Cortona Villas, Holiday rentals and apartments

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Cortona

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817 Holiday homes

6

Cortona holiday apartment rental

Province of Arezzo / Cortona

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Child friendly
  • Ask about pets
  • Private garden
Apartment / Condo in Cortona with 1 bedrooms sleeps 4  …see more

from £69 / night

£353 - £503 / week

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from £69 / night

17

Holiday farmhouse with swimming pool in Mercatale di Cortona

Cortona / Mercatale di Cortona

3 5 Min stay varies

  • 3 bedrooms
  • Sleeps 5
  • Min stay varies
  • Nearest beach 20 km
  • Swimming pool
  • Child friendly
Casa Luca country house with fireplace, two balcony, fully equipeed kitchen, TV SAT, Wi-Fi, CD Stereo, 2 bedrooms and 1 bathroom, perfect for a family with 2 or 3 children and also for 2 couples of adults.Casa Luca has two fantastic balcony with breathtaking views over  …see more

from £89 / night

£573 - £636 / week

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from £89 / night

100

Cortona holiday apartment rental

Province of Arezzo / Cortona

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Nearest beach 100 km
  • Swimming pool
  • Child friendly
Reggia Etruria is a wonderful complex of 4 apartments in Tuscany, all fitted with modern amenities and extremely comfortable, surrounded by a splendid panoramic garden with swimming, pool, and located nearby Arezzo, Pienza, Siena, and Cortona.  …see more

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101

Apartment rental in Cortona with shared pool

Province of Arezzo / Cortona

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Nearest beach 130 km
  • Swimming pool
  • Child friendly
These apartments near Cortona offer living area with sofa bed and kitchen corner, double and twin bedrooms with bathroom with shower. They host up to 6 or 7 people.  …see more

Pricing unknown

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15

Montalla holiday home let

Cortona / Montalla

4 8 7 nights min

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Private garden
Independent stone house close to Cortona, a former middle age tower with terracotta floors and gothic windows. 8 sleeps, swimming pool  …see more

from £231 / night

£1611 / week

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from £231 / night

100

Holiday apartment with shared pool in Cortona

Province of Arezzo / Cortona

3 7 Min stay varies

  • 3 bedrooms
  • Sleeps 7
  • Min stay varies
  • Nearest beach 130 km
  • Swimming pool
  • Child friendly
These apartments near Cortona offer living area with sofa bed and kitchen corner, double and twin bedrooms with bathroom with shower. They host up to 6 or 7 people.  …see more

Pricing unknown

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Pricing unknown

20

Apartment rental in Cortona

Province of Arezzo / Cortona

1 2 3 nights min

  • 1 bedroom
  • Sleeps 2
  • 3 nights min
  • Child friendly
This luxury apartment is located on the third floor of one of the most prestigious buildings in the historical center of Cortona. The palace used to belong to the noble Tommasi- Fierli family and it was built around 1500. The apartment Signorelli overlooks the square  …see more

from £94 / night

£424 - £585 / week

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from £94 / night

(1) Excellent 

13

Province of Arezzo / Cortona

3 4 2 nights min

  • 3 bedrooms
  • Sleeps 4
  • 2 nights min
  • Swimming pool
  • Suitable for children age 5+
  • Pet friendly

 …see more

from £85 / night

£594 / week

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from £85 / night

25

Holiday home with swimming pool in Cortona

Province of Arezzo / Cortona

1 4 3 nights min

  • 1 bedroom
  • Sleeps 4
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Pet friendly
Nestled deep within the hills of Tuscany yet only 500 metres from all the attractions of Cortona, this comfortable house is an ideal retreat for 4 nature-loving or wine-loving holidaymakers. Inside the house, the lounge is perfect for unwinding after a day of explorat  …see more

from £81 / night

£439 - £767 / week

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from £81 / night

100

Villa rental in Cortona with swimming pool

Province of Arezzo / Cortona

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Nearest beach 180 km
  • Swimming pool
  • Child friendly
This villa in Cortona’s countryside sleeps up to 4 people. It is fully equipped and it even boasts its own garden and swimming pool. It is close to the famous art cities in the region so it works as an ideal starting point for a holiday in Tuscany.  …see more

from £327 / night

£2289 / week

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from £327 / night

26

Cortona holiday apartment rental

Province of Arezzo / Cortona

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • Child friendly
La Dolce Vita has been tastefully restored and decorated to the highest standards to produce a wonderful apartment in a quiet street a few minutes walk from the main square, bars and restaurants of Cortona. Picture windows in the living room and main bedroom provide stu  …see more

from £102 / night

£636 - £848 / week

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from £102 / night

14

Cortona / Montecchio

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Swimming pool
  • Child friendly

 …see more

from £51 / night

£289 - £416 / week

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from £51 / night

26

Province of Arezzo / Cortona

7 13 Min stay varies

  • 7 bedrooms
  • Sleeps 13
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

 …see more

from £163 / night

£1356 - £2543 / week

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from £163 / night

100

Cortona holiday apartment rental

Province of Arezzo / Cortona

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Nearest beach 130 km
  • Swimming pool
  • Child friendly
These apartments near Cortona offer living area with sofa bed and kitchen corner, double and twin bedrooms with bathroom with shower. They host up to 6 or 7 people.  …see more

