Province of Arezzo Vacations & Trips from $889

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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 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

Cortona featuring a city and farmland
FlightsFlightsHotelsHotels

Cortona

Cortona

The Latest Province of Arezzo Vacation Packages

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
Save 100% on your flight
Price was $1,335, price is now $889 per person
$889
per person
Apr 16 - Apr 20
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Florence (FLR)
9.6/10 Exceptional! (495 reviews)
The spa was wonderful though the jacuzzi could be hotter I think! The only complaint was that the bed wasn’t very comfortable (it was pretty hard) and the pillows were rather flat.

Reviewed on Jan 2, 2026

Aurum Uffizi

Aurum Uffizi

4 out of 5
Historic Centre of Florence
Price was $1,621, price is now $1,048 per person
$1,048
per person
May 4 - May 8
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Florence (FLR)
7.8/10 Good! (1,000 reviews)
This is not a typical hotel where there is a lobby or staff to greet you . Instead it is a set of apartments in a corner building . The person who let us in was awaiting for us at the door at check in. Breakfast was serve in a buffet style . Staff would ask if you would order something else if you like. Continental breakfast is available .Overall it was comfortable and easy to find . Shops and restaurants are all walking distance.

Reviewed on Jan 15, 2026

Aurum Firenze

Aurum Firenze

4 out of 5
Historic Centre of Florence
Price was $1,427, price is now $970 per person
$970
per person
May 4 - May 8
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Florence (FLR)
7.6/10 Good! (1,002 reviews)
Yes, to both questions. Wi-fi needs work.

Reviewed on Feb 7, 2026

25hours Hotel Florence Piazza San Paolino

25hours Hotel Florence Piazza San Paolino

4 out of 5
Historic Centre of Florence
Save 100% on your flight
Price was $2,099, price is now $1,428 per person
$1,428
per person
Apr 26 - May 5
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Florence (FLR)
9.4/10 Exceptional! (927 reviews)
Very detailed decor and very clean!

Reviewed on Jan 5, 2026

Eurostars Florence Boutique

Eurostars Florence Boutique

4 out of 5
Historic Centre of Florence
Price was $1,609, price is now $1,103 per person
$1,103
per person
May 4 - May 8
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Florence (FLR)
8.6/10 Excellent! (476 reviews)
The room was clean and the staff very accommodating. The breakfast was quite sufficient and had a good variety. The location is great. It's a short walk from the square, shopping and from restaurants.

Reviewed on Dec 13, 2025

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
9.8/10 Exceptional! (228 reviews)
Room was wonderful, bathroom spacious and well appointed. Staff amazing and so friendly

Reviewed on Nov 6, 2025

Get rates
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
$321 nightly
The price is $358 total per night from Mar 12 to Mar 13
$358 total
Mar 12 - Mar 13
Total with taxes and fees
9.8/10 Exceptional! (260 reviews)
Everything was great! Lovely hotel

Reviewed on Jan 4, 2026

Monastero di Cortona Hotel & Spa
Il Borro - Relais & Châteaux

Il Borro - Relais & Châteaux

Località Borro, 1 Loro Ciuffenna AR
Fully refundableReserve now, pay when you stay
$418 nightly
The price is $460 total per night from Feb 25 to Feb 26
$460 total
Feb 25 - Feb 26
Total with taxes and fees
9.2/10 Wonderful! (100 reviews)
A one of a kind, unique property amazing cuisine, and the tour we took of the wine cellar was the best I have ever experienced thanks to the helpfulness and knowledge of our guide Sophia

Reviewed on Oct 24, 2025

Il Borro - Relais & Châteaux
See all 4,031 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.
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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 $889. 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.
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.