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Cortona Holidays & City Breaks - Holiday Lettings

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110 properties suitable for city breaks and holidays

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Home rental in Cortona with shared pool

Cortona house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £112 / night

£783 / week

1 / 13

Holiday villa rental

Cortona villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 4

from £315 / night

£2,203 - £4,283 / week

1 / 48

Cortona holiday villa rental

Cortona villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

from £259 / night

£1,811 / week

1 / 31

Holiday villa in Cortona

Cortona villa

  • 7 bedrooms
  • 7 bathrooms
  • sleeps 16

from £441 / night

£2,448 / week

1 / 59

Creti holiday villa rental

Creti villa

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 14

from £434 / night

£3,035 - £4,797 / week

1 / 60

Cortona holiday villa rental

Cortona villa

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 12

from £571 / night

£3,994 / week

1 / 3

Holiday villa letting

Cortona villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 6

from £814 / night

£5,692 - £6,950 / week

1 / 73

Holiday villa rental

Montecchio villa

  • 7 bedrooms
  • 7 bathrooms
  • sleeps 22

from £280 / night

£1,958 - £3,495 / week

1 / 55

Cortona holiday apartment rental

Cortona apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from £82 / night

£573 / week

1 / 16

Holiday apartment in Cortona

Cortona apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

from £84 / night

£583 / week

1 / 13

Holiday apartment in Cortona

Cortona apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £74 / night

£514 / week

1 / 15

Holiday villa with swimming pool in Cortona

Cortona villa

  • 8 bedrooms
  • 7 bathrooms
  • sleeps 17

from £437 / night

£3,059 - £5,262 / week

1 / 59

Cortona holiday b&b rental

Cortona b&b

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £69 / night

£441 / week

1 / 6

Cortona holiday villa rental

Cortona villa

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 8

from £280 / night

£1,958 - £3,426 / week

1 / 70

Cortona holiday villa rental

Cortona villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

from £1,181 / night

£8,262 / week

1 / 81

Apartment rental in Cortona

Cortona apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from £148 / night

£1,034 / week

1 / 26

Cortona holiday apartment rental

Cortona apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from £157 / night

£1,097 / week

1 / 26

Cortona holiday farmhouse rental

Cortona farmhouse

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 16

“A perfect getaway atop the Tuscan hills!” High atop a hill, overlooking the breathtaking beauty of Tuscany, this is a perfect place to stay. We were with another couple for the entire week and on the last night my brother joined us and stayed in the apartment above. It felt like home! Perfectly appointed, incredibly comfortable beds, all the amenities we could need and wonderful hosts in Valentina and Ivano who even saved the day when we realized on our last night that we had no wine left! We could have stayed longer and hope to come back again soon! Gracie per tutti!

from £539 / night

£3,769 / week

1 / 30

Holiday villa rental

Cortona villa

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 12

from £315 / night

£2,203 - £4,161 / week

1 / 71

Mercatale di Cortona holiday farmhouse rental

Mercatale di Cortona farmhouse

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from £128 / night

£832 / week

1 / 10

Cortona holiday b&b accommodation

Cortona b&b

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £69 / night

£441 / week

1 / 4

Holiday b&b in Cortona

Cortona b&b

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £69 / night

£441 / week

1 / 4

Holiday apartment in Cortona

Cortona apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from £177 / night

£1,234 / week

1 / 40

Holiday villa with swimming pool in Cignano

Cignano villa

  • 7 bedrooms
  • 7 bathrooms
  • sleeps 19

from £694 / night

£4,856 / week

1 / 52

Holiday home in Cortona

Cortona house

  • 7 bedrooms
  • 7 bathrooms
  • sleeps 12

from £462 / night

£3,232 / week

1 / 53

Cortona holiday home rental

Cortona house

  • 7 bedrooms
  • 7 bathrooms
  • sleeps 14

from £490 / night

£3,426 / week

1 / 56

Apartment rental in Cortona

Cortona apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from £118 / night

£823 / week

1 / 8

Villa rental in Montanare

Montanare villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

from £177 / night

£1,234 / week

1 / 23

Villa rental in Cortona with swimming pool

Cortona villa

  • 5 bedrooms
  • 6 bathrooms
  • sleeps 11

from £240 / night

£1,678 - £3,426 / week

1 / 67

Cortona holiday villa rental

Cortona villa

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 12

from £231 / night

£1,616 - £3,377 / week

1 / 55

Villa rental in Cortona with swimming pool

Cortona villa

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 12

from £398 / night

£2,783 / week

1 / 38

Holiday apartment in Cortona

Cortona apartment

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

from £167 / night

£1,164 / week

1 / 40

Apartment rental in Cortona

Cortona apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from £177 / night

£1,234 / week

1 / 29

Cortona holiday apartment rental

Cortona apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from £167 / night

£1,164 / week

1 / 29

Holiday apartment in Cortona

Cortona apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

from £177 / night

£1,234 / week

1 / 41

Holiday apartment in Cortona

Cortona apartment

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

from £177 / night

£1,234 / week

1 / 41

Holiday apartment with shared pool in Cortona

Cortona apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

from £216 / night

£1,508 / week

1 / 15

Cortona holiday villa rental

Cortona villa

  • 7 bedrooms
  • 1 bathroom
  • sleeps 2

from £74 / night

£514 / week

1 / 13

Holiday apartment in Cortona

Cortona apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from £177 / night

£1,234 / week

1 / 29

Home rental in Montecchio

Montecchio house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

from £69 / night

£480 / week

1 / 11

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