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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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  • Castle (3)
  • Apartment (274)
  • Villa (179)
  • Cottage (19)
  • House (151)
  • Penthouse (1)
  • Lodge (1)
  • Manor House (1)
  • Barn (5)
  • Townhouse (11)
  • Farmhouse (79)
  • Studio (8)
  • Finca (4)
  • Condo (3)
  • Private room (2)
  • Hotel apartment (11)
  • B&B (21)
  • Guest house (4)

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Castle
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Great rentals within 20 miles that match your search

Castelnuovo Berardenga holiday castle rental

Castelnuovo Berardenga castle

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

from £466 / night

£3,263 / week

1 / 12

Great rentals within 20 miles that match your search

Castelnuovo Berardenga holiday castle rental

Castelnuovo Berardenga castle

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

from £385 / night

£2,690 / week

1 / 14

Great rentals within 20 miles that match your search

Holiday castle in Bucine

Bucine castle

  • 1 bedroom
  • 1 bathroom
  • sleeps 2
1 review

from £89 / night

£493 / week

1 / 15

Great rentals within 20 miles that match your search

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Home rental in Monteriggioni

Monteriggioni house

  • 1 bedroom
  • 2 bathrooms
  • sleeps 2

1 filter does not match: Property type

from £163 / night

£1,138 / week

1 / 21

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: Property type

from £109 / night

£759 / week

1 / 15

Great rentals within 20 miles that match your search

Holiday guest house rental

Sovicille guest house

  • 1 bedroom
  • 2 bathrooms
  • sleeps 2

1 filter does not match: Property type

from £69 / night

£345 / week

1 / 5

Great rentals within 20 miles that match your search

Holiday apartment with shared pool in Montebenichi

Montebenichi apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

1 filter does not match: Property type

2 reviews

from £197 / night

£1,380 / week

1 / 36

Great rentals within 20 miles that match your search

Holiday townhouse rental

Castelnuovo Berardenga townhouse

  • 1 bedroom
  • 2 bathrooms
  • sleeps 2

1 filter does not match: Property type

from £69 / night

£444 / week

1 / 7

Great rentals within 20 miles that match your search

Greve in Chianti holiday cottage rental

Greve in Chianti cottage

  • 1 bedroom
  • 2 bathrooms
  • sleeps 2

1 filter does not match: Property type

from £56 / night

£355 / week

1 / 23

Great rentals within 20 miles that match your search

Holiday apartment in Greve in Chianti

Greve in Chianti apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 filter does not match: Property type

2 reviews

from £67 / night

£444 / week

1 / 26

Great rentals within 20 miles that match your search

Pergine Valdarno holiday home rental

Pergine Valdarno house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 filter does not match: Property type

Pricing unknown

1 / 14

Great rentals within 20 miles that match your search

Holiday farmhouse with shared pool in Siena

Siena farmhouse

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 filter does not match: Property type

from £99 / night

£690 / week

1 / 8

Great rentals within 20 miles that match your search

Siena holiday townhouse accommodation

Siena townhouse

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 filter does not match: Property type

3 reviews

from £104 / night

£572 / week

1 / 56

Great rentals within 20 miles that match your search

Campoli in Chianti holiday barn rental

Campoli in Chianti barn

  • 2 bedrooms
  • 6 bathrooms
  • sleeps 4

1 filter does not match: Property type

1 review

Pricing unknown

1 / 21

Great rentals within 20 miles that match your search

Villa rental in Castelnuovo Berardenga

Castelnuovo Berardenga villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 filter does not match: Property type

