Discover a selection of 7,000 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 $65 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

Sightseeing in and around Province of Arezzo

Do you want to discover attractions to see while you're in town? Although it can be tempting to stay in your comfortable vacation rental, you'll want to check out everything that makes Province of Arezzo a fun place to get away. These are some of the top attractions to see, all within 30 miles (48.2 km) of the city center:

  • Arezzo Equestrian Centre (4.3 mi / 6.8 km)
  • Villa a Sesta Polo Club (16.6 mi / 26.7 km)
  • Terme Antica Querciolaia (18 mi / 29 km)
  • San Giovanni Terme Rapolano (19.1 mi / 30.8 km)
  • Cantalici Winery (21.1 mi / 34 km)
  • Badia a Coltibuono (21.6 mi / 34.7 km)

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 to get there

Transportation to and around Province of Arezzo

If you prefer to travel by train, Arezzo Station, Arezzo Pescaiola Station and Giovi Station are the main stations in the area.

What are the top vacation rentals in Province of Arezzo?

Whether you're planning your next exciting adventure with friends or a romantic escape with your other half, one of these top vacation rentals in Province of Arezzo is sure to entice you:

  • "Charming Small Villa Near Cortona": If you're searching for someplace in Cortona with 2 bedrooms where you'll feel right at home, consider this escape. Amenities include a living room and a fireplace.
  • "Experience Living In The Heart Of Beautiful Uptown New Orleans": Put your luggage down and your weary feet up at this favorite in Uptown and Carrollton District. It comes with 1 bedroom, a private pool, a porch and more.

For even more great options, use the search bar at the top of the page to find the perfect Province of Arezzo vacation rental for you.

What are the top-rated vacation rentals for weekend getaways in Province of Arezzo?

Give these vacation rentals a gold star! The following weekend getaways in Province of Arezzo have all earned high marks from our very satisfied guests:

  • "Luxury Condo With Spectacular Views": Indulge in a few days of downtime at this cozy retreat in Foiano della Chiana. Along with a chilled-out vibe, it comes with nearby hunting activities and a living room. Eager to explore? Natural attractions including Village Bypass and Telluride Trail are in the vicinity.
  • "Country Cottage / Gite - Capolona": With conveniences including a kitchen and internet services, we promise you'll feel right at home at this Capolona getaway. Outdoorsy folks will love discovering the local sights, like Golf Club Valdichiana and Bosco di Sargiano.

Can I find studio apartments for rent in Province of Arezzo?

There's no shortage of studio apartments in Province of Arezzo. While they obviously don't have the space of a mansion, they pack a punch when it comes to character, convenience and location. Here are a few sought-after options:

  • Stay at "Experience Living In The Heart Of Beautiful Uptown New Orleans" and you'll be perfectly placed to visit cultural attractions like Bryant Galleries and Porché West Gallery. Coffee and tea making facilities and a TV are just two of the amenities at this property in Uptown and Carrollton District.
  • Alternatively, get cozy at "Apartment In Capolona With 1 Bedrooms" which comes with a garden, off-street parking options and more. Located in Capolona, sights like Palazzo Piccolomini and Museo Horne will appeal to your inner culture buff.

Can I find short term rentals in Province of Arezzo?

Short-term rentals come in all shapes, sizes and budgets in Province of Arezzo. Whether you're planning a quick family get-together or a couple of nights with some buddies, Vrbo will help you find the ideal property. Here are a few irresistible options:

  • You'll be near the center of Val di Chiana when you stay at "Luxury Condo With Spectacular Views". Make the most of your quick adventure by visiting the sights around you, starting with Cliffs at Tamarron and Electra Lake.
  • Come for the relaxed atmosphere at "Country Cottage / Gite - Capolona", stay for the exciting sights around it. This getaway in Capolona puts you close to Basilica of San Francesco, Vasari's House and other highlights.

What are the best romantic weekend getaways in Province of Arezzo?

