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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 55 villas
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 Aug-31-2019**
" We had a wonderful time and Ivan couldn't have been more helpful and kind...." - Anne
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 Aug-31-2019**
" Very good! ..." - Randy
Save $823 Photo of Private Italian Villa and Cottage and Located Near Historical Cortona
  • min $5,111/wk
  • max $8,226/wk
  • min $4,600/wk
  • max $7,403/wk
  • Min Stay: 7 days
Sleeps 10 to 12 people
  • 5 double bedrooms
  • 5 bathrooms
  • Independent House
  • Swimming Pool
  • Washing Machine
  • Maid Service
  • Air Conditioning
** Save up to $823 when you book by Aug-31-2019**
" By far the best property we have ever rented in Italy over the past 10 years. Maybe the best villa we've rented anywhere!..." - Karen
Save $244 Photo of Tuscan Hillside Apartment with Shared Swimming Pool
  • min $1,883/wk
  • max $2,441/wk
  • min $1,695/wk
  • max $2,197/wk
  • Min Stay: 3 days
Sleeps 4 people
  • 2 double bedrooms
  • 2 bathrooms
  • Swimming Pool
  • Washing Machine
  • Maid Service
** Save up to $244 when you book by Aug-31-2019**
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 Aug-31-2019**
" Extremely satisfying. Very relaxing, so peaceful and the views are spectacular. ..." - Austin
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 Aug-31-2019**
Save $280 Photo of Villa Within Walking Distance of Cortona
  • $2,800/wk
  • $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 Aug-31-2019**
" 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 $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 Aug-31-2019**
" Absolutely amazing!! It was dream vacation at the most beautiful and comfortable villa. ..." - Kimura
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 Aug-31-2019**
" 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 $1,547 Photo of Villa Rental in Tuscany, Cortona
  • min $10,236/wk
  • max $15,472/wk
  • min $9,212/wk
  • max $13,925/wk
  • Min Stay: 7 days
Sleeps 18 people
  • 8 double bedrooms
  • 9 bathrooms
  • Independent House
  • Swimming Pool
  • Washing Machine
  • Air Conditioning
** Save up to $1,547 when you book by Aug-31-2019**
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 Aug-31-2019**
" Truly excellent. The only thing that could have been better would have been the weather...." - James
Save $1,514 Photo of Countryside villa with garden, pool and on working farm near Arezzo
  • min $5,181/wk
  • max $7,841/wk
  • min $3,963/wk
  • max $7,057/wk
  • Min Stay: 7 days
Sleeps 12 people
  • 6 double bedrooms
  • 6 bathrooms
  • Independent House
  • Swimming Pool
  • Washing Machine
  • Air Conditioning
** Save up to $1,514 when you book by Aug-31-2019**
" Overall experience was very good. We had a great time and the villa was lovely...." - Susan
Save $447 Photo of Spacious Family Villa in Tuscany with Private Pool
  • min $2,129/wk
  • max $4,466/wk
  • min $1,916/wk
  • max $4,019/wk
  • Min Stay: 3 days
Sleeps 8 to 11 people
  • 4 double bedrooms
  • 3 bathrooms
  • Independent House
  • Swimming Pool
  • Washing Machine
  • Maid Service
** Save up to $447 when you book by Aug-31-2019**
" The villa was beautiful and the owners couldn't have been nicer...." - Nanci
Save $461 Photo of Lovely Villa with Countryside Views of Tuscany
  • min $3,493/wk
  • max $4,614/wk
  • min $3,144/wk
  • max $4,153/wk
  • Min Stay: 7 days
Sleeps 14 people
  • 7 double bedrooms
  • 7 bathrooms
  • Independent House
  • Swimming Pool
  • Washing Machine
  • Air Conditioning
** Save up to $461 when you book by Aug-31-2019**
" Perfect!..." - Michal
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 Aug-31-2019**
" 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 $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 Aug-31-2019**
Save $714 Photo of Arezzo countryside oasis with pool, views, garden, on-location winery
  • min $4,481/wk
  • max $7,141/wk
  • min $4,033/wk
  • max $6,427/wk
  • Min Stay: 7 days
Sleeps 10 people
  • 5 double bedrooms
  • 5 bathrooms
  • Independent House
