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South Arezzo Villas and Vacation Rentals

Located in the southern reaches of the Arezzo province, the countryside around Cortona offers many opportunities for exploration and discovery. Whether staying in a Tuscan villa near Loro Ciuffenna, Montisi, Cicogna, or Bettolle, you can head to Cortona for a day of museum hopping, or venture further south to the towns of northern Umbria and Lake Trasimeno.   Continue >

Displaying 31 to 60 of 42 villas
Save $989 Photo of Welcoming Tuscan Hillside Villa with Infinity Pool
  • min $6,300/wk
  • max $9,888/wk
  • min $5,670/wk
  • max $8,899/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 $989 when you book by Dec-20-2018**
" We spent 2 very nice weeks there. The house is very nice and well taken care of; the care taker is very responsive and helpful. We would definitely recommend it...." - Luis
Save $980 Photo of Villa Rental in Tuscany, Cortona
  • min $4,620/wk
  • max $9,800/wk
  • min $4,158/wk
  • max $8,820/wk
  • Min Stay: 7 days
Sleeps 10 people
  • 5 double bedrooms
  • 5 bathrooms
  • Independent House
  • Swimming Pool
  • Air Conditioning
** Save up to $980 when you book by Dec-20-2018**
Save $378 Photo of Charming Cottage for Two Couples or Small Family Near Cortona
  • $3,780/wk
  • $3,402/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 $378 when you book by Dec-20-2018**
" It was wonderful. It is very comfortable and the views are magnificent. The landscaping is well done and interesting...." - Richard
Save $574 Photo of Charming Villa near Cortona
  • min $3,360/wk
  • max $5,740/wk
  • min $3,024/wk
  • max $5,166/wk
  • Min Stay: 7 days
Sleeps 10 people
  • 5 double bedrooms
  • 5 bathrooms
  • Independent House
  • Swimming Pool
  • Washing Machine
  • Air Conditioning
** Save up to $574 when you book by Dec-20-2018**
Save $510 Photo of Charming Tuscan Farmhouse Walking Distance to Cortona
  • min $3,276/wk
  • max $5,096/wk
  • min $2,948/wk
  • max $4,586/wk
  • Min Stay: 7 days
Sleeps 4 people
  • 2 double bedrooms
  • 3 bathrooms
  • Independent House
  • Swimming Pool
  • Washing Machine
  • Maid Service
  • Air Conditioning
** Save up to $510 when you book by Dec-20-2018**
" It was a lovely house for just the two of us to stay in...." - Ian
Save $707 Photo of Tuscan Farmhouse with Pool within Walking Distance of Cortona
  • min $5,600/wk
  • max $7,070/wk
  • min $5,040/wk
  • max $6,363/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 $707 when you book by Dec-20-2018**
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 Dec-20-2018**
" 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 $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 Dec-20-2018**
" 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 $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 Dec-20-2018**
" Very good. ..." - Ralph
Save $187 Photo of Luxury Cortona Apartment steps from town center, restaurants, cafes
  • min $1,774/wk
  • max $1,867/wk
  • min $1,597/wk
  • max $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 Dec-20-2018**
" We had a wonderful week at Erminia, near Cortona. Would definitely rent this villa again...." - Julie
Save $244 Photo of Historic Apartment in Lush Tuscany Countryside
  • min $2,303/wk
  • max $2,443/wk
  • min $2,073/wk
  • max $2,199/wk
  • Min Stay: 3 days
Sleeps 6 to 8 people
  • 3 double bedrooms
  • 2 bathrooms
  • Swimming Pool
  • Washing Machine
  • Maid Service
** Save up to $244 when you book by Dec-20-2018**
Save $209 Photo of Tuscan Hillside Apartment with Shared Swimming Pool
  • min $1,883/wk
  • max $2,093/wk
  • min $1,695/wk
  • max $1,884/wk
  • Min Stay: 3 days
Sleeps 4 people
  • 2 double bedrooms
  • 2 bathrooms
  • Swimming Pool
  • Washing Machine
  • Maid Service
** Save up to $209 when you book by Dec-20-2018**
 
Displaying 31 to 60 of 42 villas

Show all 61 Villas and Houses for Rent in Arezzo

Perched on a mountainside, Cortona is a medieval city with sweeping views over the Valdichiana. Originally one of the 12 cities that formed the Etruscan confederation, a portion of the city's 4th century BC walls remain preserved. Etruscan tombs and an altar can be viewed at excavation sites called Melone I and II; additional artifacts can be viewed in the Museo dell'Accademia Etrusca. Renaissance aficionados should pay a visit to the Museo Diocesano, which houses works by such masters as Lorenzetti and Fra Angelico. View our Tuscany Villas in South Arezzo..