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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

Holiday villa with shared pool in Castellina In Chianti

Castellina In Chianti villa

  • 15 bedrooms
  • 15 bathrooms
  • sleeps 33

from £1,356 / night

£8,133 - £13,392 / 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

£1,267 - £2,092 / week

1 / 21

Great rentals within 20 miles that match your search

Montevarchi holiday apartment rental

Montevarchi apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £89 / night

£619 / week

1 / 27

Great rentals within 20 miles that match your search

Apartment rental in Radda in Chianti with shared pool

Radda in Chianti apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from £108 / night

£757 / week

1 / 18

Great rentals within 20 miles that match your search

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Holiday finca with shared pool in Bucine

Bucine finca

  • 1 bedroom
  • 1 bathroom
  • sleeps 5

1 filter does not match: Garden

from £104 / night

£835 - £1,130 / week

1 / 6

Great rentals within 20 miles that match your search

Holiday apartment in Vagliagli

Vagliagli apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 3

2 filters do not match: Garden, Shared outdoor pool (unheated)

from £59 / night

£393 / week

1 / 15

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: Garden

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: Garden

from £148 / night

£688 - £1,130 / week

1 / 23

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

£514 - £1,187 / week

1 / 21

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

2 filters do not match: Garden, Swing set

from £104 / night

£722 - £1,032 / week

1 / 28

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, Swing set

from £295 / night

£2,063 / week

1 / 16

Great rentals within 20 miles that match your search

San Felice holiday farmhouse rental

San Felice farmhouse

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 5

2 filters do not match: Garden, Swing set

from £225 / night

£1,572 / week

1 / 12

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

2 filters do not match: Garden, Swing set

from £128 / night

£884 / week

1 / 15

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

2 filters do not match: Garden, Swing set

from £128 / night

£884 / week

1 / 13

Great rentals within 20 miles that match your search

Holiday apartment with shared pool in Rapale

Rapale apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

2 filters do not match: Garden, Swing set

from £108 / night

£688 / week

1 / 18

Great rentals within 20 miles that match your search

Castelnuovo Berardenga holiday castle rental

Castelnuovo Berardenga castle

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

2 filters do not match: Garden, Swing set

from £465 / night

£3,252 / week

1 / 12

Great rentals within 20 miles that match your search

Holiday farmhouse rental

Quercegrossa farmhouse

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 4

2 filters do not match: Garden, Swing set

from £89 / night

£590 / week

1 / 23

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

2 filters do not match: Garden, Swing set

from £158 / night

£1,100 - £1,602 / week

1 / 28

Great rentals within 20 miles that match your search

Villa rental in Vagliagli with shared pool

Vagliagli villa

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 12

2 filters do not match: Garden, Swing set

from £491 / night

£3,438 - £4,911 / week

1 / 8

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

2 filters do not match: Garden, Swing set

from £46 / night

£269 / week

1 / 10

Great rentals within 20 miles that match your search

Holiday guest house in Ambra

Ambra guest house

  • 1 bedroom
  • 2 bathrooms
  • sleeps 2

2 filters do not match: Garden, Shared outdoor pool (unheated)

from £40 / night

£197 / week

1 / 14

Great rentals within 20 miles that match your search

Holiday home in Costalpino

Costalpino house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 4

2 filters do not match: Garden, Shared outdoor pool (unheated)

from £177 / night

£978 / week

1 / 34

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

from £488 / night

£2,917 - £5,157 / week

1 / 24

Great rentals within 20 miles that match your search

Terranuova Bracciolini holiday farmhouse rental

Terranuova Bracciolini farmhouse

  • 9 bedrooms
  • 18 bathrooms
  • sleeps 4

1 filter does not match: Garden

Pricing unknown

1 / 10

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 £211 / night

£1,267 - £1,438 / week

1 / 14

Great rentals within 20 miles that match your search

Holiday farmhouse with shared pool in Siena

Siena farmhouse

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

2 filters do not match: Garden, Swing set

from £99 / night

£688 / week

1 / 8

Great rentals within 20 miles that match your search

Holiday farmhouse with shared pool in Siena

Siena farmhouse

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

2 filters do not match: Garden, Swing set

from £104 / night

£722 / week

1 / 5

Great rentals within 20 miles that match your search

Holiday villa in Bucine

Bucine villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

2 filters do not match: Garden, Swing set

from £702 / night

£4,516 / week

1 / 12

Great rentals within 20 miles that match your search

Holiday home in Bucine

Bucine house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

2 filters do not match: Garden, Swing set

from £372 / night

£2,391 / week

1 / 19

Great rentals within 20 miles that match your search

Home rental in Bucine with shared pool

Bucine house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

2 filters do not match: Garden, Swing set

from £372 / night

£2,391 / week

1 / 21

Great rentals within 20 miles that match your search

Holiday apartment with shared pool in Siena

Siena apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

2 filters do not match: Garden, Swing set

from £123 / night

£860 / week

1 / 25

Great rentals within 20 miles that match your search

Apartment rental in Mercatale Valdarno with shared pool

Mercatale Valdarno apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

2 filters do not match: Garden, Swing set

from £108 / night

£737 / week

1 / 15

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

2 filters do not match: Garden, Swing set

from £207 / night

£1,277 / week

1 / 15

Great rentals within 20 miles that match your search

Holiday apartment in Montebenichi

Montebenichi apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

2 filters do not match: Garden, Swing set

from £141 / night

£984 / week

1 / 6

Great rentals within 20 miles that match your search

Holiday private room with shared pool in Lucolena

Lucolena private room

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

2 filters do not match: Garden, Swing set

from £79 / night

£550 / week

1 / 4

Great rentals within 20 miles that match your search

Holiday cottage with shared pool in Rapale

Rapale cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

2 filters do not match: Garden, Swing set

from £295 / night

£2,063 / week

1 / 21

Great rentals within 20 miles that match your search

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

San Casciano in Val di Pesa house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

2 filters do not match: Garden, Shared outdoor pool (unheated)

from £113 / night

£1,012 - £1,368 / week

1 / 32

Great rentals within 20 miles that match your search

Holiday villa with swimming pool in Siena

Siena villa

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 9

2 filters do not match: Garden, Shared outdoor pool (unheated)

from £354 / night

£2,475 / week

1 / 14

Great rentals within 20 miles that match your search

Holiday villa with shared pool in Castellina In Chianti

Castellina In Chianti villa

  • 7 bedrooms
  • 7 bathrooms
  • sleeps 14

1 filter does not match: Garden

from £487 / night

£2,917 - £5,756 / week

1 / 38

Great rentals within 20 miles that match your search

Holiday home with swimming pool in Loro Ciuffenna

Loro Ciuffenna house

  • 11 bedrooms
  • 10 bathrooms
  • sleeps 23

2 filters do not match: Garden, Shared outdoor pool (unheated)

from £688 / night

£4,420 / week

1 / 46

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