  • Swimming Pool
  • Washing Machine
  • Air Conditioning
** Save up to $714 when you book by Aug-31-2019**
Save $187 Photo of Luxury Cortona Apartment steps from town center, restaurants, cafes
  • $1,867/wk
  • $1,680/wk
  • Min Stay: 7 days
Sleeps 2 people
  • 1 double bedrooms
  • 1 bathrooms
  • Washing Machine
  • Air Conditioning
** Save up to $187 when you book by Aug-31-2019**
" We had a wonderful week at Erminia, near Cortona. Would definitely rent this villa again...." - Julie
Save $434 Photo of Villa Rental in Tuscany, Camucia
  • min $813/wk
  • max $4,343/wk
  • min $732/wk
  • max $3,909/wk
  • Min Stay: 7 days
Sleeps 6 people
  • 3 double bedrooms
  • 3 bathrooms
  • Independent House
  • Swimming Pool
  • Washing Machine
  • Air Conditioning
** Save up to $434 when you book by Aug-31-2019**
Save $1,181 Photo of Villa with Pool and 2 Guesthouses for a Group in Eastern Tuscany
  • min $7,869/wk
  • max $11,808/wk
  • min $7,082/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 Aug-31-2019**
" 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 $211 Photo of Villa Rental in Tuscany, Cortona
  • min $559/wk
  • max $2,107/wk
  • min $503/wk
  • max $1,896/wk
  • Min Stay: 7 days
Sleeps 4 people
  • 2 double bedrooms
  • 2 bathrooms
  • Independent House
  • Swimming Pool
  • Washing Machine
** Save up to $211 when you book by Aug-31-2019**
Save $189 Photo of Tuscan House Near Cortona
  • min $1,191/wk
  • max $1,891/wk
  • min $1,072/wk
  • max $1,702/wk
  • Min Stay: 7 days
Sleeps 7 people
  • 1 single bedrooms
  • 3 double bedrooms
  • 3 bathrooms
  • Independent House
  • Washing Machine
  • Maid Service
** Save up to $189 when you book by Aug-31-2019**
" This was a fabulous experience! The villa was very charming and perfect for our week's stay - lots of room and great kitchen for our cooking experiences. Loc..." - Susan
Save $215 Photo of Two-Bedroom Apartment with Views in Cortona’s Historic Center
  • $2,147/wk
  • $1,932/wk
  • Min Stay: 7 days
Sleeps 4 people
  • 2 double bedrooms
  • 2 bathrooms
  • Washing Machine
  • Maid Service
** Save up to $215 when you book by Aug-31-2019**
" Our overall experience was excellent. The property is beautiful and very "Italian". ..." - Thomas
Save $342 Photo of Accommodation Cortona Tuscany
  • min $729/wk
  • max $3,416/wk
  • min $656/wk
  • max $3,074/wk
  • Min Stay: 7 days
Sleeps 5 people
  • 1 single bedrooms
  • 2 double bedrooms
  • 2 bathrooms
  • Independent House
  • Swimming Pool
  • Washing Machine
  • Maid Service
  • Air Conditioning
** Save up to $342 when you book by Aug-31-2019**
" Liked it...." - John
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 Aug-31-2019**
" 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 $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 Aug-31-2019**
" Magical and beyond anything we could have dreamed. ..." - Dottie
Save $573 Photo of Beautiful Tuscan Villa with Medieval Tower near Charming Town
  • min $1,904/wk
  • max $5,726/wk
  • min $1,714/wk
  • max $5,153/wk
  • Min Stay: 7 days
Sleeps 10 people
  • 5 double bedrooms
  • 5 bathrooms
  • Independent House
  • Swimming Pool
  • Washing Machine
  • Air Conditioning
** Save up to $573 when you book by Aug-31-2019**
" It was amazing. The views, the amenities and of course, the villa owner. He had tours we scheduled with him that are memories we will cherish for the rest of our..." - Marjorie
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 Aug-31-2019**
" The location of the property was superb. Overall experience was a positive one. The owners, Rita and Roberto, were helpful and delightful...." - Trudy
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 Aug-31-2019**
" Very relaxing, very restful and love the pool!..." - John
Save $613 Photo of Villa Rental in Tuscany, Castiglion Fiorentino
  • min $3,003/wk
  • max $6,131/wk
  • min $2,703/wk
  • max $5,518/wk
  • Min Stay: 7 days
Sleeps 8 to 9 people
  • 4 double bedrooms
  • 3 bathrooms
  • Independent House
  • Swimming Pool
** Save up to $613 when you book by Aug-31-2019**
 
Displaying 1 to 30 of 55 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..