Suitcase

Your Suitcase contains your favorite villas and details of your upcoming trip. Sign up to use this feature.
Rated Excellent By Trip Advisor

Quick Filter

Travelers
Arrival Date
Departure Date
Max Price per Week

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 $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 Apr-30-2021**
" 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 $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 Apr-30-2021**
" Wonderful..." - Patti
Save $878 Photo of Villa Rental in Tuscany, Monterchi
  • min $3,868/wk
  • max $8,777/wk
  • min $3,481/wk
  • max $7,899/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 $878 when you book by Apr-30-2021**
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 Apr-30-2021**
" Liked it...." - John
Save $630 Photo of Villa Rental in Tuscany, Cortona
  • min $4,200/wk
  • max $6,300/wk
  • min $3,780/wk
  • max $5,670/wk
  • Min Stay: 7 days
Sleeps 14 people
  • 7 double bedrooms
  • 7 bathrooms
  • Independent House
  • Swimming Pool
  • Washing Machine
  • Air Conditioning
** Save up to $630 when you book by Apr-30-2021**
Save $248 Photo of House Rental in Tuscany, Camucia
  • min $530/wk
  • max $2,478/wk
  • min $477/wk
  • max $2,230/wk
  • Min Stay: 7 days
Sleeps 4 people
  • 2 double bedrooms
  • 1 bathrooms
  • Independent House
  • Swimming Pool
  • Washing Machine
** Save up to $248 when you book by Apr-30-2021**
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 Apr-30-2021**
" Great...." - Ed
Save $263 Photo of Charming Farmhouse with a Private Courtyard in Cortona
  • $2,625/wk
  • $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 Apr-30-2021**
" 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 $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 Apr-30-2021**
" 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 $716 Photo of Large Villa with a Private Pool in Tuscany Near a Train to Arezzo
  • min $3,065/wk
  • max $7,161/wk
  • min $2,759/wk
  • max $6,445/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 $716 when you book by Apr-30-2021**
" 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 $485 Photo of Lovely Villa with Countryside Views of Tuscany
  • min $2,707/wk
  • max $4,854/wk
  • min $2,436/wk
  • max $4,369/wk
  • Min Stay: 7 days
Sleeps 10 people
  • 5 double bedrooms
  • 5 bathrooms
  • Independent House
  • Swimming Pool
  • Washing Machine
  • Air Conditioning
** Save up to $485 when you book by Apr-30-2021**
" Absolutely amazing!! It was dream vacation at the most beautiful and comfortable villa. ..." - Kimura
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 Apr-30-2021**
" 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 $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 Apr-30-2021**
" 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 $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 Apr-30-2021**
Save $560 Photo of Villa with pool near Cortona
  • min $4,200/wk
  • max $5,600/wk
  • min $3,780/wk
  • max $5,040/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 $560 when you book by Apr-30-2021**
" 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 $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 Apr-30-2021**
" Very good! ..." - Randy
Save $613 Photo of Spacious Family Villa in Tuscany with Private Pool
  • min $2,661/wk
  • max $6,126/wk
  • min $2,395/wk
  • max $5,513/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 $613 when you book by Apr-30-2021**
" The villa was beautiful and the owners couldn't have been nicer...." - Nanci
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 Apr-30-2021**
Save $560 Photo of Villa with pool near Cortona
  • $5,600/wk
  • $5,040/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 $560 when you book by Apr-30-2021**
" 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 $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 Apr-30-2021**
Save $560 Photo of Villa Rental in Tuscany, Cortona
  • min $4,760/wk
  • max $5,600/wk
  • min $4,284/wk
  • max $5,040/wk
  • Min Stay: 7 days
Sleeps 12 people
  • 6 double bedrooms
  • 6 bathrooms
  • Independent House
  • Swimming Pool
  • Washing Machine
** Save up to $560 when you book by Apr-30-2021**
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 Apr-30-2021**
" Truly excellent. The only thing that could have been better would have been the weather...." - James
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 Apr-30-2021**
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 Apr-30-2021**
" 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 $403 Photo of Villa with Pool Near Cortona in the Valdichiana
  • $4,026/wk
  • $3,623/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 $403 when you book by Apr-30-2021**
" Extremely satisfying. Very relaxing, so peaceful and the views are spectacular. ..." - Austin
Save $210 Photo of Two-Bedroom Apartment with Views in Cortona’s Historic Center
  • $2,100/wk
  • $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 Apr-30-2021**
" Our overall experience was excellent. The property is beautiful and very "Italian". ..." - Thomas
Save $691 Photo of Lovely Villa with Countryside Views of Tuscany
  • min $3,493/wk
  • max $6,908/wk
  • min $3,144/wk
  • max $6,217/wk
  • Min Stay: 7 days
Sleeps 14 people
  • 7 double bedrooms
  • 7 bathrooms
  • Independent House
  • Swimming Pool
  • Washing Machine
  • Air Conditioning
** Save up to $691 when you book by Apr-30-2021**
" Perfect!..." - Michal
  • 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 $525 Photo of Villa Near Cortona with a Private Pool
  • min $4,480/wk
  • max $5,250/wk
  • min $4,032/wk
  • max $4,725/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 $525 when you book by Apr-30-2021**
" 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
Save $560 Photo of Villa with pool near Cortona
  • $5,600/wk
  • $5,040/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 $560 when you book by Apr-30-2021**
" Exceeded expectations and resulted in a magical experience overall...." - John
 
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..