Villas in Cortona and Holiday rentals - Holiday Lettings - Holiday Rentals Cortona

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677 Holiday homes

(1) Excellent 

6

Holiday home with shared pool in Cortona

Province of Arezzo / Cortona

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
“Genuine Hospitality in a Great Location” We travelled to Italy for our 25th wedding anniversary with our three teenage daughters. Our stay at Il Cipresso was a perfect mix of great location and true hospitality. The location is perfect-- quiet wi
…see more

Pricing unknown

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Pricing unknown

5

Home rental in Mercatale di Cortona with shared pool

Cortona / Mercatale di Cortona

4 10 3 nights min

  • 4 bedrooms
  • Sleeps 10
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Ask about pets

from £31 / night

£531 / week

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from £31 / night

25

Holiday home with swimming pool in Creti

Cortona / Creti

3 6 7 nights min

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

from £140 / night

£974 - £1505 / week

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from £140 / night

(20) Excellent 

58

Holiday home in Cortona

Province of Arezzo / Cortona

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Child friendly
  • Air conditioning
  • Private garden
“A Gem in Tuscany” The information provided by Cesare at the time of booking was the best we've ever had! On arrival, we were greeted with a very helpful introduction to "our home for the week". It was great having a welcome gift of wine, some deliciou
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from £97 / night

£615 - £886 / week

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Responds fast!
avg. 1 hour 44 minutes

from £97 / night

(2) Excellent 

16

Holiday home in Cortona

Province of Arezzo / Cortona

2 5 2 nights min

  • 2 bedrooms
  • Sleeps 5
  • 2 nights min
  • Nearest beach 150 km
  • Child friendly
  • Pet friendly

from £53 / night

£351 / week

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from £53 / night

14

Holiday apartment in Mercatale di Cortona

Cortona / Mercatale di Cortona

1 3 Min stay varies

  • 1 bedroom
  • Sleeps 3
  • Min stay varies
  • Nearest beach 12 km
  • Swimming pool
  • Child friendly

Pricing unknown

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Pricing unknown

(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!
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Pricing unknown

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Pricing unknown

11

Holiday apartment in Cortona

Province of Arezzo / Cortona

1 2 2 nights min

  • 1 bedroom
  • Sleeps 2
  • 2 nights min
  • Child friendly
  • Air conditioning
  • Pet friendly

from £36 / night

£514 - £762 / week

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from £36 / night

79

Centoia holiday apartment rental

Cortona / Centoia

2 6 1 night min

  • 2 bedrooms
  • Sleeps 6
  • 1 night min
  • Beach / lakeside relaxation
  • Nearest beach 16 km
  • Swimming pool

from £106 / night

£702 - £1044 / week

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from £106 / night

15

Apartment rental in Cortona with shared pool

Province of Arezzo / Cortona

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Ask about pets

from £80 / night

£474 - £790 / week

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from £80 / night

14

Holiday apartment with shared pool, golf nearby in Montecchio

Cortona / Montecchio

3 6 3 nights min

  • 3 bedrooms
  • Sleeps 6
  • 3 nights min
  • Nearest beach 10 km
  • Swimming pool
  • Child friendly

from £62 / night

£439 - £693 / week

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from £62 / night

24

Holiday home in Cortona

Province of Arezzo / Cortona

6 12 7 nights min

  • 6 bedrooms
  • Sleeps 12
  • 7 nights min
  • Child friendly
  • Private garden

from £400 / night

£2797 - £3611 / week

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from £400 / night

25

Cortona holiday apartment let

Province of Arezzo / Cortona

3 6 2 nights min

  • 3 bedrooms
  • Sleeps 6
  • 2 nights min
  • Child friendly

from £158 / night

£1106 / week

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from £158 / night

28

Holiday home with shared pool in Cortona

Province of Arezzo / Cortona

4 7 7 nights min

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

from £162 / night

£1133 - £1753 / week

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from £162 / 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

from £229 / night

£1600 - £2000 / week

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from £229 / night

23

Holiday villa with swimming pool in Pietraia

Cortona / Pietraia

9 18 Min stay varies

  • 9 bedrooms
  • Sleeps 18
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly

from £420 / night

£2939 / week

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from £420 / night

23

Hotel apartment rental in Fratta Santa Caterina with swimming pool, golf nearby

Cortona / Fratta Santa Caterina

2 6 1 night min

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

from £177 / night

£1328 / week

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from £177 / night

14

Cortona holiday apartment rental

Province of Arezzo / Cortona

3 5 2 nights min

  • 3 bedrooms
  • Sleeps 5
  • 2 nights min
  • Child friendly
  • Ask about pets
  • Private garden

