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

Holiday Rentals in Gaiole in Chianti - Holiday Lettings - Villas

Price per night

£1 £750 -

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  • Apartment (24)
  • Villa (6)
  • Cottage (1)
  • House (4)
  • Penthouse (1)
  • Barn (1)
  • Castle (1)
  • Townhouse (2)
  • Farmhouse (6)
  • Studio (1)
  • B&B (1)
  • Guest house (1)

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49 Holiday homes

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Great rentals within 20 miles that match your search

Apartment letting in Siena

Siena apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £104 / night

£516 / week

1 / 29

Great rentals within 20 miles that match your search

Cavriglia holiday apartment rental

Cavriglia apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from £107 / night

£750 / week

1 / 19

Great rentals within 20 miles that match your search

Terranuova Bracciolini holiday farmhouse rental

Terranuova Bracciolini farmhouse

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 8

Pricing unknown

1 / 25

Great rentals within 20 miles that match your search

Holiday villa with swimming pool in Panzano in Chianti

Panzano in Chianti villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 7
3 reviews

from £541 / night

£3,782 / week

1 / 40

Great rentals within 20 miles that match your search

Holiday apartment in Siena

Siena apartment

  • 2 bedrooms
  • 4 bathrooms
  • sleeps 4
2 reviews

from £364 / night

£2,358 / week

1 / 19

Great rentals within 20 miles that match your search

Bucine holiday farmhouse rental

Bucine farmhouse

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 12
2 reviews

from £246 / night

£1,719 / week

1 / 34

Great rentals within 20 miles that match your search

Montevarchi holiday b&b accommodation

Montevarchi b&b

  • 1 bedroom
  • 2 bathrooms
  • sleeps 2

Pricing unknown

1 / 15

Great rentals within 20 miles that match your search

Badia Agnano holiday villa rental

Badia Agnano villa

  • 9 bedrooms
  • 9 bathrooms
  • sleeps 22
5 reviews

from £393 / night

£4,126 - £5,157 / week

1 / 35

Great rentals within 20 miles that match your search

Holiday townhouse in Terranuova Bracciolini

Terranuova Bracciolini townhouse

  • 1 bedroom
  • 2 bathrooms
  • sleeps 2

from £49 / night

£374 / week

1 / 11

Great rentals within 20 miles that match your search

Radda in Chianti holiday villa rental

Radda in Chianti villa

  • 5 bedrooms
  • 6 bathrooms
  • sleeps 10
1 review

from £477 / night

£3,340 / week

1 / 27

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

£855 / week

1 / 57

Great rentals within 20 miles that match your search

Holiday villa with shared pool in Badia Agnano

Badia Agnano villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 12
3 reviews

from £246 / night

£1,719 / week

1 / 39

Great rentals within 20 miles that match your search

San Giovanni Valdarno holiday farmhouse rental

San Giovanni Valdarno farmhouse

  • 6 bedrooms
  • 2 bathrooms
  • sleeps 6

Pricing unknown

1 / 7

Great rentals within 20 miles that match your search

Terranuova Bracciolini holiday farmhouse rental

Terranuova Bracciolini farmhouse

  • 9 bedrooms
  • 18 bathrooms
  • sleeps 4
3 reviews

Pricing unknown

1 / 10

Great rentals within 20 miles that match your search

Holiday apartment in Castelnuovo Berardenga

Castelnuovo Berardenga apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from £79 / night

£482 / week

1 / 15

Great rentals within 20 miles that match your search

Ambra holiday farmhouse rental

Ambra farmhouse

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 10
1 review

from £772 / night

£5,402 / week

1 / 24

Great rentals within 20 miles that match your search

Holiday farmhouse rental

Monteriggioni farmhouse

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 12

Pricing unknown

1 / 8

Great rentals within 20 miles that match your search

Holiday apartment rental

Castelnuovo Berardenga apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from £79 / night

£482 / week

1 / 19

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 review

from £99 / night

£688 / week

1 / 13

Great rentals within 20 miles that match your search

Castelnuovo Berardenga holiday castle rental

Castelnuovo Berardenga castle

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

from £383 / night

£2,682 / week

1 / 14

Great rentals within 20 miles that match your search

Holiday townhouse in Terranuova Bracciolini

Terranuova Bracciolini townhouse

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

from £54 / night

£275 / week

1 / 4

Great rentals within 20 miles that match your search

Holiday apartment in Castelnuovo Berardenga

Castelnuovo Berardenga apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

from £59 / night

£383 / week

1 / 18

Great rentals within 20 miles that match your search

Holiday apartment rental

Castelnuovo Berardenga apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £50 / night

£295 / week

1 / 17

Great rentals within 20 miles that match your search

Apartment rental in Castelnuovo Berardenga

Castelnuovo Berardenga apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

from £79 / night

£482 / week

1 / 18

Great rentals within 20 miles that match your search

Castelnuovo Berardenga holiday apartment rental

Castelnuovo Berardenga apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

from £99 / night

£541 / week

1 / 18

Great rentals within 20 miles that match your search

Holiday apartment in Castelnuovo Berardenga

Castelnuovo Berardenga apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from £79 / night

£482 / week

1 / 17

Great rentals within 20 miles that match your search

Barn rental in Sovicille with shared pool

Sovicille barn

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4
4 reviews

from £99 / night

£668 / week

1 / 19

Great rentals within 20 miles that match your search

Monteriggioni holiday home rental

Monteriggioni house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

Pricing unknown

1 / 8

Great rentals within 20 miles that match your search

Holiday studio in Montefioralle

Montefioralle studio

  • Studio
  • 1 bathroom
  • sleeps 2
2 reviews

from £64 / night

£393 / week

1 / 12

Great rentals within 20 miles that match your search

Holiday apartment in Montaperti

Montaperti apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £50 / night

£295 / week

1 / 18

Great rentals within 20 miles that match your search

Holiday apartment in Castelnuovo Berardenga

Castelnuovo Berardenga apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

from £59 / night

£383 / week

1 / 17

Great rentals within 20 miles that match your search

Apartment accommodation in Castelnuovo Berardenga

Castelnuovo Berardenga apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

from £59 / night

£383 / week

1 / 17

Great rentals within 20 miles that match your search

Holiday apartment in Pianella

Pianella apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £50 / night

£295 / week

1 / 14

Great rentals within 20 miles that match your search

Holiday apartment with swimming pool in Mercatale Valdarno

Mercatale Valdarno apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8
1 review

Pricing unknown

1 / 24

Great rentals within 20 miles that match your search

Holiday home with shared pool in Monteriggioni

Monteriggioni house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

Pricing unknown

1 / 10

Great rentals within 20 miles that match your search

Castelnuovo Berardenga holiday apartment rental

Castelnuovo Berardenga apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £50 / night

£295 / week

1 / 16

Great rentals within 20 miles that match your search

Holiday apartment with swimming pool in Crete Senesi

Crete Senesi apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from £118 / night

£825 / week

1 / 22

Great rentals within 20 miles that match your search

Holiday home in Greve in Chianti

Greve in Chianti house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5
2 reviews

from £59 / night

£413 - £722 / week

1 / 10

Great rentals within 20 miles that match your search

Holiday apartment in San Donato in Poggio

San Donato in Poggio apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £84 / night

£433 / week

1 / 22

Great rentals within 20 miles that match your search

Holiday apartment with shared pool in San Donato in Poggio

San Donato in Poggio apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from £138 / night

£619 / week

1 / 24

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