A romantic weekend getaway in Province of Arezzo is sure to rekindle your passion. Light some fancy candles, take your sweetie by the hand and get set to watch the sparks fly at one of these properties:

  • Unleash your inner Casanova at "Charming Small Villa Near Cortona". This Cortona vacation rental is tailor-made for romance, offering amenities like a villa and winery tours to help set the mood.
  • Alternatively, plan a weekend of canoodling at "Experience Living In The Heart Of Beautiful Uptown New Orleans". Air conditioning and shopping facilities add to the dreamy atmosphere of this Uptown and Carrollton District property.

Are there mansions for rent in Province of Arezzo?

Forget lining up at the hotel breakfast bar or competing for a spot in the sauna during your vacation. Rally your favorite people and give your getaway a major upgrade with one of these mansions for rent in Province of Arezzo:

  • Settle in and make the most of all the magnificent things on offer at "Beautiful Mansion In Poppi With Pool" in Poppi. Premium amenities here include a fireplace and a garden.
  • With a fireplace and a swimming pool among its numerous highlights, "Villa Marietta - Mansion In Valdichiana" also promises to make your vacation unforgettable. You'll find this stylish property in Arezzo.

What are the best large group vacation rentals in Province of Arezzo?

If your idea of a dream getaway is to bring all your besties with you, you're going to need a whole lot of space. Luckily, there are many vacation rentals in Province of Arezzo that are suitable for large groups, starting with these sprawling sensations:

  • "Villa Cuculo - Holiday Villa Rental With Swimming Pool In Valdichiana": Featuring 6 bedrooms, this large vacation rental in Arezzo has more than enough room for you and all your besties. Amenities such as a garden and a swimming pool will keep everyone in your group happy.
  • "Private Villa With Hot Tub, Wifi": You'll get your crew's seal of approval at this option in Arezzo which comes with a swimming pool, a fireplace and more. It has 6 bedrooms that will easily sleep any large group.

Are there large vacation rentals that sleep 30 or more in Province of Arezzo?

If you're planning to host a big family getaway or a special event like an anniversary in Province of Arezzo, you won't have to worry about leaving anyone off your invitation list. Vrbo has large vacation rentals that'll fit as many people as you like. Here are some great examples:

  • "Spacious Villa Noble With All The Comfort": This property in Esens has 14 bedrooms and can comfortably accommodate up to 34 people. As well as enough space, it comes with a swimming pool and a kitchen.
  • "Farmhouse Dimore Di Poggianto - Tuscany Retreats For Groups": Located in Pergine Valdarno, this retreat offers amenities like a garden and a swimming pool. It has 14 bedrooms with space for up to 38 guests.

What are the best houses for rent with a pool in Province of Arezzo?

In Province of Arezzo, you'll find lots of house rentals where every day can be a pool day. Having a splashing good time will be your highest priority at one of these popular escapes:

  • The pool at "Beautiful Country House In The Heart Of Tuscany" is guaranteed to add a whole new level of fun to your break. Located in Capolona, this rental house also features a barbecue grill and a kitchen.
  • Read a book beside the water while the kids frolic about at "Gellino - Country House With Private Swimming Pool In Valdichiana". This option in Arezzo comes with a range of features to keep your gang comfortable and content, such as cable/satellite TV services and a kitchen.

What are the best large family vacation rentals in Province of Arezzo?

At Vrbo, we've got places that are big enough to fit your family tree. And if you'd prefer not to invite everybody, just spread out and enjoy the extra space! Here are a couple of our favorite large family vacation rentals in Province of Arezzo:

  • For size, style and function, you can't go wrong with "Luxury Condo, Spectacular Views". Situated in Val di Chiana, this retreat offers 4 bedrooms and amenities like childrens activities and a barbecue grill. It can comfortably sleep up to 10 guests.
  • Alternatively, treat the gang to a few nights or more at "Villa Cuculo - Holiday Villa Rental With Swimming Pool In Valdichiana". This Arezzo fave boasts 6 bedrooms and can easily accommodate 12 people. Stretch out and enjoy handy amenities like a balcony and a garden.

Searching for some entertainment? There are loads of family-friendly attractions in Province of Arezzo to choose from, like Villa Bramasole and Poppi Zoo. Palace of the Lay Fraternity is another favorite with families.

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