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Tuscany Villas In Arezzo

One of the most prosperous cities in both Tuscany and the whole of Italy, Arezzo is distinguished not only by its beauty, but by its outstanding collection of important Renaissance art and architecture. Piero della Francesca's frescoes in the church of San Francesco are virtually without rival.   Continue >

Displaying 1 to 30 of 61 villas
Save $496 Photo of Tuscany Villa with Four Bedrooms all with En Suite Baths
  • min $3,000/wk
  • max $4,961/wk
  • min $2,700/wk
  • max $4,465/wk
  • Min Stay: 7 days
Sleeps 8 to 10 people
  • 4 double bedrooms
  • 7 bathrooms
  • Independent House
  • Swimming Pool
  • Washing Machine
  • Maid Service
** Save up to $496 when you book by Dec-20-2018**
" Truly excellent. The only thing that could have been better would have been the weather...." - James
Save $205 Photo of Cozy Cortona Villa in the Countryside
  • min $1,307/wk
  • max $2,054/wk
  • min $1,176/wk
  • max $1,849/wk
  • Min Stay: 7 days
Sleeps 4 people
  • 2 double bedrooms
  • 1 bathrooms
  • Independent House
  • Swimming Pool
  • Washing Machine
  • Maid Service
** Save up to $205 when you book by Dec-20-2018**
" Wonderful. We absolutely loved our week at the villa. The villa itself is sweet. Up the mountain from Cortona, the villa has beautiful views of the surrounding ..." - Stephen
Save $375 Photo of Villa with Pool Near Cortona in the Valdichiana
  • min $2,941/wk
  • max $3,754/wk
  • min $2,647/wk
  • max $3,379/wk
  • Min Stay: 7 days
Sleeps 8 people
  • 4 double bedrooms
  • 3 bathrooms
  • Independent House
  • Swimming Pool
  • Washing Machine
  • Maid Service
  • Air Conditioning
** Save up to $375 when you book by Dec-20-2018**
" Extremely satisfying. Very relaxing, so peaceful and the views are spectacular. ..." - Austin
Save $511 Photo of Large Villa with Pool Near Arezzo
  • min $1,637/wk
  • max $5,110/wk
  • min $1,473/wk
  • max $4,599/wk
  • Min Stay: 7 days
Sleeps 10 people
  • 5 double bedrooms
  • 5 bathrooms
  • Independent House
  • Swimming Pool
  • Washing Machine
  • Maid Service
** Save up to $511 when you book by Dec-20-2018**
" Amazing. Loved every aspect of it. ..." - Candy
Save $273 Photo of Villa Rental Very Close to Cortona
  • min $1,680/wk
  • max $2,730/wk
  • min $1,512/wk
  • max $2,457/wk
  • Min Stay: 7 days
Sleeps 6 people
  • 3 double bedrooms
  • 2 bathrooms
  • Independent House
  • Swimming Pool
  • Washing Machine
** Save up to $273 when you book by Dec-20-2018**
" We all had an absolutely fabulous time. The villa was delightful , even better than I had hoped . It was extremely comfortable , full of atmosphere and in a gre..." - Julianne
Save $683 Photo of Large Farmhouse with Grounds and Pool in the Arezzo Area
  • min $4,900/wk
  • max $6,825/wk
  • min $4,410/wk
  • max $6,143/wk
  • Min Stay: 7 days
Sleeps 12 people
  • 6 double bedrooms
  • 7 bathrooms
  • Independent House
  • Swimming Pool
  • Washing Machine
  • Maid Service
** Save up to $683 when you book by Dec-20-2018**
" Loved everything. More than I had ever expected...." - Marianne
Save $728 Photo of Rustic Cortona Countryside Villa and Cottage with Views, Pool, Near Town, Restaurants, and Train Station
  • min $5,040/wk
  • max $7,280/wk
  • min $4,536/wk
  • max $6,552/wk
  • Min Stay: 7 days
Sleeps 12 people
  • 1 single bedrooms
  • 5 double bedrooms
