Air conditioned apartments and villas to rent in Cortona

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Cortona

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271 Holiday homes

Filters applied: Air conditioning (273)

(4) Excellent 

24

Cortona / Cegliolo

3 8 1 night min

  • 3 bedrooms
  • Sleeps 8
  • 1 night min
  • Swimming pool
  • Child friendly
  • Air conditioning

 …see more

from £98 / night

£594 / week

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from £98 / night

27

Province of Arezzo / Cortona

3 7 7 nights min

  • 3 bedrooms
  • Sleeps 7
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

 …see more

from £111 / night

£772 / week

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from £111 / night

(38) Excellent 

30

Villa rental in Cortona with swimming pool

Province of Arezzo / Cortona

2 4 1 night min

  • 2 bedrooms
  • Sleeps 4
  • 1 night min
  • Nearest beach 150 km
  • Swimming pool
  • Child friendly
“Great holidays.” Great holiday. If you want to spend a week and two weeks in Tuscany, I recommend staying at the VILLINO DI CORTONA. We'll be just 5 km from markets, etc. Center Cortona IS AT 7 kM. Ideal location for many tours: Montepulciano, Pie  …see more

from £81 / night

£517 - £729 / week

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from £81 / night

22

Province of Arezzo / Cortona

20 30 2 nights min

  • 20 bedrooms
  • Sleeps 30
  • 2 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

 …see more

from £131 / night

£823 / week

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from £131 / night

4

Province of Arezzo / Cortona

1 2 1 night min

  • 1 bedroom
  • Sleeps 2
  • 1 night min
  • Child friendly
  • Air conditioning

 …see more

from £60 / night

£382 / week

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from £60 / night

24

Province of Arezzo / Cortona

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

 …see more

from £204 / night

£1272 - £1399 / week

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from £204 / night

100

Apartment rental in Cortona with shared pool

Province of Arezzo / Cortona

1 3 Min stay varies

  • 1 bedroom
  • Sleeps 3
  • 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

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84

Holiday home in Montecchio

Cortona / Montecchio

2 5 7 nights min

  • 2 bedrooms
  • Sleeps 5
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
Fienile Cottage is a cute detached cottage, situated in its own private garden, with sensational views of olive groves, vineyards, meadows full of sunflowers, poppies and purple cornflowers, spiralling infinitely into the valleys below. It has 1 double bedroom + 1 singl  …see more

from £116 / night

£806 - £933 / week

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from £116 / night

(3) Excellent 

30

Holiday cottage in Cortona

Province of Arezzo / Cortona

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
“PEACEFUL” Everything you could want from a holiday home in Tuscany. Very clean accommodation. Plenty of kitchen accessories. Air conditioning. Clean pool. Great food prepared by the owner upon request. Pizzas from heaven!  …see more

Pricing unknown

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23

Cortona / Fratta Santa Caterina

2 6 1 night min

  • 2 bedrooms
  • Sleeps 6
  • 1 night min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly

 …see more

from £170 / night

£1272 / week

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from £170 / night

101

Province of Arezzo / Cortona

10 20 7 nights min

  • 10 bedrooms
  • Sleeps 20
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 17 km
  • Swimming pool

 …see more

from £509 / night

£3560 - £5594 / week

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from £509 / night

12

Holiday apartment rental

Cortona / Farinaio

2 4 2 nights min

  • 2 bedrooms
  • Sleeps 4
  • 2 nights min
  • Child friendly
  • Air conditioning
  • Pet friendly
The apartment Uva, located on the first floor consists of: living room, kitchen, two bedrooms, a bathroom with shower and independent heating.  …see more

from £34 / night

£619 / week

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from £34 / night

(20) Excellent 

58

Holiday home in Cortona

Province of Arezzo / Cortona

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Child friendly
  • Air conditioning
  • Private garden
“Wonderful unique place. Pure Magic.” La Colonica is a wonderful unique place. From the moment they opened the big gates, this year's holiday became pure magic. We were overcome with the setting - the beautiful cottage is surrounded by wonderful garde  …see more

from £94 / night

£594 - £780 / week

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from £94 / night

19

Villa rental in Cortona with swimming pool

Province of Arezzo / Cortona

7 14 7 nights min

  • 7 bedrooms
  • Sleeps 14
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
Walking distance to the town Family friendly villa Luxury villas Villas in Tuscany for groups  …see more

from £382 / night

£2670 - £4390 / week

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from £382 / night

22

Holiday cottage with swimming pool in Cortona

Province of Arezzo / Cortona

2 6 7 nights min

  • 2 bedrooms
  • Sleeps 6
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
This beautiful holiday home near Cortona, is located at a 15 min drive (15km) from this famed Etruscan and medieval town, main cultural and artistic centre of the Val di Chiana after Arezzo. The cottage is the outbuilding of an old farmhouse,  …see more

from £112 / night

£780 - £1433 / week

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from £112 / night

24

Holiday villa rental

Province of Arezzo / Cortona

6 12 7 nights min

  • 6 bedrooms
  • Sleeps 12
  • 7 nights min
  • Nearest beach 60 km
  • Swimming pool
  • Child friendly
Villa Fonte is located in an extraordinary panoramic position in the open countryside surrounded by olive trees and other typical Tuscan plants but within walking distance from the famous historical town of Cortona just 400 meters away. The perfect place for a holiday d  …see more

