Villa Rentals in Tuscany South of Arezzo
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.
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Displaying 1 to 30 of 35 villas
Save $1,003
Save $694
Sleeps 12 people
- 6 double bedrooms
- 6 bathrooms
Independent House
Swimming Pool
Washing Machine
Save $770
Save $236
$2,363/wk- $2,127/wk
- Min Stay: 7 days
Sleeps 6 people
- 3 double bedrooms
- 3 bathrooms
- Independent House
- Washing Machine
** Save up to $236 when you book by Mar-31-2023**
"
We had a great experience. The steep walk to and from the villa was challenging at times. I missed not having a car to go to other areas . ..." - Kathryn
Sleeps 2 people
- 1 double bedrooms
- 1 bathrooms
- Swimming Pool
Sleeps 4 people
- 2 double bedrooms
- 2 bathrooms
- Swimming Pool
- Washing Machine
Save $289
min $2,538/wkmax $2,888/wk- min $2,284/wk
- max $2,599/wk
- Min Stay: 7 days
Sleeps 4 people
- 2 double bedrooms
- 2 bathrooms
- Washing Machine
** Save up to $289 when you book by Mar-31-2023**
Sleeps 4 people
- 2 double bedrooms
- 2 bathrooms
- Independent House
- Swimming Pool
- Washing Machine
Sleeps 6 to 7 people
- 3 double bedrooms
- 2 bathrooms
- Independent House
- Swimming Pool
Sleeps 6 to 7 people
- 3 double bedrooms
- 2 bathrooms
- Independent House
- Swimming Pool
- Washing Machine
Save $210
min $1,838/wkmax $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 Mar-31-2023**
"
Our overall experience was excellent. The property is beautiful and very "Italian".
..." - Thomas
Save $187
$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-31-2023**
"
We had a wonderful week at Erminia, near Cortona. Would definitely rent this villa again...." - Julie
Sleeps 6 to 8 people
- 3 double bedrooms
- 2 bathrooms
- Swimming Pool
- Washing Machine
- Maid Service
Sleeps 4 people
- 2 double bedrooms
- 2 bathrooms
- Swimming Pool
- Washing Machine
- Maid Service
Save $1,400
Displaying 1 to 30 of 35 villas
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..