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Holiday Lettings
> Europe
> Italy
> Tuscany
> Province of Arezzo
> Apartments and B&Bs in Val di Chiana

Holiday Rentals in Val di Chiana - Holiday Lettings - Villas

Price per night

£1 £750 -

Bedrooms

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  • Apartment (13)
  • Villa (3)
  • Cottage (3)
  • House (1)
  • Townhouse (2)
  • Studio (2)
  • B&B (8)

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32 Holiday homes

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Great rentals within 20 miles that match your search

Holiday cottage with shared pool in Cortona

Cortona cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4
4 reviews

from £138 / night

£965 / week

1 / 24

Great rentals within 20 miles that match your search

Holiday b&b rental

Bettolle b&b

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £158 / night

£1,103 / week

1 / 12

Great rentals within 20 miles that match your search

Apartment rental in Bettolle with shared pool

Bettolle apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £158 / night

£1,103 / week

1 / 14

Great rentals within 20 miles that match your search

Bettolle holiday b&b rental

Bettolle b&b

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £158 / night

£1,103 / week

1 / 10

Great rentals within 20 miles that match your search

Holiday b&b with shared pool in Bettolle

Bettolle b&b

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £158 / night

£1,103 / week

1 / 21

Great rentals within 20 miles that match your search

B&b rental in Bettolle with shared pool

Bettolle b&b

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £158 / night

£1,103 / week

1 / 11

Great rentals within 20 miles that match your search

Holiday b&b in Bettolle

Bettolle b&b

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £158 / night

£1,103 / week

1 / 9

Great rentals within 20 miles that match your search

Holiday villa with swimming pool in Cortona

Cortona villa

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 15

from £627 / night

£4,383 - £7,282 / week

1 / 37

Great rentals within 20 miles that match your search

Montepulciano holiday b&b accommodation

Montepulciano b&b

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 4
1 review

from £99 / night

£690 / week

1 / 14

Great rentals within 20 miles that match your search

Apartment rental in Arezzo

Arezzo apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Pricing unknown

1 / 18

Great rentals within 20 miles that match your search

Palazzo del Pero holiday cottage rental

Palazzo del Pero cottage

  • 2 bedrooms
  • 4 bathrooms
  • sleeps 4
2 reviews

Pricing unknown

1 / 24

Great rentals within 20 miles that match your search

Villa rental in Montanare

Montanare villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

from £178 / night

£1,241 / week

1 / 23

Great rentals within 20 miles that match your search

Castiglion Fibocchi holiday b&b rental

Castiglion Fibocchi b&b

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 6

from £207 / night

£1,448 / week

1 / 19

Great rentals within 20 miles that match your search

Holiday villa in Castiglion Fiorentino

Castiglion Fiorentino villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6
4 reviews

from £310 / night

£2,167 / week

1 / 14

Great rentals within 20 miles that match your search

Sinalunga holiday b&b rental

Sinalunga b&b

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

from £94 / night

£581 - £719 / week

1 / 24

Great rentals within 20 miles that match your search

Townhouse rental in Cortona

Cortona townhouse

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

from £197 / night

£1,281 / week

1 / 38

Great rentals within 20 miles that match your search

Holiday apartment in Anghiari

Anghiari apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4
5 reviews

from £79 / night

£493 - £640 / week

1 / 31

Great rentals within 20 miles that match your search

Holiday home in Casa Maggiore

Casa Maggiore house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

Pricing unknown

1 / 13

Great rentals within 20 miles that match your search

Holiday studio in Montecchio Vesponi

Montecchio Vesponi studio

  • Studio
  • 1 bathroom
  • sleeps 3
1 review

Pricing unknown

1 / 15

Great rentals within 20 miles that match your search

Holiday townhouse in Anghiari

Anghiari townhouse

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from £138 / night

£887 / week

1 / 17

Great rentals within 20 miles that match your search

Holiday cottage in Arezzo

Arezzo cottage

  • 3 bedrooms
  • 1 bathroom
  • sleeps 10

Pricing unknown

1 / 18

Great rentals within 20 miles that match your search

Centoia holiday apartment rental

Centoia apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from £217 / night

£1,477 / week

1 / 78

Great rentals within 20 miles that match your search

Holiday apartment with shared pool in Cortona

Cortona apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4
1 review

from £178 / night

£1,231 / week

1 / 83

Great rentals within 20 miles that match your search

Holiday apartment in Montepulciano

Montepulciano apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5
3 reviews

from £163 / night

£1,138 / week

1 / 27

Great rentals within 20 miles that match your search

Apartment rental in Montepulciano with shared pool

Montepulciano apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4
2 reviews

from £133 / night

£931 / week

1 / 27

Great rentals within 20 miles that match your search

Cortona holiday apartment rental

Cortona apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from £187 / night

£1,310 / week

1 / 88

Great rentals within 20 miles that match your search

Holiday studio in Cortona

Cortona studio

  • Studio
  • 1 bathroom
  • sleeps 2
1 review

from £81 / night

£503 / week

1 / 24

Great rentals within 20 miles that match your search

Cortona holiday apartment rental

Cortona apartment

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4
13 reviews

from £89 / night

£621 / week

1 / 13

Great rentals within 20 miles that match your search

Anghiari holiday apartment rental

Anghiari apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4
8 reviews

from £89 / night

£552 - £709 / week

1 / 34

Great rentals within 20 miles that match your search

Apartment rental in Cortona with shared pool

Cortona apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6
1 review

from £217 / night

£1,477 / week

1 / 89

Great rentals within 20 miles that match your search

Apartment rental in Cortona with shared pool

Cortona apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4
3 reviews

from £197 / night

£1,428 / week

1 / 81

Great rentals within 20 miles that match your search

Apartment rental in Montepulciano

Montepulciano apartment

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 5
15 reviews

from £138 / night

£837 - £1,044 / week

1 / 52

Great rentals within 20 miles that match your search

These homes match some but not all of your filters.

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Tower rental in Rigutino with shared pool

Rigutino tower

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 filter does not match: Non-Smoking property

from £64 / night

£448 / week

1 / 15

Great rentals within 20 miles that match your search

Montepulciano holiday apartment let

Montepulciano apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Non-Smoking property

8 reviews

from £69 / night

£473 - £1,162 / week

1 / 11

Great rentals within 20 miles that match your search

Holiday apartment with shared pool in Rigutino

Rigutino apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

1 filter does not match: Non-Smoking property

from £84 / night

£552 / week

1 / 21

Great rentals within 20 miles that match your search

Lake Trasimeno holiday apartment rental

Lake Trasimeno apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 filter does not match: Non-Smoking property

Pricing unknown

1 / 10

Great rentals within 20 miles that match your search

Holiday cottage accommodation

Civitella in Val di Chiana cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

1 filter does not match: Non-Smoking property

2 reviews

Pricing unknown

1 / 13

Great rentals within 20 miles that match your search

Home letting in Castiglion Fiorentino

Castiglion Fiorentino house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Non-Smoking property

4 reviews

from £64 / night

£448 / week

1 / 9

Great rentals within 20 miles that match your search

Holiday home in Cortona

Cortona house

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: Non-Smoking property

from £74 / night

£394 / week

1 / 30

Great rentals within 20 miles that match your search

Holiday home with indoor pool in Brolio

Brolio house

  • 9 bedrooms
  • 11 bathrooms
  • sleeps 18

1 filter does not match: Non-Smoking property

from £583 / night

£4,042 - £7,826 / week

1 / 171

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