  • 5 bathrooms
  • Independent House
  • Swimming Pool
  • Washing Machine
  • Air Conditioning
** Save up to $728 when you book by Dec-20-2018**
Save $389 Photo of Villa Rental in Tuscany, Camucia
  • min $765/wk
  • max $3,891/wk
  • min $689/wk
  • max $3,502/wk
  • Min Stay: 7 days
Sleeps 6 people
  • 3 double bedrooms
  • 3 bathrooms
  • Independent House
  • Swimming Pool
  • Washing Machine
  • Air Conditioning
** Save up to $389 when you book by Dec-20-2018**
Save $580 Photo of Villa with pool near Cortona
  • min $3,402/wk
  • max $5,803/wk
  • min $3,062/wk
  • max $5,223/wk
  • Min Stay: 7 days
Sleeps 10 people
  • 5 double bedrooms
  • 5 bathrooms
  • Independent House
  • Swimming Pool
  • Washing Machine
  • Maid Service
  • Air Conditioning
** Save up to $580 when you book by Dec-20-2018**
" Lovely property with beautiful views. The owner was very nice and helpful. We used his cook, Ada, one night and that was fabulous. ..." - Joyce
Save $130 Photo of Apartment in Center of Cortona near Shops
  • min $915/wk
  • max $1,301/wk
  • min $824/wk
  • max $1,171/wk
  • Min Stay: 7 days
Sleeps 4 people
  • 2 double bedrooms
  • 1 bathrooms
  • Washing Machine
  • Maid Service
  • Air Conditioning
** Save up to $130 when you book by Dec-20-2018**
" We had a lovely time in the apartment and in Cortona. The property was comfortable, clean, and furnished nicely. The streets are steep in Cortona, so it's a bi..." - Linda
  • min $727/wk
  • max $948/wk
  • min $654/wk
  • max $853/wk
  • Min Stay: 7 days
Sleeps 2 to 3 people
  • 1 double bedrooms
  • 1 bathrooms
  • Washing Machine
  • Maid Service
  • Air Conditioning
** Save up to $95 when you book by Dec-20-2018**
" Prefect! Everything that I had expected and much, much more!..." - Linda
Save $604 Photo of Lakeview Tuscan countryside property has pool, gardens, wine cellar!
  • min $4,025/wk
  • max $6,038/wk
  • min $3,623/wk
  • max $5,434/wk
  • Min Stay: 7 days
Sleeps 10 people
  • 5 double bedrooms
  • 7 bathrooms
  • Independent House
  • Swimming Pool
  • Washing Machine
  • Air Conditioning
** Save up to $604 when you book by Dec-20-2018**
Save $113 Photo of Apartment Rental in Cortona Center
  • min $839/wk
  • max $1,125/wk
  • min $755/wk
  • max $1,013/wk
  • Min Stay: 7 days
Sleeps 3 people
  • Studio and/or Loft
  • 1 bathrooms
  • Washing Machine
  • Maid Service
** Save up to $113 when you book by Dec-20-2018**
" We had great neighbours, important as we sat opposite each other outside. Inside was very dark and not much light...." - Geoff
Save $245 Photo of Apartment Overlooking the Rooftops of the Ancient Town of Cortona
  • $2,450/wk
  • $2,205/wk
  • Min Stay: 7 days
Sleeps 6 people
  • 3 double bedrooms
  • 2 bathrooms
  • Washing Machine
** Save up to $245 when you book by Dec-20-2018**
" We had a wonderful time and Ivan couldn't have been more helpful and kind...." - Anne
Save $680 Photo of Private Italian Luxury Villa Near Historic Cortona
  • min $4,481/wk
  • max $6,804/wk
  • min $4,033/wk
  • max $6,124/wk
  • Min Stay: 7 days
Sleeps 8 people
  • 4 double bedrooms
  • 4 bathrooms
  • Independent House
  • Swimming Pool
  • Washing Machine
  • Maid Service
  • Air Conditioning
** Save up to $680 when you book by Dec-20-2018**
" Great...." - Ed
Save $233 Photo of Charming Farmhouse with a Private Courtyard in Cortona
  • min $1,960/wk
  • max $2,334/wk
  • min $1,764/wk
