Cortona apartment or villa with a private pool area

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Cortona

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279 Holiday homes

Filters applied: Private pool

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

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

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

24

Pietraia holiday home rental

Cortona / Pietraia

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Pet friendly
Villa in Pietraia with 3 bedrooms sleeps 6  …see more

from £100 / night

£693 - £1368 / week

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from £100 / 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 £163 / night

£1112 - £1368 / week

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from £163 / 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 £82 / night

£442 - £773 / week

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from £82 / 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

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

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

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

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 £184 / night

£1283 - £2137 / week

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from £184 / night

28

Province of Arezzo / Cortona

2 4 1 night min

  • 2 bedrooms
  • Sleeps 4
  • 1 night min
  • Swimming pool
  • Air conditioning
  • Private garden

 …see more

from £82 / night

£522 - £736 / week

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from £82 / 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

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

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 £69 / night

£479 / week

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from £69 / 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

48

Cortona holiday villa rental

Province of Arezzo / Cortona

4 10 7 nights min

  • 4 bedrooms
  • Sleeps 10
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
This amazing villa takes its name from the small village of Ronzano where it is located.The villa was an old typical tuscan stone house which has been nicely and recently restored and it is ideal for those people who wish to spend a peaceful holiday in Tuscany, far from  …see more

from £391 / night

£2736 - £3847 / week

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from £391 / night

(1) Excellent 

34

Holiday villa with swimming pool in Cortona

Province of Arezzo / Cortona

6 15 Min stay varies

  • 6 bedrooms
  • Sleeps 15
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
Old Farmhouse "Agriturismo Henni" of 1800th totally renovated with antiseismic criteria 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, vine  …see more

from £385 / night

£2565 - £3847 / week

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from £385 / 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

36

Province of Arezzo / Cortona

4 8 7 nights min

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min
  • Nearest beach 25 km
  • Swimming pool
  • Ask owner if suitable for children

 …see more

from £599 / night

£4189 / week

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from £599 / night

23

Holiday farmhouse with swimming pool in Cortona

Province of Arezzo / Cortona

4 10 7 nights min

  • 4 bedrooms
  • Sleeps 10
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Ask about pets
Villa in Cortona with 4 bedrooms sleeps 10  …see more

from £202 / night

£1411 - £2522 / week

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from £202 / 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 £183 / night

£1283 - £2052 / week

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from £183 / night

27

Province of Arezzo / Cortona

3 6 7 nights min

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

 …see more

from £325 / night

£2274 / week

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from £325 / night

22

Holiday farmhouse with swimming pool in Cortona

Province of Arezzo / Cortona

5 11 7 nights min

  • 5 bedrooms
  • Sleeps 11
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Ask about pets
Villa in Cortona with 5 bedrooms sleeps 11  …see more

from £170 / night

£1187 - £2231 / week

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from £170 / night

24

Holiday villa with swimming pool in Cortona

Province of Arezzo / Cortona

3 8 7 nights min

  • 3 bedrooms
  • Sleeps 8
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Private garden
Exquisite Tuscan holiday villa, originally built in the 15th Century but lovingly restored in the last 7 years, overlooking lush green rolling hills within a short distance of magical Cortona, the jewel in the Tuscan crown. Set in 30 acres of unspoilt National Park co  …see more

from £229 / night

£1600 - £2000 / week

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from £229 / night

20

Holiday villa in Cortona

Province of Arezzo / Cortona

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
  • Swimming pool
  • Pet friendly
  • Private garden
Villa in Cortona with 5 bedrooms sleeps 10  …see more

from £359 / night

£2508 - £3761 / week

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from £359 / night

36

Cortona / Montalla

3 9 7 nights min

  • 3 bedrooms
  • Sleeps 9
  • 7 nights min
  • Swimming pool
  • Ask owner if suitable for children
  • Air conditioning

 …see more

from £101 / night

£701 - £1052 / week

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from £101 / night

36

Cortona / Montecchio

6 12 7 nights min

  • 6 bedrooms
  • Sleeps 12
  • 7 nights min
  • Swimming pool
  • Ask owner if suitable for children
  • Ask about pets

 …see more

from £141 / night

£983 - £2479 / week

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from £141 / night

14

Province of Arezzo / Cortona

4 9 7 nights min

  • 4 bedrooms
  • Sleeps 9
  • 7 nights min
  • Swimming pool
  • Ask owner if suitable for children
  • Ask about pets

 …see more

from £245 / night

£1710 - £2992 / week

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from £245 / night

40

Province of Arezzo / Cortona

Studio 8 7 nights min

  • Studio
  • Sleeps 8
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

 …see more

from £206 / night

£1439 - £2281 / week

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from £206 / night

28

Province of Arezzo / Cortona

Studio 6 7 nights min

  • Studio
  • Sleeps 6
  • 7 nights min
  • Swimming pool
  • Ask owner if suitable for children
  • Ask about pets

 …see more

from £194 / night

£1355 - £2202 / week

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from £194 / night

47

Province of Arezzo / Cortona

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Swimming pool
  • Ask owner if suitable for children
  • Ask about pets

 …see more

from £262 / night

£1831 - £2770 / week

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from £262 / night

35

Province of Arezzo / Cortona

5 10 7 nights min

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

 …see more

from £266 / night

£1861 - £3177 / week

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from £266 / night

32

Province of Arezzo / Cortona

2 6 3 nights min

  • 2 bedrooms
  • Sleeps 6
  • 3 nights min
  • Swimming pool
  • Ask owner if suitable for children
  • Ask about pets

 …see more

from £3 / night

£18 - £48 / week

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from £3 / night

21

Province of Arezzo / Cortona

4 8 7 nights min

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min
  • Swimming pool
  • Ask owner if suitable for children
  • Ask about pets

 …see more

from £256 / night

£1792 - £3377 / week

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from £256 / night

(1) Excellent 

31

Province of Arezzo / Cortona

Studio 6 7 nights min

  • Studio
  • Sleeps 6
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

 …see more

from £222 / night

£1552 - £2398 / week

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from £222 / night

18

Province of Arezzo / Cortona

4 7 7 nights min

  • 4 bedrooms
  • Sleeps 7
  • 7 nights min
  • Nearest beach 225 km
  • Swimming pool
  • Child friendly

 …see more

from £146 / night

£1016 - £2009 / week

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from £146 / night

36

Province of Arezzo / Cortona

Studio 8 7 nights min

  • Studio
  • Sleeps 8
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

 …see more

from £167 / night

£1163 - £2180 / week

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from £167 / night

23

Cortona / Montalla

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool

 …see more

from £200 / night

£1250 - £1400 / week

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from £200 / night

27

Province of Arezzo / Cortona

6 14 7 nights min

  • 6 bedrooms
  • Sleeps 14
  • 7 nights min
  • Swimming pool
  • Child friendly

 …see more

from £147 / night

£1024 - £2567 / week

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from £147 / night

16

Province of Arezzo / Cortona

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
  • Swimming pool
  • Ask owner if suitable for children
  • Ask about pets

 …see more

from £281 / night

£1966 - £3543 / week

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from £281 / night