Villas with a pool Cortona | Apartments to rent with swimming facilities

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Cortona

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566 Holiday homes

Filters applied: Swimming pool

Travellers going to Cortona are booking June dates now. Secure your holiday home today and have the perfect trip.

5

Province of Arezzo / Cortona

1 2 2 nights min

  • 1 bedroom
  • Sleeps 2
  • 2 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

 …see more

from £67 / night

£467 / week

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from £67 / night

13

Cortona holiday farmhouse rental

Province of Arezzo / Cortona

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Pet friendly
Villa in Cortona with 1 bedrooms sleeps 4  …see more

from £111 / night

£642 - £1077 / week

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from £111 / night

28

Holiday villa with swimming pool in Cortona

Province of Arezzo / Cortona

6 12 7 nights min

  • 6 bedrooms
  • Sleeps 12
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
Villa Borgonuovo is a beautiful farmhouse, which has been recently restored, according to the typical Tuscan style, and equipped with all comforts. The villa lies at Cortona's feet, only 15 minutes away from the town centre. The villa is a perfect example of the tr  …see more

from £245 / night

£1710 - £3206 / week

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from £245 / night

18

Cortona holiday apartment rental

Province of Arezzo / Cortona

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Ask about pets
Apartment in Cortona with 2 bedrooms sleeps 4  …see more

from £78 / night

£462 - £770 / week

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from £78 / night

44

Province of Arezzo / Cortona

10 20 7 nights min

  • 10 bedrooms
  • Sleeps 20
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

 …see more

from £348 / night

£2436 - £3663 / week

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from £348 / night

17

Holiday apartment with shared pool in Cortona

Province of Arezzo / Cortona

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Pet friendly
Apartment in Cortona with 3 bedrooms sleeps 6  …see more

from £184 / night

£1283 - £1957 / week

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from £184 / 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 £245 / night

£1710 - £2992 / week

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from £245 / night

5

Province of Arezzo / Cortona

1 2 1 night min

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

 …see more

from £67 / night

£467 / week

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from £67 / night

33

Villa rental in Cortona with swimming pool

Province of Arezzo / Cortona

4 7 7 nights min

  • 4 bedrooms
  • Sleeps 7
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
Surrounded by the gentle hills which frame the medieval town of Cortona, Villa Eugenio will assure you a peaceful vacation in the heart of Tuscany. This beautiful 17th century Tuscan farmhouse has been painstakingly restored and turned into a warm and welcoming country  …see more

from £190 / night

£1325 - £2112 / week

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from £190 / night

16

Holiday home with swimming pool in Cortona

Province of Arezzo / Cortona

4 9 7 nights min

  • 4 bedrooms
  • Sleeps 9
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
Family friendly villa Villas in Tuscany for groups  …see more

from £300 / night

£2095 - £2992 / week

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from £300 / night

(2) Very Good 

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 £86 / night

£513 - £838 / week

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from £86 / night

(1)  

100

Cignano holiday apartment accommodation

Cortona / Cignano

4 4 Min stay varies

  • 4 bedrooms
  • Sleeps 4
  • Min stay varies
  • Nearest beach 130 km
  • Swimming pool
  • Child friendly
This agriturismo features a large outdoor pool and has seven apartments that can accommodate between 2 and 8 people.  …see more

from £77 / night

£539 - £808 / week

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from £77 / 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 hous  …see more

from £228 / night

£1590 - £2864 / week

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from £228 / night

22

Cottage rental in Cortona with swimming pool

Province of Arezzo / Cortona

5 10 3 nights min

  • 5 bedrooms
  • Sleeps 10
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Private garden
A recently renovated holiday home in pristine natural surroundings where you can enjoy the regions of Tuscany and Umbria. You can always find the peace and quiet here you often forget in the hustle and bustle of daily life.  …see more

from £428 / night

£1881 / week

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from £428 / 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 £220 / night

£1539 - £1966 / week

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from £220 / night

16

Cortona holiday apartment rental

Province of Arezzo / Cortona

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Pet friendly
Apartment in Cortona with 1 bedrooms sleeps 2  …see more

from £95 / night

£547 - £812 / week

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from £95 / night

21

Cortona holiday villa rental

Province of Arezzo / Cortona

8 17 7 nights min

  • 8 bedrooms
  • Sleeps 17
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Pet friendly
Villa Fontocchio is situated at the foot of the Etruscan town of Cortona, in an enchanting location among vineyards and olive trees. Thanks to the careful restoration works, the charm of this typical Tuscan farmhouse, with its wooden beams and terracotta floors, has bee  …see more

from £390 / night

£2727 - £3291 / week

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from £390 / 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 £165 / night

