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Holiday Lettings
> Europe
> Italy
> Tuscany
> Province of Siena
> Houses and Villas in Gaiole in Chianti

Holiday Rentals in Gaiole in Chianti - Holiday Lettings - Villas

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£1 £750 -

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  • Apartment (1)
  • Villa (2)
  • House (2)
  • Guest house (1)

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6 Holiday homes

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Great rentals within 20 miles that match your search

Holiday villa with swimming pool in Siena

Siena villa

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 9
1 review

from £354 / night

£2,478 / week

1 / 14

Great rentals within 20 miles that match your search

Holiday villa with shared pool in Castellina In Chianti

Castellina In Chianti villa

  • 15 bedrooms
  • 15 bathrooms
  • sleeps 33

from £1,357 / night

£8,141 - £13,405 / week

1 / 29

Great rentals within 20 miles that match your search

Holiday home with swimming pool in San Casciano in Val di Pesa

San Casciano in Val di Pesa house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4
6 reviews

from £113 / night

£1,013 - £1,369 / week

1 / 32

Great rentals within 20 miles that match your search

Holiday home with swimming pool in Loro Ciuffenna

Loro Ciuffenna house

  • 11 bedrooms
  • 10 bathrooms
  • sleeps 23
38 reviews

from £689 / night

£4,424 / week

1 / 46

Great rentals within 20 miles that match your search

Holiday guest house in Ambra

Ambra guest house

  • 1 bedroom
  • 2 bathrooms
  • sleeps 2

from £40 / night

£197 / week

1 / 14

Great rentals within 20 miles that match your search

Montevarchi holiday apartment rental

Montevarchi apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2
3 reviews

from £89 / night

£620 / week

1 / 27

Great rentals within 20 miles that match your search

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Holiday apartment in Vagliagli

Vagliagli apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 3

2 filters do not match: Garden, Fireplace

from £59 / night

£394 / week

1 / 15

Great rentals within 20 miles that match your search

Holiday farmhouse in Terranuova Bracciolini

Terranuova Bracciolini farmhouse

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 filter does not match: Garden

from £74 / night

£517 / week

1 / 21

Great rentals within 20 miles that match your search

Holiday farmhouse in Terranuova Bracciolini

Terranuova Bracciolini farmhouse

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: Garden

from £59 / night

£413 / week

1 / 19

Great rentals within 20 miles that match your search

Holiday apartment in Castelnuovo Berardenga

Castelnuovo Berardenga apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Garden

3 reviews

from £109 / night

£571 - £984 / week

1 / 35

Great rentals within 20 miles that match your search

Figline e Incisa Valdarno holiday apartment rental

Figline e Incisa Valdarno apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: Garden

from £52 / night

£358 / week

1 / 15

Great rentals within 20 miles that match your search

Holiday home in Costalpino

Costalpino house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 4

2 filters do not match: Garden, Fireplace

3 reviews

from £177 / night

£979 / week

1 / 34

Great rentals within 20 miles that match your search

Holiday finca with shared pool in Bucine

Bucine finca

  • 2 bedrooms
  • 1 bathroom
  • sleeps 3

1 filter does not match: Garden

1 review

from £148 / night

£689 - £1,131 / week

1 / 11

Great rentals within 20 miles that match your search

Holiday townhouse in Bucine

Bucine townhouse

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 filter does not match: Garden

