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Holiday Rentals in Val di Chiana - Holiday Lettings - Villas

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506 Holiday homes

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Great rentals within 20 miles that match your search

Holiday b&b in Arezzo

Arezzo b&b

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 11

from £381 / night

£2,153 / week

1 / 20

Great rentals within 20 miles that match your search

Holiday studio in Arezzo

Arezzo studio

  • Studio
  • 1 bathroom
  • sleeps 4

from £109 / night

£757 / week

1 / 14

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

£861 / 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 £402 / night

£2,809 - £4,636 / 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 £462 / night

£2,824 - £5,647 / 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 £1,091 / night

£6,663 - £9,306 / week

1 / 36

Great rentals within 20 miles that match your search

Holiday home rental

Arezzo house

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

from £204 / night

£1,244 - £1,564 / week

1 / 32

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 £236 / night

£1,655 - £2,866 / 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 £272 / night

£1,900 - £2,532 / 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 £637 / night

£4,456 - £6,416 / 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 £109 / night

£757 / week

1 / 37

Great rentals within 20 miles that match your search

Home rental in Cortona with shared pool

Cortona house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £113 / night

£787 / week

1 / 13

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 £278 / night

£1,947 - £3,652 / 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 £286 / night

£2,001 - £4,218 / 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 £260 / night

£1,819 / week

1 / 31

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 £281 / night

£1,967 - £3,510 / 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 £422 / night

£2,950 - £5,014 / 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 £442 / night

£3,090 / 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 £379 / night

£4,157 / 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 £360 / night

£4,790 / 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 £504 / night

£3,526 - £4,651 / 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 £203 / night

£1,955 / week

1 / 18

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 £233 / night

£1,626 / 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 £436 / night

£3,048 - £4,818 / 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 £99 / night

£689 / 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 £295 / night

£2,065 / 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 £197 / night

£1,180 / 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 £379 / night

£2,649 - £3,903 / 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 £507 / night

£3,547 / week

1 / 63

Great rentals within 20 miles that match your search

Montalla holiday home rental

Montalla house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 7

from £205 / night

£1,435 - £2,615 / 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 £295 / night

£2,065 - £3,391 / week

1 / 63

Great rentals within 20 miles that match your search

Holiday villa letting

Cortona villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 6

from £817 / night

£5,717 - £6,981 / week

1 / 73

Great rentals within 20 miles that match your search

Tuoro sul Trasimeno holiday home rental

Tuoro sul Trasimeno house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 9

from £162 / night

£1,131 / week

1 / 25

Great rentals within 20 miles that match your search

Holiday villa rental

Montecchio villa

  • 7 bedrooms
  • 7 bathrooms
  • sleeps 22

from £281 / night

£1,967 - £3,510 / week

1 / 55

Great rentals within 20 miles that match your search

San Pietro a Cegliolo holiday home rental

San Pietro a Cegliolo house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £78 / night

£541 - £885 / week

1 / 56

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