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Holiday Rentals in Gaiole in Chianti - Holiday Lettings - Villas

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4 Holiday homes

Great rentals within 20 miles that match your search

Castelnuovo dei Sabbioni holiday farmhouse rental

Castelnuovo dei Sabbioni farmhouse

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

from £60 / night

£395 - £1,222 / week

1 / 24

Great rentals within 20 miles that match your search

Holiday studio in Siena

Siena studio

  • Studio
  • 1 bathroom
  • sleeps 4

from £69 / night

£345 - £483 / week

1 / 10

Great rentals within 20 miles that match your search

Panzano in Chianti holiday villa rental

Panzano in Chianti villa

  • 10 bedrooms
  • 10 bathrooms
  • sleeps 24

from £861 / night

£6,455 - £7,745 / week

1 / 58

Great rentals within 20 miles that match your search

Greve in Chianti holiday b&b rental

Greve in Chianti b&b

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £46 / night

£270 / week

1 / 10

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

from £158 / night

£1,104 - £1,607 / week

1 / 28

Great rentals within 20 miles that match your search

Holiday apartment in Monteriggioni

Monteriggioni apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

from £89 / night

£621 / week

1 / 25

Great rentals within 20 miles that match your search

Holiday apartment in Castellina In Chianti

Castellina In Chianti apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £104 / night

£725 - £1,035 / week

1 / 28

Great rentals within 20 miles that match your search

Holiday farmhouse rental

Quercegrossa farmhouse

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 4

from £89 / night

£592 / week

1 / 23

Great rentals within 20 miles that match your search

Holiday villa in Greve in Chianti

Greve in Chianti villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

from £212 / night

£1,478 / week

1 / 4

Great rentals within 20 miles that match your search

Holiday apartment with shared pool in San Felice

San Felice apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £128 / night

£887 / week

1 / 13

Great rentals within 20 miles that match your search

Farmhouse rental in San Felice with shared pool

San Felice farmhouse

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

from £128 / night

£887 / week

1 / 15

Great rentals within 20 miles that match your search

San Felice holiday farmhouse rental

San Felice farmhouse

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 5

from £226 / night

£1,577 / week

1 / 12

Great rentals within 20 miles that match your search

Rapale holiday apartment rental

Rapale apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 5

from £296 / night

£2,070 / week

1 / 16

Great rentals within 20 miles that match your search

Castelnuovo Berardenga holiday castle rental

Castelnuovo Berardenga castle

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

from £466 / night

£3,263 / week

1 / 12

Great rentals within 20 miles that match your search

Holiday apartment with shared pool in Rapale

Rapale apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £109 / night

£690 / week

1 / 18

Great rentals within 20 miles that match your search

Holiday apartment in Greve in Chianti

Greve in Chianti apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from £114 / night

£794 / week

1 / 14

Great rentals within 20 miles that match your search

Holiday apartment in Badia a Passignano

Badia a Passignano apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from £69 / night

£483 / week

1 / 10

Great rentals within 20 miles that match your search

Villa rental in Vagliagli with shared pool

Vagliagli villa

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 12

from £493 / night

£3,449 - £4,927 / week

1 / 8

Great rentals within 20 miles that match your search

Holiday villa in Sovicille

Sovicille villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

from £227 / night

£1,587 / week

1 / 33

Great rentals within 20 miles that match your search

Holiday apartment in Greve in Chianti

Greve in Chianti apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from £119 / night

£690 / week

1 / 10

Great rentals within 20 miles that match your search

Holiday apartment in Costalpino

Costalpino apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £69 / night

£444 / week

1 / 12

Great rentals within 20 miles that match your search

Holiday apartment rental

Torre A Castello apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

from £55 / night

£380 / week

1 / 17

Great rentals within 20 miles that match your search

Holiday cottage in Rapolano Terme

Rapolano Terme cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 5

from £78 / night

£395 - £808 / week

1 / 58

Great rentals within 20 miles that match your search

Holiday home in Monteriggioni

Monteriggioni house

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

from £74 / night

£518 / week

1 / 28

Great rentals within 20 miles that match your search

Holiday farmhouse in Siena

Siena farmhouse

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from £206 / night

£1,442 / week

1 / 43

Great rentals within 20 miles that match your search

Holiday farmhouse in Siena

Siena farmhouse

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from £305 / night

£2,132 / week

1 / 44

Great rentals within 20 miles that match your search

Apartment letting in Castellina In Chianti

Castellina In Chianti apartment

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

from £464 / night

£2,759 / week

1 / 14

Great rentals within 20 miles that match your search

Holiday apartment rental

Panzano in Chianti apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £49 / night

£338 / week

1 / 6

Great rentals within 20 miles that match your search

Holiday b&b in Siena

Siena b&b

  • 4 bedrooms
  • 1 bathroom
  • sleeps 2

from £197 / night

£1,380 / week

1 / 13

Great rentals within 20 miles that match your search

Holiday apartment in Montaperti

Montaperti apartment

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 9

from £326 / night

£2,277 / week

1 / 28

Great rentals within 20 miles that match your search

Apartment rental in Serre di Rapolano

Serre di Rapolano apartment

  • 3 bedrooms
  • 1 bathroom
  • sleeps 15

Pricing unknown

1 / 7

Great rentals within 20 miles that match your search

Home rental in Cavriglia with golf nearby

Cavriglia house

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from £50 / night

£345 / week

1 / 13

Great rentals within 20 miles that match your search

Holiday villa with swimming pool, golf nearby in San Donato in Poggio

San Donato in Poggio villa

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 12

from £930 / night

£6,505 / week

1 / 38

Great rentals within 20 miles that match your search

Holiday villa with swimming pool, golf nearby in Moltacino

Moltacino villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from £228 / night

£1,207 - £5,491 / week

1 / 36

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 in Caprera

Caprera apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 filter does not match: Garden

Pricing unknown

1 / 10

Great rentals within 20 miles that match your search

Holiday home with swimming pool, golf nearby in Volte Basse

Volte Basse house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

1 filter does not match: Garden

from £210 / night

£1,473 - £2,535 / week

1 / 41

Great rentals within 20 miles that match your search

Apartment rental in Greve in Chianti with golf nearby

Greve in Chianti apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

1 filter does not match: Garden

from £247 / night

£1,478 / week

1 / 21

Great rentals within 20 miles that match your search

Holiday condo with golf nearby in Cavriglia

Cavriglia condo

  • 1 bedroom
  • 2 bathrooms
  • sleeps 5

1 filter does not match: Garden

Pricing unknown

1 / 11

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: Garden

from £138 / night

£966 / week

1 / 11

Great rentals within 20 miles that match your search

Siena holiday apartment rental

Siena apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 filter does not match: Garden

from £215 / night

£1,421 - £2,759 / week

1 / 42

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