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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 54 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 Jan-31-2020**
" We had a wonderful time and Ivan couldn't have been more helpful and kind...." - Anne
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 Jan-31-2020**
" Owner/winemaker Iacapo and his assistant, Bonilla, were wonderful hosts. So helpful and available to answer questions, make appointments for taxis and restaurants ..." - James
Save $511 Photo of Large Villa with Pool Near Arezzo
  • min $2,126/wk
  • max $5,110/wk
  • min $1,913/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 Jan-31-2020**
" We thoroughly enjoyed our stay. Alessandro couldn't have been nicer. He gave us directions to the local supermarkets and places of interest to visit...." - Robert
Save $284 Photo of Villa Rental in Tuscany, Cortona
  • min $696/wk
  • max $2,842/wk
  • min $626/wk
  • max $2,558/wk
  • Min Stay: 7 days
Sleeps 6 to 7 people
  • 3 double bedrooms
  • 2 bathrooms
  • Independent House
  • Swimming Pool
  • Washing Machine
** Save up to $284 when you book by Jan-31-2020**
Save $718 Photo of Lakeview Tuscan countryside property has pool, gardens, wine cellar!
  • min $5,250/wk
  • max $7,175/wk
  • min $4,725/wk
  • max $6,458/wk
  • Min Stay: 7 days
Sleeps 10 people
  • 5 double bedrooms
  • 7 bathrooms
  • Independent House
  • Swimming Pool
  • Washing Machine
  • Air Conditioning
** Save up to $718 when you book by Jan-31-2020**
Save $221 Photo of Villa Rental in Tuscany, Cortona
  • min $587/wk
  • max $2,212/wk
  • min $528/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 Jan-31-2020**
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 Jan-31-2020**
" Absolutely amazing!! It was dream vacation at the most beautiful and comfortable villa. ..." - Kimura
Save $342 Photo of Accommodation Cortona Tuscany
  • min $730/wk
  • max $3,416/wk
  • min $657/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 Jan-31-2020**
" Liked it...." - John
Save $283 Photo of Tuscany Farmhouse with a Private Pool
  • min $1,681/wk
  • max $2,833/wk
  • min $1,513/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 Jan-31-2020**
" 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 Jan-31-2020**
" Magical and beyond anything we could have dreamed. ..." - Dottie
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 Jan-31-2020**
" 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 $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 Jan-31-2020**
" Truly excellent. The only thing that could have been better would have been the weather...." - James
Save $333 Photo of Villa Within Walking Distance of Cortona
  • $3,325/wk
  • $2,993/wk
  • Min Stay: 7 days
Sleeps 8 people
  • 4 double bedrooms
  • 4 bathrooms
  • Independent House
  • Washing Machine
** Save up to $333 when you book by Jan-31-2020**
" 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 $434 Photo of Villa Rental in Tuscany, Camucia
  • min $854/wk
  • max $4,343/wk
  • min $769/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 Jan-31-2020**
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 Jan-31-2020**
" 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 $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 Jan-31-2020**
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 Jan-31-2020**
" 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 $749 Photo of Villa Rental in Tuscany, Monterchi
  • min $3,081/wk
  • max $7,491/wk
  • min $2,773/wk
  • max $6,742/wk
  • Min Stay: 7 days
Sleeps 12 people
  • 6 double bedrooms
  • 6 bathrooms
  • Independent House
  • Swimming Pool
  • Washing Machine
  • Air Conditioning
** Save up to $749 when you book by Jan-31-2020**
Save $447 Photo of Spacious Family Villa in Tuscany with Private Pool
  • min $2,271/wk
  • max $4,466/wk
  • min $2,044/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 Jan-31-2020**
" The villa was beautiful and the owners couldn't have been nicer...." - Nanci
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 Jan-31-2020**
Save $1,158 Photo of Villa with Pool in Eastern Tuscany
  • min $7,375/wk
  • max $11,576/wk
  • min $6,637/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 Jan-31-2020**
" 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 $997 Photo of Welcoming Tuscan Hillside Villa with Infinity Pool
  • min $6,386/wk
  • max $9,974/wk
  • min $5,747/wk
  • max $8,977/wk
  • Min Stay: 7 days
Sleeps 8 people
  • 4 double bedrooms
  • 5 bathrooms
  • Independent House
  • Swimming Pool
  • Washing Machine
  • Maid Service
  • Air Conditioning
** Save up to $997 when you book by Jan-31-2020**
" Wonderful..." - Patti
Save $1,270 Photo of Villa with Pool and 2 Guesthouses for a Group in Eastern Tuscany
  • min $8,439/wk
  • max $12,696/wk
  • min $7,595/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 $1,270 when you book by Jan-31-2020**
" 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 $263 Photo of Charming Farmhouse with a Private Courtyard in Cortona
  • min $2,275/wk
  • max $2,625/wk
  • min $2,048/wk
  • max $2,363/wk
  • Min Stay: 7 days
Sleeps 6 people
  • 3 double bedrooms
  • 2 bathrooms
  • Independent House
  • Washing Machine
** Save up to $263 when you book by Jan-31-2020**
" 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
Save $210 Photo of Two-Bedroom Apartment with Views in Cortona’s Historic Center
  • min $1,838/wk
  • max $2,100/wk
  • min $1,654/wk
  • max $1,890/wk
  • Min Stay: 7 days
Sleeps 4 people
  • 2 double bedrooms
  • 2 bathrooms
  • Washing Machine
  • Maid Service
** Save up to $210 when you book by Jan-31-2020**
" Our overall experience was excellent. The property is beautiful and very "Italian". ..." - Thomas
Save $641 Photo of Farmhouse in Tuscany with Five Bedrooms and Bathrooms near Cortona
  • min $4,905/wk
  • max $6,407/wk
  • min $4,415/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 Jan-31-2020**
" A dream come true!..." - Angela
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 Jan-31-2020**
" 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 $719 Photo of Lovely Villa with Countryside Views of Tuscany
  • min $3,493/wk
  • max $7,188/wk
  • min $3,144/wk
  • max $6,469/wk
  • Min Stay: 7 days
Sleeps 14 people
  • 7 double bedrooms
  • 7 bathrooms
  • Independent House
  • Swimming Pool
  • Washing Machine
  • Air Conditioning
** Save up to $719 when you book by Jan-31-2020**
" Perfect!..." - Michal
Save $546 Photo of Beautiful Tuscan Villa with Medieval Tower near Charming Town
  • min $1,960/wk
  • max $5,460/wk
  • min $1,764/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 Jan-31-2020**
" 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 $193 Photo of Private Italian Cottage Located Near Historical Cortona
  • min $1,219/wk
  • max $1,934/wk
  • min $1,097/wk
  • max $1,741/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 $193 when you book by Jan-31-2020**
" Very good! ..." - Randy
 
Displaying 1 to 30 of 54 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..