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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 (4)
  • Villa (3)
  • Cottage (1)
  • Barn (1)
  • Farmhouse (1)

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10 Holiday homes

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Great rentals within 20 miles that match your search

Holiday villa rental

Radda in Chianti villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8
1 review

from £374 / night

£3,714 / week

1 / 26

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
2 reviews

from £109 / night

£760 / week

1 / 18

Great rentals within 20 miles that match your search

Holiday farmhouse in Siena

Siena farmhouse

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 6
5 reviews

from £1,155 / night

£8,082 / week

1 / 42

Great rentals within 20 miles that match your search

Holiday apartment in Siena

Siena apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

from £158 / night

£1,105 / week

1 / 5

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
2 reviews

from £247 / night

£1,480 / week

1 / 21

Great rentals within 20 miles that match your search

Holiday cottage in Montebenichi

Montebenichi cottage

  • 4 bedrooms
  • 6 bathrooms
  • sleeps 8

from £725 / night

£5,074 - £7,571 / week

1 / 51

Great rentals within 20 miles that match your search

Holiday barn with swimming pool in Quercegrossa

Quercegrossa barn

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

from £109 / night

£760 - £1,347 / week

1 / 47

Great rentals within 20 miles that match your search

Holiday apartment rental

Siena apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from £109 / night

£760 - £1,519 / week

1 / 43

Great rentals within 20 miles that match your search

Holiday villa in Quercegrossa

Quercegrossa villa

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 12

from £564 / night

£3,610 - £5,937 / week

1 / 81

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
87 reviews

from £494 / night

£3,452 / week

1 / 69

Great rentals within 20 miles that match your search

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Holiday apartment rental

San Felice apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

1 filter does not match: Air conditioning

from £129 / night

£888 / week

1 / 12

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: Cooker

1 review

from £64 / night

£497 - £2,734 / week

1 / 32

Great rentals within 20 miles that match your search

Holiday farmhouse with shared pool in San Felice

San Felice farmhouse

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

1 filter does not match: Air conditioning

from £141 / night

£987 / week

1 / 17

Great rentals within 20 miles that match your search

Holiday apartment with shared pool in San Felice

San Felice apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 filter does not match: Air conditioning

from £183 / night

£1,282 / week

1 / 16

Great rentals within 20 miles that match your search

Holiday apartment in San Giovanni Valdarno

San Giovanni Valdarno apartment

  • 3 bedrooms
  • 1 bathroom
  • sleeps 5

1 filter does not match: Air conditioning

from £79 / night

£553 / week

1 / 13

Great rentals within 20 miles that match your search

Holiday apartment in Castellina In Chianti

Castellina In Chianti apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

1 filter does not match: Air conditioning

from £247 / night

£1,282 - £1,904 / week

1 / 9

Great rentals within 20 miles that match your search

Farmhouse rental in San Felice with shared pool

San Felice farmhouse

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 7

1 filter does not match: Air conditioning

from £269 / night

£1,874 / week

1 / 12

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 3

1 filter does not match: Air conditioning

from £129 / night

£888 / week

1 / 12

Great rentals within 20 miles that match your search

Apartment rental in San Felice with shared pool

San Felice apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

1 filter does not match: Air conditioning

from £129 / night

£888 / week

1 / 12

Great rentals within 20 miles that match your search

Holiday apartment with shared pool in Castelnuovo Berardenga

Castelnuovo Berardenga apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 filter does not match: Air conditioning

from £198 / night

£1,381 / week

1 / 17

Great rentals within 20 miles that match your search

Holiday apartment in Castelnuovo Berardenga

Castelnuovo Berardenga apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

1 filter does not match: Air conditioning

1 review

from £269 / night

£1,874 / week

1 / 20

Great rentals within 20 miles that match your search

Castelnuovo Berardenga holiday apartment rental

Castelnuovo Berardenga apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Air conditioning

from £226 / night

£1,578 / week

1 / 20

Great rentals within 20 miles that match your search

Apartment rental in Castelnuovo Berardenga with shared pool

Castelnuovo Berardenga apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: Air conditioning

from £129 / night

£898 / week

1 / 18

Great rentals within 20 miles that match your search

Holiday home in Costalpino

Costalpino house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 4

1 filter does not match: Air conditioning

3 reviews

from £178 / night

£982 / week

1 / 34

Great rentals within 20 miles that match your search

Holiday apartment with shared pool in Ponticino

Ponticino apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

1 filter does not match: Air conditioning

3 reviews

from £247 / night

£1,726 / week

1 / 22

Great rentals within 20 miles that match your search

Holiday apartment accommodation

Greve in Chianti apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

1 filter does not match: Air conditioning

from £113 / night

£789 / week

1 / 30

Great rentals within 20 miles that match your search

Holiday apartment with swimming pool in Mercatale Valdarno

Mercatale Valdarno apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

1 filter does not match: Air conditioning

1 review

Pricing unknown

1 / 24

Great rentals within 20 miles that match your search

Holiday cottage with shared pool in Pergine Valdarno

Pergine Valdarno cottage

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 10

1 filter does not match: Air conditioning

11 reviews

from £444 / night

£3,107 / week

1 / 17

Great rentals within 20 miles that match your search

Holiday cottage with swimming pool in Radda in Chianti

Radda in Chianti cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 filter does not match: Air conditioning

28 reviews

from £267 / night

£1,864 / week

1 / 21

Great rentals within 20 miles that match your search

Holiday villa in Cavriglia

Cavriglia villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

1 filter does not match: Air conditioning

from £563 / night

£3,935 / week

1 / 32

Great rentals within 20 miles that match your search

Holiday apartment with shared pool in Castelnuovo Berardenga

Castelnuovo Berardenga apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 filter does not match: Air conditioning

1 review

from £257 / night

£1,795 / week

1 / 26

Great rentals within 20 miles that match your search

Home rental in Castelnuovo Berardenga with swimming pool

Castelnuovo Berardenga house

  • 7 bedrooms
  • 6 bathrooms
  • sleeps 14

1 filter does not match: Air conditioning

from £414 / night

£4,895 / week

1 / 32

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

1 filter does not match: Air conditioning

from £228 / night

£1,209 - £5,496 / week

1 / 36

Great rentals within 20 miles that match your search

Holiday villa in Costalpino

Costalpino villa

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 8

1 filter does not match: Air conditioning

15 reviews

from £246 / night

£1,578 / week

1 / 52

Great rentals within 20 miles that match your search

Holiday apartment with shared pool in Pergine Valdarno

Pergine Valdarno apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 filter does not match: Air conditioning

5 reviews

from £198 / night

£1,381 / week

1 / 22

Great rentals within 20 miles that match your search

Holiday villa with swimming pool in Loro Ciuffenna

Loro Ciuffenna villa

  • 6 bedrooms
  • 3 bathrooms
  • sleeps 12

1 filter does not match: Air conditioning

from £310 / night

£2,236 - £3,916 / week

1 / 42

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

1 filter does not match: Air conditioning

46 reviews

from £148 / night

£903 - £1,213 / week

1 / 31

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

26 reviews

from £489 / night

£2,929 - £5,780 / 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 £1,361 / night

£8,166 - £13,447 / week

1 / 29

Great rentals within 20 miles that match your search

Home rental in San Gusme

San Gusme house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

2 filters do not match: Air conditioning, Cooker

from £1,135 / night

£7,939 / week

1 / 28

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