Discover a selection of 8,000 vacation rentals in Province of Arezzo, IT that are perfect for your trip. Whether you’re traveling with friends, family, or even pets, Vrbo vacation homes have the best amenities for hanging out with the people that matter most, including swimming pools and private pools. Prices start at $62 per night, and houses and villas are popular options for a stay in Province of Arezzo. Either way, you'll find a rental for everyone's needs.
Top rated rentals — Province of Arezzo
Destination guide

Vineyards and villages in Province of Arezzo

With its medieval basilica, grand piazza and lavish Medici fortress, Arezzo is one of Italy's most striking cities. As well as a cosmopolitan capital, Province of Arezzo is strewn with rolling vineyards, hilltop villages and verdant valleys. Not to mention the kind of scenery that made "Under the Tuscan Sun" film scouts swoon. Want to venture beyond Florence, Siena and Pisa? From romantic stone farmhouses in the countryside to elegant urban apartments, Province of Arezzo vacation rentals promise an unforgettable stay in this captivating pocket of Tuscany.

Things to do

Sip your way through Arezzo's Chianti winemaking region

While the Sistine Chapel tends to steal the spotlight, the Cappella Bacci is home to one of Italy's most treasured works – the Legend of the True Cross frescoes. Piero della Francesca painted the cycle in the 1400s and continues to captivate art aficionados with his early-Renaissance masterpiece. Province of Arezzo also cradles a portion of Italy's legendary Chianti winemaking region. Sipping your way through historic vineyards is a fantastic way to spend the day. Why not pick up a bottle of Chianti and enjoy a private tasting session on the terrace of your Arezzo vacation rentals villa?


Hunting for treasures in Province of Arezzo

Arezzo, the province's imposing capital, is a natural starting point. The historic center is anchored by Piazza Grande, which hosts the Fiera Antiquaria fair on the first weekend of each month. With more than 500 stalls spilling out into the square, you're bound to find a treasure you love. Like the rest of Italy, Arezzo knows a thing or 2 about how to tantalize the palate. In the hilltop town of Cortona, Province of Arezzo vacation rentals give you the freedom to stock up on local produce and prepare your own Tuscan feasts.


Tuscan sunshine in Province of Arezzo

Like most of Italy, summer is high season in Province of Arezzo. Expect lashings of Tuscan sunshine and warm temperatures that hover around the 80s. In the countryside, Province of Arezzo vacation rentals keep things cool with sparkling swimming pools and breezy terraces. Throw in stunning mountain views and you'll find it hard to tear yourself away. Thanks to its sultry Tuscan climate, spring and fall are still beautiful times to visit. Winter brings cold weather and rainfall to the Province of Arezzo, though, if you want Tuscany all to yourself, it can be a rewarding time to visit.

Natural features

Valley hopping in Province of Arezzo

Characterized by rolling mountains and picturesque valleys, Province of Arezzo is an enchanting introduction to Tuscany. The oval-shaped Casentino Valley cuts through the landscape, bordered by gentle slopes that form the Apennines and Pratomagno ranges. Equally as enchanting is Valdichiana, another fertile valley that champions food, wine and a laidback pace. Arezzo is also home to a slither of the Chianti winemaking region, known for its lush vineyards and silvery olive groves.

How many vacation rentals are available around Province of Arezzo, IT?

Our 2021 property listings offer a large selection of 7,576 vacation rentals around Province of Arezzo. From 4,266 house rentals to 2,588 villa rentals, find a unique house rental for you to enjoy a memorable holiday or a weekend with your family and friends.

What are the most popular destinations to visit in Province of Arezzo?

There are many lovely places to stay for a holiday trip or just for a weekend in Province of Arezzo. From Vrbo travelers, the top most popular destinations to visit are:

  • Cortona: 3,541 vacation rentals
  • Arezzo: 3,555 vacation rentals
  • Castiglion Fiorentino: 2,768 vacation rentals
  • Bucine: 2,261 vacation rentals
  • Loro Ciuffenna: 1,775 vacation rentals

And Vrbo offers you the chance to discover many other popular destinations in Province of Arezzo! Please use our search bar to access the selection of vacation rentals available in other popular destinations.

What are the main cities to discover in Province of Arezzo?

Whether you're traveling with family or friends, here are the cities with the largest selection of vacation rentals for a holiday trip or just for a weekend in Province of Arezzo:

  • Cortona: 3,541 rentals
  • Arezzo: 3,555 rentals
  • Castiglion Fiorentino: 2,768 rentals
  • Bucine: 2,261 rentals
  • Loro Ciuffenna: 1,775 rentals

For other cities, please use our search bar to access the selection of vacation rentals available.

Near which points of interest can I spend my holidays in Province of Arezzo?

Vrbo offers a large selection of rentals near lovely places in Province of Arezzo. From Vrbo travelers, the top most popular points of interest to stay for a holiday trip or just for a weekend are:

  • Farneta Abbey: 4,550 rentals
  • Valdichiana Outlet Village: 4,632 rentals
  • San Luciano Winery: 4,817 rentals
  • Mulino Ad Acqua: 3,474 rentals
  • Rocca di Marciano: 4,721 rentals

But there are many other points of interest around Province of Arezzo listed on Vrbo where you can find your place to stay. Just write your wanted destination in our search bar and have a look at our selection.

Explore destinations around Province of Arezzo

3,541 vacation rentals
3,555 vacation rentals
Castiglion Fiorentino
2,768 vacation rentals
2,261 vacation rentals
Loro Ciuffenna
1,775 vacation rentals
806 vacation rentals
1,937 vacation rentals
Monte San Savino
2,772 vacation rentals
Civitella in Val di Chiana
2,173 vacation rentals
2,642 vacation rentals
1,166 vacation rentals
Terranuova Bracciolini
2,012 vacation rentals
Foiano della Chiana
2,415 vacation rentals
1,024 vacation rentals
Castelfranco Piandisco
1,643 vacation rentals
575 vacation rentals
2,043 vacation rentals
965 vacation rentals
906 vacation rentals
493 vacation rentals