£1368 - £2565 / week

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from £165 / night

12

Holiday apartment with shared pool in Cortona

Province of Arezzo / Cortona

2 6 3 nights min

  • 2 bedrooms
  • Sleeps 6
  • 3 nights min
  • Nearest beach 80 km
  • Swimming pool
  • Child friendly
An elegant, 17th Century Tuscan Farmhouse in a glorious location among Tuscan and Umbrian hills, only minutes from the beautiful Etruscan walled town of Cortona. Perfect all year round: walk or cycle in the hills, soak at the Thermal Spa, shop in fresh produce markets,  …see more

from £184 / night

£1107 - £1364 / week

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from £184 / night

31

Holiday apartment with shared pool in Cortona

Province of Arezzo / Cortona

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Ask about pets
Set in the verdant hills of the Valdichiana on the border between the Provinces of Arezzo and Siena the Fattoria delle Chianacce is a typical farmhouse built in the last century. These farms produced some of the very best beef and pork in the area and many continue to d  …see more

from £39 / night

£265 - £419 / week

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from £39 / night

27

Holiday villa with swimming pool in Cortona

Province of Arezzo / Cortona

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Ask about pets
it is the ideal place if you are looking to relax, private pool, and beautiful view.  …see more

from £87 / night

£607 - £881 / week

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from £87 / night

33

Cortona holiday villa rental

Province of Arezzo / Cortona

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
the innovative techniques for sustainable constructions intended to protect the environment.  …see more

from £269 / night

£1881 - £2522 / week

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from £269 / night

8

Holiday apartment with swimming pool in Cortona

Province of Arezzo / Cortona

1 2 7 nights min

  • 1 bedroom
  • Sleeps 2
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
“Le Gelosie apartments” are the natural and inviting alternative to our hospitality and combine good taste and attention for details.  …see more

from £86 / night

£599 / week

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from £86 / night

9

Holiday apartment with shared pool in Cortona

Province of Arezzo / Cortona

1 4 3 nights min

  • 1 bedroom
  • Sleeps 4
  • 3 nights min
  • Nearest beach 80 km
  • Swimming pool
  • Child friendly
Torre Suite is located on the first floor. Very large, light and airy bedroom with wonderful views of the garden and hills around; king size double bed and a sofa bed making it an ideal apartment for a couple or small family wishing to contain their costs. Large marble-  …see more

from £65 / night

£424 - £471 / week

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from £65 / night

24

Cortona holiday home rental

Province of Arezzo / Cortona

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Private garden
Independent stone house at the foot of Cortona with swimming pool, garden  …see more

from £153 / night

£1069 / week

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from £153 / night

13

Holiday farmhouse with shared pool in Cortona

Province of Arezzo / Cortona

1 4 3 nights min

  • 1 bedroom
  • Sleeps 4
  • 3 nights min
  • Nearest beach 80 km
  • Swimming pool
  • Child friendly
A lovely vacation home for 2 people or a family of 4. A charming and spacious sitting room converted from the Old Flour Mill with the original millstone. All the comforts of home in the fully fitted kitchen. Try out your Tuscan cooking skills or plan an evening barbecue  …see more

from £86 / night

£565 - £680 / week

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from £86 / night

21

Holiday apartment with shared pool in Cortona

Province of Arezzo / Cortona

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Pet friendly
Il Casone lies in the open countryside, a few minutes from Cortona towards Farneta. Immersed in a large garden, among the green olive trees and the delicate scent of the roses that frame the swimming pool area, this ancient farmhouse has been painstakingly restored and  …see more

from £92 / night

£642 - £812 / week

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from £92 / night

25

Holiday villa in Cortona

Province of Arezzo / Cortona

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Ask about pets
it is the ideal place if you are looking to relax, private pool and beautiful view  …see more

from £74 / night

£513 - £924 / week

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from £74 / night

23

Villa rental in Pietraia with swimming pool

Cortona / Pietraia

3 5 7 nights min

  • 3 bedrooms
  • Sleeps 5
  • 7 nights min
  • Nearest beach 155 km
  • Swimming pool
  • Child friendly
In the verdant countryside in the heart of Tuscany close to Cortona, is located Villa Capezzine, which is a cosy retreat for your holidays in complete quiet and relaxation. The villa is bright and luminous furnished in keeping with the typical Tuscan style but with mod  …see more

from £110 / night

£770 - £1368 / week

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from £110 / night

8

Province of Arezzo / Cortona

1 2 2 nights min

  • 1 bedroom
  • Sleeps 2
  • 2 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

