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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 47 villas
Save $530 Photo of Tuscany Villa with Four Bedrooms all with En Suite Baths
  • min $3,151/wk
  • max $5,301/wk
  • min $2,836/wk
  • max $4,771/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 $530 when you book by Jul-10-2022**
" Had a wonderful experience Place was great..." - Paula
Save $333 Photo of Villa Within Walking Distance of Cortona
  • min $2,363/wk
  • max $3,325/wk
  • min $2,127/wk
  • max $2,993/wk
  • Min Stay: 7 days
Sleeps 6 people
  • 3 double bedrooms
  • 3 bathrooms
  • Independent House
  • Washing Machine
** Save up to $333 when you book by Jul-10-2022**
" We had a great experience. The steep walk to and from the villa was challenging at times. I missed not having a car to go to other areas . ..." - Kathryn
Save $1,628 Photo of Villa with Pool and 2 Guesthouses for a Group in Eastern Tuscany
  • min $9,277/wk
  • max $16,277/wk
  • min $8,349/wk
  • max $14,649/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 $1,628 when you book by Jul-10-2022**
" Overall, we had a very nice experience. The property is beautiful, the villa and the rooms are beautiful and all in a very peaceful setting. The proximity to the b..." - Craig
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 Jul-10-2022**
" We had a wonderful time and Ivan couldn't have been more helpful and kind...." - Anne
Save $1,435 Photo of Villa with Pool in Eastern Tuscany
  • min $8,051/wk
  • max $14,352/wk
  • min $7,246/wk
  • max $12,917/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 $1,435 when you book by Jul-10-2022**
" 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 $683 Photo of Rustic Cortona Countryside Villa and Cottage with Views, Pool, Near Town, Restaurants, and Train Station
  • min $4,725/wk
  • max $6,825/wk
  • min $4,253/wk
  • max $6,143/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 $683 when you book by Jul-10-2022**
Save $630 Photo of Villa Rental in Tuscany, Cortona
  • min $4,288/wk
  • max $6,300/wk
  • min $3,859/wk
  • max $5,670/wk
  • Min Stay: 7 days
Sleeps 10 people
  • 5 double bedrooms
  • 4 bathrooms
  • Independent House
  • Swimming Pool
  • Washing Machine
  • Air Conditioning
** Save up to $630 when you book by Jul-10-2022**
Save $439 Photo of Villa Rental in Tuscany, Cortona
  • min $2,824/wk
  • max $4,389/wk
  • min $2,542/wk
  • max $3,950/wk
  • Min Stay: 7 days
Sleeps 6 people
  • 3 double bedrooms
  • 3 bathrooms
  • Independent House
  • Swimming Pool
  • Washing Machine
  • Air Conditioning
** Save up to $439 when you book by Jul-10-2022**
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 Jul-10-2022**
" Our overall experience was excellent. The property is beautiful and very "Italian". ..." - Thomas
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 Jul-10-2022**
" We had a wonderful week at Erminia, near Cortona. Would definitely rent this villa again...." - Julie
Save $560 Photo of Lovely Villa with Countryside Views of Tuscany
  • min $3,851/wk
  • max $5,601/wk
  • min $3,466/wk
  • max $5,041/wk
  • Min Stay: 7 days
Sleeps 14 people
  • 7 double bedrooms
  • 7 bathrooms
  • Independent House
  • Swimming Pool
  • Washing Machine
  • Air Conditioning
** Save up to $560 when you book by Jul-10-2022**
" Perfect!..." - Michal
Save $1,757 Photo of Villa Rental in Tuscany, Cortona
  • min $10,236/wk
  • max $17,573/wk
  • min $9,212/wk
  • max $15,816/wk
  • Min Stay: 7 days
Sleeps 18 people
  • 8 double bedrooms
  • 9 bathrooms
  • Independent House
  • Swimming Pool
  • Washing Machine
  • Air Conditioning
** Save up to $1,757 when you book by Jul-10-2022**
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 Jul-10-2022**
" The overall experience was very good...." - Ellen
Save $998 Photo of Villa Rental in Tuscany, Subbiano
  • min $4,025/wk
  • max $9,978/wk
  • min $3,623/wk
  • max $8,980/wk
  • Min Stay: 7 days
Sleeps 14 to 18 people
  • 7 double bedrooms
  • 7 bathrooms
  • Independent House
  • Swimming Pool
  • Air Conditioning
** Save up to $998 when you book by Jul-10-2022**
Save $396 Photo of Villa Rental in Tuscany, Cortona
  • min $1,223/wk
  • max $3,957/wk
  • min $1,101/wk
  • max $3,561/wk
  • Min Stay: 7 days
Sleeps 6 to 7 people
  • 3 double bedrooms
  • 2 bathrooms
  • Independent House
  • Swimming Pool
** Save up to $396 when you book by Jul-10-2022**
Save $832 Photo of Large Villa with a Private Pool in Tuscany Near a Train to Arezzo
  • min $4,025/wk
  • max $8,321/wk
  • min $3,623/wk
  • max $7,489/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 $832 when you book by Jul-10-2022**
