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

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Cortona

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539 Holiday homes

Filters applied: Swimming pool (539)

68

Province of Arezzo / Cortona

13 26 7 nights min

  • 13 bedrooms
  • Sleeps 26
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

 …see more

from £562 / night

£3929 - £6815 / week

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from £562 / 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 £80 / night

£435 - £760 / week

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from £80 / 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 £162 / night

£1345 - £2522 / week

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from £162 / night

11

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 £190 / night

£1324 / week

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from £190 / 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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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 £421 / night

£1933 / week

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from £421 / 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

£505 - £824 / week

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from £85 / night

78

Cortona / Montalla

9 18 7 nights min

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

 …see more

from £878 / night

£6143 - £9286 / week

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from £878 / 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 £75 / night

£522 - £757 / week

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from £75 / 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 £541 / night

£3782 - £5883 / week

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from £541 / night

100

Holiday villa with swimming pool in Cortona

Province of Arezzo / Cortona

4 10 7 nights min

  • 4 bedrooms
  • Sleeps 10
  • 7 nights min
  • Nearest beach 160 km
  • Swimming pool
  • Child friendly
This cozy villa in Cortona can accommodate up to 6 people. It has a swimming pool, a living room, 5 bedrooms and 5 bathrooms.  …see more

from £445 / night

£3110 - £4202 / week

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from £445 / 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 £217 / night

£1513 - £1933 / week

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from £217 / 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 £263 / night

£1837 - £3037 / week

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from £263 / 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 £86 / night

£597 - £866 / week

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from £86 / night

13

Cortona holiday home rental

Province of Arezzo / Cortona

4 8 7 nights min

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Pet friendly
This cosy countryhouse divided into two apartments (but rented as villa) is a perfect place for people looking to immerse themselves in the tranquility of unspoilt Tuscan countryside, far away from the noise of traffic and the pollution of the towns. The property is si  …see more

from £160 / night

£1093 - £1345 / week

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from £160 / night

35

Province of Arezzo / Cortona

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly

 …see more

from £180 / night

£1261 - £2017 / week

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from £180 / night

5

Cortona / Pietraia

3 6 2 nights min

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

 …see more

from £116 / night

£806 / week

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from £116 / night

22

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 £343 / night

£2395 - £3601 / week

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from £343 / 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 £109 / night

£757 - £925 / week

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from £109 / 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 £187 / night

£1303 - £2076 / week

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from £187 / night

21

Holiday villa with swimming pool in Pietraia

Cortona / Pietraia

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 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 £92 / night

£643 - £1345 / week

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from £92 / 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 £295 / night

£2059 - £2942 / week

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from £295 / night

23

Province of Arezzo / Cortona

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Pet friendly

 …see more

from £59 / night

£379 - £505 / week

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from £59 / 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 £66 / night

£459 / week

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from £66 / night

16

Holiday apartment with shared pool in Fratticciola

Cortona / Fratticciola

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Ask about pets
In the surroundings of Cortona, one of the most wonderful cities of art in Tuscany, lies the Agriturismo Isolina, deep in the green hills of the valley Valdichiana.  …see more

from £145 / night

£1009 / week

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from £145 / night

100

Holiday villa with swimming pool in Cortona

Province of Arezzo / Cortona

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Nearest beach 140 km
  • Swimming pool
  • Child friendly
Located in Cortona, this fabulous villa offers a fabulous swimming pool, a fully equipped kitchen and a special surprise in each room to help guests relax and enjoy the best of holidays.  …see more

from £420 / night

£2437 - £3572 / week

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from £420 / 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 £92 / night

£643 - £1345 / week

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from £92 / 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

£824 / week

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from £118 / 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 £265 / night

£1849 - £2479 / week

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from £265 / night

100

Holiday villa with swimming pool in Cortona

Province of Arezzo / Cortona

5 10 7 nights min

  • 5 bedrooms
  • Sleeps 10
  • 7 nights min
  • Nearest beach 160 km
  • Swimming pool
  • Child friendly
This lovely villa near Cortona can accommodate up to 10 people. It has a swimming pool and 3 bedrooms with en-suite bathrooms.  …see more

from £292 / night

£2043 - £3484 / week

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from £292 / 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 £66 / night

£459 / week

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from £66 / night

(3) Excellent 

43

Holiday home in Cortona

Province of Arezzo / Cortona

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 10 km
  • Swimming pool
Villa Rosa is a private home nestled in the hillside of the historic and vibrant hill top town of Cortona. A few minutes drive or a leisurely stroll into the City of Cortona, with expansive views over the valley to the distance shores of Lake Trasimeno Villa Rosa is  …see more

from £245 / night

£1645 - £2023 / week

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from £245 / 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 £70 / night

£488 - £908 / week

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from £70 / night

13

Holiday villa rental

Province of Arezzo / Cortona

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
La Mucchia Casa Vacanze & Art Gallery is located in Tuscany, an area of immense historical and artistic importance. The Tuscany vacation house is situated at the foot of Cortona, an ancient Etruscan town, founded by the inhabitants of Umbria about three thousands years  …see more

from £169 / night

£1177 / week

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from £169 / night

14

Farmhouse letting in Localita Mucchia with shared pool

Cortona / Localita Mucchia

1 2 3 nights min

  • 1 bedroom
  • Sleeps 2
  • 3 nights min
  • 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 double b  …see more

from £110 / night

£761 / week

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from £110 / night

42

Villa accommodation in Cortona with swimming pool

Province of Arezzo / Cortona

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
Villa di Costantino is a typical Tuscan stone built manor, surrounded by a large garden and located in a beautiful spot at the bottom of the hill of the Etruscan old town of Cortona that offers outstanding views over the Valdichiana. The house is spacious and welcoming,  …see more

from £187 / night

£1303 - £2353 / week

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from £187 / night

17

Holiday apartment with shared pool in Cortona

Province of Arezzo / Cortona

1 2 3 nights min

  • 1 bedroom
  • Sleeps 2
  • 3 nights min
  • Swimming pool
  • Child friendly
Dive in the pool of our rental house in Tuscany. A villa for your luxury vacation. Beautiful medieval stone hamlet situated in quiet and panoramic position between olive trees and woods of ancient chestnut trees, typical of Tuscany.  …see more

from £127 / night

£715 / week

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from £127 / 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 very q  …see more

from £180 / night

£1261 - £2017 / week

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from £180 / night

78

Holiday home with shared pool in Montecchio

Cortona / Montecchio

1 2 7 nights min

  • 1 bedroom
  • Sleeps 2
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
Stalla Cottage is an incredibly romantic, detached cottage with one bedroom + 1 bathroom. It opens onto a private garden with ecstatically beautiful views across the valleys that undulate into a depthless abyss of olive groves, orchards, honey fields of yellows, reds an  …see more

from £13 / night

£85 - £589 / week

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from £13 / night

100

Holiday villa with swimming pool in Cortona

Province of Arezzo / Cortona

2 6 7 nights min

  • 2 bedrooms
  • Sleeps 6
  • 7 nights min
  • Nearest beach 180 km
  • Swimming pool
  • Child friendly
This villa mixes the unique Tuscan style with elegant and modern comforts, and it is the perfect getaway for a family. It affords its own kitchen, 2 bedrooms and 2 bathrooms and a garden with swimming pool, BBQ area and spectacular views.  …see more

from £172 / night

£1202 / week

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from £172 / night