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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 Oct-20-2019**
" We had a wonderful time and Ivan couldn't have been more helpful and kind...." - Anne
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 Oct-20-2019**
" Absolutely amazing!! It was dream vacation at the most beautiful and comfortable villa. ..." - Kimura
Save $221 Photo of Villa Rental in Tuscany, Cortona
  • min $559/wk
  • max $2,212/wk
  • min $503/wk
  • max $1,991/wk
  • Min Stay: 7 days
Sleeps 4 people
  • 2 double bedrooms
  • 2 bathrooms
  • Independent House
  • Swimming Pool
  • Washing Machine
** Save up to $221 when you book by Oct-20-2019**
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 Oct-20-2019**
" Very good! ..." - Randy
Save $943 Photo of Tuscany Villa with Four Bedrooms all with En Suite Baths
  • min $3,000/wk
  • max $4,961/wk
  • min $2,430/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 $943 when you book by Oct-20-2019**
" 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 Oct-20-2019**
" 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 $349 Photo of Lovely Villa with Countryside Views of Tuscany
  • $3,493/wk
  • $3,144/wk
  • Min Stay: 7 days
Sleeps 14 people
  • 7 double bedrooms
  • 7 bathrooms
  • Independent House
  • Swimming Pool
  • Washing Machine
  • Air Conditioning
** Save up to $349 when you book by Oct-20-2019**
" Perfect!..." - Michal
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 Oct-20-2019**
" Magical and beyond anything we could have dreamed. ..." - Dottie
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 Oct-20-2019**
" Liked it...." - John
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 Oct-20-2019**
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 Oct-20-2019**
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 Oct-20-2019**
" We had a wonderful week at Erminia, near Cortona. Would definitely rent this villa again...." - Julie
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 Oct-20-2019**
" 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 $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 Oct-20-2019**
" The villa was beautiful and the owners couldn't have been nicer...." - Nanci
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 Oct-20-2019**
Save $756 Photo of Private Italian Luxury Villa Near Historic Cortona
  • min $4,481/wk
  • max $7,561/wk
  • min $4,033/wk
  • max $6,805/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 $756 when you book by Oct-20-2019**
" Great...." - Ed
Save $769 Photo of Large Villa with a Private Pool in Tuscany Near a Train to Arezzo
  • min $3,065/wk
  • max $7,693/wk
  • min $2,759/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 Oct-20-2019**
" Beautiful property that provided all the space needed for a large group traveling together. The gardens were well cared for. The living room is upstairs in the m..." - Angela
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 Oct-20-2019**
" 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 $630 Photo of Villa with pool near Cortona
  • min $3,402/wk
  • max $6,300/wk
  • min $3,062/wk
  • max $5,670/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 $630 when you book by Oct-20-2019**
" Three couples shared Villa Ilia - it was a perfect place to stay. The owner was an excellent host. He was waiting for us when we arrived at the meeting point and ..." - Lynn
Save $630 Photo of Tuscany Farmhouse with Swimming Pool Near Cortona
  • min $4,200/wk
  • max $6,300/wk
  • min $3,780/wk
  • max $5,670/wk
  • Min Stay: 7 days
Sleeps 10 to 12 people
  • 5 double bedrooms
  • 4 bathrooms
  • Independent House
  • Swimming Pool
  • Washing Machine
  • Maid Service
  • Air Conditioning