" 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 $700 Photo of Villa Rental in Tuscany, Cortona
  • min $4,760/wk
  • max $7,000/wk
  • min $4,284/wk
  • max $6,300/wk
  • Min Stay: 7 days
Sleeps 12 people
  • 6 double bedrooms
  • 6 bathrooms
  • Independent House
  • Swimming Pool
  • Washing Machine
** Save up to $700 when you book by Jul-10-2022**
Save $3,030 Photo of Villa Rental in Tuscany, Camucia
  • min $958/wk
  • max $5,312/wk
  • min $862/wk
  • max $4,781/wk
  • Min Stay: 7 days
Sleeps 6 people
  • 3 double bedrooms
  • 3 bathrooms
  • Independent House
  • Swimming Pool
  • Washing Machine
  • Air Conditioning
** Save up to $3,030 when you book by Jul-10-2022**
Save $1,003 Photo of Villa Rental in Tuscany, Monterchi
  • min $4,353/wk
  • max $10,026/wk
  • min $3,918/wk
  • max $9,023/wk
  • Min Stay: 7 days
Sleeps 12 people
  • 6 double bedrooms
  • 7 bathrooms
  • Independent House
  • Swimming Pool
  • Washing Machine
  • Maid Service
  • Air Conditioning
** Save up to $1,003 when you book by Jul-10-2022**
" Had a great time and Rosado was very accommodating. Beautiful view great experience...." - Adam
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 Jul-10-2022**
" 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 $377 Photo of Villa Rental in Tuscany, Cortona
  • min $1,273/wk
  • max $3,770/wk
  • min $1,146/wk
  • max $3,393/wk
  • Min Stay: 7 days
Sleeps 6 to 7 people
  • 3 double bedrooms
  • 2 bathrooms
  • Independent House
  • Swimming Pool
  • Washing Machine
** Save up to $377 when you book by Jul-10-2022**
Save $207 Photo of Private Italian Cottage Located Near Historical Cortona
  • min $1,279/wk
  • max $2,074/wk
  • min $1,151/wk
  • max $1,867/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 $207 when you book by Jul-10-2022**
" Very good! ..." - Randy
Save $438 Photo of Villa with Pool Near Cortona in the Valdichiana
  • min $2,766/wk
  • max $4,376/wk
  • min $2,489/wk
  • max $3,938/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 $438 when you book by Jul-10-2022**
" Extremely satisfying. Very relaxing, so peaceful and the views are spectacular. ..." - Austin
Save $306 Photo of Villa Rental in Tuscany, Cortona
  • min $886/wk
  • max $3,056/wk
  • min $797/wk
  • max $2,750/wk
  • Min Stay: 7 days
Sleeps 4 people
  • 2 double bedrooms
  • 2 bathrooms
  • Independent House
  • Swimming Pool
  • Washing Machine
** Save up to $306 when you book by Jul-10-2022**
Save $840 Photo of Charming Villa near Cortona
  • min $5,950/wk
  • max $8,400/wk
  • min $5,355/wk
  • max $7,560/wk
  • Min Stay: 7 days
Sleeps 10 people
  • 5 double bedrooms
  • 5 bathrooms
  • Independent House
  • Swimming Pool
  • Washing Machine
  • Air Conditioning
** Save up to $840 when you book by Jul-10-2022**
Save $784 Photo of Countryside villa with garden, pool and on working farm near Arezzo
  • min $5,181/wk
  • max $7,841/wk
  • min $4,663/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 $784 when you book by Jul-10-2022**
" Overall experience was very good. We had a great time and the villa was lovely...." - Susan
Save $630 Photo of Villa Near Cortona with a Private Pool
  • min $5,250/wk
  • max $6,300/wk
  • min $4,725/wk
  • max $5,670/wk
  • Min Stay: 7 days
Sleeps 9 people
  • 1 single bedrooms
  • 4 double bedrooms
  • 4 bathrooms
  • Independent House
  • Swimming Pool
  • Washing Machine
  • Air Conditioning
** Save up to $630 when you book by Jul-10-2022**
" We loved our villa! The home was a vision of what, in our minds, Tuscany would look like. It was so comfortable and perfect for our stay. Louisa was darling and ..." - Cindy
Save $350 Photo of Charming Cottage for Two Couples or Small Family Near Cortona
  • min $2,380/wk
  • max $3,500/wk
  • min $2,142/wk
  • max $3,150/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 $350 when you book by Jul-10-2022**
" We had a wonderful experience at this villa. Great views and neighborhood...." - Kathy
Save $910 Photo of Tuscan Farmhouse with Pool within Walking Distance of Cortona
  • min $5,880/wk
  • max $9,100/wk
  • min $5,292/wk
  • max $8,190/wk
  • Min Stay: 7 days
Sleeps 8 to 9 people
  • 1 single bedrooms
  • 4 double bedrooms
  • 3 bathrooms
  • Independent House
  • Swimming Pool
  • Washing Machine
  • Maid Service
** Save up to $910 when you book by Jul-10-2022**
Save $1,169 Photo of Beautiful Large 18th Century Villa in Tuscany with Private Pool Near Town
  • min $5,691/wk
  • max $11,690/wk
  • min $5,122/wk
  • max $10,521/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 $1,169 when you book by Jul-10-2022**
" Very good...." - Lee
 
Displaying 1 to 30 of 47 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..