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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 49 villas
Save $531 Photo of Villa Rental in Tuscany, Camucia
  • min $924/wk
  • max $5,312/wk
  • min $832/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 $531 when you book by Sep-20-2021**
Save $374 Photo of Lovely Villa with Countryside Views of Tuscany
  • min $2,707/wk
  • max $3,735/wk
  • min $2,436/wk
  • max $3,362/wk
  • Min Stay: 7 days
Sleeps 10 people
  • 5 double bedrooms
  • 5 bathrooms
  • Independent House
  • Swimming Pool
  • Washing Machine
  • Air Conditioning
** Save up to $374 when you book by Sep-20-2021**
" Absolutely amazing!! It was dream vacation at the most beautiful and comfortable villa. ..." - Kimura
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 Sep-20-2021**
" 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 $560 Photo of Large Villa with Pool Near Arezzo
  • min $2,221/wk
  • max $5,604/wk
  • min $1,999/wk
  • max $5,044/wk
  • Min Stay: 7 days
Sleeps 10 people
  • 5 double bedrooms
  • 5 bathrooms
  • Independent House
  • Swimming Pool
  • Washing Machine
  • Maid Service
** Save up to $560 when you book by Sep-20-2021**
" 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 $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 Sep-20-2021**
" Had a wonderful experience Place was great..." - Paula
Save $700 Photo of Villa Rental in Tuscany, Cortona
  • $7,000/wk
  • $6,300/wk
  • Min Stay: 7 days
Sleeps 16 people
  • 8 double bedrooms
  • 6 bathrooms
  • Independent House
  • Swimming Pool
  • Washing Machine
  • Maid Service
  • Air Conditioning
** Save up to $700 when you book by Sep-20-2021**
" The villa was perfect for our group...." - Darcie
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 Sep-20-2021**
" 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 $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 Sep-20-2021**
" Very good! ..." - Randy
Save $598 Photo of Lovely Villa with Countryside Views of Tuscany
  • min $3,493/wk
  • max $5,975/wk
  • min $3,144/wk
  • max $5,378/wk
  • Min Stay: 7 days
Sleeps 14 people
  • 7 double bedrooms
  • 7 bathrooms
  • Independent House
  • Swimming Pool
  • Washing Machine
  • Air Conditioning
** Save up to $598 when you book by Sep-20-2021**
" Perfect!..." - Michal
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 Sep-20-2021**
" We had a wonderful week at Erminia, near Cortona. Would definitely rent this villa again...." - Julie
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 Sep-20-2021**
" We had a wonderful experience at this villa. Great views and neighborhood...." - Kathy
Save $680 Photo of Private Italian Luxury Villa Near Historic Cortona
  • min $4,586/wk
  • max $6,804/wk
  • min $4,127/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 Sep-20-2021**
" Great...." - Ed
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 Sep-20-2021**
" 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 $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 Sep-20-2021**
" 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 $476 Photo of Villa Rental in Tuscany, Cortona
  • $4,760/wk
  • $4,284/wk
  • Min Stay: 7 days
Sleeps 12 people
  • 6 double bedrooms
  • 6 bathrooms
  • Independent House
  • Swimming Pool
  • Washing Machine
** Save up to $476 when you book by Sep-20-2021**
Save $391 Photo of Accommodation Cortona Tuscany
  • min $789/wk
  • max $3,911/wk
  • min $710/wk
  • max $3,520/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 $391 when you book by Sep-20-2021**
" Liked it...." - John
Save $700 Photo of Charming Villa near Cortona
  • min $5,950/wk
  • max $7,000/wk
  • min $5,355/wk
  • max $6,300/wk
  • Min Stay: 7 days
Sleeps 10 people
  • 5 double bedrooms
  • 5 bathrooms
  • Independent House
  • Swimming Pool
  • Washing Machine
  • Air Conditioning
** Save up to $700 when you book by Sep-20-2021**
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 Sep-20-2021**
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 Sep-20-2021**
" Our overall experience was excellent. The property is beautiful and very "Italian". ..." - Thomas
Save $735 Photo of Tuscan Farmhouse with Pool within Walking Distance of Cortona
  • min $4,200/wk
  • max $7,350/wk
  • min $3,780/wk
  • max $6,615/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 $735 when you book by Sep-20-2021**
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 Sep-20-2021**
" Very good...." - Lee
Save $630 Photo of Tuscany Farmhouse with Swimming Pool Near Cortona
  • min $5,320/wk
  • max $6,300/wk
  • min $4,788/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 Sep-20-2021**
Save $630 Photo of Villa Near Cortona with a Private Pool
  • min $3,150/wk
  • max $6,300/wk
  • min $2,835/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 Sep-20-2021**
" 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
  • Enquire for Rates
Sleeps 7 people
  • 1 single bedrooms
  • 3 double bedrooms
  • 3 bathrooms
  • Independent House
  • Washing Machine
  • Maid Service
" 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 $1,070 Photo of Welcoming Tuscan Hillside Villa with Infinity Pool
  • min $6,386/wk
  • max $10,703/wk
  • min $5,747/wk
  • max $9,633/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 $1,070 when you book by Sep-20-2021**
" Wonderful..." - Patti
Save $637 Photo of Beautiful Tuscan Villa with Medieval Tower near Charming Town
  • min $2,177/wk
  • max $6,374/wk
  • min $1,959/wk
  • max $5,737/wk
  • Min Stay: 7 days
Sleeps 10 people
  • 5 double bedrooms
  • 5 bathrooms
  • Independent House
  • Swimming Pool
  • Washing Machine
  • Air Conditioning
** Save up to $637 when you book by Sep-20-2021**
" Villa Aurora exceeded our expectations for a 2 week vacation in a rustic authentic Tuscan farm house. The house itself, while dating back to the middle ages and 1..." - Katherine
Save $1,003 Photo of Villa Rental in Tuscany, Monterchi
  • min $4,042/wk
  • max $10,026/wk
  • min $3,638/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 Sep-20-2021**
" Had a great time and Rosado was very accommodating. Beautiful view great experience...." - Adam
Save $1,460 Photo of Villa with Pool and 2 Guesthouses for a Group in Eastern Tuscany
  • min $9,335/wk
  • max $14,600/wk
  • min $8,402/wk
  • max $13,140/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 $1,460 when you book by Sep-20-2021**
" 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 $1,331 Photo of Villa with Pool in Eastern Tuscany
  • min $7,375/wk
  • max $13,312/wk
  • min $6,637/wk
  • max $11,981/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 $1,331 when you book by Sep-20-2021**
" 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 $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 Sep-20-2021**
" Owner/winemaker Iacapo and his assistant, Bonilla, were wonderful hosts. So helpful and available to answer questions, make appointments for taxis and restaurants ..." - James
 
Displaying 1 to 30 of 49 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..