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Holiday Rentals in Val di Chiana - Holiday Lettings - Villas

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455 Holiday homes

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 £461 / night

£2,818 - £5,636 / 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 £1,089 / night

£6,649 - £9,287 / week

1 / 36

Great rentals within 20 miles that match your search

Holiday home with swimming pool in Montalla

Montalla house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 9

from £273 / night

£1,662 - £2,492 / week

1 / 36

Great rentals within 20 miles that match your search

Holiday home with shared pool in Montalla

Montalla house

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from £65 / night

£396 - £588 / week

1 / 19

Great rentals within 20 miles that match your search

Holiday home in Montalla

Montalla house

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

from £60 / night

£365 - £527 / week

1 / 19

Great rentals within 20 miles that match your search

Cortona holiday home rental

Cortona house

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 10

from £271 / night

£1,896 - £2,527 / week

1 / 44

Great rentals within 20 miles that match your search

Holiday apartment in Arezzo

Arezzo apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from £74 / night

£492 - £698 / week

1 / 10

Great rentals within 20 miles that match your search

Holiday villa rental

Cortona villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 4

from £316 / night

£2,212 - £4,302 / week

1 / 48

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

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 in Cortona

Cortona villa

  • 7 bedrooms
  • 7 bathrooms
  • sleeps 16

from £443 / night

£2,458 / 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 £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 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 £378 / night

£2,643 - £3,895 / 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

Farneta holiday home rental

Farneta house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from £187 / night

£1,315 - £2,380 / week

1 / 23

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

Great rentals within 20 miles that match your search

Holiday villa rental

Montepulciano villa

  • 7 bedrooms
  • 7 bathrooms
  • sleeps 16

from £601 / night

£4,208 / week

1 / 41

Great rentals within 20 miles that match your search

Teverina holiday villa rental

Teverina villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from £286 / night

£2,001 - £2,920 / week

1 / 56

Great rentals within 20 miles that match your search

Cortona holiday villa rental

Cortona villa

  • 10 bedrooms
  • 10 bathrooms
  • sleeps 20

from £1,393 / night

£8,506 - £10,633 / week

1 / 36

Great rentals within 20 miles that match your search

Holiday apartment with shared pool in Cortona

Cortona apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from £106 / night

£738 - £1,082 / week

1 / 19

Great rentals within 20 miles that match your search

Holiday apartment rental

Cortona apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from £99 / night

£689 / week

1 / 7

Great rentals within 20 miles that match your search

Cortona holiday apartment rental

Cortona apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £89 / night

£620 / week

1 / 23

Great rentals within 20 miles that match your search

Holiday villa in Fratticciola

Fratticciola villa

  • 10 bedrooms
  • 11 bathrooms
  • sleeps 20

from £394 / night

£2,753 - £4,130 / week

1 / 27

Great rentals within 20 miles that match your search

Holiday villa rental

Fratticciola villa

  • 10 bedrooms
  • 7 bathrooms
  • sleeps 16

from £354 / night

£2,478 / week

1 / 39

Great rentals within 20 miles that match your search

Holiday villa rental

Montepulciano villa

  • 7 bedrooms
  • 7 bathrooms
  • sleeps 14

from £689 / night

£4,714 - £7,811 / week

1 / 48

Great rentals within 20 miles that match your search

Villa rental in Cortona with swimming pool

Cortona villa

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

from £408 / night

£2,851 / week

1 / 24

Great rentals within 20 miles that match your search

Cortona holiday villa rental

Cortona villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 12

from £278 / night

£1,947 - £3,652 / week

1 / 56

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