Pricing unknown

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26

Holiday villa rental

Cortona / Montecchio

6 12 7 nights min

  • 6 bedrooms
  • Sleeps 12
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
Located in a beautiful hilly position, Il Giardino di Diana is a genuine stone and brick farmhouse surrounded by the characteristic Tuscan hills with olive groves and vineyards. Both the pool and the attic, boast spectacular panoramic views of the countryside with Corto  …see more

from £243 / night

£1695 - £2967 / week

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from £243 / night

(1) Excellent 

39

Cortona / Farinaio

6 14 7 nights min

  • 6 bedrooms
  • Sleeps 14
  • 7 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly

 …see more

from £243 / night

£1695 - £2543 / week

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from £243 / night

17

Province of Arezzo / Cortona

3 5 Min stay varies

  • 3 bedrooms
  • Sleeps 5
  • Min stay varies
  • Child friendly
  • Pet friendly
  • Private garden

 …see more

from £102 / night

£636 - £763 / week

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from £102 / night

30

Holiday home with swimming pool in Cortona

Province of Arezzo / Cortona

6 11 7 nights min

  • 6 bedrooms
  • Sleeps 11
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
Il Giardino di Silvana is a typical Tuscan stone house located on an evocative hilly position, a few steps away from the prestigious Santa Maria Nuova church and walk to town. The property preserves its rustic style with cotto flooring, wood beamed ceilings and Pietra  …see more

from £182 / night

£1272 - £2119 / week

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from £182 / night

27

Villa rental in Cortona with swimming pool

Province of Arezzo / Cortona

5 9 7 nights min

  • 5 bedrooms
  • Sleeps 9
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
Surrounded by the gentle rolling hills surrounding the ancient city of Cortona, Eugenio Villa offers an unforgettable holiday of privacy and tranquility. Careful restoration has transformed this typical Tuscan farmhouse of the XVII century in a house warm and cozy count  …see more

from £188 / night

£1314 - £2700 / week

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from £188 / night

(1) Excellent 

34

Holiday villa in Cortona

Province of Arezzo / Cortona

6 15 Min stay varies

  • 6 bedrooms
  • Sleeps 15
  • Min stay varies
  • Child friendly
  • Pet friendly
Old Farmhouse "Agriturismo Henni" of 1800th totally renovated in 2016, with swimming pool 6mt x 12mt, hydromassage and sauna with panoramic view. The building is situated upper the hill, around the house there is and olive grove, vineyard and wood. The ideal place for p  …see more

from £382 / night

£2543 - £3814 / week

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from £382 / night

100

Cortona holiday apartment accommodation

Province of Arezzo / Cortona

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Nearest beach 150 km
  • Swimming pool
  • Child friendly
This stunning country house lies just outside of Cortona, and is comprised of three apartments. Two can accommodate up to four, and one can accommodate two people.  …see more

Pricing unknown

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Pricing unknown

(1) Very Good 

36

Holiday villa in Cortona

Province of Arezzo / Cortona

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
Villa Francesca is a beautiful villa located in the countryside in the green hills on the border between Tuscany and Umbria, a few kilometers from Cortona, a quaint town rich in history and offers shops and services of all kinds.  …see more

from £138 / night

£958 - £1628 / week

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from £138 / night

100

Apartment rental in Cortona with shared pool

Province of Arezzo / Cortona

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Nearest beach 150 km
  • Swimming pool
  • Child friendly
These apartments offer luxury and comfort in a very tranquil and refined atmosphere. They share a fantastic garden and swimming pool, and they’re located in a very strategic location.  …see more

Pricing unknown

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Pricing unknown

12

Holiday farmhouse with swimming pool in Bagnolo

Cortona / Bagnolo

4 8 7 nights min

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Pet friendly
Family friendly villa Budget Villas in Tuscany Villas in Tuscany for groups  …see more

from £191 / night

£1335 / week

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from £191 / night

24

Province of Arezzo / Cortona

10 20 Min stay varies

  • 10 bedrooms
  • Sleeps 20
  • Min stay varies
  • Beach / lakeside relaxation
  • Car not necessary
  • Private garden

