Province of Arezzo Vacation Packages

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Your Province of Arezzo Vacation

With all the details organized before you leave home, our Province of Arezzo vacation packages let you focus on what's important — having fun. Known for its bars and pubs, walking trails and views, the only thing you'll need to do is relax and enjoy every unforgettable moment. Begin your trip to Province of Arezzo with some time in Cortona visiting popular attractions like Villa Bramasole and Isola Maggiore. Loro Ciuffenna is another city that draws travellers from all over. San Pietro a Gropina and Mulino Ad Acqua are two of the leading places to see here. Whether you plan to travel on a budget or in the lap of luxury, Expedia are here to help you customize your next dream Province of Arezzo vacation.

Top vacation destinations in Province of Arezzo

FlightsFlightsHotelsHotels

Cortona

Cortona
Couple sitting on the ground in the famous Piazza Grande square in the historic center of Arezzo, Italy
FlightsFlightsHotelsHotels

Arezzo

Arezzo

Top Province of Arezzo Vacation Deals

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

Art Atelier

4 out of 5
Historic Centre of Florence
Price was CA $2,709, price is now CA $1,902 per person
CA $1,902
per person
Aug 8 - Aug 16
found 9 hours ago
Roundtrip non-stop flight included
Montreal (YUL) to Florence (FLR)
9.2/10 Wonderful! (1,001 reviews)
Great location walkable from train station and very close to Duomo square. Still quiet in hotel even though close to historic centre. Room was clean and comfortable. Room was next to lift so could hear it going up and down. Great base for exploration of Florence if want to stay to close to main monuments.

Reviewed on Jun 2, 2026

Precise Tale Poggio Alla Sala

Precise Tale Poggio Alla Sala

5 out of 5
Price was CA $5,723, price is now CA $3,796 per person
CA $3,796
per person
Aug 8 - Aug 15
found 3 hours ago
Roundtrip non-stop flight included
Montreal (YUL) to Florence (FLR)
9.4/10 Exceptional! (135 reviews)
Beautiful stay for our honeymoon. This is definitely a place to go and feel at peace in the Tuscan countryside. 15 min away from some wineries and 20 min away from Montepulciano. Great balance of feeling relaxed by the spa and pool with some quick getaways. Lastly, the restaurant was beyond excellent. Expensive but well worth it.

Reviewed on May 23, 2026

Donati Luxury Tower Suites

Donati Luxury Tower Suites

5 out of 5
Historic Centre of Florence
Price was CA $3,785, price is now CA $2,603 per person
CA $2,603
per person
Jul 20 - Jul 23
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Florence (FLR)
9.6/10 Exceptional! (65 reviews)
Agradable estancia. Excelente servicio. La habitación la mantenían siempre limpia. Todo queda cerca del área. Muy recomendable

Reviewed on May 23, 2026

Borgo Scopeto Wine & Country Relais

Borgo Scopeto Wine & Country Relais

5 out of 5
Price was CA $3,696, price is now CA $2,667 per person
CA $2,667
per person
Jul 6 - Jul 12
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Florence (FLR)
9.4/10 Exceptional! (199 reviews)
This hotel is absolutely gorgeous. The staff, food and grounds are fantastic. Can’t recommend more! Big thanks to Luka and Giuseppe for making our stay so special. Great wine tasting and delicious wine recommendations. Won’t disappoint

Reviewed on Sep 2, 2025

The James Suite Hotel Firenze 1564 - Small Luxury Hotels of the World

The James Suite Hotel Firenze 1564 - Small Luxury Hotels of the World

5 out of 5
Historic Centre of Florence
Price was CA $4,347, price is now CA $3,148 per person
CA $3,148
per person
Jul 26 - Aug 1
found 4 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Florence (FLR)
10/10 Exceptional! (18 reviews)
Outstanding hotel and a remarkable experience staying there. The room was large and beautifully decorated as the rest of the hotel. Service was impeccable and friendly. Food was great. Lovely and intimate atmosphere. Attention to details and distinctive effort to attend to our needs. The hotel manager and Lavinia at the front desk stood out, but everybody else was extremely helpful. I hope to return!

