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

Holiday Rentals in Gaiole in Chianti - Holiday Lettings - Villas

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  • Villa (2)
  • House (3)
  • Guest house (1)

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10 Holiday homes

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Great rentals within 20 miles that match your search

Holiday apartment in Montaperti

Montaperti apartment

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 9
2 reviews

from £323 / night

£2,259 / week

1 / 28

Great rentals within 20 miles that match your search

Holiday apartment in Costalpino

Costalpino apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £69 / night

£440 / week

1 / 12

Great rentals within 20 miles that match your search

Holiday b&b in Siena

Siena b&b

  • 4 bedrooms
  • 1 bathroom
  • sleeps 2

from £196 / night

£1,369 / week

1 / 13

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

£336 / week

1 / 6

Great rentals within 20 miles that match your search

Holiday farmhouse in Siena

Siena farmhouse

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from £303 / night

£2,116 / week

1 / 44

Great rentals within 20 miles that match your search

Holiday home in Monteriggioni

Monteriggioni house

  • 1 bedroom
  • 1 bathroom
  • sleeps 3
1 review

from £74 / night

£514 / week

1 / 28

Great rentals within 20 miles that match your search

Holiday cottage in Rapolano Terme

Rapolano Terme cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 5
19 reviews

from £78 / night

£392 - £802 / week

1 / 58

Great rentals within 20 miles that match your search

Holiday farmhouse in Siena

Siena farmhouse

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from £205 / night

£1,431 / week

1 / 43

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
2 reviews

from £460 / night

£2,739 / week

1 / 14

Great rentals within 20 miles that match your search

Holiday apartment rental

Torre A Castello apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 3
12 reviews

from £54 / night

£377 / week

1 / 17

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

£685 / week

1 / 10

Great rentals within 20 miles that match your search

Holiday villa with swimming pool in Siena

Siena villa

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 9
1 review

from £352 / night

£2,465 / week

1 / 14

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 £1,350 / night

£8,098 - £13,334 / week

1 / 29

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
6 reviews

from £113 / night

£768 - £1,362 / week

1 / 32

Great rentals within 20 miles that match your search

Holiday apartment in Vagliagli

Vagliagli apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 3

from £59 / night

£392 / 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
38 reviews

from £685 / night

£4,401 / week

1 / 46

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

£1,262 - £2,083 / week

1 / 21

Great rentals within 20 miles that match your search

Holiday guest house in Ambra

Ambra guest house

  • 1 bedroom
  • 2 bathrooms
  • sleeps 2

from £40 / night

£196 / week

1 / 14

Great rentals within 20 miles that match your search

Montevarchi holiday apartment rental

Montevarchi apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2
3 reviews

from £88 / night

£616 / week

1 / 27

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 £108 / night

£753 / week

1 / 18

Great rentals within 20 miles that match your search

Holiday home in Costalpino

Costalpino house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 4
3 reviews

from £176 / night

£973 / week

1 / 34

Great rentals within 20 miles that match your search

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Apartment rental in Castelnuovo Berardenga

Castelnuovo Berardenga apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: Garden

from £61 / night

£425 / 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

1 filter does not match: Garden

from £74 / night

£514 / 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

1 filter does not match: Garden

from £59 / night

£411 / week

1 / 19

Great rentals within 20 miles that match your search

Holiday apartment in Castelnuovo Berardenga

Castelnuovo Berardenga apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Garden

3 reviews

from £108 / night

£568 - £978 / 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

1 filter does not match: Garden

2 reviews

from £108 / night

£656 - £929 / 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

1 filter does not match: Garden

from £51 / night

£356 / week

1 / 15

Great rentals within 20 miles that match your search

Holiday finca with shared pool in Bucine

Bucine finca

  • 1 bedroom
  • 1 bathroom
  • sleeps 5

1 filter does not match: Garden

from £103 / night

£833 - £1,126 / week

1 / 6

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

1 filter does not match: Garden

from £245 / night

£1,712 / week

1 / 10

Great rentals within 20 miles that match your search

Holiday farmhouse in Pietraviva

Pietraviva farmhouse

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 filter does not match: Garden

from £108 / night

£678 - £939 / week

1 / 15

Great rentals within 20 miles that match your search

Farmhouse rental in Pietraviva

Pietraviva farmhouse

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 filter does not match: Garden

from £108 / night

£678 - £939 / week

1 / 13

Great rentals within 20 miles that match your search

Holiday farmhouse in Pietraviva

Pietraviva farmhouse

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 filter does not match: Garden

from £155 / night

£975 - £1,160 / 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

1 filter does not match: Garden

from £96 / night

£512 - £1,182 / week

1 / 21

Great rentals within 20 miles that match your search

Holiday finca with shared pool in Bucine

Bucine finca

  • 2 bedrooms
  • 1 bathroom
  • sleeps 3

1 filter does not match: Garden

1 review

from £147 / night

£686 - £1,126 / week

1 / 11

Great rentals within 20 miles that match your search

Holiday townhouse in Bucine

Bucine townhouse

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 filter does not match: Garden

from £147 / night

£686 - £1,126 / week

1 / 23

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 £485 / night

£2,905 - £5,134 / week

1 / 24

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

1 filter does not match: Garden

from £211 / night

£1,262 - £1,433 / 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

1 filter does not match: Garden

3 reviews

Pricing unknown

1 / 10

Great rentals within 20 miles that match your search

Holiday villa in Gaiole in Chianti

Gaiole in Chianti villa

  • 5 bedrooms
  • 6 bathrooms
  • sleeps 13

1 filter does not match: Garden

34 reviews

from £1,887 / night

£13,202 / week

1 / 71

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

26 reviews

from £484 / night

£2,905 - £5,731 / week

1 / 38

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