 …see more

Pricing unknown

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Pricing unknown

26

Holiday villa in Montalla

Cortona / Montalla

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
Villa Orlandicchio is a small villa built in stone, and completely restored in 2014. Located on top of a hill from which you can admire the stunning view of the “valle”, it has its own private entrance, parking, garden and swimming pool (4m x 8m). The house has be  …see more

from £226 / night

£1577 - £2839 / week

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from £226 / night

20

Holiday villa in Cortona

Province of Arezzo / Cortona

3 8 7 nights min

  • 3 bedrooms
  • Sleeps 8
  • 7 nights min
  • Child friendly
Villa Bellora is an amazing property located in the Tuscan countryside between Cortona and Montepulciano, not far from Montepulciano lake. The Tuscan style of the typical farmhouse has been treasured by retaining the terracotta floors and wooden beams which characteriz  …see more

from £233 / night

£1628 - £2809 / week

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from £233 / night

24

Cortona holiday apartment rental

Province of Arezzo / Cortona

3 5 3 nights min

  • 3 bedrooms
  • Sleeps 5
  • 3 nights min
  • Child friendly
  • Private garden
This lovely apartment, located on the first floor and enhanced by a small equipped garden, is set in beautiful panoramic position at short distance from Cortona historic centre. Recently renovated, it can host up to 5 people in 3 bright bedrooms - 2 doubles and 1 single  …see more

from £85 / night

£339 - £678 / week

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from £85 / night

13

Province of Arezzo / Cortona

2 4 1 night min

  • 2 bedrooms
  • Sleeps 4
  • 1 night min
  • Swimming pool
  • Child friendly
  • Air conditioning

 …see more

from £68 / night

£475 / week

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from £68 / night

100

Holiday villa with swimming pool in Cortona

Province of Arezzo / Cortona

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Nearest beach 136 km
  • Swimming pool
  • Child friendly
Villa Lucente is the perfect villa for those wanting an idyllic holiday in Tuscany. The villa is located in the heart of the Val di Chiana in Tuscany, near the enchanting town of Cortona, you'll enjoy breathtaking views of the surrounding countrysid  …see more

Pricing unknown

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10

Apartment rental in Cortona

Province of Arezzo / Cortona

3 5 2 nights min

  • 3 bedrooms
  • Sleeps 5
  • 2 nights min
  • Child friendly
Located in the heart of the medieval city centre of Cortona, this recently restored apartment offers all modern comforts. Sitting on two floors and with a total of two bathrooms and three bedrooms, there is definitely plenty of room. The modern concept of this apartme  …see more

from £339 / night

£2373 / week

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from £339 / night

101

Holiday apartment in Cortona

Province of Arezzo / Cortona

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Nearest beach 180 km
  • Child friendly
These two apartments can accommodate a total of 12 guests if rented together but can also be rented individually for groups of 2-4 and up to 8 respectively. Casa Medicea is conveniently located right in the heart of Cortona near to all amenities.  …see more

Pricing unknown

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Pricing unknown

24

Cortona holiday apartment rental

Province of Arezzo / Cortona

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Child friendly
  • Ask about pets
  • Private garden
Apartment / Condo in Cortona with 4 bedrooms sleeps 8  …see more

from £259 / night

£1510 - £1971 / week

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from £259 / night

(1) Excellent 

14

Province of Arezzo / Cortona

1 2 2 nights min

  • 1 bedroom
  • Sleeps 2
  • 2 nights min
  • Beach / lakeside relaxation
  • Nearest beach 32 km
  • Ask owner if suitable for children

 …see more

from £60 / night

£424 / week

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from £60 / night

100

Cortona holiday apartment rental

Province of Arezzo / Cortona

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Nearest beach 150 km
  • Swimming pool
  • Child friendly
These apartments for rent in Tuscany housed in a farmhouse lie atop a hill with full view of the walls of Cortona.  …see more

from £76 / night

£526 - £763 / week

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from £76 / night

24

Villa rental in Cortona with swimming pool

Province of Arezzo / Cortona

6 14 3 nights min

  • 6 bedrooms
  • Sleeps 14
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Private garden
Villa Vaglie is a quaint cottage that is set in a charming and panoramic position, with completely authentic surroundings. Villa Vaglie is located next to the farmhouse where the owner and his family reside.  …see more

from £424 / night

£1950 / week

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from £424 / night

25

Province of Arezzo / Cortona

4 9 7 nights min

  • 4 bedrooms
  • Sleeps 9
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Pet friendly

 …see more

from £230 / night

£2077 - £2543 / week

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from £230 / night

(1) Excellent 

81

Province of Arezzo / Cortona

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 18 km
  • Swimming pool

 …see more

from £85 / night

£509 - £831 / week

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from £85 / night

31

Villa accommodation in Cortona with swimming pool

Province of Arezzo / Cortona

4 6 7 nights min

  • 4 bedrooms
  • Sleeps 6
  • 7 nights min
  • Nearest beach 125 km
  • Swimming pool
  • Child friendly
Villa Barbara is situated on the top of a hill kissed by the sun and caressed by the stars. Skilfully restored to keep its ancient charm untouched, it attracts with its solemn dignity and with its remarkable environmental landscaping. Completely furnished following the  …see more

from £218 / night

£1526 - £1950 / week

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from £218 / night

(2) Very Good 

14

Cortona / Montanare

6 16 2 nights min

  • 6 bedrooms
  • Sleeps 16
  • 2 nights min
  • Child friendly
  • Ask about pets
  • Private garden

 …see more

from £64 / night

£382 - £2043 / week

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from £64 / night

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