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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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  • Apartment (6)
  • Villa (3)
  • Cottage (1)
  • House (1)
  • Farmhouse (1)

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12 Holiday homes

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Great rentals within 20 miles that match your search

Holiday villa with shared pool in Castellina In Chianti

Castellina In Chianti villa

  • 15 bedrooms
  • 15 bathrooms
  • sleeps 33

from £1,360 / night

£8,159 - £13,436 / week

1 / 29

Great rentals within 20 miles that match your search

Castellina In Chianti holiday apartment rental

Castellina In Chianti apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from £212 / night

£1,271 - £2,099 / week

1 / 21

Great rentals within 20 miles that match your search

Holiday villa with shared pool in Bucine

Bucine villa

  • 3 bedrooms
  • 1 bathroom
  • sleeps 6
1 review

from £99 / night

£690 / week

1 / 34

Great rentals within 20 miles that match your search

Holiday apartment with shared pool in Montevarchi

Montevarchi apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from £168 / night

£1,173 / week

1 / 27

Great rentals within 20 miles that match your search

Montevarchi holiday apartment rental

Montevarchi apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

from £99 / night

£690 / week

1 / 52

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

£902 - £1,212 / week

1 / 31

Great rentals within 20 miles that match your search

Apartment rental in Castellina In Chianti with shared pool

Castellina In Chianti apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

from £247 / night

£1,725 / week

1 / 18

Great rentals within 20 miles that match your search

Holiday home with swimming pool in Greve in Chianti

Greve in Chianti house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

from £422 / night

£2,952 - £4,503 / week

1 / 34

Great rentals within 20 miles that match your search

Montevarchi holiday apartment let

Montevarchi apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from £138 / night

£966 / week

1 / 33

Great rentals within 20 miles that match your search

Farmhouse rental in Terranuova Bracciolini with shared pool

Terranuova Bracciolini farmhouse

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4
1 review

from £74 / night

£518 / week

1 / 21

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 £1,577 / night

£9,066 - £17,953 / week

1 / 45

Great rentals within 20 miles that match your search

Castelnuovo Berardenga holiday apartment rental

Castelnuovo Berardenga apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4
18 reviews

from £148 / night

£1,035 / week

1 / 50

Great rentals within 20 miles that match your search

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Holiday townhouse with shared pool in Terranuova Bracciolini

Terranuova Bracciolini townhouse

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

1 filter does not match: Garden

from £257 / night

£1,525 - £1,801 / week

1 / 43

Great rentals within 20 miles that match your search

Terranuova Bracciolini holiday townhouse rental

Terranuova Bracciolini townhouse

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

1 filter does not match: Garden

from £197 / night

£1,173 - £1,518 / week

1 / 35

Great rentals within 20 miles that match your search

Holiday farmhouse in Pietraviva

Pietraviva farmhouse

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 filter does not match: Garden

from £156 / night

£983 - £1,169 / week

1 / 14

Great rentals within 20 miles that match your search

Holiday farmhouse with shared pool in Isola d'Arbia

Isola d'Arbia farmhouse

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

1 filter does not match: Garden

from £103 / night

£635 - £1,547 / week

1 / 22

Great rentals within 20 miles that match your search

Farmhouse rental in Pietraviva

Pietraviva farmhouse

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 filter does not match: Garden

from £109 / night

£683 - £946 / week

1 / 13

Great rentals within 20 miles that match your search

Holiday farmhouse in Pietraviva

Pietraviva farmhouse

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 filter does not match: Garden

