewed on 27 Sept 2025

Aurum Firenze
Historic Centre of Florence
Price was €601, price is now €390 per person
€390
per person
9 Nov - 13 Nov
found 7 hours ago
Return direct flight included
Tbilisi (TBS) to Florence (FLR)
7.8/10 Good! (1,007 reviews)
The staff are friendly , breakfast is good. The only thing is the bathroom shower area is so tight in a corner n water supply is quite low.we wished we had a window that can be open. But overall its not too bad
Reviewed on 20 Sept 2025

Hotiday Room Collection - Livorno Mascagni
Save 100% on your flight
Price was €605, price is now €414 per person
€414
per person
1 Nov - 8 Nov
found 21 hours ago
Return flight included
Dublin (DUB) to Florence (FLR)
8.6/10 Excellent! (24 reviews)
We loved our stay here. Some previous reviews were concerning, but when we arrived, we saw nothing mentioned in those reviews. Our room was spacious with a lot of natural light. It was clean. We loved the ambiance of the hotel as well as the rooftop pool and bar. We ate dinner in the restaurant and watched the sunset. The staff—at every point—was kind and helpful. Absolutely a wonderful experience.
Reviewed on 18 Jul 2025
Top hotels in Castiglion Fiorentino

Farmhouse in the hills with panoramic view and swimming pool
Ristonchia
9.4/10 Exceptional! (68 reviews)
Family vacation
"Was wonderful and beautiful."
Reviewed on 30 Nov 2024

Hotel Panoramic
Via di Villa Bianca, 8, Montepulciano, SI
The price is €97 per night from 9 Oct to 10 Oct
€97
9 Oct - 10 Oct
includes taxes & fees
8.6/10 Excellent! (248 reviews)
"Nice location. Staff was nice. The only issue is the room with no AC or plugs. When reviewing the property it appeared the property lists AC. You would assume the whole hotel has AC. Once I selected the room I should have looked closely at the AC availability. Rough night to sleep. Other than that ..."
Reviewed on 26 Jul 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 €431 per night from 23 Oct to 24 Oct
€431
23 Oct - 24 Oct
includes taxes & fees
9.6/10 Exceptional! (223 reviews)
"I stayed at Villa di Piazzano for two nights and overall had a lovely experience. The check-in process was seamless, and the staff were warm, professional, and very attentive, which set a great tone from the start. The property itself is absolutely gorgeous, with beautiful grounds and a peaceful ..."
Reviewed on 23 Sept 2025
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.
Popular places to visit
Tennis Club Castiglionese
You can take time to visit Tennis Club Castiglionese during your travels to Castiglion Fiorentino. You can enjoy the wineries while in the area.
What to do in Castiglion Fiorentino

Wine Tasting: a SYRAH that makes you fall in love
€30
per adult

Montepulciano: Wine Tour and tasting
€52
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.