 …see more

from £65 / night

£455 / week

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from £65 / night

32

Holiday villa with swimming pool in Cignano

Cortona / Cignano

7 17 7 nights min

  • 7 bedrooms
  • Sleeps 17
  • 7 nights min
  • Nearest beach 125 km
  • Swimming pool
  • Child friendly
Villa I Girasoli provides more than just a touch of distinctive style and class. It comprises all modern comforts, while retaining many original Tuscan design features and elegant traditional furnishings which include terracotta-tiled, beamed ceilings; tiled floors; whi  …see more

from £422 / night

£1496 - £2949 / week

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from £422 / night

14

Farmhouse letting in Localita Mucchia with shared pool

Cortona / Localita Mucchia

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
Sleeps: 2+1 – 72sq. Meters (775 sq. Ft) This charming 1 bedroom first floor apartment rentals in Tuscany, has an open living area leading to a covered private terrace with great views of Chiana Valley and Cortona. It has a fully equipped kitchen leading to a doub  …see more

from £86 / night

£599 - £778 / week

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from £86 / night

31

Cortona / Montanare

1 3 Min stay varies

  • 1 bedroom
  • Sleeps 3
  • Min stay varies
  • Nearest beach 15 km
  • Swimming pool
  • Child friendly

 …see more

from £60 / night

£342 - £513 / week

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from £60 / night

52

Villa rental in Cortona with swimming pool

Province of Arezzo / Cortona

6 13 7 nights min

  • 6 bedrooms
  • Sleeps 13
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
Surrounded by the gentle hills which frame the medieval town of Cortona, Villa Eugenio will assure you a peaceful vacation in the heart of Tuscany. This beautiful 17th century Tuscan farmhouse has been painstakingly restored and turned into a warm and welcoming country  …see more

from £267 / night

£1868 - £3089 / week

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from £267 / night

95

Montecchio holiday home rental

Cortona / Montecchio

2 6 7 nights min

  • 2 bedrooms
  • Sleeps 6
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
Cerro + Castagna Cottage make up one extremely large apartment with a covered terrace/verandah - seats 6. Not only are there 2 double bedrooms + 2 bathrooms, there are also 2 sitting/dining rooms, each with a fully fitted kitchen, one of which is very large with a firep  …see more

from £110 / night

£770 - £941 / week

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from £110 / night

24

Villa rental in Cortona with swimming pool

Province of Arezzo / Cortona

6 12 7 nights min

  • 6 bedrooms
  • Sleeps 12
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Ask about pets
Villa in Cortona with 6 bedrooms sleeps 12  …see more

from £386 / night

£2700 - £3487 / week

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from £386 / night

5

Cortona / Pietraia

3 6 2 nights min

  • 3 bedrooms
  • Sleeps 6
  • 2 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

 …see more

from £118 / night

£820 / week

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from £118 / night

(7) Excellent 

16

Province of Arezzo / Cortona

2 6 1 night min

  • 2 bedrooms
  • Sleeps 6
  • 1 night min
  • Swimming pool
  • Child friendly
  • Air conditioning

 …see more

from £73 / night

£509 / week

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from £73 / night

100

Holiday apartment in Cignano

Cortona / Cignano

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Nearest beach 130 km
  • Swimming pool
  • Child friendly
This agriturismo features a large outdoor pool and has seven apartments that can accommodate between 2 and 8 people.  …see more

from £107 / night

£659 - £1137 / week

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from £107 / night

35

Holiday villa in Cortona

Province of Arezzo / Cortona

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
Charming 175 sq.m villa for holidays in Tuscany, in the beautiful countryside surrounding the medieval city of Cortona, center of many important national and international cultural events. The villa is located in the Val d'Esse , between Tuscany and Umbria, in a v  …see more

from £183 / night

£1283 - £2052 / week

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from £183 / night