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 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 Jan-20-2020**
"
We had a wonderful time and Ivan couldn't have been more helpful and kind...." - Anne
Save $284
min $696/wkmax $2,842/wk- min $626/wk
- max $2,558/wk
- Min Stay: 7 days
Sleeps 6 to 7 people
- 3 double bedrooms
- 2 bathrooms
Independent House
Swimming Pool- Washing Machine
** Save up to $284 when you book by Jan-20-2020**
Save $221
min $587/wkmax $2,212/wk- min $528/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 Jan-20-2020**
Save $824
Save $342
Save $333
$3,325/wk- $2,993/wk
- Min Stay: 7 days
Sleeps 8 people
- 4 double bedrooms
- 4 bathrooms
- Independent House
- Washing Machine
** Save up to $333 when you book by Jan-20-2020**
"
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 $490
Save $205
Save $469
Save $997
Save $263
min $2,275/wkmax $2,625/wk- min $2,048/wk
- max $2,363/wk
- Min Stay: 7 days
Sleeps 6 people
- 3 double bedrooms
- 2 bathrooms
- Independent House
- Washing Machine
** Save up to $263 when you book by Jan-20-2020**
"
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 $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 Jan-20-2020**
"
Our overall experience was excellent. The property is beautiful and very "Italian".
..." - Thomas
Save $546
Save $641
Save $630
Save $680
Save $193
Save $630
Save $700
Save $378
Save $490
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..