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Holiday Rentals in Gaiole in Chianti - Holiday Lettings - Villas

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1 Holiday homes

Great rentals within 20 miles that match your search

Montevarchi holiday apartment rental

Montevarchi apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £89 / night

£621 / week

1 / 27

Great rentals within 20 miles that match your search

Holiday apartment in Greve in Chianti

Greve in Chianti apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from £119 / night

£690 / week

1 / 10

Great rentals within 20 miles that match your search

Holiday apartment in Costalpino

Costalpino apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £69 / night

£444 / week

1 / 12

Great rentals within 20 miles that match your search

Holiday apartment rental

Torre A Castello apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

from £55 / night

£380 / week

1 / 17

Great rentals within 20 miles that match your search

Holiday farmhouse in Siena

Siena farmhouse

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from £305 / night

£2,132 / week

1 / 44

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, Shared outdoor pool (heated)

from £60 / night

£395 / week

1 / 15

Great rentals within 20 miles that match your search

Holiday guest house in Ambra

Ambra guest house

  • 1 bedroom
  • 2 bathrooms
  • sleeps 2

2 filters do not match: Garden, Shared outdoor pool (heated)

from £40 / night

£197 / week

1 / 14

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, Shared outdoor pool (heated)

from £178 / night

£981 / week

1 / 34

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, Shared outdoor pool (heated)

from £212 / night

£1,271 - £2,099 / week

1 / 21

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

2 filters do not match: Garden, Shared outdoor pool (heated)

from £114 / night

£1,015 - £1,372 / week

1 / 32

Great rentals within 20 miles that match your search

Holiday villa with swimming pool in Siena

Siena villa

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 9

2 filters do not match: Garden, Shared outdoor pool (heated)

from £355 / night

£2,483 / week

1 / 14

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, Shared outdoor pool (heated)

from £109 / night

£759 / week

1 / 18

Great rentals within 20 miles that match your search

Gaiole in Chianti holiday home rental

Gaiole in Chianti house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 2

2 filters do not match: Garden, Swing set

from £109 / night

£759 / week

1 / 20

Great rentals within 20 miles that match your search

Loro Ciuffenna holiday villa rental

Loro Ciuffenna villa

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 12

2 filters do not match: Garden, Swing set

from £237 / night

£1,656 / week

1 / 15

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

2 filters do not match: Garden, Shared outdoor pool (heated)

from £690 / night

£4,434 / week

1 / 46

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

2 filters do not match: Garden, Shared outdoor pool (heated)

from £1,360 / night

£8,159 - £13,436 / week

1 / 29

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, Shared outdoor pool (heated)

from £61 / night

£428 / week

1 / 21

Great rentals within 20 miles that match your search

Holiday farmhouse in Terranuova Bracciolini

Terranuova Bracciolini farmhouse

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

2 filters do not match: Garden, Shared outdoor pool (heated)

from £74 / night

£518 / 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

2 filters do not match: Garden, Shared outdoor pool (heated)

from £60 / night

£414 / week

1 / 19

Great rentals within 20 miles that match your search

Holiday finca with shared pool in Bucine

Bucine finca

  • 1 bedroom
  • 1 bathroom
  • sleeps 5

2 filters do not match: Garden, Shared outdoor pool (heated)

from £104 / night

£838 - £1,134 / week

1 / 6

Great rentals within 20 miles that match your search

Holiday apartment in Castelnuovo Berardenga

Castelnuovo Berardenga apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

2 filters do not match: Garden, Shared outdoor pool (heated)

from £109 / night

£572 - £986 / week

1 / 35

Great rentals within 20 miles that match your search

Holiday apartment in Castelnuovo Berardenga

Castelnuovo Berardenga apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 3

2 filters do not match: Garden, Shared outdoor pool (heated)

from £109 / night

£661 - £936 / week

1 / 33

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

2 filters do not match: Garden, Shared outdoor pool (heated)