Reviewed on Nov 14, 2025

Province of Arezzo Hotel Deals

Villa di Piazzano - Small Luxury Hotel of the World

Villa di Piazzano - Small Luxury Hotel of the World

5 out of 5
Localita Piazzano, C.P. 6 Cortona AR
The price is CA $973 per night from Jun 8 to Jun 9
CA $973
CA $1,083 total
Jun 8 - Jun 9
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 May 14, 2026

Villa di Piazzano - Small Luxury Hotel of the World
Monastero di Cortona Hotel & Spa

Monastero di Cortona Hotel & Spa

5 out of 5
Via del Salvatore Cortona AR
Fully refundableReserve now, pay when you stay
The price is CA $569 per night from Jun 16 to Jun 17
CA $569
CA $639 total
Jun 16 - Jun 17
includes taxes & fees
10/10 Exceptional! (283 reviews)
"Beautiful property - great location. Staff was wonderful. They organized transportation for us and the driver was fantastic - ask for Tony!"

Reviewed on May 31, 2026

Monastero di Cortona Hotel & Spa
Il Gentiluomo Hotel & SPA

Il Gentiluomo Hotel & SPA

4 out of 5
Via Raccordo Autostradale, 1/a Arezzo AR
Fully refundableReserve now, pay when you stay
The price is CA $88 per night from Jun 8 to Jun 9
CA $88
CA $107 total
Jun 8 - Jun 9
includes taxes & fees
8.6/10 Excellent! (157 reviews)
"Nice hotel, well maintained. The staff was very helpful getting a pizza ordered despite our late arrival. Cozy rooms with clean sheets and pillows, nice shower too."

Reviewed on May 30, 2026

Il Gentiluomo Hotel & SPA
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Frequently asked questions

How much does a Province of Arezzo vacation package cost?
Get your credit card ready, because a trip to Province of Arezzo starts from an affordable CA $1,902. When you bundle your flights, hotels and more into a travel package, you'll pick up the best deals.
How do I get a cheap travel package to Province of Arezzo?
Browse and lock in everything in the one place with our Province of Arezzo vacation packages. You'll discover bargains on flights, hotels and more that'll keep your hip pocket happy and your adventurous side busy. And, with more than 550 partner airlines and 1,000,000 hotels throughout the world to select from, you have countless opportunities to mix and match.
Where should I stay in Province of Arezzo?
If you want to see famous attractions such as Basilica of San Francesco and Cathedral of Saints Peter and Donato, make sure you visit Arezzo. You might want to stay a few extra nights to fully get to know this lively city.
What are the top hotels in Province of Arezzo?
When it comes to properties in Cortona, Monastero di Cortona Hotel & Spa and Villa di Piazzano - Small Luxury Hotel of the World are a couple of favorites. If you're also visiting Bucine, Hotel Borgo di Cortefreda Relais and Monastero di Cortona Hotel & Spa will make you feel at home.
How far in advance should I book my Province of Arezzo vacation?
It all depends on the airline, but you can generally browse through international flights on Expedia up to a year in advance. While it's a good idea to book ahead of time, lucky customers will occasionally nab a cheaper seat just weeks before the date of departure.
What does an Expedia Province of Arezzo travel package include?
Rental cars, flights and hotels — you'll find them all here. With Expedia, you can shape your Province of Arezzo travel package your way. All you have to do is work out exactly what you need. Once you've made your booking, you can add extras like tours and activities. The more you bundle, the bigger the savings!
What should I know before booking a Province of Arezzo travel package?
Get set to save with an Expedia travel package. Bundle your flights, rental cars and hotels and be rewarded with fabulous discounts. Hotels aren't your only choice, however. We've got beachside villas, creek-side mountain cabins and even castles and houseboats!
Can I choose my airline with a Province of Arezzo Expedia vacation package?
You certainly can. We have more than 550 airline partners globally, so choose the carrier that best fits your budget needs.
If I'm not able to travel, can I cancel my Province of Arezzo vacation package?
Because we understand life can throw you a few curveballs, the answer is yes. To learn more, check out our Customer Service Portal. But generally speaking, if you've made your booking in the last 24 hours, you may be able to change or cancel it for free. Your airline, hotel or car rental company may impose a fee if you made your booking a while ago.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.