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 42 villas
min $4,480/wkmax $6,300/wk- min $4,032/wk
- max $5,670/wk
- Min Stay: 7 days
Sleeps 12 people
- 6 double bedrooms
- 6 bathrooms
Independent House
Swimming Pool
Washing Machine
** Save up to $630 when you book by Sep-30-2020**
min $854/wkmax $4,343/wk- min $769/wk
- max $3,909/wk
- Min Stay: 7 days
Sleeps 6 people
- 3 double bedrooms
- 3 bathrooms
- Independent House
- Swimming Pool
- Washing Machine
Air Conditioning
** Save up to $434 when you book by Sep-30-2020**
min $2,800/wkmax $4,690/wk- min $2,520/wk
- max $4,221/wk
- Min Stay: 7 days
Sleeps 6 people
- 3 double bedrooms
- 2 bathrooms
- Independent House
- Swimming Pool
- Washing Machine
- Air Conditioning
** Save up to $469 when you book by Sep-30-2020**
$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-30-2020**
"
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
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-30-2020**
"
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
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-30-2020**
"
Our overall experience was excellent. The property is beautiful and very "Italian".
..." - Thomas
min $4,620/wkmax $6,300/wk- min $4,158/wk
- max $5,670/wk
- Min Stay: 7 days
Sleeps 10 people
- 5 double bedrooms
- 5 bathrooms
- Independent House
- Swimming Pool
- Washing Machine
- Air Conditioning
** Save up to $630 when you book by Sep-30-2020**
min $5,600/wkmax $7,070/wk- min $5,040/wk
- max $6,363/wk
- Min Stay: 7 days
Sleeps 8 to 9 people
- 1 single bedrooms
- 4 double bedrooms
- 3 bathrooms
- Independent House
- Swimming Pool
- Washing Machine
- Maid Service
** Save up to $707 when you book by Sep-30-2020**
min $4,200/wkmax $6,300/wk- min $3,780/wk
- max $5,670/wk
- Min Stay: 7 days
Sleeps 10 people
- 5 double bedrooms
- 5 bathrooms
- Independent House
- Swimming Pool
- Washing Machine
- Air Conditioning
** Save up to $630 when you book by Sep-30-2020**
min $4,060/wkmax $5,460/wk- min $3,654/wk
- max $4,914/wk
- Min Stay: 7 days
Sleeps 14 people
- 7 double bedrooms
- 7 bathrooms
- Independent House
- Swimming Pool
- Washing Machine
- Air Conditioning
** Save up to $546 when you book by Sep-30-2020**
$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-30-2020**
"
We had a wonderful time and Ivan couldn't have been more helpful and kind...." - Anne
min $616/wkmax $2,212/wk- min $554/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 Sep-30-2020**
min $1,680/wkmax $2,100/wk- min $1,512/wk
- max $1,890/wk
- Min Stay: 7 days
Sleeps 6 people
- 3 double bedrooms
- 2 bathrooms
- Independent House
- Swimming Pool
- Washing Machine
** Save up to $210 when you book by Sep-30-2020**
"
We all had an absolutely fabulous time. The villa was delightful ,
even better than I had hoped . It was extremely comfortable , full of atmosphere and in a gre..." - Julianne
$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-30-2020**
"
We had a wonderful week at Erminia, near Cortona. Would definitely rent this villa again...." - Julie
min $10,236/wkmax $15,472/wk- min $9,212/wk
- max $13,925/wk
- Min Stay: 7 days
Sleeps 18 people
- 8 double bedrooms
- 9 bathrooms
- Independent House
- Swimming Pool
- Washing Machine
- Air Conditioning
** Save up to $1,547 when you book by Sep-30-2020**
min $1,214/wkmax $1,774/wk- min $1,093/wk
- max $1,597/wk
- Min Stay: 7 days
Sleeps 4 people
- 2 double bedrooms
- 2 bathrooms
- Swimming Pool
- Washing Machine
- Air Conditioning
** Save up to $177 when you book by Sep-30-2020**
"
Very good.
..." - Ralph
Displaying 1 to 30 of 42 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..