** Save up to $630 when you book by Oct-20-2019**
Save $546 Photo of Beautiful Tuscan Villa with Medieval Tower near Charming Town
  • min $1,904/wk
  • max $5,460/wk
  • min $1,714/wk
  • max $4,914/wk
  • Min Stay: 7 days
Sleeps 10 people
  • 5 double bedrooms
  • 5 bathrooms
  • Independent House
  • Swimming Pool
  • Washing Machine
  • Air Conditioning
** Save up to $546 when you book by Oct-20-2019**
" 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 $469 Photo of Small Charming Stone Villa near Cortona
  • min $2,604/wk
  • max $4,690/wk
  • min $2,344/wk
  • max $4,221/wk
  • Min Stay: 7 days
Sleeps 4 people
  • 2 double bedrooms
  • 2 bathrooms
  • Independent House
  • Swimming Pool
  • Washing Machine
  • Maid Service
  • Air Conditioning
** Save up to $469 when you book by Oct-20-2019**
Save $641 Photo of Farmhouse in Tuscany with Five Bedrooms and Bathrooms near Cortona
  • min $4,004/wk
  • max $6,407/wk
  • min $3,604/wk
  • max $5,766/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 $641 when you book by Oct-20-2019**
" A dream come true!..." - Angela
Save $1,987 Photo of Villa with Pool and 2 Guesthouses for a Group in Eastern Tuscany
  • min $7,869/wk
  • max $12,696/wk
  • min $6,836/wk
  • max $11,426/wk
  • Min Stay: 7 days
Sleeps 13 to 20 people
  • 7 double bedrooms
  • 8 bathrooms
  • Independent House
  • Swimming Pool
  • Washing Machine
  • Maid Service
  • Air Conditioning
** Save up to $1,987 when you book by Oct-20-2019**
" 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 $1,158 Photo of Villa with Pool in Eastern Tuscany
  • min $7,300/wk
  • max $11,576/wk
  • min $6,570/wk
  • max $10,418/wk
  • Min Stay: 7 days
Sleeps 7 to 12 people
  • 4 double bedrooms
  • 5 bathrooms
  • Independent House
  • Swimming Pool
  • Washing Machine
  • Maid Service
  • Air Conditioning
** Save up to $1,158 when you book by Oct-20-2019**
" It was as beautiful as anticipated. If the rain would have been less a factor, the experience would have been even more enhanced...." - Patricia
Save $1,119 Photo of Beautiful Large 18th Century Villa in Tuscany with Private Pool Near Town
  • min $5,026/wk
  • max $11,186/wk
  • min $4,523/wk
  • max $10,067/wk
  • Min Stay: 7 days
Sleeps 16 to 18 people
  • 8 double bedrooms
  • 8 bathrooms
  • Independent House
  • Swimming Pool
  • Washing Machine
  • Maid Service
  • Air Conditioning
** Save up to $1,119 when you book by Oct-20-2019**
" Very good...." - Lee
Save $419 Photo of Charming Tuscan Farmhouse Walking Distance to Cortona
  • min $3,276/wk
  • max $4,186/wk
  • min $2,948/wk
  • max $3,767/wk
  • Min Stay: 7 days
Sleeps 4 people
  • 2 double bedrooms
  • 3 bathrooms
  • Independent House
  • Swimming Pool
  • Washing Machine
  • Maid Service
  • Air Conditioning
** Save up to $419 when you book by Oct-20-2019**
" It was a lovely house for just the two of us to stay in...." - Ian
Save $560 Photo of Villa Rental in Tuscany, Cortona
  • min $4,620/wk
  • max $5,600/wk
  • min $4,158/wk
  • max $5,040/wk
  • Min Stay: 7 days
Sleeps 10 people
  • 5 double bedrooms
  • 5 bathrooms
  • Independent House
  • Swimming Pool
  • Air Conditioning
** Save up to $560 when you book by Oct-20-2019**
Save $700 Photo of Villa with pool near Cortona
  • $7,000/wk
  • $6,300/wk
  • Min Stay: 7 days
Sleeps 9 people
  • 1 single bedrooms
  • 4 double bedrooms
  • 5 bathrooms
  • Independent House
  • Swimming Pool
  • Washing Machine
  • Maid Service
  • Air Conditioning
** Save up to $700 when you book by Oct-20-2019**
" Exceeded expectations and resulted in a magical experience overall...." - John
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 Oct-20-2019**
" Our overall experience was excellent. The property is beautiful and very "Italian". ..." - Thomas
 
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..