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

Holiday Rentals in Gaiole in Chianti - Holiday Lettings - Villas

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  • Apartment (3)
  • Villa (4)
  • Cottage (3)
  • House (2)
  • Barn (1)
  • Farmhouse (1)

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14 Holiday homes

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Great rentals within 20 miles that match your search

Holiday villa in Pieve A Presciano

Pieve A Presciano villa

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 14

from £669 / night

£4,680 / week

1 / 9

Great rentals within 20 miles that match your search

Home rental in San Gusme

San Gusme house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

from £1,131 / night

£7,915 / week

1 / 28

Great rentals within 20 miles that match your search

Home rental in Figline e Incisa Valdarno

Figline e Incisa Valdarno house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

from £79 / night

£492 - £595 / week

1 / 20

Great rentals within 20 miles that match your search

Holiday apartment with swimming pool in Mercatale Valdarno

Mercatale Valdarno apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8
1 review

Pricing unknown

1 / 24

Great rentals within 20 miles that match your search

Holiday cottage with swimming pool in Radda in Chianti

Radda in Chianti cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 2
28 reviews

from £266 / night

£1,862 / week

1 / 21

Great rentals within 20 miles that match your search

Holiday apartment with shared pool in Pergine Valdarno

Pergine Valdarno apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4
5 reviews

from £197 / night

£1,377 / week

1 / 22

Great rentals within 20 miles that match your search

Holiday apartment with shared pool in Castelnuovo Berardenga

Castelnuovo Berardenga apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4
1 review

from £256 / night

£1,790 / week

1 / 26

Great rentals within 20 miles that match your search

Holiday cottage with shared pool in Pergine Valdarno

Pergine Valdarno cottage

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 10
11 reviews

from £443 / night

£3,097 / week

1 / 17

Great rentals within 20 miles that match your search

Holiday villa in Cavriglia

Cavriglia villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

from £561 / night

£3,923 / week

1 / 32

Great rentals within 20 miles that match your search

Holiday farmhouse in Siena

Siena farmhouse

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 6
5 reviews

from £1,142 / night

£7,992 / week

1 / 42

Great rentals within 20 miles that match your search

Holiday cottage in Montebenichi

Montebenichi cottage

  • 4 bedrooms
  • 6 bathrooms
  • sleeps 8

from £723 / night

£5,058 - £7,548 / week

1 / 51

Great rentals within 20 miles that match your search

Holiday barn with swimming pool in Quercegrossa

Quercegrossa barn

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

from £109 / night

£759 - £1,345 / week

1 / 47

Great rentals within 20 miles that match your search

Holiday villa in Quercegrossa

Quercegrossa villa

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 12

from £562 / night

£3,599 - £5,919 / week

1 / 81

Great rentals within 20 miles that match your search

Holiday villa with swimming pool in Greve in Chianti

Greve in Chianti villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8
87 reviews

from £492 / night

£3,441 / week

1 / 69

Great rentals within 20 miles that match your search

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Holiday apartment rental

San Felice apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

1 filter does not match: DVD player

from £128 / night

£885 / 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

1 filter does not match: DVD player

from £141 / night

£984 / week

1 / 17

Great rentals within 20 miles that match your search

Holiday apartment with shared pool in San Felice

San Felice apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 filter does not match: DVD player

from £182 / night

£1,278 / week

1 / 16

Great rentals within 20 miles that match your search

Holiday apartment in San Giovanni Valdarno

San Giovanni Valdarno apartment

  • 3 bedrooms
  • 1 bathroom
  • sleeps 5

1 filter does not match: DVD player

from £79 / night

£551 / week

1 / 13

Great rentals within 20 miles that match your search

Holiday apartment in Castellina In Chianti

Castellina In Chianti apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

1 filter does not match: DVD player

from £246 / night

£1,278 - £1,898 / week

1 / 9

Great rentals within 20 miles that match your search

Holiday apartment rental

Siena apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: DVD player

from £74 / night

£517 / week

1 / 22

Great rentals within 20 miles that match your search

Pergine Valdarno holiday home rental

Pergine Valdarno house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 filter does not match: DVD player