from £406 / night

£2839 - £4407 / week

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from £406 / night

30

Holiday home in Cortona

Province of Arezzo / Cortona

1 4 1 night min

  • 1 bedroom
  • Sleeps 4
  • 1 night min
  • Nearest beach 15 km
  • Suitable for children age 5+
  • Air conditioning
5 min drive to Cortona. Perfect base to see the rest of Tuscany and Perugia. Personal chef for 1 day or more for cooking classes and/or privet dinners right next door.  …see more

from £64 / night

£339 / week

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from £64 / night

8

Farinaio holiday apartment rental

Cortona / Farinaio

2 4 2 nights min

  • 2 bedrooms
  • Sleeps 4
  • 2 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
You will find 4 spacious apartments for your stay in Cortona, bright and comfortable and an outbuilding between the olive trees.Farmhouse La Tesa is the best that a country house can give you for your holiday in the heart of Tuscany. You will experience a rejuvenating  …see more

from £34 / night

£678 / week

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from £34 / night

(2) Very Good 

12

Province of Arezzo / Cortona

6 6 Min stay varies

  • 6 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

 …see more

Pricing unknown

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Pricing unknown

16

Holiday apartment in Cantalena

Cortona / Cantalena

1 2 3 nights min

  • 1 bedroom
  • Sleeps 2
  • 3 nights min
  • Ask owner if suitable for children
  • Air conditioning
Siena vacation rental, siena holiday apartment, siena suite, siena luxury apartment,My family own the Palazzo since 1790,  …see more

from £162 / night

£967 / week

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from £162 / night

36

Province of Arezzo / Cortona

13 30 7 nights min

  • 13 bedrooms
  • Sleeps 30
  • 7 nights min
  • Swimming pool
  • Ask owner if suitable for children
  • Air conditioning

 …see more

from £545 / night

£3814 - £5933 / week

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from £545 / night

36

Province of Arezzo / Cortona

2 5 7 nights min

  • 2 bedrooms
  • Sleeps 5
  • 7 nights min
  • Swimming pool
  • Ask owner if suitable for children
  • Air conditioning

 …see more

from £79 / night

£551 - £950 / week

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from £79 / night

34

Cortona / Montanare

1 3 Min stay varies

  • 1 bedroom
  • Sleeps 3
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

 …see more

from £60 / night

£382 - £509 / week

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from £60 / night

101

Cortona holiday apartment rental

Province of Arezzo / Cortona

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • 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

(15) Excellent 

22

Cortona holiday home rental

Province of Arezzo / Cortona

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Air conditioning
  • Private garden
“We could have lived here fulltime” Pictures do not show overall comfort, quiet,location and fully equipped. Kate and Andrew are best hosts showing us the property and then tour of town. They had everything well organized with instructions on how to o  …see more

from £157 / night

£1068 - £1856 / week

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from £157 / night

(11) Excellent 

35

Holiday villa with swimming pool in Cortona

Province of Arezzo / Cortona

7 24 3 nights min

  • 7 bedrooms
  • Sleeps 24
  • 3 nights min
  • Nearest beach 250 km
  • Swimming pool
  • Child friendly
Villa Nobile is a stunning 19th Century classical villa recently restored farmhouse authentically and with artistic charm, with a private pool 13 m x 6 m. Sitting in 4 acres of natural Tuscan rural land & a private avenue of young cypresses bringing you to our doorstep.  …see more

from £551 / night

£3856 / week

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from £551 / night

18

Holiday apartment in Cortona

Province of Arezzo / Cortona

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
  • Air conditioning
  • Private garden
The beautifully decorated Tuscan-villino is surrounded by cypresses, old pines and olive trees, the residences offer magnificent views of the enchanting Valdichiana, a rolling countryside of sunflowers and vineyards. Excellent Restaurant by the pool .  …see more

Pricing unknown

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Pricing unknown

78

Cortona / Montalla

9 18 7 nights min

  • 9 bedrooms
  • Sleeps 18
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

 …see more

from £885 / night

£6195 - £9365 / week

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from £885 / night

(1) Excellent 

10

Province of Arezzo / Cortona

1 2 3 nights min

  • 1 bedroom
  • Sleeps 2
  • 3 nights min
  • Air conditioning

 …see more

from £43 / night

£255 - £407 / week

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from £43 / night

(10) Very Good 

28

Province of Arezzo / Cortona

11 24 Min stay varies

  • 11 bedrooms
  • Sleeps 24
  • Min stay varies
  • Nearest beach 8 km
  • Swimming pool
  • Child friendly

 …see more

from £43 / night

£297 - £5119 / week

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from £43 / night

59

Province of Arezzo / Cortona

4 9 7 nights min

  • 4 bedrooms
  • Sleeps 9
  • 7 nights min
  • Nearest beach 20 km
  • Swimming pool
  • Child friendly

 …see more

from £297 / night

£2077 / week

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from £297 / night

19

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

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

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

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

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

(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

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

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

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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