A historic European town square with stone buildings, green shutters, and outdoor seating areas.

Province of Arezzo Vacations & Trips from $4,423

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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

The Latest Province of Arezzo Vacation Packages

Price found within the past 48 hours. Click for updated prices.
  • Dec 26 - Jan 1

    Villa Neroli - Place of Charme + Flight

    Coverciano
    5 nights
    4.0 star property
    9.6/10 - Exceptional (737 reviews)
    Roundtrip • Boston (BOS) - Florence (FLR)
    BOS - FLR • 1 stop FLR - BOS • 2 stops
    $6,109
    $4,423
    per traveler
    found 16 hours ago
    Villa Neroli - Place of Charme
  • Dec 26 - Jan 1

    Palazzo Monnalisa + Flight

    Historic Centre of Florence
    5 nights
    5.0 star property
    9.0/10 - Wonderful (815 reviews)
    "Loved my stay! Beautiful room and property!"
    Reviewed November 1, 2026
    Roundtrip • Boston (BOS) - Florence (FLR)
    BOS - FLR • 1 stop FLR - BOS • 2 stops
    $6,878
    $4,911
    per traveler
    found 16 hours ago
    Palazzo Monnalisa
  • Dec 26 - Jan 1

    Palazzo Lorenzo Hotel Boutique & Spa + Flight

    San Lorenzo
    5 nights
    4.0 star property
    9.4/10 - Exceptional (627 reviews)
    Roundtrip • Boston (BOS) - Florence (FLR)
    BOS - FLR • 1 stop FLR - BOS • 2 stops
    $6,339
    $4,550
    per traveler
    found 16 hours ago
    Palazzo Lorenzo Hotel Boutique & Spa
  • Dec 26 - Jan 1

    Hotel Garibaldi Blu + Flight

    Historic Centre of Florence
    5 nights
    4.0 star property
    9.2/10 - Wonderful (934 reviews)
    "Upon arriving at the hotel, the folks at check in were so curtious and kind! The entrance was difficult to find since the address on Expedia doesn’t line up with the actual building number. Our room was expected, but I think it bothered me the mold under the edge of the under mounted tub, as long with the shower head cap that was completely loose from the wall. And the bathroom fan either was broke or not there, so the bathroom had a bit of a moisture smell that was a bit off. The laundry..."
    Reviewed October 25, 2026
    Roundtrip • Boston (BOS) - Florence (FLR)
    BOS - FLR • 1 stop FLR - BOS • 2 stops
    $6,561
    $4,820
    per traveler
    found 16 hours ago
    Hotel Garibaldi Blu
  • Dec 26 - Jan 1

    The Market Urban Hotel + Flight

    Historic Centre of Florence
    5 nights
    4.0 star property
    9.4/10 - Exceptional (1,000 reviews)
    Roundtrip • Boston (BOS) - Florence (FLR)
    BOS - FLR • 1 stop FLR - BOS • 2 stops
    $6,188
    $4,563
    per traveler
    found 16 hours ago
    The Market Urban Hotel

Discover the most popular places to visit in Province of Arezzo

What to do in Province of Arezzo

Province of Arezzo Hotel Deals

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 set to book, because a trip to Province of Arezzo starts from an affordable $4,423. 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.

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