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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 (2)
  • Apartment (322)
  • Villa (210)
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  • Penthouse (1)
  • Lodge (1)
  • Manor House (1)
  • Barn (5)
  • Townhouse (7)
  • Farmhouse (87)
  • Studio (6)
  • Finca (4)
  • Condo (4)
  • Tower (1)
  • Private room (1)
  • Guest house (6)
  • Hotel apartment (15)
  • B&B (23)

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Castle
Under 5s

Great rentals within 20 miles that match your search

Castelnuovo Berardenga holiday castle rental

Castelnuovo Berardenga castle

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

from £464 / night

£3,243 / 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 £382 / night

£2,674 / week

1 / 14

Great rentals within 20 miles that match your search

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Cavriglia holiday apartment rental

Cavriglia apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: Property type

from £107 / night

£748 / 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 £1,326 / night

£9,281 - £13,611 / week

1 / 29

Great rentals within 20 miles that match your search

Holiday b&b in Siena

Siena b&b

  • 4 bedrooms
  • 1 bathroom
  • sleeps 2

1 filter does not match: Property type

from £196 / night

£1,372 / week

1 / 13

Great rentals within 20 miles that match your search

Apartment rental in Castellina In Chianti

Castellina In Chianti apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: Property type

from £68 / night

£473 / week

1 / 16

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 £97 / night

£666 / 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

£466 / week

1 / 13

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 £490 / night

£3,429 / 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 £490 / night

£3,429 / week

1 / 69

Great rentals within 20 miles that match your search

Rapolano Terme holiday apartment rental

Rapolano Terme apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 5

1 filter does not match: Property type

from £79 / night

£471 - £676 / week

1 / 15

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 £123 / night

£857 / week

1 / 12

Great rentals within 20 miles that match your search

Holiday studio with shared pool in Lucolena

Lucolena studio

  • Studio
  • 1 bathroom
  • sleeps 2

1 filter does not match: Property type

2 reviews

from £89 / night

£588 - £686 / week

1 / 16

Great rentals within 20 miles that match your search

Holiday studio with shared pool in Lucolena

Lucolena studio

  • Studio
  • 1 bathroom
  • sleeps 2

1 filter does not match: Property type

1 review

from £89 / night

£588 - £686 / week

1 / 9

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 £157 / night

£1,078 - £1,221 / week

1 / 10

Great rentals within 20 miles that match your search

Apartment letting in Greve in Chianti

Greve in Chianti apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 filter does not match: Property type

2 reviews

from £89 / night

£490 / week

1 / 22

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

£441 / week

1 / 18

Great rentals within 20 miles that match your search

Holiday apartment in Barberino Val d'Elsa

Barberino Val d'Elsa apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 5

1 filter does not match: Property type

from £174 / night

£1,214 / week

1 / 7

Great rentals within 20 miles that match your search

Holiday b&b in Greve in Chianti

Greve in Chianti b&b

  • 3 bedrooms
  • 1 bathroom
  • sleeps 2

1 filter does not match: Property type

from £74 / night

£515 / week

1 / 18

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: Property type

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

1 filter does not match: Property type

from £59 / night

£412 / week

1 / 22

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: Property type

from £59 / night

£412 / week

1 / 19

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 £216 / night

£1,509 / week

1 / 35

Great rentals within 20 miles that match your search

B&b rental in Serre di Rapolano

Serre di Rapolano b&b

  • 1 bedroom
  • 2 bathrooms
  • sleeps 2

1 filter does not match: Property type

6 reviews

from £93 / night

£652 / week

1 / 16

Great rentals within 20 miles that match your search

Siena holiday finca rental

Siena finca

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: Property type

from £157 / night

£1,097 / week

1 / 5

Great rentals within 20 miles that match your search

Home rental in Bucine

Bucine house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

1 filter does not match: Property type

1 review

from £71 / night

£490 - £1,107 / week

1 / 26

Great rentals within 20 miles that match your search

Holiday villa in Montevarchi

Montevarchi villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 filter does not match: Property type

1 review

from £196 / night

£784 - £805 / week

1 / 11

Great rentals within 20 miles that match your search

Apartment rental in Castellina In Chianti

Castellina In Chianti apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 8

1 filter does not match: Property type

from £117 / night

£813 / week

1 / 27

Great rentals within 20 miles that match your search

Holiday apartment in Bucine

Bucine apartment

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

1 filter does not match: Property type

from £168 / night

£1,176 / week

1 / 7

Great rentals within 20 miles that match your search

Holiday home in Greve in Chianti

Greve in Chianti house

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 5

1 filter does not match: Property type

2 reviews

from £138 / night

£686 - £1,274 / week

1 / 34

Great rentals within 20 miles that match your search

Greve in Chianti holiday villa rental

Greve in Chianti villa

  • 5 bedrooms
  • 8 bathrooms
  • sleeps 10

1 filter does not match: Property type

5 reviews

from £441 / night

£2,449 - £4,604 / week

1 / 43

Great rentals within 20 miles that match your search

San Donato in Poggio holiday villa rental

San Donato in Poggio villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 12

1 filter does not match: Property type

from £826 / night

£5,779 / week

1 / 32

Great rentals within 20 miles that match your search

Holiday b&b in Serre di Rapolano

Serre di Rapolano b&b

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 filter does not match: Property type

1 review

from £93 / night

£652 / week

1 / 21

Great rentals within 20 miles that match your search

Apartment accommodation in Siena

Siena apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 filter does not match: Property type

1 review

Pricing unknown

1 / 31

Great rentals within 20 miles that match your search

Holiday apartment in Siena

Siena apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 filter does not match: Property type

Pricing unknown

1 / 49

Great rentals within 20 miles that match your search

Holiday apartment in Siena

Siena apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 3

1 filter does not match: Property type

Pricing unknown

1 / 46

Great rentals within 20 miles that match your search

Greve in Chianti holiday home rental

Greve in Chianti house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 5

1 filter does not match: Property type

from £138 / night

£686 - £1,274 / week

1 / 36

Great rentals within 20 miles that match your search

Holiday home with shared pool in Greve in Chianti

Greve in Chianti house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 filter does not match: Property type

from £138 / night

£686 - £1,274 / week

1 / 37

Great rentals within 20 miles that match your search

Holiday home with shared pool in Gaiole in Chianti

Gaiole in Chianti house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

1 filter does not match: Property type

3 reviews

from £147 / night

£955 / week

1 / 21

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: Property type

from £147 / night

£686 - £1,127 / week

1 / 23

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