from £148 / night

£689 - £1,131 / week

1 / 23

Great rentals within 20 miles that match your search

Castellina In Chianti holiday apartment rental

Castellina In Chianti apartment

  • 5 bedrooms
  • 1 bathroom
  • sleeps 5

1 filter does not match: Garden

from £246 / night

£1,721 / week

1 / 10

Great rentals within 20 miles that match your search

Castellina In Chianti holiday apartment rental

Castellina In Chianti apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

2 filters do not match: Garden, Fireplace

from £212 / night

£1,269 - £2,094 / week

1 / 21

Great rentals within 20 miles that match your search

Apartment rental in Radda in Chianti with shared pool

Radda in Chianti apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

2 filters do not match: Garden, Fireplace

2 reviews

from £109 / night

£757 / week

1 / 18

Great rentals within 20 miles that match your search

Villa rental in Castellina In Chianti with shared pool

Castellina In Chianti villa

  • 7 bedrooms
  • 7 bathrooms
  • sleeps 14

1 filter does not match: Garden

2 reviews

from £488 / night

£2,920 - £5,162 / week

1 / 24

Great rentals within 20 miles that match your search

Apartment rental in Castelnuovo Berardenga

Castelnuovo Berardenga apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

2 filters do not match: Garden, Fireplace

from £61 / night

£427 / week

1 / 21

Great rentals within 20 miles that match your search

Holiday villa with shared pool in Castellina In Chianti

Castellina In Chianti villa

  • 7 bedrooms
  • 7 bathrooms
  • sleeps 14

1 filter does not match: Garden

26 reviews

from £487 / night

£2,920 - £5,761 / week

1 / 38

Great rentals within 20 miles that match your search

Holiday apartment in Monte San Savino

Monte San Savino apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

2 filters do not match: Garden, Swing set

from £63 / night

£441 / week

1 / 21

Great rentals within 20 miles that match your search

Holiday apartment in Monte San Savino

Monte San Savino apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

2 filters do not match: Garden, Swing set

from £105 / night

£730 / week

1 / 23

Great rentals within 20 miles that match your search

Holiday home in Bucine

Bucine house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

2 filters do not match: Garden, Swing set

from £118 / night

£836 / week

1 / 18

Great rentals within 20 miles that match your search

Holiday castle in Bucine

Bucine castle

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

2 filters do not match: Garden, Swing set

1 review

from £89 / night

£492 / week

1 / 15

Great rentals within 20 miles that match your search

Apartment rental in Monteriggioni

Monteriggioni apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

2 filters do not match: Garden, Swing set

from £123 / night

£861 / week

1 / 17

Great rentals within 20 miles that match your search

Holiday apartment with shared pool in Bucine

Bucine apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

2 filters do not match: Garden, Swing set

from £137 / night

£957 / week

1 / 19

Great rentals within 20 miles that match your search

Holiday farmhouse in Greve in Chianti

Greve in Chianti farmhouse

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

2 filters do not match: Garden, Swing set

Pricing unknown

1 / 24

Great rentals within 20 miles that match your search

Holiday apartment with shared pool in Pievasciata

Pievasciata apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

2 filters do not match: Garden, Swing set

from £133 / night

£929 / week

1 / 7

Great rentals within 20 miles that match your search

Holiday apartment in Greve in Chianti

Greve in Chianti apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

2 filters do not match: Garden, Swing set

2 reviews

from £67 / night

£443 / week

1 / 26

Great rentals within 20 miles that match your search

Siena holiday townhouse accommodation

Siena townhouse

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

2 filters do not match: Garden, Swing set

3 reviews

from £104 / night

£571 / week

1 / 56

Great rentals within 20 miles that match your search

Holiday b&b in Bucine

Bucine b&b

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

2 filters do not match: Garden, Swing set

from £295 / night

£1,967 / week

1 / 23

Great rentals within 20 miles that match your search

Holiday townhouse in Terranuova Bracciolini

Terranuova Bracciolini townhouse

  • 1 bedroom
  • 2 bathrooms
  • sleeps 2

2 filters do not match: Garden, Swing set

from £49 / night

£374 / week

1 / 11

Great rentals within 20 miles that match your search

Greve in Chianti holiday cottage rental

Greve in Chianti cottage

  • 1 bedroom
  • 2 bathrooms
  • sleeps 2

2 filters do not match: Garden, Swing set

from £55 / night

£354 / week

1 / 23

Great rentals within 20 miles that match your search

Siena holiday townhouse rental

Siena townhouse

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

2 filters do not match: Garden, Swing set

1 review

from £118 / night

£826 / week

1 / 31

Great rentals within 20 miles that match your search

Campoli in Chianti holiday cottage rental

Campoli in Chianti cottage

  • 3 bedrooms
  • 1 bathroom
  • sleeps 6

2 filters do not match: Garden, Swing set

1 review

from £128 / night

£856 / week

1 / 57

Great rentals within 20 miles that match your search

Holiday villa rental

Montevarchi villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

2 filters do not match: Garden, Swing set

from £118 / night

£826 / week

1 / 4

Great rentals within 20 miles that match your search

Cavriglia holiday b&b rental

Cavriglia b&b

  • 28 bedrooms
  • 28 bathrooms
  • sleeps 2

2 filters do not match: Garden, Swing set

Pricing unknown

1 / 20

Great rentals within 20 miles that match your search

San Donato in Poggio holiday home rental

San Donato in Poggio house

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 6

2 filters do not match: Garden, Swing set

Pricing unknown

1 / 14

Great rentals within 20 miles that match your search

Holiday farmhouse with shared pool in San Felice

San Felice farmhouse

  • 3 bedrooms
  • 1 bathroom
  • sleeps 5

2 filters do not match: Garden, Swing set

from £226 / night

£1,573 / week

1 / 12

Great rentals within 20 miles that match your search

Holiday farmhouse with shared pool in San Felice

San Felice farmhouse

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

2 filters do not match: Garden, Swing set

from £141 / night

£984 / week

1 / 17

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