from £107 / night

£399 / week

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from £107 / night

28

Cortona holiday villa rental

Province of Arezzo / Cortona

2 4 1 night min

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

from £84 / night

£536 - £755 / week

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from £84 / 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

from £253 / night

£1770 - £3319 / week

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from £253 / night

20

Cortona holiday apartment rental

Province of Arezzo / Cortona

1 4 3 nights min

  • 1 bedroom
  • Sleeps 4
  • 3 nights min
  • Child friendly
  • Ask about pets

from £60 / night

£351 - £439 / week

Enquire View

from £60 / night

26

Holiday villa in Cortona

Province of Arezzo / Cortona

4 8 7 nights min

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min
  • Child friendly
  • Air conditioning
  • Private garden

from £190 / night

£1328 - £2788 / week

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from £190 / 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

from £196 / night

£1372 - £2478 / week

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from £196 / night

15

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

from £48 / night

£279 - £399 / week

Enquire View

from £48 / night

(5) Excellent 

34

Holiday villa with swimming pool in Cortona

Province of Arezzo / Cortona

3 7 Min stay varies

  • 3 bedrooms
  • Sleeps 7
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 25 km
  • Swimming pool
“We have been visiting this delightful villa for the last 20 years.” We have been visiting this house for the last 20 years. We came here on honeymoon and have been returning, now with children, eversince. One of the best things about here is the delig
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from £241 / night

£1684 - £2252 / week

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from £241 / night

(11) Very Good 

28

Finca rental in Cortona with shared pool

Province of Arezzo / Cortona

11 24 Min stay varies

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

from £44 / night

£308 - £5299 / week

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Responds fast!
avg. 1 hour 6 minutes

from £44 / night

19

Holiday apartment with shared pool in Cortona

Province of Arezzo / Cortona

2 4 1 night min

  • 2 bedrooms
  • Sleeps 4
  • 1 night min
  • Swimming pool
  • Ask owner if suitable for children
  • Private garden

from £176 / night

£1185 / week

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from £176 / night

24

Cortona holiday lodge rental

Province of Arezzo / Cortona

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Nearest beach 0 km
  • Swimming pool
  • Child friendly

from £58 / night

£399 - £576 / week

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Responds fast!
avg. 3 hours 44 minutes

from £58 / night

27

Holiday home in Cortona

Province of Arezzo / Cortona

3 7 3 nights min

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

from £107 / night

£744 / week

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from £107 / night

14

Home rental in Cortona

Province of Arezzo / Cortona

1 2 7 nights min

  • 1 bedroom
  • Sleeps 2
  • 7 nights min
  • Air conditioning
  • Pet friendly
  • Private garden

from £235 / night

£1640 - £2010 / week

Enquire View

from £235 / night

26

Holiday home with swimming pool in Creti

Cortona / Creti

3 6 7 nights min

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

from £127 / night

£885 - £1505 / week

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from £127 / night

13

Apartment rental in Cortona with shared pool

Province of Arezzo / Cortona

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Pet friendly

from £80 / night

£474 - £790 / week

Enquire View

from £80 / night

32

Holiday apartment in Cortona

Province of Arezzo / Cortona

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • Child friendly

from £107 / night

£620 - £797 / week

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from £107 / night

27

Holiday home in Cortona

Province of Arezzo / Cortona

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Child friendly
  • Air conditioning
  • Private garden

from £89 / night

£620 - £1328 / week

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from £89 / night

14

Home letting in Montecchio with shared pool

Cortona / Montecchio

1 3 Min stay varies

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

from £49 / night

£270 - £346 / week

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from £49 / night

18

Cortona holiday farmhouse rental

Province of Arezzo / Cortona

3 9 Min stay varies

  • 3 bedrooms
  • Sleeps 9
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Ask about pets

from £214 / night

£1495 - £1950 / week

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from £214 / night

16

Cortona holiday apartment rental

Province of Arezzo / Cortona

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 6 km
  • Suitable for children age 5+

from £72 / night

£500 / week

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Responds fast!
avg. 1 hour 15 minutes

from £72 / night

7

Holiday farmhouse in Cortona

Province of Arezzo / Cortona

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Child friendly
  • Pet friendly
  • Private garden

Pricing unknown

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Pricing unknown

20

Holiday villa with swimming pool in Cortona

Province of Arezzo / Cortona

5 15 7 nights min

  • 5 bedrooms
  • Sleeps 15
  • 7 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly

from £443 / night

£3098 / week

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Responds fast!
avg. 3 hours 47 minutes

from £443 / night

(3) Excellent 

34

Holiday villa with swimming pool in Cortona

Province of Arezzo / Cortona

4 8 7 nights min

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

from £329 / night

£2299 - £3422 / week

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Responds fast!
avg. 3 hours 12 minutes

from £329 / night

1