Province of Arezzo Vacations & Trips from $1,265

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to $2,000 when you book a flight and hotel together*

  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package

  • Rest easy

    Plan, book, and manage your trip all in one place

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 travelers 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 destinations in Province of Arezzo

FlightsFlightsHotelsHotels

Cortona

Cortona

The Latest Province of Arezzo Vacation Packages

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

Aurum Firenze

4 out of 5
Historic Centre of Florence
Price was $1,865, price is now $1,265 per person
$1,265
per person
Jul 12 - Jul 18
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Florence (FLR)
7.6/10 Good! (1,008 reviews)
Front desk staff are helpful. Breakfast room attendants are good. Food is average.

Reviewed on May 6, 2026

Donati Luxury Tower Suites

Donati Luxury Tower Suites

5 out of 5
Historic Centre of Florence
Save 100% on your flight
Price was $6,423, price is now $3,827 per person
$3,827
per person
Jun 22 - Jun 28
found 15 hours ago
Roundtrip non-stop flight included
New York (JFK) to Florence (FLR)
9.8/10 Exceptional! (61 reviews)
Fabulous old building but fully refurbished with modern suites. Only 12 suites, all unique with 2 on each floor. Loads of room. Staff fabulous. Only minus point is there’s no bar or restaurant, but it is located within an area that has literally hundreds on its doorstep. Would definitely stay there again.

Reviewed on Apr 23, 2026

Aurum Uffizi

Aurum Uffizi

4 out of 5
Historic Centre of Florence
Price was $2,231, price is now $1,472 per person
$1,472
per person
Jun 29 - Jul 6
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Florence (FLR)
7.6/10 Good! (1,001 reviews)
Excellent helpful staff let us store our bags in the lobby for a couple of hours after checkout- much appreciated- clean and quiet - central location was walkable to everywhere- and they were very nice to our 6 month old baby

Reviewed on May 2, 2026

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
Save 100% on your flight
Price was $5,757, price is now $3,832 per person
$3,832
per person
Jul 11 - Jul 19
found 1 day ago
Roundtrip non-stop flight included
New York (NYC) to Florence (FLR)
10/10 Exceptional! (17 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

Residenza Florentia

Residenza Florentia

1 out of 5
Historic Centre of Florence
Price was $2,396, price is now $1,643 per person
$1,643
per person
Jun 29 - Jul 6
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Florence (FLR)
8.4/10 Very Good! (49 reviews)
The hotel staff were extremely friendly and highly professional – honestly, I’ve rarely experienced this level of service. The hotel is in a perfect location, right in the city center, which is a huge advantage. Everything was clean, well-maintained, and very comfortable. I would highly recommend this place to anyone looking for quality accommodation.

Reviewed on Apr 6, 2026

Find the Best Province of Arezzo Vacation Packages

Province of Arezzo Essential Information

Language
Italian
Currency
Euros
Local Welcome
Ciao
Local Goodbye
Ciao
Closest Airport
Galileo Galilei Airport (PSA)
Population
76,300
Top Sights
Arezzo Equestrian Centre, Valle dellInferno e Bandella and Poppi Zoo

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
$635 nightly
The price is $708 total per night from May 10 to May 11
$708 total
May 10 - May 11
Total with taxes and fees
9.8/10 Exceptional! (232 reviews)
This is an incredible oasis in the hills of Tuscany. The restaurant is terrific, the rooms are beautiful and the staff is exceptional

Reviewed on Apr 29, 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
$341 nightly
The price is $385 total per night from May 17 to May 18
$385 total
May 17 - May 18
Total with taxes and fees
10/10 Exceptional! (272 reviews)
After a rather "bumpy" start the great hotel manager Flavia and her young & local, a yet commited staff (Mateo, Mathilde, each of them) made my stay at Monastero a place to remember and plan to come back with my family. The building is fantastic, very well referbished with soft shades of white that ...

Reviewed on May 6, 2026

Monastero di Cortona Hotel & Spa
Hotel Continentale

Hotel Continentale

4 out of 5
Piazza Guido Monaco, 7 Arezzo AR
Fully refundableReserve now, pay when you stay
$117 nightly
The price is $141 total per night from May 26 to May 27
$141 total
May 26 - May 27
Total with taxes and fees
8.6/10 Excellent! (470 reviews)
What a great place! Quiet rooms and a wonderful park nearby. It has a fine number of restaurants very close. I would stay here again definitely

Reviewed on May 5, 2026

Hotel Continentale
See all 4,109 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
Kid Friendly Vacations
Kid Friendly Vacations

Frequently asked questions

How much does a Province of Arezzo vacation package cost?
Get set to book, because a trip to Province of Arezzo starts from an affordable $1,265. When you bundle your flights, hotels and more into a package, you'll pick up great deals.
How do I get a cheap travel package to Province of Arezzo?
Browse and book everything all in one place with our Province of Arezzo vacation packages. You'll discover bargains on flights, hotels, tours and more that'll keep your budget happy and adventurous side satisfied. And, with more than 550 air carriers and 1,000,000 hotel options around the world to select from, you have countless opportunities to mix and match as you want.
What are the top hotels in Province of Arezzo?
For properties in Cortona with comfy beds and friendly service, you can't go past Monastero di Cortona Hotel & Spa and Hotel San Michele. If you're visiting Bucine as well, you'll get a good night's sleep at Hotel Borgo di Cortefreda Relais or Villa I Barronci Resort & Spa.
How far in advance should I book my Province of Arezzo vacation?
It can be hard to know exactly when is the perfect time to book your Province of Arezzo trip. But typically the earlier you book, the better the prices. In some cases, you can secure your flights and hotels nearly a year prior to your departure date. If you're thinking of a last-minute getaway, no need to fret! There are plenty of fantastic bargains featured on Expedia all the time.
What does an Expedia Province of Arezzo travel package include?
You can select from a combination of hotels, flights and rental cars. Once you've made your booking, you can add the fun stuff like activities and experiences. Want to pick your fare class? That's also possible. The choice is yours when it comes to creating your perfect Province of Arezzo escape.
What should I know before booking a Province of Arezzo travel package?
You can save a tidy sum by combining your flights, hotels and rental cars. Once you've made your booking, add on fun stuff like sightseeing tours or experiences. Your next awesome adventure is only a few clicks away.
Can I choose my airline with a Province of Arezzo Expedia vacation package?
Most definitely. We offer more than 550 airlines throughout the world, so you can design your Province of Arezzo adventure according to your budget and style.
Does Expedia offer Book Now, Pay Later Province of Arezzo vacation packages?
With one of our vacation packages, you can customize both your trip and a payment schedule. Expedia can help reduce financial stress relating to your travel with a Book Now, Pay Later booking, thanks to our proud partnership with online lender Affirm. That way, all you have to concentrate on is packing to jet off into the sunset.
If I'm not able to travel, can I cancel my Province of Arezzo vacation package?
Whether it's your hotel, flight or rental car, you can cancel or amend it. Booked your Province of Arezzo vacation package in the last 24 hours? You may be able to make changes or cancellations at no cost. If it's been longer than that, you may incur a charge from your hotel, airline or car rental company. For further information, head to our Customer Service Portal. We're here to help you every step of the way.
Explore a world of travel with Expedia

Other vacations you might like

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.