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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

Price per night

£1 £750 -

Bedrooms

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  • Apartment (6)
  • Villa (6)
  • Cottage (2)
  • House (3)
  • Castle (1)
  • Townhouse (5)
  • Farmhouse (2)
  • Finca (1)
  • Guest house (1)

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27 Holiday homes

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Fireplace
Pets allowed

Great rentals within 20 miles that match your search

Holiday villa in Siena

Siena villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6
3 reviews

from £325 / night

£2,276 / week

1 / 19

Great rentals within 20 miles that match your search

Colle di Val d'Elsa holiday apartment rental

Colle di Val d'Elsa apartment

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 5

from £280 / night

£1,965 / week

1 / 24

Great rentals within 20 miles that match your search

Holiday apartment in Siena

Siena apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

Pricing unknown

1 / 47

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

Holiday apartment with shared pool in Pievasciata

Pievasciata apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

from £133 / night

£929 / week

1 / 7

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

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

Castellina In Chianti holiday apartment rental

Castellina In Chianti apartment

  • 5 bedrooms
  • 1 bathroom
  • sleeps 5

from £246 / night

£1,719 / week

1 / 10

Great rentals within 20 miles that match your search

Siena holiday villa rental

Siena villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £138 / night

£963 / week

1 / 21

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

Holiday townhouse in Bucine

Bucine townhouse

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from £148 / night

£688 - £1,130 / week

1 / 23

Great rentals within 20 miles that match your search

Holiday home with swimming pool in Panzano in Chianti

Panzano in Chianti house

  • 7 bedrooms
  • 8 bathrooms
  • sleeps 14
1 review

from £1,543 / night

£10,801 / week

1 / 76

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

Siena holiday townhouse rental

Siena townhouse

  • 1 bedroom
  • 1 bathroom
  • sleeps 3
1 review

from £118 / night

£825 / week

1 / 31

Great rentals within 20 miles that match your search

San Casciano in Val di Pesa holiday home rental

San Casciano in Val di Pesa house

  • 3 bedrooms
  • 1 bathroom
  • sleeps 6
1 review

from £118 / night

£786 / week

1 / 90

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 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 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 finca with shared pool in Bucine

Bucine finca

  • 2 bedrooms
  • 1 bathroom
  • sleeps 3
1 review

from £148 / night

£688 - £1,130 / week

1 / 11

Great rentals within 20 miles that match your search

Holiday cottage in Montebenichi

Montebenichi cottage

  • 4 bedrooms
  • 6 bathrooms
  • sleeps 8

from £722 / night

£5,053 - £7,540 / week

1 / 51

Great rentals within 20 miles that match your search

Holiday townhouse with swimming pool in Sovicille

Sovicille townhouse

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5
20 reviews

from £108 / night

£757 / week

1 / 10

Great rentals within 20 miles that match your search

Holiday apartment with swimming pool in San Giovanni Valdarno

San Giovanni Valdarno apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 3
9 reviews

from £66 / night

£445 / week

1 / 18

Great rentals within 20 miles that match your search

Holiday guest house in Siena

Siena guest house

  • 2 bedrooms
  • 4 bathrooms
  • sleeps 4
13 reviews

from £442 / night

£2,701 / week

1 / 56

Great rentals within 20 miles that match your search

Holiday villa in San Leolino

San Leolino villa

  • 16 bedrooms
  • 14 bathrooms
  • sleeps 33
1 review

from £1,572 / night

£9,036 - £17,895 / week

1 / 45

Great rentals within 20 miles that match your search

Holiday villa with swimming pool in Greve in Chianti

Greve in Chianti villa

  • 9 bedrooms
  • 8 bathrooms
  • sleeps 18

from £682 / night

£4,774 / week

1 / 47

Great rentals within 20 miles that match your search

These homes match some but not all of your filters.

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Holiday apartment accommodation

Montevarchi apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 filter does not match: Fireplace

Pricing unknown

1 / 14

Great rentals within 20 miles that match your search

Cavriglia holiday apartment rental

Cavriglia apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: Fireplace

from £107 / night

£750 / week

1 / 19

Great rentals within 20 miles that match your search

Greve in Chianti holiday apartment rental

Greve in Chianti apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 filter does not match: Fireplace

from £74 / night

£491 / week

1 / 12

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: Fireplace

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: Fireplace

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: Fireplace

Pricing unknown

1 / 46

Great rentals within 20 miles that match your search

Holiday apartment in Castellina In Chianti

Castellina In Chianti apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 filter does not match: Fireplace

from £137 / night

£822 / week

1 / 11

Great rentals within 20 miles that match your search

Holiday apartment in Montaperti

Montaperti apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 filter does not match: Fireplace

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

1 filter does not match: Fireplace

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

1 filter does not match: Fireplace

from £50 / night

£295 / week

1 / 17

Great rentals within 20 miles that match your search

Holiday apartment in Pianella

Pianella apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 filter does not match: Fireplace

from £50 / night

£295 / week

1 / 14

Great rentals within 20 miles that match your search

Holiday apartment in Castelnuovo Berardenga

Castelnuovo Berardenga apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 filter does not match: Fireplace

from £79 / night

£482 / week

1 / 17

Great rentals within 20 miles that match your search

Holiday apartment in Siena

Siena apartment

  • 2 bedrooms
  • 4 bathrooms
  • sleeps 4

1 filter does not match: Fireplace

2 reviews

from £364 / night

£2,358 / week

1 / 19

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