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Holiday Rentals in Gaiole in Chianti - Holiday Lettings - Villas

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1 Holiday homes

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 £109 / night

£759 / week

1 / 18

Great rentals within 20 miles that match your search

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Holiday home in Costalpino

Costalpino house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 4

1 filter does not match: Air conditioning

from £178 / night

£980 / week

1 / 34

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: Air conditioning

from £488 / night

£2,925 - £5,771 / week

1 / 38

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

1 filter does not match: Air conditioning

from £1,359 / night

£8,154 - £13,426 / week

1 / 29

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: Ceiling Fans

from £97 / night

£515 - £1,190 / week

1 / 21

Great rentals within 20 miles that match your search

Holiday villa with swimming pool in Siena

Siena villa

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 9

1 filter does not match: Ceiling Fans

from £355 / night

£2,483 / week

1 / 14

Great rentals within 20 miles that match your search

Montevarchi holiday apartment rental

Montevarchi apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 filter does not match: Ceiling Fans

from £89 / night

£621 / week

1 / 27

Great rentals within 20 miles that match your search

Apartment rental in Castelnuovo Berardenga

Castelnuovo Berardenga apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

2 filters do not match: Air conditioning, Ceiling Fans

from £61 / night

£428 / week

1 / 21

Great rentals within 20 miles that match your search

Holiday villa in Gaiole in Chianti

Gaiole in Chianti villa

  • 5 bedrooms
  • 6 bathrooms
  • sleeps 13

1 filter does not match: Ceiling Fans

from £1,901 / night

£13,299 / week

1 / 71

Great rentals within 20 miles that match your search

Pergine Valdarno holiday home rental

Pergine Valdarno house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 filter does not match: Swing set

from £57 / night

£479 - £2,730 / week

1 / 32

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: Swing set

from £247 / night

£1,478 / week

1 / 21

Great rentals within 20 miles that match your search

Holiday apartment in Siena

Siena apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

1 filter does not match: Swing set

from £158 / night

£1,103 / week

1 / 5

Great rentals within 20 miles that match your search

Holiday farmhouse in Terranuova Bracciolini

Terranuova Bracciolini farmhouse

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

2 filters do not match: Air conditioning, Ceiling Fans

from £74 / night

£518 / week

1 / 21

Great rentals within 20 miles that match your search

Holiday farmhouse in Terranuova Bracciolini

Terranuova Bracciolini farmhouse

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

2 filters do not match: Air conditioning, Ceiling Fans

from £60 / night

£414 / week

1 / 19

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: Air conditioning, Ceiling Fans

from £60 / night

£395 / week

1 / 15

Great rentals within 20 miles that match your search

Holiday finca with shared pool in Bucine

Bucine finca

  • 1 bedroom
  • 1 bathroom
  • sleeps 5

2 filters do not match: Air conditioning, Ceiling Fans

from £104 / night

£838 - £1,134 / week

1 / 6

Great rentals within 20 miles that match your search

Holiday apartment in Castelnuovo Berardenga

Castelnuovo Berardenga apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

2 filters do not match: Air conditioning, Ceiling Fans

from £109 / night

£572 - £986 / week

1 / 35

Great rentals within 20 miles that match your search

Holiday apartment in Castelnuovo Berardenga

Castelnuovo Berardenga apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 3

2 filters do not match: Air conditioning, Ceiling Fans

from £109 / night

£661 - £936 / week

1 / 33

Great rentals within 20 miles that match your search

Figline e Incisa Valdarno holiday apartment rental

Figline e Incisa Valdarno apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

2 filters do not match: Air conditioning, Ceiling Fans

from £52 / night

£359 / week

1 / 15

Great rentals within 20 miles that match your search

Holiday apartment rental

Siena apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: Swing set

from £109 / night

£759 - £1,518 / week

1 / 43

Great rentals within 20 miles that match your search

Holiday villa rental

Radda in Chianti villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

1 filter does not match: Swing set

from £374 / night

£3,709 / week

1 / 26

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: Air conditioning, Ceiling Fans

from £40 / night

£197 / week

1 / 14

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

2 filters do not match: Air conditioning, Ceiling Fans

from £247 / night

£1,725 / week

1 / 10

Great rentals within 20 miles that match your search

Holiday farmhouse in Pietraviva

Pietraviva farmhouse

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

2 filters do not match: Air conditioning, Ceiling Fans

from £156 / night

£983 - £1,169 / week

1 / 14

Great rentals within 20 miles that match your search

Holiday townhouse in Bucine

Bucine townhouse

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

2 filters do not match: Air conditioning, Ceiling Fans

from £148 / night

£690 - £1,134 / week

1 / 23

Great rentals within 20 miles that match your search

Farmhouse rental in Pietraviva

Pietraviva farmhouse

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

2 filters do not match: Air conditioning, Ceiling Fans

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

2 filters do not match: Air conditioning, Ceiling Fans

from £109 / night

£683 - £946 / 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

2 filters do not match: Air conditioning, Ceiling Fans

from £148 / night

£690 - £1,133 / week

1 / 11

Great rentals within 20 miles that match your search

Holiday barn with swimming pool in Quercegrossa

Quercegrossa barn

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

1 filter does not match: Swing set

from £109 / night

£759 - £1,345 / week

1 / 47

Great rentals within 20 miles that match your search

Holiday villa in Quercegrossa

Quercegrossa villa

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 12

1 filter does not match: Swing set

from £563 / night

£3,607 - £5,932 / week

1 / 81

Great rentals within 20 miles that match your search

Holiday farmhouse in Siena

Siena farmhouse

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 6

1 filter does not match: Swing set

from £1,145 / night

£8,015 / week

1 / 42

Great rentals within 20 miles that match your search

Holiday villa with swimming pool in Greve in Chianti

Greve in Chianti villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

1 filter does not match: Swing set

from £493 / night

£3,449 / week

1 / 69

Great rentals within 20 miles that match your search

Holiday cottage in Montebenichi

Montebenichi cottage

  • 4 bedrooms
  • 6 bathrooms
  • sleeps 8

1 filter does not match: Swing set

from £725 / night

£5,069 - £7,565 / week

1 / 51

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

2 filters do not match: Air conditioning, Ceiling Fans

from £212 / night

£1,271 - £2,099 / 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: Air conditioning, Ceiling Fans

from £114 / night

£1,015 - £1,372 / week

1 / 32

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

2 filters do not match: Air conditioning, Ceiling Fans

from £212 / night

£1,271 - £1,444 / week

1 / 14

Great rentals within 20 miles that match your search

Terranuova Bracciolini holiday farmhouse rental

Terranuova Bracciolini farmhouse

  • 9 bedrooms
  • 18 bathrooms
  • sleeps 4

2 filters do not match: Air conditioning, Ceiling Fans

Pricing unknown

1 / 10

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

2 filters do not match: Air conditioning, Ceiling Fans

from £489 / night

£2,925 - £5,170 / week

1 / 24

Great rentals within 20 miles that match your search

Holiday apartment rental

San Felice apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

2 filters do not match: Air conditioning, Swing set

from £128 / night

£887 / week

1 / 12

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: Air conditioning, Ceiling Fans

from £690 / night

£4,433 / week

1 / 46

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