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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 (8)
  • Villa (4)
  • Cottage (2)
  • House (1)

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15 Holiday homes

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Great rentals within 20 miles that match your search

Apartment letting in Siena

Siena apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £104 / night

£518 / 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

  • 15 bedrooms
  • 15 bathrooms
  • sleeps 33

from £1,360 / night

£8,157 - £13,432 / week

1 / 29

Great rentals within 20 miles that match your search

Pergine Valdarno holiday villa rental

Pergine Valdarno villa

  • 14 bedrooms
  • 11 bathrooms
  • sleeps 30

from £976 / night

£5,121 - £8,800 / week

1 / 107

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

from £212 / night

£1,271 - £2,099 / week

1 / 21

Great rentals within 20 miles that match your search

Bucine holiday apartment rental

Bucine apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from £69 / night

£444 / week

1 / 9

Great rentals within 20 miles that match your search

Holiday cottage with shared pool in Castellina In Chianti

Castellina In Chianti cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £148 / night

£902 / week

1 / 13

Great rentals within 20 miles that match your search

Holiday home rental

Bucine house

  • 2 bedrooms
  • 4 bathrooms
  • sleeps 4

from £207 / night

£1,449 / week

1 / 7

Great rentals within 20 miles that match your search

Montebenichi holiday apartment rental

Montebenichi apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

from £148 / night

£1,035 / week

1 / 13

Great rentals within 20 miles that match your search

Holiday apartment with shared pool in Montevarchi

Montevarchi apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from £168 / night

£1,173 / week

1 / 27

Great rentals within 20 miles that match your search

Holiday cottage with shared pool in Castellina In Chianti

Castellina In Chianti cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 2
46 reviews

from £148 / night

£902 - £1,212 / week

1 / 31

Great rentals within 20 miles that match your search

Montevarchi holiday apartment let

Montevarchi apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from £138 / night

£966 / week

1 / 33

Great rentals within 20 miles that match your search

Holiday villa in San Leolino

San Leolino villa

  • 16 bedrooms
  • 14 bathrooms
  • sleeps 33
1 review

from £1,576 / night

£9,063 - £17,948 / week

1 / 45

Great rentals within 20 miles that match your search

Pergine Valdarno holiday apartment rental

Pergine Valdarno apartment

  • 4 bedrooms
  • 9 bathrooms
  • sleeps 10
1 review

Pricing unknown

1 / 16

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

Castelnuovo Berardenga holiday apartment rental

Castelnuovo Berardenga apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4
18 reviews

from £148 / night

£1,035 / week

1 / 50

Great rentals within 20 miles that match your search

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Holiday farmhouse in Isola d'Arbia

Isola d'Arbia farmhouse

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

1 filter does not match: Garden

from £114 / night

£754 - £1,705 / week

1 / 23

Great rentals within 20 miles that match your search

Isola d'Arbia holiday farmhouse rental

Isola d'Arbia farmhouse

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: Garden

from £97 / night

£515 - £1,190 / week

1 / 21

Great rentals within 20 miles that match your search

Holiday farmhouse with shared pool in Isola d'Arbia

Isola d'Arbia farmhouse

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

1 filter does not match: Garden

from £103 / night

£635 - £1,546 / week

1 / 22

Great rentals within 20 miles that match your search

Holiday home with shared pool in Monteriggioni

Monteriggioni house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 filter does not match: Garden

Pricing unknown

1 / 10

Great rentals within 20 miles that match your search

Monteriggioni holiday home rental

Monteriggioni house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

1 filter does not match: Garden

Pricing unknown

1 / 8

Great rentals within 20 miles that match your search

Holiday apartment rental

Siena apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 5

1 filter does not match: Garden

Pricing unknown

1 / 41

Great rentals within 20 miles that match your search

Holiday farmhouse rental

Montevarchi farmhouse

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

1 filter does not match: Garden

3 reviews

from £79 / night

£547 - £609 / week

1 / 30

Great rentals within 20 miles that match your search

Holiday farmhouse in Montevarchi

Montevarchi farmhouse

  • 2 bedrooms
  • 1 bathroom
  • sleeps 2

1 filter does not match: Garden

2 reviews

from £104 / night

£680 / week

1 / 24

Great rentals within 20 miles that match your search

Holiday farmhouse with shared pool in Moncioni

Moncioni farmhouse

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

1 filter does not match: Garden

from £104 / night

£680 / week

1 / 24

Great rentals within 20 miles that match your search

Terranuova Bracciolini holiday farmhouse rental

Terranuova Bracciolini farmhouse

  • 9 bedrooms
  • 18 bathrooms
  • sleeps 4

1 filter does not match: Garden

3 reviews

Pricing unknown

1 / 10

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 £489 / night

£2,926 - £5,172 / week

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, Bicycles available

from £133 / night

£931 / week

1 / 7

Great rentals within 20 miles that match your search

Holiday home in Casal Monastero

Casal Monastero house

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

2 filters do not match: Garden, Bicycles available

Pricing unknown

1 / 24

Great rentals within 20 miles that match your search

Holiday studio with shared pool in Lucolena

Lucolena studio

  • Studio
  • 1 bathroom
  • sleeps 2

2 filters do not match: Garden, Bicycles available

1 review

from £89 / night

£591 - £690 / week

1 / 9

Great rentals within 20 miles that match your search

Holiday villa with shared pool in Bucine

Bucine villa

  • 3 bedrooms
  • 1 bathroom
  • sleeps 6

2 filters do not match: Garden, Bicycles available

1 review

from £99 / night

£690 / week

1 / 34

Great rentals within 20 miles that match your search

Rapale holiday apartment rental

Rapale apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 9

2 filters do not match: Garden, Bicycles available

from £394 / night

£2,759 / week

1 / 22

Great rentals within 20 miles that match your search

Holiday apartment in Siena

Siena apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

2 filters do not match: Garden, Table tennis

3 reviews

from £94 / night

£582 / week

1 / 22

Great rentals within 20 miles that match your search

Holiday apartment in Siena

Siena apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

2 filters do not match: Garden, Table tennis

6 reviews

from £124 / night

£774 / week

1 / 23

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, Table tennis

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

2 filters do not match: Garden, Table tennis

from £137 / night

£959 / week

1 / 17

Great rentals within 20 miles that match your search

Castelnuovo dei Sabbioni holiday farmhouse rental

Castelnuovo dei Sabbioni farmhouse

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

2 filters do not match: Garden, Table tennis

from £60 / night

£395 - £1,222 / week

1 / 24

Great rentals within 20 miles that match your search

Home rental in Cavriglia with golf nearby

Cavriglia house

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

2 filters do not match: Garden, Table tennis

from £50 / night

£345 / week

1 / 13

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, Table tennis

from £49 / night

£375 / week

1 / 11

Great rentals within 20 miles that match your search

Holiday home in Rapolano Terme

Rapolano Terme house

  • 1 bedroom
  • 1 bathroom
  • sleeps 5

2 filters do not match: Garden, Table tennis

14 reviews

from £99 / night

£542 / week

1 / 25

Great rentals within 20 miles that match your search

Holiday apartment with shared pool in Castellina In Chianti

Castellina In Chianti apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 3

2 filters do not match: Garden, Table tennis

from £115 / night

£801 - £1,145 / week

1 / 42

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