  • max $2,101/wk
  • Min Stay: 7 days
Sleeps 6 people
  • 3 double bedrooms
  • 2 bathrooms
  • Independent House
  • Washing Machine
** Save up to $233 when you book by Dec-20-2018**
" The overall experience was very good, however it is not for people who are not physically fit. You are either going up a steep hill or down a steep hill. It was ..." - Ellen
  • min $727/wk
  • max $948/wk
  • min $654/wk
  • max $853/wk
  • Min Stay: 7 days
Sleeps 1 to 2 people
  • 1 single bedrooms
  • 1 bathrooms
  • Washing Machine
  • Maid Service
  • Air Conditioning
** Save up to $95 when you book by Dec-20-2018**
" It was amazing!..." - Hannah
Save $1,050 Photo of Ancient Castle in Tuscany
  • min $5,627/wk
  • max $10,496/wk
  • min $5,064/wk
  • max $9,446/wk
  • Min Stay: 7 days
Sleeps 16 to 20 people
  • 8 double bedrooms
  • 8 bathrooms
  • Independent House
  • Swimming Pool
  • Washing Machine
  • Maid Service
  • Air Conditioning
** Save up to $1,050 when you book by Dec-20-2018**
" This was our annual family vacation so the important parts of the experience had more to do with the people than the place. ..." - Lara
Save $419 Photo of Spacious Family Villa in Tuscany with Private Pool
  • min $2,129/wk
  • max $4,187/wk
  • min $1,916/wk
  • max $3,768/wk
  • Min Stay: 7 days
Sleeps 8 to 11 people
  • 4 double bedrooms
  • 3 bathrooms
  • Independent House
  • Swimming Pool
  • Washing Machine
  • Maid Service
** Save up to $419 when you book by Dec-20-2018**
" The villa was beautiful and the owners couldn't have been nicer...." - Nanci
Save $189 Photo of Private Italian Cottage Located Near Historical Cortona
  • min $1,191/wk
  • max $1,891/wk
  • min $1,072/wk
  • max $1,702/wk
  • Min Stay: 7 days
Sleeps 2 to 4 people
  • 2 double bedrooms
  • 1 bathrooms
  • Independent House
  • Swimming Pool
  • Washing Machine
  • Maid Service
  • Air Conditioning
** Save up to $189 when you book by Dec-20-2018**
" Very good! ..." - Randy
Save $280 Photo of Villa Within Walking Distance of Cortona
  • min $2,625/wk
  • max $2,800/wk
  • min $2,363/wk
  • max $2,520/wk
  • Min Stay: 7 days
Sleeps 8 people
  • 4 double bedrooms
  • 4 bathrooms
  • Independent House
  • Washing Machine
** Save up to $280 when you book by Dec-20-2018**
" Wow!! What an incredibly beautiful residence! We thoroughly enjoyed our stay within the walled city of Cortona. The villa is quite beautiful and has a breathtak..." - Catherine
Save $258 Photo of Charming Cottage Near Cortona
  • min $1,974/wk
  • max $2,581/wk
  • min $1,777/wk
  • max $2,323/wk
  • Min Stay: 7 days
Sleeps 4 people
  • 2 double bedrooms
  • 2 bathrooms
  • Independent House
  • Swimming Pool
  • Washing Machine
** Save up to $258 when you book by Dec-20-2018**
" Very relaxing, very restful and love the pool!..." - John
Save $569 Photo of Villa in Tuscany in a Small Village
  • min $4,622/wk
  • max $5,689/wk
  • min $4,160/wk
  • max $5,120/wk
  • Min Stay: 7 days
Sleeps 9 to 10 people
  • 1 single bedrooms
  • 4 double bedrooms
  • 4 bathrooms
  • Independent House
  • Swimming Pool
  • Washing Machine
  • Maid Service
** Save up to $569 when you book by Dec-20-2018**
" We had a great time on our holiday. The villa is unique, which presents some challenges, but offers an authentic experience...." - Rob
Save $283 Photo of Tuscany Farmhouse with a Private Pool
  • min $1,601/wk
  • max $2,833/wk
  • min $1,441/wk
