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 36 villas
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 Sep-30-2021**
"
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 $700
Save $205
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 Sep-30-2021**
"
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 $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-30-2021**
"
We had a wonderful week at Erminia, near Cortona. Would definitely rent this villa again...." - Julie
Save $193
Save $680
Save $350
Save $391
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-30-2021**
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-30-2021**
"
Our overall experience was excellent. The property is beautiful and very "Italian".
..." - Thomas
Save $630
Save $630
Save $1,070
Save $637
Save $1,003
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-30-2021**
"
We had a wonderful time and Ivan couldn't have been more helpful and kind...." - Anne
Save $377
min $1,273/wkmax $3,770/wk- min $1,146/wk
- max $3,393/wk
- Min Stay: 7 days
Sleeps 6 to 7 people
- 3 double bedrooms
- 2 bathrooms
- Independent House
- Swimming Pool
- Washing Machine
** Save up to $377 when you book by Sep-30-2021**
Save $306
min $806/wkmax $3,056/wk- min $725/wk
- max $2,750/wk
- Min Stay: 7 days
Sleeps 4 people
- 2 double bedrooms
- 2 bathrooms
- Independent House
- Swimming Pool
- Washing Machine
** Save up to $306 when you book by Sep-30-2021**
Save $396
min $1,223/wkmax $3,957/wk- min $1,101/wk
- max $3,561/wk
- Min Stay: 7 days
Sleeps 6 to 7 people
- 3 double bedrooms
- 2 bathrooms
- Independent House
- Swimming Pool
** Save up to $396 when you book by Sep-30-2021**
Save $230
min $2,093/wkmax $2,303/wk- min $1,884/wk
- max $2,073/wk
- Min Stay: 3 days
Sleeps 6 to 8 people
- 3 double bedrooms
- 2 bathrooms
- Swimming Pool
- Washing Machine
- Maid Service
** Save up to $230 when you book by Sep-30-2021**
Save $195
min $1,743/wkmax $1,953/wk- min $1,569/wk
- max $1,758/wk
- Min Stay: 3 days
Sleeps 4 people
- 2 double bedrooms
- 2 bathrooms
- Swimming Pool
- Washing Machine
- Maid Service
** Save up to $195 when you book by Sep-30-2021**
Displaying 1 to 30 of 36 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..