1 review

from £55 / night

£434 - £2,731 / week

1 / 32

Great rentals within 20 miles that match your search

Apartment rental in Greve in Chianti with golf nearby

Greve in Chianti apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

1 filter does not match: DVD player

2 reviews

from £246 / night

£1,475 / week

1 / 21

Great rentals within 20 miles that match your search

Farmhouse rental in San Felice with shared pool

San Felice farmhouse

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 7

1 filter does not match: DVD player

from £268 / night

£1,868 / week

1 / 12

Great rentals within 20 miles that match your search

Apartment rental in San Felice with shared pool

San Felice apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

1 filter does not match: DVD player

from £128 / night

£885 / week

1 / 12

Great rentals within 20 miles that match your search

Holiday apartment with shared pool in San Felice

San Felice apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

1 filter does not match: DVD player

from £128 / night

£885 / week

1 / 12

Great rentals within 20 miles that match your search

Holiday apartment in Castelnuovo Berardenga

Castelnuovo Berardenga apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

1 filter does not match: DVD player

1 review

from £268 / night

£1,868 / week

1 / 20

Great rentals within 20 miles that match your search

Holiday apartment with shared pool in Castelnuovo Berardenga

Castelnuovo Berardenga apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 filter does not match: DVD player

from £197 / night

£1,377 / week

1 / 17

Great rentals within 20 miles that match your search

Castelnuovo Berardenga holiday apartment rental

Castelnuovo Berardenga apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: DVD player

from £226 / night

£1,573 / week

1 / 20

Great rentals within 20 miles that match your search

Apartment rental in Castelnuovo Berardenga with shared pool

Castelnuovo Berardenga apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: DVD player

from £128 / night

£895 / week

1 / 18

Great rentals within 20 miles that match your search

Holiday apartment in Siena

Siena apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

1 filter does not match: DVD player

from £158 / night

£1,102 / week

1 / 5

Great rentals within 20 miles that match your search

Holiday home in Costalpino

Costalpino house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 4

1 filter does not match: DVD player

3 reviews

from £177 / night

£979 / week

1 / 34

Great rentals within 20 miles that match your search

Holiday apartment with shared pool in Ponticino

Ponticino apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

1 filter does not match: DVD player

3 reviews

from £246 / night

£1,721 / week

1 / 22

Great rentals within 20 miles that match your search

Holiday apartment accommodation

Greve in Chianti apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

1 filter does not match: DVD player

from £113 / night

£787 / week

1 / 30

Great rentals within 20 miles that match your search

Holiday apartment rental

Siena apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: DVD player

from £109 / night

£757 - £1,514 / week

1 / 43

Great rentals within 20 miles that match your search

Holiday villa in Costalpino

Costalpino villa

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 8

1 filter does not match: DVD player

15 reviews

from £245 / night

£1,573 / week

1 / 52

Great rentals within 20 miles that match your search

Holiday villa rental

Radda in Chianti villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

1 filter does not match: DVD player

1 review

from £373 / night

£3,703 / week

1 / 26

Great rentals within 20 miles that match your search

Home rental in Castelnuovo Berardenga with swimming pool

Castelnuovo Berardenga house

  • 7 bedrooms
  • 6 bathrooms
  • sleeps 14

1 filter does not match: DVD player

from £412 / night

£4,880 / week

1 / 32

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

1 filter does not match: DVD player

2 reviews

from £109 / night

£757 / week

1 / 18

Great rentals within 20 miles that match your search

Holiday villa with swimming pool, golf nearby in Moltacino

Moltacino villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: DVD player

from £228 / night

£1,205 - £5,478 / week

1 / 36

Great rentals within 20 miles that match your search

Holiday villa with swimming pool in Loro Ciuffenna

Loro Ciuffenna villa

  • 6 bedrooms
  • 3 bathrooms
  • sleeps 12

1 filter does not match: DVD player

from £311 / night

£2,239 - £3,921 / week

1 / 42

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