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Holiday Rentals in Val di Chiana - Holiday Lettings - Villas

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572 Holiday homes

Great rentals within 20 miles that match your search

Holiday b&b in Arezzo

Arezzo b&b

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 11

from £379 / night

£2,145 / week

1 / 20

Great rentals within 20 miles that match your search

Holiday studio in Arezzo

Arezzo studio

  • Studio
  • 1 bathroom
  • sleeps 4

from £108 / night

£755 / week

1 / 14

Great rentals within 20 miles that match your search

Arezzo holiday condo rental

Arezzo condo

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from £98 / night

£686 - £1,029 / week

1 / 26

Great rentals within 20 miles that match your search

Holiday villa with swimming pool in Valiano

Valiano villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

from £123 / night

£857 / week

1 / 18

Great rentals within 20 miles that match your search

Holiday villa with swimming pool in Cortona

Cortona villa

  • 7 bedrooms
  • 7 bathrooms
  • sleeps 14

from £400 / night

£2,799 - £4,619 / week

1 / 24

Great rentals within 20 miles that match your search

Home rental in Marciano della Chiana with swimming pool

Marciano della Chiana house

  • 9 bedrooms
  • 9 bathrooms
  • sleeps 22

from £460 / night

£2,808 - £5,615 / week

1 / 36

Great rentals within 20 miles that match your search

Cortona holiday home rental

Cortona house

  • 13 bedrooms
  • 11 bathrooms
  • sleeps 24

from £1,085 / night

£6,624 - £9,252 / week

1 / 36

Great rentals within 20 miles that match your search

Home rental in Montalla with swimming pool

Montalla house

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 10

from £235 / night

£1,649 - £2,856 / week

1 / 31

Great rentals within 20 miles that match your search

Holiday cottage with swimming pool in Montecchio, San Lorenzo

Montecchio, San Lorenzo cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Pricing unknown

1 / 15

Great rentals within 20 miles that match your search

Cortona holiday home rental

Cortona house

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 10

from £270 / night

£1,889 - £2,518 / week

1 / 44

Great rentals within 20 miles that match your search

Cortona holiday villa rental

Cortona villa

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 12

from £638 / night

£4,461 - £6,423 / week

1 / 29

Great rentals within 20 miles that match your search

Holiday home in Arezzo

Arezzo house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from £108 / night

£755 / week

1 / 37

Great rentals within 20 miles that match your search

Petrignano del Lago holiday villa rental

Petrignano del Lago villa

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

Pricing unknown

1 / 27

Great rentals within 20 miles that match your search

Cortona holiday villa rental

Cortona villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 6

from £277 / night

£1,940 - £3,638 / week

1 / 33

Great rentals within 20 miles that match your search

Holiday home with swimming pool in Goiella

Goiella house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Pricing unknown

1 / 10

Great rentals within 20 miles that match your search

Villa rental in San Pietro a Cegliolo with swimming pool

San Pietro a Cegliolo villa

  • 7 bedrooms
  • 5 bathrooms
  • sleeps 14

from £284 / night

£1,994 - £4,202 / week

1 / 100

Great rentals within 20 miles that match your search

Cortona holiday villa rental

Cortona villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

from £259 / night

£1,812 / week

1 / 31

Great rentals within 20 miles that match your search

Holiday villa in Cortona

Cortona villa

  • 7 bedrooms
  • 7 bathrooms
  • sleeps 16

from £441 / night

£2,449 / week

1 / 59

Great rentals within 20 miles that match your search

Holiday villa with swimming pool in Cortona

Cortona villa

  • 7 bedrooms
  • 7 bathrooms
  • sleeps 14

from £280 / night

£1,959 - £3,497 / week

1 / 32

Great rentals within 20 miles that match your search

Foiano Della Chiana holiday villa rental

Foiano Della Chiana villa

  • 9 bedrooms
  • 9 bathrooms
  • sleeps 22

from £420 / night

£2,939 - £4,996 / week

1 / 28

Great rentals within 20 miles that match your search

Holiday villa with swimming pool in Cortona

Cortona villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

from £440 / night

£3,079 / week

1 / 20

Great rentals within 20 miles that match your search

Holiday home with swimming pool in Cortona

Cortona house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

from £377 / night

£4,142 / week

1 / 63

Great rentals within 20 miles that match your search

Holiday villa in Cortona

Cortona villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

from £359 / night

£4,772 / week

1 / 48

Great rentals within 20 miles that match your search

Holiday home with swimming pool in Montecchio Vesponi

Montecchio Vesponi house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 11

Pricing unknown

1 / 21

Great rentals within 20 miles that match your search

Villa rental in Cortona with swimming pool

Cortona villa

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 12

from £502 / night

£3,513 - £4,633 / week

1 / 40

Great rentals within 20 miles that match your search

Holiday home in Tuoro sul Trasimeno

Tuoro sul Trasimeno house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

from £202 / night

£1,948 / week

1 / 18

Great rentals within 20 miles that match your search

Holiday farmhouse in Cortona

Cortona farmhouse

  • 4 bedrooms
  • 6 bathrooms
  • sleeps 8

Pricing unknown

1 / 7

Great rentals within 20 miles that match your search

Holiday villa with swimming pool in Cortona

Cortona villa

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 12

from £231 / night

£1,617 / week

1 / 132

Great rentals within 20 miles that match your search

Creti holiday villa rental

Creti villa

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 14

from £434 / night

£3,037 - £4,800 / week

1 / 60

Great rentals within 20 miles that match your search

Apartment rental in Castiglione del Lago with shared pool

Castiglione del Lago apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from £98 / night

£686 / week

1 / 14

Great rentals within 20 miles that match your search

Holiday farmhouse in Castiglion Fiorentino

Castiglion Fiorentino farmhouse

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

from £294 / night

£2,057 / week

1 / 65

Great rentals within 20 miles that match your search

Lodge rental in Abbadia di Montepulciano

Abbadia di Montepulciano lodge

  • 8 bedrooms
  • 3 bathrooms
  • sleeps 7

from £196 / night

£1,176 / week

1 / 24

Great rentals within 20 miles that match your search

Holiday villa with swimming pool in Fratticciola

Fratticciola villa

  • 10 bedrooms
  • 11 bathrooms
  • sleeps 20

from £377 / night

£2,633 - £3,881 / week

1 / 26

Great rentals within 20 miles that match your search

Holiday villa with indoor pool in Brolio

Brolio villa

  • 9 bedrooms
  • 11 bathrooms
  • sleeps 18

from £505 / night

£3,533 / week

1 / 63

Great rentals within 20 miles that match your search

Farneta holiday home rental

Farneta house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from £186 / night

£1,310 - £2,371 / week

1 / 23

Great rentals within 20 miles that match your search

Cortona holiday villa rental

Cortona villa

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 12

from £571 / night

£3,997 / week

1 / 3

Great rentals within 20 miles that match your search

Montalla holiday home rental

Montalla house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 7

from £204 / night

£1,429 - £2,605 / week

1 / 27

Great rentals within 20 miles that match your search

Holiday apartment with shared pool in Anghiari

Anghiari apartment

  • 1 bedroom
  • 2 bathrooms
  • sleeps 2

Pricing unknown

1 / 8

Great rentals within 20 miles that match your search

Holiday home with swimming pool in Pergo

Pergo house

  • 5 bedrooms
  • 2 bathrooms
  • sleeps 10

from £294 / night

£2,057 - £3,379 / week

1 / 63

Great rentals within 20 miles that match your search

Holiday villa letting

Cortona villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 6

from £814 / night

£5,696 - £6,955 / week

1 / 73

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