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

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19 Holiday homes

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Great rentals within 20 miles that match your search

Holiday cottage with shared pool in Rapale

Rapale cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from £296 / night

£2,068 / week

1 / 21

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

from £56 / night

£355 / week

1 / 23

Great rentals within 20 miles that match your search

Holiday cottage in Pieve di Panzano

Pieve di Panzano cottage

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

from £157 / night

£1,096 / week

1 / 38

Great rentals within 20 miles that match your search

Campoli in Chianti holiday cottage rental

Campoli in Chianti cottage

  • 3 bedrooms
  • 1 bathroom
  • sleeps 6
1 review

from £128 / night

£857 / week

1 / 57

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

£394 - £808 / week

1 / 58

Great rentals within 20 miles that match your search

Holiday cottage with swimming pool in San Leolino

San Leolino cottage

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

from £350 / night

£2,068 - £2,954 / week

1 / 20

Great rentals within 20 miles that match your search

Cottage rental in Monteriggioni

Monteriggioni cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5
3 reviews

from £89 / night

£493 / week

1 / 28

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

£901 / week

1 / 13

Great rentals within 20 miles that match your search

Holiday cottage in San Casciano in Val di Pesa

San Casciano in Val di Pesa cottage

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

from £89 / night

£572 / week

1 / 20

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
8 reviews

from £104 / night

£724 - £896 / week

1 / 19

Great rentals within 20 miles that match your search

Holiday cottage with swimming pool in Armaiolo

Armaiolo cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

from £114 / night

£766 - £1,463 / week

1 / 66

Great rentals within 20 miles that match your search

Holiday cottage with swimming pool in Radda in Chianti

Radda in Chianti cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 2
28 reviews

from £266 / night

£1,861 / week

1 / 21

Great rentals within 20 miles that match your search

Cottage rental in San Donato in Poggio

San Donato in Poggio cottage

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 6

from £218 / night

£1,524 / week

1 / 38

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

£901 - £1,212 / week

1 / 31

Great rentals within 20 miles that match your search

Cottage rental in Castellina In Chianti with shared pool

Castellina In Chianti cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

from £234 / night

£1,519 / week

1 / 17

Great rentals within 20 miles that match your search

Holiday cottage with swimming pool in Armaiolo

Armaiolo cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

from £111 / night

£766 - £1,463 / week

1 / 64

Great rentals within 20 miles that match your search

Holiday cottage with shared pool in Pergine Valdarno

Pergine Valdarno cottage

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 10
11 reviews

from £444 / night

£3,102 / week

1 / 17

Great rentals within 20 miles that match your search

Holiday cottage in Montebenichi

Montebenichi cottage

  • 4 bedrooms
  • 6 bathrooms
  • sleeps 8

from £724 / night

£5,066 - £7,560 / week

1 / 51

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
8 reviews

from £158 / night

£1,103 / week

1 / 48

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

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 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

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

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 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

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

£1,379 / week

1 / 36

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 - £1,489 / week

1 / 38

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

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