  • max $2,550/wk
  • Min Stay: 7 days
Sleeps 6 to 7 people
  • 3 double bedrooms
  • 2 bathrooms
  • Swimming Pool
  • Washing Machine
  • Maid Service
** Save up to $283 when you book by Dec-20-2018**
" The location of the property was superb. Overall experience was a positive one. The owners, Rita and Roberto, were helpful and delightful...." - Trudy
Save $490 Photo of Beautiful Villa in Tuscany Close to Cortona
  • min $3,500/wk
  • max $4,900/wk
  • min $3,150/wk
  • max $4,410/wk
  • Min Stay: 7 days
Sleeps 10 to 13 people
  • 5 double bedrooms
  • 4 bathrooms
  • Independent House
  • Swimming Pool
  • Washing Machine
  • Maid Service
  • Air Conditioning
** Save up to $490 when you book by Dec-20-2018**
" Magical and beyond anything we could have dreamed. ..." - Dottie
Save $1,181 Photo of Villa with Pool and 2 Guesthouses for a Group in Eastern Tuscany
  • min $6,843/wk
  • max $11,808/wk
  • min $6,159/wk
  • max $10,627/wk
  • Min Stay: 7 days
Sleeps 13 to 20 people
  • 7 double bedrooms
  • 8 bathrooms
  • Independent House
  • Swimming Pool
  • Washing Machine
  • Air Conditioning
** Save up to $1,181 when you book by Dec-20-2018**
" Wonderful! We had a group of 15, and everyone agrees that this villa and hostess are superior. We were there two weeks, and each day was better than the one before..." - Pamela
Save $769 Photo of Large Villa with a Private Pool in Tuscany Near a Train to Arezzo
  • min $1,812/wk
  • max $7,693/wk
  • min $1,631/wk
  • max $6,924/wk
  • Min Stay: 7 days
Sleeps 17 to 18 people
  • 1 single bedrooms
  • 8 double bedrooms
  • 5 bathrooms
  • Independent House
  • Swimming Pool
  • Washing Machine
  • Maid Service
** Save up to $769 when you book by Dec-20-2018**
" The villa was beautiful. Overall we had a wonderful time. ..." - Lauren
Save $560 Photo of Lovely Villa with Countryside Views of Tuscany
  • min $2,669/wk
  • max $5,603/wk
  • min $2,402/wk
  • max $5,043/wk
  • Min Stay: 7 days
Sleeps 10 people
  • 5 double bedrooms
  • 5 bathrooms
  • Independent House
  • Swimming Pool
  • Washing Machine
  • Air Conditioning
** Save up to $560 when you book by Dec-20-2018**
" Absolutely amazing!! It was dream vacation at the most beautiful and comfortable villa. ..." - Kimura
Save $875 Photo of Tuscan Villa with Private Pool and Cottage Near Cortona
  • min $5,600/wk
  • max $8,750/wk
  • min $5,040/wk
  • max $7,875/wk
  • Min Stay: 7 days
Sleeps 14 people
  • 7 double bedrooms
  • 6 bathrooms
  • Independent House
  • Swimming Pool
  • Washing Machine
  • Maid Service
  • Air Conditioning
** Save up to $875 when you book by Dec-20-2018**
Save $1,120 Photo of Villa with Pool in Eastern Tuscany
  • min $6,347/wk
  • max $11,202/wk
  • min $5,712/wk
  • max $10,082/wk
  • Min Stay: 7 days
Sleeps 7 to 12 people
  • 4 double bedrooms
  • 5 bathrooms
  • Independent House
  • Swimming Pool
  • Washing Machine
  • Air Conditioning
** Save up to $1,120 when you book by Dec-20-2018**
 
Displaying 1 to 30 of 61 villas

If jewelry happens to be on your shopping list, then you've come to the right place: Arezzo has long been known for its jewelry industry. Whether you're staying to the north or the south of Arezzo, day trips abound. Easy day trips include Cortona, Montepulciano, Siena, and the heart of Chianti Classico. If you're craving the coast, Maremma and the Argentario Coast are also within striking distance..