from £52 / night

£359 / week

1 / 15

Great rentals within 20 miles that match your search

Holiday apartment rental

Pianella apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

2 filters do not match: Garden, Swing set

from £148 / night

£1,035 / week

1 / 6

Great rentals within 20 miles that match your search

Holiday villa rental

Panzano in Chianti villa

  • 4 bedrooms
  • 6 bathrooms
  • sleeps 9

2 filters do not match: Garden, Swing set

from £958 / night

£6,705 / week

1 / 14

Great rentals within 20 miles that match your search

Lucolena holiday villa rental

Lucolena villa

  • 7 bedrooms
  • 8 bathrooms
  • sleeps 16

2 filters do not match: Garden, Swing set

from £1,690 / night

£11,829 / week

1 / 22

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

2 filters do not match: Garden, Shared outdoor pool (heated)

from £247 / night

£1,725 / week

1 / 10

Great rentals within 20 miles that match your search

Holiday finca with shared pool in Bucine

Bucine finca

  • 2 bedrooms
  • 1 bathroom
  • sleeps 3

2 filters do not match: Garden, Shared outdoor pool (heated)

from £148 / night

£690 - £1,134 / week

1 / 11

Great rentals within 20 miles that match your search

Holiday farmhouse in Pietraviva

Pietraviva farmhouse

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

2 filters do not match: Garden, Shared outdoor pool (heated)

from £156 / night

£983 - £1,169 / week

1 / 14

Great rentals within 20 miles that match your search

Farmhouse rental in Pietraviva

Pietraviva farmhouse

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

2 filters do not match: Garden, Shared outdoor pool (heated)

from £109 / night

£683 - £946 / week

1 / 13

Great rentals within 20 miles that match your search

Holiday farmhouse in Pietraviva

Pietraviva farmhouse

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

2 filters do not match: Garden, Shared outdoor pool (heated)

from £109 / night

£683 - £946 / week

1 / 15

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

2 filters do not match: Garden, Shared outdoor pool (heated)

from £97 / night

£516 - £1,191 / week

1 / 21

Great rentals within 20 miles that match your search

Holiday townhouse in Bucine

Bucine townhouse

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

2 filters do not match: Garden, Shared outdoor pool (heated)

from £148 / night

£690 - £1,134 / week

1 / 23

Great rentals within 20 miles that match your search

Holiday home in Panzano in Chianti

Panzano in Chianti house

  • 7 bedrooms
  • 11 bathrooms
  • sleeps 14

2 filters do not match: Garden, Swing set

from £1,690 / night

£11,829 / week

1 / 29

Great rentals within 20 miles that match your search

Holiday villa in Panzano in Chianti

Panzano in Chianti villa

  • 18 bedrooms
  • 18 bathrooms
  • sleeps 36

2 filters do not match: Garden, Swing set

from £4,336 / night

£30,349 / week

1 / 28

Great rentals within 20 miles that match your search

Castellina In Chianti holiday apartment rental

Castellina In Chianti apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

2 filters do not match: Garden, Shared outdoor pool (heated)

from £212 / night

£1,271 - £1,444 / week

1 / 14

Great rentals within 20 miles that match your search

Terranuova Bracciolini holiday farmhouse rental

Terranuova Bracciolini farmhouse

  • 9 bedrooms
  • 18 bathrooms
  • sleeps 4

2 filters do not match: Garden, Shared outdoor pool (heated)

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

2 filters do not match: Garden, Shared outdoor pool (heated)

from £489 / night

£2,927 - £5,173 / week

1 / 24

Great rentals within 20 miles that match your search

Holiday apartment rental

San Donato in Poggio apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

2 filters do not match: Garden, Swing set

from £74 / night

£395 / week

1 / 25

Great rentals within 20 miles that match your search

Holiday apartment rental

San Donato in Poggio apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

2 filters do not match: Garden, Swing set

from £158 / night

£1,035 - £1,547 / week

1 / 29

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