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

A hillside town with historic buildings, a church, and vineyards.
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Cortona

Cortona
A historic square with a prominent tower, a church with a bell tower, and a café area.
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Arezzo

Arezzo

Top Province of Arezzo Vacation Deals

Price found within the past 48 hours. Click for updated prices.
The Moon Boutique Hotel & Spa

The Moon Boutique Hotel & Spa

4 out of 5
Historic Centre of Florence
Price was CA $1,766, price is now CA $1,314 per person
CA $1,314
per person
Dec 10 - Dec 15
found 11 hours ago
Roundtrip flight included
Toronto (YTO) to Florence (FLR)
9.6/10 Exceptional! (612 reviews)
Everything was wonderful about our stay at The Moon Hotel and Spa. The room was beautiful and clean, the staff were friendly and helpful and it was a great location for sightseeing in Florence. We especially appreciated the very generous breakfast that was always served efficiently and with a smile. We would definitely stay again.

Reviewed on Oct 23, 2026

Eurostars Florence Boutique

Eurostars Florence Boutique

4 out of 5
Historic Centre of Florence
Save 100% on your flight
Price was CA $2,890, price is now CA $1,829 per person
CA $1,829
per person
Dec 1 - Dec 8
found 3 hours ago
Roundtrip flight included
Ottawa (YOW) to Florence (FLR)
8.6/10 Excellent! (508 reviews)

Aurum Uffizi

Aurum Uffizi

4 out of 5
Historic Centre of Florence
Price was CA $2,170, price is now CA $1,403 per person
CA $1,403
per person
Dec 1 - Dec 8
found 3 hours ago
Roundtrip flight included
Ottawa (YOW) to Florence (FLR)
7.6/10 Good! (1,003 reviews)
El hotel es lindo y limpio… un poco pequeño pero muy céntrico nos gustó mucho … volveremos 👏🌹

Reviewed on Oct 28, 2026

Hotel Duomo Firenze

Hotel Duomo Firenze

3 out of 5
Historic Centre of Florence
Save 100% on your flight
Price was CA $3,533, price is now CA $2,479 per person
CA $2,479
per person
Dec 1 - Dec 8
found 3 hours ago
Roundtrip flight included
Ottawa (YOW) to Florence (FLR)
9.2/10 Wonderful! (1,003 reviews)
Great location, very clean and beautiful views. Staff was very kind and helpful

Reviewed on Oct 28, 2026

Villa Tolomei Hotel & Resort

Villa Tolomei Hotel & Resort

5 out of 5
Oltrarno
Price was CA $2,029, price is now CA $1,499 per person
CA $1,499
per person
Dec 1 - Dec 8
found 3 hours ago
Roundtrip flight included
Ottawa (YOW) to Florence (FLR)
8.8/10 Excellent! (445 reviews)
Beautiful hotel! We didn't realize the pool would be closed when we were there, but otherwise excellent stay.

Reviewed on Oct 13, 2026

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
Get rates
Villa di Piazzano - Small Luxury Hotel of the World
B&B Hotel Arezzo

B&B Hotel Arezzo

3 out of 5
Via Einstein, 4 Arezzo AR
Fully refundableReserve now, pay when you stay
The price is CA $80 per night from Nov 8 to Nov 9
CA $80
CA $97 total
Nov 8 - Nov 9
includes taxes & fees
B&B Hotel Arezzo
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 $363 per night from Nov 29 to Nov 30
CA $363
CA $405 total
Nov 29 - Nov 30
includes taxes & fees
10/10 Exceptional! (361 reviews)
"Excellent stay at a gorgeous property The staff are amazing, especially carmine, the front desk manager. Our second time here and we WILL be back Saluti"

Reviewed on Oct 28, 2026

Monastero di Cortona Hotel & Spa
See all 4,186 properties in Province of Arezzo
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.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
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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 $1,314. 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.

Stay near popular Province of Arezzo attractions

A historic square with a prominent church, a bell tower, and an arched building.

Piazza Grande

9.4/10 (160 reviews)
See the city’s famous annual medieval jousting festival in this sloping red-brick plaza, which houses some of Arezzo’s most historic buildings.
See properties

What to do in Province of Arezzo

Chianti Wine and Food Safari

SMALL-GROUP Wine Safari: Tuscany Wine Tasting Tour from Florence

CA $206
per adult
100% of travellers recommend
SMALL-GROUP Wine Safari: Tuscany Wine Tasting Tour from Florence
3 Regions in 1 Day from Rome with Tuscany Wine Tasting & Lunch

From Rome: Bagnoregio & Orvieto Day Trip with Tuscany Wine Tasting & Lunch

CA $189
per adult
98% of travellers recommend
From Rome: Bagnoregio & Orvieto Day Trip with Tuscany Wine Tasting & Lunch
Montepulciano Wine Tasting in the Tuscan Countryside

Montepulciano Wine Tasting in the Tuscan Countryside

CA $40
per adult
Montepulciano Wine Tasting in the Tuscan Countryside
See all activities in Province of Arezzo
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.