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Holiday Lettings
> Europe
> Italy
> Tuscany
> Province of Siena
> Apartments 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 (3)
  • Villa (3)
  • Cottage (1)
  • Barn (1)
  • Farmhouse (1)

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9 Holiday homes

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Great rentals within 20 miles that match your search

Holiday villa rental

Radda in Chianti villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8
1 review

from £374 / night

£3,711 / week

1 / 26

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 reviews

from £109 / night

£759 / week

1 / 18

Great rentals within 20 miles that match your search

Holiday farmhouse in Siena

Siena farmhouse

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 6
5 reviews

from £1,145 / night

£8,015 / week

1 / 42

Great rentals within 20 miles that match your search

Holiday apartment in Siena

Siena apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

from £158 / night

£1,104 / week

1 / 5

Great rentals within 20 miles that match your search

Holiday cottage in Montebenichi

Montebenichi cottage

  • 4 bedrooms
  • 6 bathrooms
  • sleeps 8

from £725 / night

£5,069 - £7,565 / 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 apartment rental

Siena apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from £109 / night

£759 - £1,518 / week

1 / 43

Great rentals within 20 miles that match your search

Holiday villa in Quercegrossa

Quercegrossa villa

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 12

from £563 / night

£3,607 - £5,932 / 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 £493 / night

£3,449 / week

1 / 69

Great rentals within 20 miles that match your search

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Holiday apartment in San Giovanni Valdarno

San Giovanni Valdarno apartment

  • 3 bedrooms
  • 1 bathroom
  • sleeps 5

1 filter does not match: Air conditioning

from £79 / night

£552 / 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: Air conditioning

from £247 / night

£1,281 - £1,902 / 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: Air conditioning

from £74 / night

£518 / week

1 / 22

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: Air conditioning

from £268 / night

£1,873 / week

1 / 12

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: Air conditioning

from £197 / night

£1,380 / week

1 / 17

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: Air conditioning

3 reviews

from £178 / night

£981 / 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: Air conditioning

3 reviews

from £247 / night

£1,725 / 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: Freezer

1 review

from £57 / night

£438 - £2,732 / week

1 / 32

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: Air conditioning

from £113 / night

£789 / week

1 / 30

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

1 filter does not match: Air conditioning

11 reviews

from £444 / night

£3,103 / week

1 / 17

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

1 filter does not match: Air conditioning

28 reviews

from £266 / night

£1,862 / week

1 / 21

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: Air conditioning

15 reviews

from £246 / night

£1,577 / week

1 / 52

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 filter does not match: Air conditioning

1 review

Pricing unknown

1 / 24

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 filter does not match: Air conditioning

1 review

from £257 / night

£1,794 / week

1 / 26

Great rentals within 20 miles that match your search

Holiday villa in Cavriglia

Cavriglia villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

1 filter does not match: Air conditioning

from £562 / night

£3,932 / week

1 / 32

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

1 filter does not match: Air conditioning

5 reviews

from £197 / night

£1,380 / week

1 / 22

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: Air conditioning

from £413 / night

£4,891 / week

1 / 32

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: Air conditioning

from £228 / night

£1,207 - £5,491 / 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: Air conditioning

from £311 / night

£2,239 - £3,922 / week

1 / 42

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: Freezer

2 reviews

from £247 / night

£1,478 / 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

  • 15 bedrooms
  • 15 bathrooms
  • sleeps 33

1 filter does not match: Air conditioning

from £1,360 / night

£8,159 - £13,436 / week

1 / 29

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: Air conditioning

26 reviews

from £488 / night

£2,927 - £5,775 / week

1 / 38

Great rentals within 20 miles that match your search

Holiday apartment rental

San Felice apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

2 filters do not match: Air conditioning, Freezer

from £128 / night

£887 / week

1 / 12

Great rentals within 20 miles that match your search

Holiday apartment in Greve in Chianti

Greve in Chianti apartment

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

1 filter does not match: Ceiling Fans

from £276 / night

£1,380 / week

1 / 38

Great rentals within 20 miles that match your search

Holiday apartment with shared pool in Siena

Siena apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: Ceiling Fans

3 reviews

from £98 / night

£670 / week

1 / 14

Great rentals within 20 miles that match your search

Holiday apartment with shared pool in Bucine

Bucine apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 filter does not match: Ceiling Fans

from £137 / night

£959 / week

1 / 19

Great rentals within 20 miles that match your search

Holiday apartment with shared pool in Bucine

Bucine apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 filter does not match: Ceiling Fans

from £137 / night

£959 / week

1 / 17

Great rentals within 20 miles that match your search

Apartment rental in Bucine with shared pool

Bucine apartment

  • 1 bedroom
  • 2 bathrooms
  • sleeps 2

1 filter does not match: Ceiling Fans

from £128 / night

£897 / week

1 / 17

Great rentals within 20 miles that match your search

Bucine holiday apartment rental

Bucine apartment

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

1 filter does not match: Ceiling Fans

from £266 / night

£1,863 / week

1 / 23

Great rentals within 20 miles that match your search

Apartment rental in Sovicille

Sovicille apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 filter does not match: Ceiling Fans

from £109 / night

£759 / week

1 / 15

Great rentals within 20 miles that match your search

Holiday apartment in Cantalena

Cantalena apartment

  • 1 bedroom
  • 2 bathrooms
  • sleeps 2

1 filter does not match: Ceiling Fans

from £188 / night

£1,124 / week

1 / 16

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