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 46 villas
Save $375
Save $244
min $2,303/wkmax $2,443/wk- min $2,073/wk
- max $2,199/wk
- Min Stay: 3 days
Sleeps 6 to 8 people
- 3 double bedrooms
- 2 bathrooms
Swimming Pool
Washing Machine
Maid Service
** Save up to $244 when you book by Apr-30-2019**
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 Apr-30-2019**
Save $113
min $839/wkmax $1,125/wk- min $755/wk
- max $1,013/wk
- Min Stay: 7 days
Sleeps 3 people
- Studio and/or Loft
- 1 bathrooms
- Washing Machine
- Maid Service
** Save up to $113 when you book by Apr-30-2019**
"
We had great neighbours, important as we sat opposite each other outside. Inside was very dark and not much light...." - Geoff
Save $205
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 Apr-30-2019**
"
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 $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 Apr-30-2019**
"
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 $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 Apr-30-2019**
"
We had a wonderful time and Ivan couldn't have been more helpful and kind...." - Anne
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 Apr-30-2019**
"
Our overall experience was excellent. The property is beautiful and very "Italian".
..." - Thomas
Save $580
Save $875
Save $490
Save $189
Save $342
Save $989
Save $580
Save $823
Save $573
Save $613
min $3,003/wkmax $6,131/wk- min $2,703/wk
- max $5,518/wk
- Min Stay: 7 days
Sleeps 8 to 9 people
- 4 double bedrooms
- 3 bathrooms
- Independent House
- Swimming Pool
** Save up to $613 when you book by Apr-30-2019**
Save $469
Displaying 1 to 30 of 46 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..