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Holiday Rentals in Gaiole in Chianti - Holiday Lettings - Villas

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3 Holiday homes

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 £1,352 / night

£8,110 - £13,355 / week

1 / 29

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 £118 / night

£686 / 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

£441 / 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 £54 / night

£377 / week

1 / 17

Great rentals within 20 miles that match your search

Apartment letting in Castellina In Chianti

Castellina In Chianti apartment

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

from £461 / night

£2,743 / week

1 / 14

Great rentals within 20 miles that match your search

Holiday farmhouse in Siena

Siena farmhouse

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from £205 / night

£1,433 / week

1 / 43

Great rentals within 20 miles that match your search

Holiday cottage in Rapolano Terme

Rapolano Terme cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 5

from £78 / night

£393 - £805 / week

1 / 58

Great rentals within 20 miles that match your search

Holiday home in Monteriggioni

Monteriggioni house

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

from £74 / night

£515 / week

1 / 28

Great rentals within 20 miles that match your search

Holiday apartment rental

Panzano in Chianti apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £48 / night

£337 / week

1 / 6

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 £211 / night

£1,264 - £2,087 / week

1 / 21

Great rentals within 20 miles that match your search

Montevarchi holiday apartment rental

Montevarchi apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £89 / night

£617 / week

1 / 27

Great rentals within 20 miles that match your search

These homes match some but not all of your filters.

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Castellina In Chianti holiday apartment rental

Castellina In Chianti apartment

  • 5 bedrooms
  • 1 bathroom
  • sleeps 5

1 filter does not match: Garden

from £245 / night

£1,714 / week

1 / 10

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

from £486 / night

£2,913 - £5,748 / week

1 / 38

Great rentals within 20 miles that match your search

Holiday apartment in Vagliagli

Vagliagli apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 3

2 filters do not match: Garden, Trampoline

from £59 / night

£392 / 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, Trampoline

from £40 / night

£196 / 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, Trampoline

from £177 / night

£976 / week

1 / 34

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

2 filters do not match: Garden, Swing set

from £490 / night

£3,429 / week

1 / 69

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

2 filters do not match: Garden, Swing set

from £147 / night

£897 - £1,205 / week

1 / 31

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, Trampoline

from £113 / night

£769 - £1,364 / 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, Trampoline

from £353 / night

£2,469 / 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, Trampoline

from £108 / night

£756 / week

1 / 18

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, Trampoline

from £687 / night

£4,414 / week

1 / 46

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, Trampoline

from £61 / night

£425 / week

1 / 21

Great rentals within 20 miles that match your search

Holiday apartment with shared pool in Castellina In Chianti

Castellina In Chianti apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

2 filters do not match: Garden, Swing set

from £235 / night

£1,411 - £1,705 / week

1 / 30

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

2 filters do not match: Garden, Swing set

from £245 / night

£1,470 / 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, Trampoline

from £74 / night

£515 / 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, Trampoline

from £59 / night

£412 / 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, Trampoline

from £103 / night

£833 - £1,127 / 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, Trampoline

from £108 / night

£568 - £980 / 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, Trampoline

from £108 / night

£657 - £931 / 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, Trampoline

from £51 / night

£357 / week

1 / 15

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, Trampoline

from £147 / night

£686 - £1,127 / week

1 / 23

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, Trampoline

from £108 / night

£679 - £941 / week

1 / 15

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, Trampoline

from £108 / night

£679 - £941 / week

1 / 13

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, Trampoline

from £147 / night

£686 - £1,127 / 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, Trampoline

from £155 / night

£978 - £1,164 / week

1 / 14

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, Trampoline

from £97 / night

£514 - £1,187 / week

1 / 21

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, Trampoline

from £211 / night

£1,264 - £1,435 / 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, Trampoline

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, Trampoline

from £487 / night

£2,913 - £5,149 / week

1 / 24

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