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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 $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 Oct-20-2018**
" Very good. ..." - Ralph
Save $452 Photo of Tuscan Apartment with Shared Pool and Breathtaking Views of Cortona
  • min $1,438/wk
  • max $2,259/wk
  • min $1,150/wk
  • max $1,808/wk
  • Min Stay: 7 days
Sleeps 4 to 5 people
  • 2 double bedrooms
  • 2 bathrooms
  • Swimming Pool
  • Washing Machine
  • Air Conditioning
** Save up to $452 when you book by Oct-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 $1,349 Photo of Villa Rental in Tuscany, Castiglion Fiorentino
  • min $2,202/wk
  • max $6,744/wk
  • min $1,762/wk
  • max $5,395/wk
  • Min Stay: 7 days
Sleeps 8 to 9 people
  • 4 double bedrooms
  • 3 bathrooms
  • Independent House
  • Swimming Pool
** Save up to $1,349 when you book by Oct-20-2018**
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 Oct-20-2018**
Save $382 Photo of Tuscan Hillside Apartment with Shared Swimming Pool
  • $1,909/wk
  • $1,527/wk
  • Min Stay: 7 days
Sleeps 4 people
  • 2 double bedrooms
  • 2 bathrooms
  • Swimming Pool
  • Washing Machine
  • Maid Service
** Save up to $382 when you book by Oct-20-2018**
Save $924 Photo of Lakeview Tuscan countryside property has pool, gardens, wine cellar!
  • $4,620/wk
  • $3,696/wk
  • Min Stay: 7 days
Sleeps 10 people
  • 5 double bedrooms
  • 7 bathrooms
  • Independent House
  • Swimming Pool
  • Washing Machine
  • Air Conditioning
** Save up to $924 when you book by Oct-20-2018**
Save $389 Photo of Villa Rental in Tuscany, Camucia
  • min $765/wk
  • max $3,891/wk
  • min $689/wk
  • max $3,502/wk
  • Min Stay: 7 days
Sleeps 6 people
  • 3 double bedrooms
  • 3 bathrooms
  • Independent House
  • Swimming Pool
  • Washing Machine
  • Air Conditioning
** Save up to $389 when you book by Oct-20-2018**
Save $580 Photo of Villa with pool near Cortona
  • min $3,402/wk
  • max $5,803/wk
  • min $3,062/wk
  • max $5,223/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 $580 when you book by Oct-20-2018**
" 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 $209 Photo of Apartment Rental in the Center of Cortona
  • min $800/wk
  • max $1,043/wk
  • min $640/wk
  • max $834/wk
  • Min Stay: 7 days
Sleeps 2 to 3 people
  • 1 double bedrooms
  • 1 bathrooms
  • Washing Machine
  • Maid Service
  • Air Conditioning
** Save up to $209 when you book by Oct-20-2018**
" Prefect! Everything that I had expected and much, much more!..." - Linda
Save $113 Photo of Apartment Rental in Cortona Center
  • min $839/wk
  • max $1,125/wk
  • min $755/wk
  • max $1,013/wk
  • Min Stay: 7 days
Sleeps 3 people
  • Studio and/or Loft
  • 1 bathrooms
  • Washing Machine
  • Maid Service
** Save up to $113 when you book by Oct-20-2018**
" We had great neighbours, important as we sat opposite each other outside. Inside was very dark and not much light...." - Geoff
  • min $727/wk
  • max $948/wk
  • min $654/wk
  • max $853/wk
  • Min Stay: 7 days
Sleeps 1 to 2 people
  • 1 single bedrooms
  • 1 bathrooms
  • Washing Machine
  • Maid Service
  • Air Conditioning
** Save up to $95 when you book by Oct-20-2018**
" It was amazing!..." - Hannah
Save $222 Photo of Historic Apartment in Lush Tuscany Countryside
  • $2,218/wk
  • $1,996/wk
  • Min Stay: 7 days
Sleeps 6 to 8 people
  • 3 double bedrooms
  • 2 bathrooms
  • Swimming Pool
  • Washing Machine
  • Maid Service
** Save up to $222 when you book by Oct-20-2018**
 
Displaying 31 to 60 of 42 villas

Show all 63 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..