from £109 / night

£683 - £946 / week

1 / 15

Great rentals within 20 miles that match your search

Isola d'Arbia holiday farmhouse rental

Isola d'Arbia farmhouse

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: Garden

from £97 / night

£516 - £1,191 / week

1 / 21

Great rentals within 20 miles that match your search

Holiday apartment with shared pool in Pievasciata

Pievasciata apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

2 filters do not match: Garden, Staffed property

from £133 / night

£931 / week

1 / 7

Great rentals within 20 miles that match your search

Holiday home in Casal Monastero

Casal Monastero house

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

2 filters do not match: Garden, Staffed property

Pricing unknown

1 / 24

Great rentals within 20 miles that match your search

Rapale holiday apartment rental

Rapale apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 9

2 filters do not match: Garden, Staffed property

from £395 / night

£2,759 / week

1 / 22

Great rentals within 20 miles that match your search

Holiday studio with shared pool in Lucolena

Lucolena studio

  • Studio
  • 1 bathroom
  • sleeps 2

2 filters do not match: Garden, Staffed property

1 review

from £89 / night

£591 - £690 / week

1 / 9

Great rentals within 20 miles that match your search

Holiday apartment in Panzano in Chianti

Panzano in Chianti apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 filter does not match: Garden

from £119 / night

£789 / week

1 / 17

Great rentals within 20 miles that match your search

Castellina In Chianti holiday apartment rental

Castellina In Chianti apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

1 filter does not match: Garden

from £212 / night

£1,271 - £1,444 / week

1 / 14

Great rentals within 20 miles that match your search

Holiday farmhouse rental

Montevarchi farmhouse

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

1 filter does not match: Garden

3 reviews

from £79 / night

£547 - £609 / week

1 / 30

Great rentals within 20 miles that match your search

Holiday farmhouse with shared pool in Moncioni

Moncioni farmhouse

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

1 filter does not match: Garden

from £104 / night

£680 / week

1 / 24

Great rentals within 20 miles that match your search

Holiday home letting

San Gusme house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

1 filter does not match: Garden

3 reviews

from £244 / night

£1,704 / week

1 / 33

Great rentals within 20 miles that match your search

Holiday villa in Gaiole in Chianti

Gaiole in Chianti villa

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 10

1 filter does not match: Garden

3 reviews

from £465 / night

£3,252 / week

1 / 62

Great rentals within 20 miles that match your search

Villa rental in Castellina In Chianti with shared pool

Castellina In Chianti villa

  • 7 bedrooms
  • 7 bathrooms
  • sleeps 14

1 filter does not match: Garden

2 reviews

from £489 / night

£2,927 - £5,173 / week

1 / 24

Great rentals within 20 miles that match your search

Holiday studio with shared pool in Lucolena

Lucolena studio

  • Studio
  • 1 bathroom
  • sleeps 2

2 filters do not match: Garden, Staffed property

2 reviews

from £89 / night

£592 - £690 / week

1 / 16

Great rentals within 20 miles that match your search

Holiday apartment with shared pool in Lucolena

Lucolena apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

2 filters do not match: Garden, Staffed property

1 review

from £158 / night

£1,084 - £1,228 / week

1 / 10

Great rentals within 20 miles that match your search

Rapale holiday apartment rental

Rapale apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 7

2 filters do not match: Garden, Staffed property

1 review

from £296 / night

£2,070 / week

1 / 22

Great rentals within 20 miles that match your search

Bucine holiday apartment rental

Bucine apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

2 filters do not match: Garden, Staffed property

from £69 / night

£444 / week

1 / 9

Great rentals within 20 miles that match your search

Rapale holiday apartment rental

Rapale apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

2 filters do not match: Garden, Staffed property

from £296 / night

£2,070 / week

1 / 14

Great rentals within 20 miles that match your search

Rapale holiday apartment rental

Rapale apartment

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 10

2 filters do not match: Garden, Staffed property

from £395 / night

£2,759 / week

1 / 23

Great rentals within 20 miles that match your search

Rapale holiday apartment rental

Rapale apartment

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 10

2 filters do not match: Garden, Staffed property

1 review

from £395 / night

£2,759 / week

1 / 23

Great rentals within 20 miles that match your search

Rapale holiday apartment rental

Rapale apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 5

2 filters do not match: Garden, Staffed property

from £296 / night

£2,070 / week

1 / 19

Great rentals within 20 miles that match your search

Rapale holiday apartment rental

Rapale apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

2 filters do not match: Garden, Staffed property

1 review

from £296 / night

£2,069 / week

1 / 19

Great rentals within 20 miles that match your search

Apartment rental in Siena

Siena apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

2 filters do not match: Garden, Table tennis

from £158 / night

£690 / week

1 / 23

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