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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 (14)
  • Apartment (173)
  • Villa (165)
  • House (142)
  • Penthouse (1)
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  • Barn (5)
  • Castle (2)
  • Townhouse (6)
  • Farmhouse (56)
  • Studio (5)
  • Condo (2)
  • Hotel apartment (6)
  • B&B (5)
  • Guest house (1)

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14 Holiday homes

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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

£856 / week

1 / 57

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 £349 / night

£2,065 - £2,950 / 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

£492 / 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

£900 / 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

£571 / 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

£723 - £895 / 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 £113 / night

£765 - £1,460 / week

1 / 66

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 £228 / night

£1,590 / 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

£900 - £1,210 / 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 £233 / night

£1,516 / 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

£765 - £1,460 / 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 £443 / night

£3,097 / 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 £723 / night

£5,058 - £7,548 / 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

£1,102 / week

1 / 48

Great rentals within 20 miles that match your search

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Farmhouse rental in Rapolano Terme

Rapolano Terme farmhouse

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Property type

from £69 / night

£482 / week

1 / 27

Great rentals within 20 miles that match your search

Greve in Chianti holiday villa rental

Greve in Chianti villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Property type

from £308 / night

£2,154 / week

1 / 17

Great rentals within 20 miles that match your search

Siena holiday apartment rental

Siena apartment

  • 1 bedroom
  • 2 bathrooms
  • sleeps 2

1 filter does not match: Property type

from £183 / night

£1,278 / week

1 / 4

Great rentals within 20 miles that match your search

Home rental in Rapolano Terme with shared pool

Rapolano Terme house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 filter does not match: Property type

from £133 / night

£810 - £892 / week

1 / 20

Great rentals within 20 miles that match your search

Holiday home with shared pool in Rapolano Terme

Rapolano Terme house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 3

1 filter does not match: Property type

from £178 / night

£1,085 - £1,216 / week

1 / 18

Great rentals within 20 miles that match your search

Rapolano Terme holiday home rental

Rapolano Terme house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 7

1 filter does not match: Property type

from £244 / night

£1,490 - £1,692 / week

1 / 22

Great rentals within 20 miles that match your search

Holiday home with shared pool in Rapolano Terme

Rapolano Terme house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 filter does not match: Property type

from £133 / night

£810 - £892 / week

1 / 21

Great rentals within 20 miles that match your search

Holiday home with shared pool in Rapolano Terme

Rapolano Terme house

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

1 filter does not match: Property type

from £157 / night

£953 - £1,156 / week

1 / 19

Great rentals within 20 miles that match your search

Rapolano Terme holiday home rental

Rapolano Terme house

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

1 filter does not match: Property type

from £157 / night

£953 - £1,156 / week

1 / 17

Great rentals within 20 miles that match your search

Holiday home with shared pool in Rapolano Terme

Rapolano Terme house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

1 filter does not match: Property type

from £200 / night

£1,216 - £1,358 / week

1 / 19

Great rentals within 20 miles that match your search

Holiday apartment in Siena

Siena apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: Property type

from £70 / night

£488 / week

1 / 17

Great rentals within 20 miles that match your search

Holiday apartment in Siena

Siena apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 filter does not match: Property type

from £94 / night

£580 / week

1 / 17

Great rentals within 20 miles that match your search

Holiday apartment in Siena

Siena apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 filter does not match: Property type

2 reviews

from £61 / night

£427 / week

1 / 18

Great rentals within 20 miles that match your search

Apartment rental in Castelnuovo Berardenga

Castelnuovo Berardenga apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: Property type

from £61 / night

£427 / week

1 / 21

Great rentals within 20 miles that match your search

Studio rental in Montevarchi

Montevarchi studio

  • Studio
  • 1 bathroom
  • sleeps 2

1 filter does not match: Property type

1 review

from £71 / night

£344 / week

1 / 28

Great rentals within 20 miles that match your search

Holiday home with shared pool in San Donato in Poggio

San Donato in Poggio house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 filter does not match: Property type

from £180 / night

£1,074 - £1,449 / week

1 / 18

Great rentals within 20 miles that match your search

Apartment rental in Loro Ciuffenna

Loro Ciuffenna apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 filter does not match: Property type

from £43 / night

£246 / week

1 / 14

Great rentals within 20 miles that match your search

Holiday townhouse in Greve in Chianti

Greve in Chianti townhouse

  • 1 bedroom
  • 2 bathrooms
  • sleeps 3

1 filter does not match: Property type

Pricing unknown

1 / 10

Great rentals within 20 miles that match your search

Sovicille holiday apartment rental

Sovicille apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 filter does not match: Property type

Pricing unknown

1 / 4

Great rentals within 20 miles that match your search

Greve in Chianti holiday apartment rental

Greve in Chianti apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Property type

1 review

from £99 / night

£689 / week

1 / 13

Great rentals within 20 miles that match your search

Farmhouse rental in Figline e Incisa Valdarno

Figline e Incisa Valdarno farmhouse

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 filter does not match: Property type

Pricing unknown

1 / 9

Great rentals within 20 miles that match your search

San Felice holiday apartment let

San Felice apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

1 filter does not match: Property type

from £141 / night

£984 / week

1 / 15

Great rentals within 20 miles that match your search

Holiday apartment in Montevarchi

Montevarchi apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

1 filter does not match: Property type

from £99 / night

£541 - £679 / week

1 / 12

Great rentals within 20 miles that match your search

Holiday manor house with swimming pool in Barbischio

Barbischio manor house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

1 filter does not match: Property type

from £131 / night

£916 / week

1 / 22

Great rentals within 20 miles that match your search

Home rental in Siena

Siena house

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: Property type

1 review

from £99 / night

£689 / week

1 / 16

Great rentals within 20 miles that match your search

Holiday villa in Bucine

Bucine villa

  • 8 bedrooms
  • 12 bathrooms
  • sleeps 16

1 filter does not match: Property type

from £1,355 / night

£9,484 / week

1 / 37

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