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.


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.

Where to stay around Province of Arezzo?

Our 2019 property listings offer a large selection of 4,199 vacation rentals near Province of Arezzo. From 685 Houses to 1,631 Villas, find a unique house rental for you to enjoy a memorable stay with your family and friends. The best places to stay near Province of Arezzo for a holiday or a weekend are on HomeAway.

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 HomeAway travelers, the most popular destinations to visit are:

  • Cortona: 3,883 vacation rentals
  • Arezzo: 3,756 vacation rentals
  • Anghiari: 1,195 vacation rentals
  • Castiglion Fiorentino: 2,887 vacation rentals
  • Poppi: 894 vacation rentals

And HomeAway 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: 3,883 rentals
  • Arezzo: 3,756 rentals
  • Anghiari: 1,195 rentals
  • Castiglion Fiorentino: 2,887 rentals
  • Poppi: 894 rentals

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

Can I find easy-access vacation rentals when traveling by plane to Province of Arezzo?

Yes of course. Our owners offer a large selection of vacation rentals near airports. The airports with a large selection of vacation rentals in Province of Arezzo are:

  • Firenze Airport (FLR): 8,221 vacation rentals
  • Ampugnano Airport (SAY): 4,509 vacation rentals
  • Rimini Airport (RMI): 979 vacation rentals

For other airports, 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?

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

  • San Luciano Winery: 5,255 rentals
  • Terontola-Cortona Station: 4,815 rentals
  • Sienese Gate: 4,999 rentals
  • Camucia-Cortona Station: 4,856 rentals
  • Farneta Abbey: 5,011 rentals

But there are many other points of interest around Province of Arezzo listed on HomeAway 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

3,883 vacation rentals
3,756 vacation rentals
1,195 vacation rentals
Castiglion Fiorentino
2,887 vacation rentals
894 vacation rentals
2,170 vacation rentals
2,318 vacation rentals
2,982 vacation rentals
Monte San Savino
2,979 vacation rentals
Caprese Michelangelo
657 vacation rentals
959 vacation rentals
591 vacation rentals
1,595 vacation rentals
937 vacation rentals
937 vacation rentals
Castiglion Fibocchi
1,342 vacation rentals
1,839 vacation rentals
Foiano della Chiana
2,614 vacation rentals
Pergine Valdarno
1,846 vacation rentals
1,955 vacation rentals