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 $333
min $2,363/wkmax $3,325/wk- min $2,127/wk
- max $2,993/wk
- Min Stay: 7 days
Sleeps 6 people
- 3 double bedrooms
- 3 bathrooms
Independent House
Washing Machine
** Save up to $333 when you book by Sep-30-2022**
"
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
Save $1,400
- min $2,275/wk
- max $2,625/wk
- Min Stay: 7 days
Sleeps 6 people
- 3 double bedrooms
- 2 bathrooms
- Independent House
- Washing Machine
"
The overall experience was very good...." - Ellen
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 Sep-30-2022**
"
We had a wonderful week at Erminia, near Cortona. Would definitely rent this villa again...." - Julie
Save $476
$4,760/wk- $4,284/wk
- Min Stay: 7 days
Sleeps 12 people
- 6 double bedrooms
- 6 bathrooms
- Independent House
Swimming Pool- Washing Machine
** Save up to $476 when you book by Sep-30-2022**
Save $266
Save $525
Save $908
Save $770
Save $694
Save $532
Save $685
Save $370
Save $245
$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 Sep-30-2022**
"
We had a wonderful time and Ivan couldn't have been more helpful and kind...." - Anne
Save $140
min $886/wkmax $1,400/wk- min $797/wk
- max $1,260/wk
- Min Stay: 7 days
Sleeps 4 people
- 2 double bedrooms
- 2 bathrooms
- Independent House
- Swimming Pool
- Washing Machine
** Save up to $140 when you book by Sep-30-2022**
Save $595
Save $207
Save $190
min $1,756/wkmax $1,903/wk- min $1,580/wk
- max $1,713/wk
- Min Stay: 7 days
Sleeps 4 people
- 2 double bedrooms
- 2 bathrooms
- Swimming Pool
- Washing Machine
** Save up to $190 when you book by Sep-30-2022**
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 Sep-30-2022**
"
Our overall experience was excellent. The property is beautiful and very "Italian".
..." - Thomas
Save $209
min $1,883/wkmax $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 Sep-30-2022**
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..