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

Holiday Rentals in Gaiole in Chianti - Holiday Lettings - Villas

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  • Apartment (1)
  • Villa (2)
  • Hotel apartment (1)

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4 Holiday homes

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Great rentals within 20 miles that match your search

Monteriggioni holiday hotel apartment rental

Monteriggioni hotel apartment

  • 10 bedrooms
  • 12 bathrooms
  • sleeps 20
2 reviews

Pricing unknown

1 / 12

Great rentals within 20 miles that match your search

Holiday villa with swimming pool in Impruneta

Impruneta villa

  • 7 bedrooms
  • 6 bathrooms
  • sleeps 14
9 reviews

from £773 / night

£5,408 / week

1 / 30

Great rentals within 20 miles that match your search

Holiday villa with swimming pool in Foiano Della Chiana

Foiano Della Chiana villa

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 12
2 reviews

from £461 / night

£2,419 - £4,995 / week

1 / 137

Great rentals within 20 miles that match your search

Holiday apartment with swimming pool in Montalcino

Montalcino apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4
7 reviews

from £571 / night

£3,992 / week

1 / 25

Great rentals within 20 miles that match your search

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Holiday villa in Monteroni d'Arbia

Monteroni d'Arbia villa

  • 2 bedrooms
  • 1 bathroom
  • sleeps 3

1 filter does not match: Sauna

1 review

from £69 / night

£482 / week

1 / 6

Great rentals within 20 miles that match your search

Barberino Val d'Elsa holiday apartment rental

Barberino Val d'Elsa apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Sauna

from £186 / night

£1,300 / week

1 / 10

Great rentals within 20 miles that match your search

Holiday apartment in San Rocco a Pilli

San Rocco a Pilli apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Sauna

from £158 / night

£1,100 / week

1 / 7

Great rentals within 20 miles that match your search

Holiday apartment with golf nearby in San Rocco a Pilli

San Rocco a Pilli apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 filter does not match: Sauna

from £138 / night

£963 / week

1 / 11

Great rentals within 20 miles that match your search

Farmhouse rental in Cancelli

Cancelli farmhouse

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

1 filter does not match: Sauna

2 reviews

from £99 / night

£687 / week

1 / 13

Great rentals within 20 miles that match your search

Farmhouse rental in Cancelli

Cancelli farmhouse

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 filter does not match: Sauna

from £89 / night

£619 / week

1 / 12

Great rentals within 20 miles that match your search

Holiday farmhouse in Ville di Corsano

Ville di Corsano farmhouse

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Fireplace

6 reviews

from £79 / night

£491 - £698 / week

1 / 33

Great rentals within 20 miles that match your search

Holiday apartment in Tavarnelle Val di Pesa

Tavarnelle Val di Pesa apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 filter does not match: Sauna

from £45 / night

£275 - £413 / week

1 / 15

Great rentals within 20 miles that match your search

Holiday apartment in San Casciano in Val di Pesa

San Casciano in Val di Pesa apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Sauna

from £79 / night

£550 / week

1 / 16

Great rentals within 20 miles that match your search

Holiday apartment with shared pool in Barberino Val d'Elsa

Barberino Val d'Elsa apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 filter does not match: Sauna

from £158 / night

£1,100 / week

1 / 11

Great rentals within 20 miles that match your search

Holiday home in Sinalunga

Sinalunga house

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

1 filter does not match: Sauna

from £69 / night

£442 / week

1 / 34

Great rentals within 20 miles that match your search

Apartment rental in Bucine with shared pool

Bucine apartment

  • 1 bedroom
  • 2 bathrooms
  • sleeps 2

1 filter does not match: Sauna

from £128 / night

£894 / week

1 / 17

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: Sauna

1 review

from £94 / night

£654 / week

1 / 21

Great rentals within 20 miles that match your search

Holiday b&b in Bucine

Bucine b&b

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

1 filter does not match: Sauna

from £295 / night

£1,965 / week

1 / 23

Great rentals within 20 miles that match your search

Holiday townhouse with shared pool in Terranuova Bracciolini

Terranuova Bracciolini townhouse

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

1 filter does not match: Sauna

from £256 / night

£1,520 - £1,795 / week

1 / 43

Great rentals within 20 miles that match your search

Holiday home in Ortignano Raggiolo

Ortignano Raggiolo house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 filter does not match: Sauna

