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.

Cortona

Cortona
Ultra High Resolution 15K Panorama of Piazza Grande in Arezzo — Iconic Medieval and Renaissance Square with No People, Scenic Architecture in Tuscany Italy

Arezzo

Arezzo

Top Province of Arezzo Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Aurum Uffizi

Aurum Uffizi

Historic Centre of Florence
CA $1,467
per person
Oct 19 - Oct 24
found 1 day ago
Roundtrip non-stop flight included
Montreal (YMQ) to Florence (FLR)
7.6/10 Good! (1,003 reviews)
excellent location, clean and staff helpful

Reviewed on Aug 23, 2026

Eden Rock Resort

Eden Rock Resort

CA $2,757
per person
Oct 6 - Oct 15
found 5 hours ago
Roundtrip flight included
Montreal (YUL) to Florence (FLR)
9.8/10 Exceptional! (109 reviews)
This was a beautiful property about 10 mins away from Florence. You get the beauty of Tuscany without having to go too far. The hotel only has 12 rooms and everyone knows you by name. We traveled with 2 kids and the rooms were very spacious. Staff are wonderful, Onsite restaurant was great. Views were breathtaking. We didn't have a car, and the hotel was able to help us with cabs easily. Service was excellent and we would highly recommend this hotel!

Reviewed on Jul 18, 2026

Grand Hotel Cavour

Grand Hotel Cavour

Historic Centre of Florence
CA $2,470
per person
Nov 16 - Nov 27
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Florence (FLR)
9.2/10 Wonderful! (1,001 reviews)
Great hotel. Location was amazing, rooms were nice, and rooftop bar had an amazing view of the Duomo. Highly recommend.

Reviewed on Aug 30, 2026

L'Andana

L'Andana

CA $3,109
per person
Oct 12 - Oct 19
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Florence (FLR)
9.4/10 Exceptional! (93 reviews)
What a great experience, the hotel was excellent all the way around

Reviewed on Aug 17, 2026

The Moon Boutique Hotel & Spa

The Moon Boutique Hotel & Spa

Historic Centre of Florence
CA $1,579
per person
Nov 1 - Nov 8
found 18 hours ago
Roundtrip flight included
Toronto (YTO) to Florence (FLR)
9.6/10 Exceptional! (584 reviews)
All the staff were amazing and helpful! The kitchen staff for breakfast catered for all out needs. The spa was excellent too and I’d highly recommended this hotel to anyone. It’s in a Great location with good links to the airport and tourist spots across the city.

Reviewed on Aug 29, 2026

Province of Arezzo Hotel Deals

Villa di Piazzano - Small Luxury Hotel of the World

Villa di Piazzano - Small Luxury Hotel of the World

Localita Piazzano, C.P. 6 Cortona AR
CA $884
CA $985 total
Sep 2 - Sep 3
includes taxes & fees
9.8/10 Exceptional! (245 reviews)
"Staff was helpful , and the room was clean. The Antica Casina di Caccia dining with wine pairing was absolutely amazing. Also took some great pictures in the garden. The breakfast was nice too."

Reviewed on Aug 17, 2026

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

Monastero di Cortona Hotel & Spa

Via del Salvatore Cortona AR
Fully refundableReserve now, pay when you stay
CA $490
CA $552 total
Sep 13 - Sep 14
includes taxes & fees
10/10 Exceptional! (319 reviews)
"The hotel was amazing and the staff very friendly and helpful. The breakfast was spectacular. we really enjoyed ourselves at this hotel and in the city of Cortona."

Reviewed on Aug 30, 2026

Monastero di Cortona Hotel & Spa
Il Falconiere - Relais e Chateaux

Il Falconiere - Relais e Chateaux

Localita San Martino 370 Cortona AR
CA $777
CA $868 total
Sep 29 - Sep 30
includes taxes & fees
Il Falconiere - Relais e Chateaux
See all 4,212 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.

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 $1,467. 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 building with multiple flags and a tower.

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.
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A historic stone church on a hill surrounded by autumn-colored trees.

Sanctuary of La Verna

9.4/10 (19 reviews)
Learn about the local history of Chiusi della Verna with a stop at Sanctuary of La Verna. Amble around the area's forest or visit its spas.
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A detailed stone carving of a religious scene within an ornate Gothic arch.

Cathedral of Saints Peter and Donato

9.2/10 (174 reviews)
Marvel at exquisite stained-glass windows and stunning frescos in this historic hilltop church, which overlooks the Tuscan city of Arezzo.
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Valdichiana Outlet Village

8.8/10 (60 reviews)
You can find the perfect gifts to bring home at Valdichiana Outlet Village during your trip to Foiano della Chiana. While you're here, you can savor the wineries.
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Arezzo Equestrian Centre

9.0/10 (54 reviews)
You can take time to visit Arezzo Equestrian Centre during your travels to San Zeno. Discover the area's countryside and wineries.
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Villa Bramasole

9.2/10 (20 reviews)
You can learn about the history of Cortona with a trip to Villa Bramasole. You can enjoy the wineries while in the area.
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Camaldoli Hermitage

8.8/10 (6 reviews)
Find out about the history of Poppi when you spend time at Camaldoli Hermitage. Amble around the area's forest or visit its spas.
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Basilica of San Francesco

9.2/10 (216 reviews)
You can study the exhibits at Basilica of San Francesco, a museum with a story of its own, during your travels to Arezzo. Experience the museums and festivals in this walkable area.
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What to do in Province of Arezzo

Tasting Tour in One of The Most Beautiful Cellars in the World

Tasting Tour in One of The Most Beautiful Cellars in the World

CA $53
per adult
100% of travellers recommend
Tasting Tour in One of The Most Beautiful Cellars in the World
3 Regions in 1 Day from Rome with Tuscany Wine Tasting & Lunch

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

CA $136
per adult
98% of travellers recommend
From Rome: Bagnoregio & Orvieto Day Trip with Tuscany Wine Tasting & Lunch
Siena Small group Cooking Class in a Chianti Farm

Siena Small group Cooking Class in a Chianti Farm

CA $142
per adult
Siena Small group Cooking Class in a Chianti Farm
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.