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Arezzo Villas and Vacation Rentals

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 31 to 60 of 55 villas
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 Mar-10-2021**
" 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 Mar-10-2021**
" Magical and beyond anything we could have dreamed. ..." - Dottie
Save $1,119 Photo of Beautiful Large 18th Century Villa in Tuscany with Private Pool Near Town
  • min $5,446/wk
  • max $11,186/wk
  • min $4,901/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 Mar-10-2021**
" Very good...." - Lee
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 Mar-10-2021**
" 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 $580 Photo of Beautiful Tuscan Villa with Medieval Tower near Charming Town
  • min $1,637/wk
  • max $5,802/wk
  • min $1,473/wk
  • max $5,222/wk
  • Min Stay: 7 days
Sleeps 10 people
  • 5 double bedrooms
  • 5 bathrooms
  • Independent House
  • Swimming Pool
  • Washing Machine
  • Air Conditioning
** Save up to $580 when you book by Mar-10-2021**
" 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 $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 Mar-10-2021**
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 Mar-10-2021**
" Owner/winemaker Iacapo and his assistant, Bonilla, were wonderful hosts. So helpful and available to answer questions, make appointments for taxis and restaurants ..." - James
Save $749 Photo of Villa Rental in Tuscany, Monterchi
  • min $3,080/wk
  • max $7,490/wk
  • min $2,772/wk
  • max $6,741/wk
  • Min Stay: 7 days
Sleeps 12 people
  • 6 double bedrooms
  • 6 bathrooms
  • Independent House
  • Swimming Pool
  • Washing Machine
  • Maid Service
  • Air Conditioning
** Save up to $749 when you book by Mar-10-2021**
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 Mar-10-2021**
Save $177 Photo of Tuscany Accommodation
  • min $1,214/wk
  • max $1,774/wk
  • min $1,093/wk
  • max $1,597/wk
  • Min Stay: 7 days
Sleeps 4 people
  • 2 double bedrooms
  • 2 bathrooms
  • Swimming Pool
  • Washing Machine
  • Air Conditioning
** Save up to $177 when you book by Mar-10-2021**
" Very good. ..." - Ralph
Save $205 Photo of Tuscan Apartment with Shared Pool and Breathtaking Views of Cortona
  • min $1,307/wk
  • max $2,054/wk
  • min $1,176/wk
  • max $1,849/wk
  • Min Stay: 7 days
Sleeps 4 to 5 people
  • 2 double bedrooms
  • 2 bathrooms
  • Swimming Pool
  • Washing Machine
  • Air Conditioning
** Save up to $205 when you book by Mar-10-2021**
" We had a great time. Vanessa was marvelous and always very sweet and helpful. We felt very cozy in our unit. It was located centrally to most of Tuscany, and Umbr..." - 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 Mar-10-2021**
" We had a wonderful time and Ivan couldn't have been more helpful and kind...." - Anne
Save $230 Photo of Historic Apartment in Lush Tuscany Countryside
  • min $2,093/wk
  • max $2,303/wk
  • min $1,884/wk
  • max $2,073/wk
  • Min Stay: 3 days
Sleeps 6 to 8 people
  • 3 double bedrooms
  • 2 bathrooms
  • Swimming Pool
  • Washing Machine
  • Maid Service
** Save up to $230 when you book by Mar-10-2021**
Save $195 Photo of Tuscan Hillside Apartment with Shared Swimming Pool
  • min $1,743/wk
  • max $1,953/wk
  • min $1,569/wk
  • max $1,758/wk
  • Min Stay: 3 days
Sleeps 4 people
  • 2 double bedrooms
  • 2 bathrooms
  • Swimming Pool
  • Washing Machine
  • Maid Service
** Save up to $195 when you book by Mar-10-2021**
Save $824 Photo of Private Italian Villa and Cottage and Located Near Historical Cortona
  • min $5,227/wk
  • max $8,235/wk
  • min $4,704/wk
  • max $7,412/wk
  • Min Stay: 7 days
Sleeps 10 to 12 people
  • 5 double bedrooms
  • 5 bathrooms
  • Independent House
  • Swimming Pool
  • Washing Machine
  • Maid Service
  • Air Conditioning
** Save up to $824 when you book by Mar-10-2021**
" By far the best property we have ever rented in Italy over the past 10 years. Maybe the best villa we've rented anywhere!..." - Karen
Save $299 Photo of Tuscany Farmhouse with a Private Pool
  • min $1,867/wk
  • max $2,988/wk
  • min $1,680/wk
  • max $2,689/wk
  • Min Stay: 7 days
Sleeps 6 to 7 people
  • 3 double bedrooms
  • 2 bathrooms
  • Swimming Pool
  • Washing Machine
  • Maid Service
** Save up to $299 when you book by Mar-10-2021**
" The location of the property was superb. Overall experience was a positive one. The owners, Rita and Roberto, were helpful and delightful...." - Trudy
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 Mar-10-2021**
" 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 $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 Mar-10-2021**
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 Mar-10-2021**
" Overall experience was very good. We had a great time and the villa was lovely...." - Susan
Save $728 Photo of Rustic Cortona Countryside Villa and Cottage with Views, Pool, Near Town, Restaurants, and Train Station
  • min $5,040/wk
  • max $7,280/wk
  • min $4,536/wk
  • max $6,552/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 $728 when you book by Mar-10-2021**
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 Mar-10-2021**
" We had a wonderful week at Erminia, near Cortona. Would definitely rent this villa again...." - Julie
Save $683 Photo of Villa Rental in Tuscany, Cortona
  • min $4,480/wk
  • max $6,825/wk
  • min $4,032/wk
  • max $6,143/wk
  • Min Stay: 7 days
Sleeps 10 people
  • 5 double bedrooms
  • 4 bathrooms
  • Independent House
  • Swimming Pool
  • Washing Machine
  • Air Conditioning
** Save up to $683 when you book by Mar-10-2021**
Save $284 Photo of Villa Rental in Tuscany, Cortona
  • min $686/wk
  • max $2,842/wk
  • min $617/wk
  • max $2,558/wk
  • Min Stay: 7 days
Sleeps 6 to 7 people
  • 3 double bedrooms
  • 2 bathrooms
  • Independent House
  • Swimming Pool
** Save up to $284 when you book by Mar-10-2021**
Save $809 Photo of Villa Rental in Tuscany, Subbiano
  • min $2,520/wk
  • max $8,085/wk
  • min $2,268/wk
  • max $7,277/wk
  • Min Stay: 7 days
Sleeps 14 to 18 people
  • 7 double bedrooms
  • 7 bathrooms
  • Independent House
  • Swimming Pool
  • Air Conditioning
** Save up to $809 when you book by Mar-10-2021**
Save $735 Photo of Villa Rental in Tuscany, Monterchi
  • min $3,501/wk
  • max $7,351/wk
  • min $3,151/wk
  • max $6,616/wk
  • Min Stay: 7 days
Sleeps 12 people
  • 6 double bedrooms
  • 6 bathrooms
  • Independent House
  • Swimming Pool
  • Washing Machine
  • Air Conditioning
** Save up to $735 when you book by Mar-10-2021**
 
Displaying 31 to 60 of 55 villas

Show all 434 Villas and Houses for Rent in Tuscany

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..