4 reviews

from £128 / night

£786 / week

1 / 15

Great rentals within 20 miles that match your search

Holiday villa letting

Reggello villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Sauna

from £177 / night

£1,081 / week

1 / 13

Great rentals within 20 miles that match your search

Holiday home in Rapolano Terme

Rapolano Terme house

  • 1 bedroom
  • 1 bathroom
  • sleeps 5

1 filter does not match: Sauna

14 reviews

from £99 / night

£541 / week

1 / 25

Great rentals within 20 miles that match your search

Holiday apartment with shared pool in Gaiole in Chianti

Gaiole in Chianti apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 filter does not match: Sauna

3 reviews

from £83 / night

£580 / week

1 / 12

Great rentals within 20 miles that match your search

Holiday condo rental

Castellina In Chianti condo

  • 9 bedrooms
  • 8 bathrooms
  • sleeps 24

1 filter does not match: Sauna

from £148 / night

£983 / week

1 / 27

Great rentals within 20 miles that match your search

Home rental in Tegoleto

Tegoleto house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 filter does not match: Sauna

from £79 / night

£541 - £912 / week

1 / 14

Great rentals within 20 miles that match your search

Colle di Val d'Elsa holiday apartment rental

Colle di Val d'Elsa apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

1 filter does not match: Sauna

from £167 / night

£1,168 / week

1 / 13

Great rentals within 20 miles that match your search

Holiday villa in Pieve A Presciano

Pieve A Presciano villa

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 14

1 filter does not match: Sauna

from £668 / night

£4,672 / week

1 / 9

Great rentals within 20 miles that match your search

Holiday townhouse with shared pool in Tavarnelle Val di Pesa

Tavarnelle Val di Pesa townhouse

  • 1 bedroom
  • 1 bathroom
  • sleeps 5

1 filter does not match: Sauna

7 reviews

from £99 / night

£687 / week

1 / 71

Great rentals within 20 miles that match your search

Holiday home in Loro Ciuffenna

Loro Ciuffenna house

  • 5 bedrooms
  • 8 bathrooms
  • sleeps 24

1 filter does not match: Sauna

from £928 / night

£5,693 / week

1 / 55

Great rentals within 20 miles that match your search

Barberino Val d'Elsa holiday apartment rental

Barberino Val d'Elsa apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 7

1 filter does not match: Sauna

1 review

from £148 / night

£1,031 / week

1 / 5

Great rentals within 20 miles that match your search

Holiday farmhouse in Costalpino

Costalpino farmhouse

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 6

1 filter does not match: Sauna

from £84 / night

£584 / week

1 / 20

Great rentals within 20 miles that match your search

Holiday townhouse in Figline e Incisa Valdarno

Figline e Incisa Valdarno townhouse

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: Sauna

from £35 / night

£241 / week

1 / 24

Great rentals within 20 miles that match your search

Holiday apartment in Bucine

Bucine apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 filter does not match: Sauna

from £195 / night

£1,362 / week

1 / 20

Great rentals within 20 miles that match your search

Holiday apartment with shared pool in Bucine

Bucine apartment

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

1 filter does not match: Sauna

from £266 / night

£1,857 / week

1 / 22

Great rentals within 20 miles that match your search

Holiday apartment in Chiusdino

Chiusdino apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

1 filter does not match: Sauna

1 review

Pricing unknown

1 / 8

Great rentals within 20 miles that match your search

Holiday home with shared pool in San Casciano in Val di Pesa

San Casciano in Val di Pesa house

  • 3 bedrooms
  • 1 bathroom
  • sleeps 6

1 filter does not match: Sauna

from £207 / night

£1,444 / week

1 / 13

Great rentals within 20 miles that match your search

Holiday home in San Casciano in Val di Pesa

San Casciano in Val di Pesa house

  • 6 bedrooms
  • 3 bathrooms
  • sleeps 12

1 filter does not match: Sauna

2 reviews

from £442 / night

£3,094 / week

1 / 21

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 filter does not match: Sauna

1 review

from £148 / night

£688 - £1,130 / week

1 / 11

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: Sauna

from £148 / night

£688 - £1,130 / week

1 / 23

Great rentals within 20 miles that match your search

Holiday townhouse in Alberoro

Alberoro townhouse

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 5

1 filter does not match: Sauna

1 review

from £108 / night

£884 / week

1 / 4

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