
Castiglion Fiorentino Holidays from AU$543
Book a Hotel + Flight or Car together to unlock savings
Photo by Sophia Field
- Plan, book, travel with confidence
- Better togetherSave up to AU$2,500 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
Your Castiglion Fiorentino Holiday
Lock in a Castiglion Fiorentino holiday package and focus on what counts — enjoying yourself. No more planning stresses, just more time to savour what's special about this lively city, such as its rich history and spectacular views. Villa Bramasole, Cathedral of Cortona and Piazza della Repubblica are just some of the many attractions you'll want to explore during your trip to Castiglion Fiorentino. Whoever you're taking time off with and whatever you want to spend, your dream Castiglion Fiorentino holiday is just a few clicks away with Expedia.
The Latest Castiglion Fiorentino Holiday Deals
Price found within the past 48 hours. Click for updated prices.

Aurum Firenze
Historic Centre of Florence
Save 100% on your flight
Price was AU$997, price is now AU$543 per person
AU$543
per person
16 Aug - 21 Aug
found 6 hours ago
Return flight included
Athens (ATH) to Florence (FLR)
7.6/10 Good! (1,006 reviews)
Très bien situé, tout près du centre. Terrasse pour le déjeuner très agréable! Chambre bien aménagée et pratique.
Reviewed on 5 June 2026

Aurum Uffizi
Historic Centre of Florence
Save 100% on your flight
Price was AU$1,036, price is now AU$554 per person
AU$554
per person
16 Aug - 21 Aug
found 6 hours ago
Return flight included
Athens (ATH) to Florence (FLR)
7.6/10 Good! (1,004 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 5 June 2026

Hotel La Scaletta Al Ponte Vecchio
Historic Centre of Florence
Save 100% on your flight
Price was AU$1,606, price is now AU$914 per person
AU$914
per person
16 Aug - 21 Aug
found 6 hours ago
Return flight included
Athens (ATH) to Florence (FLR)
8.8/10 Excellent! (1,000 reviews)
I highly recommend this hotel. It was an older building (as expected in Italy), but very well maintained, and the room was gorgeous. The bathroom was very modern, the space was clean, and the staff was very helpful.
Reviewed on 6 June 2026

Via Del Santo
Save 100% on your flight
Price was AU$1,743, price is now AU$1,106 per person
AU$1,106
per person
16 Aug - 21 Aug
found 7 hours ago
Return direct flight included
Athens (ATH) to Pisa (PSA)
8.4/10 Very Good! (35 reviews)
This is not ideal place to stay for me. There are 2 things that I don't like. One is the room is hard to find and I had to carry my luggage walking some upstairs in a narrow street. There is no reception and no communication ahead for how to check in. The good thing is the contact information posted on the door. I contacted the owner who responded quickly.
Reviewed on 17 Oct 2025

Bernini Palace
Historic Centre of Florence
Save 100% on your flight
Price was AU$1,800, price is now AU$1,144 per person
AU$1,144
per person
16 Aug - 21 Aug
found 6 hours ago
Return flight included
Athens (ATH) to Florence (FLR)
9.8/10 Exceptional! (1,005 reviews)
Fantastic location. Amazing staff 10 out of 10
Reviewed on 7 June 2026
Castiglion Fiorentino Holiday
Castiglion Fiorentino Essential Information
Language | Italian |
|---|---|
Currency | Euros |
Local Welcome | Ciao |
Local Goodbye | Ciao |
Population | 8,300 |
Max Temp Winter | 7ºC |
Max Temp Summer | 27ºC |
Top Sights | Cathedral of Saints Peter and Donato, Cathedral of Cortona and Signorelli Theatre |
Our pick of the best 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 11 May 2026

Villa di Piazzano - Small Luxury Hotel of the World
Localita Piazzano, C.P. 6 Cortona AR
The price is AU$1,096 per night from 1 July to 2 July
AU$1,096
1 July - 2 July
includes taxes & fees
9.8/10 Exceptional! (235 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 14 May 2026

Precise Tale Poggio Alla Sala
Via Poggio alla Sala 10 Montepulciano SI
Fully refundableReserve now, pay when you stay
The price is AU$1,064 per night from 6 July to 7 July
AU$1,064
6 July - 7 July
includes taxes & fees
9.6/10 Exceptional! (143 reviews)
"It was a beautiful hotel with the most wonderful views. The staff was absolutely phenomenal. And I would highly recommend this to anyone looking to stay in Tuscany."
Reviewed on 7 June 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

Montepulciano Wine Tasting in the Tuscan Countryside
AU$41
per adult

Arezzo: Val di Chiana Wine Tasting Experience
AU$65
per adult
Explore a world of travel with Expedia
- Alberoro Hotels
- Hotels near Arezzo Equestrian Centre
- B&B in Brolio
- Holiday Homes in Brolio
- Brolio Hotels
- Resort in Brolio
- B&B in Camucia-Cortona Station
- Holiday Homes in Camucia-Cortona Station
- Cottages in Camucia
- Camucia Hotels
- Apartments in Cortona
- B&B in Cortona
- Condominium Resort in Cortona
- Country House in Cortona
- Guest Houses in Cortona
- Holiday Homes in Cortona
- Adventure Sport Hotels in Cortona
- All Inclusive Hotels in Cortona
- Boutique Hotels in Cortona
- Cheap Hotels in Cortona
- Historic Hotels in Cortona
- Hotels with Pool in Cortona
- Lgbt Welcoming Hotels in Cortona
- Oyo Rooms Hotels in Cortona
- Ski Hotels in Cortona
- Cortona Hotels
- All Inclusive Hotels in Cortona Old Town
- Family Hotels in Cortona Old Town
- Historic Hotels in Cortona Old Town
- Hotels with Parking in Cortona Old Town
- Cortona Old Town Hotels
- Pousadas in Cortona
- Ranches in Cortona
- Resort in Cortona
- Riads in Cortona
- Villas in Cortona
- Fratticciola Hotels
- B&B in Il Borgo
- Farmstay in Il Borgo
- Holiday Homes in Il Borgo
- Luxury Hotels in Il Borgo
- Il Borgo Hotels
- Molin Bianco-pian D'uscianom Hotels
- Chalets in Montagnano
- Montagnano Hotels
- Palazzo del Pero Hotels
- Portole Hotels
- Rigutino Hotels
- San Firenze-fonte di Sala Hotels
- San Zeno Hotels
- Sodo Hotels
- Inns in Sodo
- Arezzo Holidays
- Cantina del Redi
- Castle of Brolio
- Chiusi Holidays
- Church of Santa Maria della Pieve
- Collegiate Church of Lucignano
- Cortona Holidays
- Visit Cortona
- Expart
- Gianfranco Carla Fineschi Botanical Rose Garden
- Labyrinth of Porsenna
- Meleto Holidays
- Visit Montagnano
- Montepulciano Holidays
- Monticchiello Holidays
- Palazzo Borgia
- Partina Holidays
- Piazza Grande
- Pienza Cathedral
- Pienza Holidays
- Quota Holidays
- Radda in Chianti Holidays
- San Sano Holidays
- Sanctuary of La Verna
- Sandro Pertini Park
- Siena Holidays
- Sogna Holidays
- Terme Antica Querciolaia
- Terme di Montepulciano Spa
- Torre Il Cassero
- Valdichiana Outlet Village
- Villa Holidays
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.












