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.
Continue >
Displaying 1 to 30 of 41 villas
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 Oct-20-2019**
"
We had a wonderful time and Ivan couldn't have been more helpful and kind...." - Anne
Save $221
min $559/wkmax $2,212/wk- min $503/wk
- max $1,991/wk
- Min Stay: 7 days
Sleeps 4 people
- 2 double bedrooms
- 2 bathrooms
Independent House
Swimming Pool- Washing Machine
** Save up to $221 when you book by Oct-20-2019**
Save $189
Save $205
Save $490
Save $342
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 Oct-20-2019**
"
We had a wonderful week at Erminia, near Cortona. Would definitely rent this villa again...." - Julie
Save $756
Save $280
$2,800/wk- $2,520/wk
- Min Stay: 7 days
Sleeps 8 people
- 4 double bedrooms
- 4 bathrooms
- Independent House
- Washing Machine
** Save up to $280 when you book by Oct-20-2019**
"
Wow!! What an incredibly beautiful residence! We thoroughly enjoyed our stay within the walled city of Cortona. The villa is quite beautiful and has a breathtak..." - Catherine
Save $630
Save $630
Save $546
Save $469
Save $641
Save $419
Save $560
min $4,620/wkmax $5,600/wk- min $4,158/wk
- max $5,040/wk
- Min Stay: 7 days
Sleeps 10 people
- 5 double bedrooms
- 5 bathrooms
- Independent House
- Swimming Pool
- Air Conditioning
** Save up to $560 when you book by Oct-20-2019**
Save $700
Save $215
$2,147/wk- $1,932/wk
- Min Stay: 7 days
Sleeps 4 people
- 2 double bedrooms
- 2 bathrooms
- Washing Machine
Maid Service
** Save up to $215 when you book by Oct-20-2019**
"
Our overall experience was excellent. The property is beautiful and very "Italian".
..." - Thomas
Save $490
Save $233
$2,334/wk- $2,101/wk
- Min Stay: 7 days
Sleeps 6 people
- 3 double bedrooms
- 2 bathrooms
- Independent House
- Washing Machine
** Save up to $233 when you book by Oct-20-2019**
"
The overall experience was very good, however it is not for people who are not physically fit. You are either going up a steep hill or down a steep hill. It was ..." - Ellen
Save $997
Save $798
Save $378
Save $375
Displaying 1 to 30 of 41 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..