Pricing unknown

1 / 10

Great rentals within 20 miles that match your search

Apartment rental in Greve in Chianti

Greve in Chianti apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

1 filter does not match: Property type

Pricing unknown

1 / 12

Great rentals within 20 miles that match your search

Holiday hotel apartment in Badia a Ruoti

Badia a Ruoti hotel apartment

  • 1 bedroom
  • 2 bathrooms
  • sleeps 2

1 filter does not match: Property type

Pricing unknown

1 / 15

Great rentals within 20 miles that match your search

Castelnuovo Berardenga holiday villa rental

Castelnuovo Berardenga villa

  • 6 bedrooms
  • 7 bathrooms
  • sleeps 12

1 filter does not match: Property type

Pricing unknown

1 / 8

Great rentals within 20 miles that match your search

Holiday studio in Greve in Chianti

Greve in Chianti studio

  • Studio
  • 2 bathrooms
  • sleeps 2

1 filter does not match: Property type

3 reviews

Pricing unknown

1 / 10

Great rentals within 20 miles that match your search

Holiday farmhouse in Ambra

Ambra farmhouse

  • 1 bedroom
  • 3 bathrooms
  • sleeps 3

1 filter does not match: Property type

Pricing unknown

1 / 11

Great rentals within 20 miles that match your search

Holiday hotel apartment with shared pool in Castellina In Chianti

Castellina In Chianti hotel apartment

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

1 filter does not match: Property type

from £109 / night

£759 / week

1 / 28

Great rentals within 20 miles that match your search

Holiday villa rental

La Panca villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 7

1 filter does not match: Property type

from £154 / night

£1,076 - £1,490 / week

1 / 38

Great rentals within 20 miles that match your search

Villa rental in Rapolano Terme

Rapolano Terme villa

  • 2 bedrooms
  • 1 bathroom
  • sleeps 3

1 filter does not match: Property type

1 review

from £99 / night

£690 / week

1 / 4

Great rentals within 20 miles that match your search

Holiday b&b rental

Greve in Chianti b&b

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 filter does not match: Property type

5 reviews

from £59 / night

£394 / week

1 / 17

Great rentals within 20 miles that match your search

Holiday cottage in Castellina In Chianti

Castellina In Chianti cottage

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 filter does not match: Property type

8 reviews

from £158 / night

£1,103 / week

1 / 48

Great rentals within 20 miles that match your search

Holiday studio in Siena

Siena studio

  • Studio
  • 1 bathroom
  • sleeps 4

1 filter does not match: Property type

1 review

from £99 / night

£582 / week

1 / 19

Great rentals within 20 miles that match your search

Castelnuovo Berardenga holiday villa rental

Castelnuovo Berardenga villa

  • 9 bedrooms
  • 8 bathrooms
  • sleeps 12

1 filter does not match: Property type

from £1,328 / night

£9,298 - £13,637 / week

1 / 29

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: Property type

3 reviews

from £98 / night

£670 / week

1 / 14

Great rentals within 20 miles that match your search

Holiday apartment with shared pool in Siena

Siena apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 filter does not match: Property type

1 review

from £74 / night

£468 / week

1 / 13

Great rentals within 20 miles that match your search

Holiday home in Bucine

Bucine house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Property type

from £119 / night

£838 / week

1 / 18

Great rentals within 20 miles that match your search

Greve in Chianti holiday home rental

Greve in Chianti house

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 9

1 filter does not match: Property type

from £493 / night

£3,449 / week

1 / 71

Great rentals within 20 miles that match your search

Greve in Chianti holiday home rental

Greve in Chianti house

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 9

1 filter does not match: Property type

from £493 / night

£3,449 / week

1 / 69

Great rentals within 20 miles that match your search

Apartment rental in Monteriggioni

Monteriggioni apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 filter does not match: Property type

from £124 / night

£863 / week

1 / 17

Great rentals within 20 miles that match your search

Apartment rental in Monteriggioni

Monteriggioni apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 filter does not match: Property type

from £124 / night

£863 / week

1 / 12

Great rentals within 20 miles that match your search

Holiday apartment with shared pool in Lucolena

Lucolena apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

1 filter does not match: Property type

1 review

from £158 / night

£1,084 - £1,228 / week

1 / 10

Great rentals within 20 miles that match your search

Lucolena holiday apartment rental

Lucolena apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: Property type

from £74 / night

£444 / week

1 / 18

Great rentals within 20 miles that match your search

Holiday home with swimming pool in Gaiole in Chianti

Gaiole in Chianti house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Property type

2 reviews

from £217 / night

£1,518 / week

1 / 35

Great rentals within 20 miles that match your search

Holiday apartment with shared pool in Vagliagli

Vagliagli apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

1 filter does not match: Property type

from £168 / night

£808 - £1,084 / week

1 / 42

Great rentals within 20 miles that match your search

Holiday apartment with shared pool in Vagliagli

Vagliagli apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 filter does not match: Property type

1 review

from £62 / night

£335 - £473 / week

1 / 40

Great rentals within 20 miles that match your search

Holiday apartment with shared pool in San Donato in Poggio

San Donato in Poggio apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

1 filter does not match: Property type

from £104 / night

£567 - £907 / week

1 / 26

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