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Holiday Rentals in Gaiole in Chianti - Holiday Lettings - Villas

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21 Holiday homes

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

from £128 / night

£887 / week

1 / 12

Great rentals within 20 miles that match your search

Holiday apartment in Castelnuovo Berardenga

Castelnuovo Berardenga apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

from £268 / night

£1,871 / week

1 / 20

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

from £413 / night

£4,887 / week

1 / 32

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 £1,359 / night

£8,154 - £13,427 / week

1 / 29

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

from £183 / night

£1,281 / week

1 / 16

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

from £197 / night

£1,379 / week

1 / 17

Great rentals within 20 miles that match your search

Castelnuovo Berardenga holiday apartment rental

Castelnuovo Berardenga apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from £226 / night

£1,576 / week

1 / 20

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

from £311 / night

£2,237 - £3,919 / week

1 / 42

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

from £268 / night

£1,871 / 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

from £128 / night

£887 / week

1 / 12

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

from £141 / night

£985 / week

1 / 17

Great rentals within 20 miles that match your search

Holiday villa rental

Radda in Chianti villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

from £374 / night

£3,709 / week

1 / 26

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

from £128 / night

£896 / week

1 / 18

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

Pricing unknown

1 / 24

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

from £148 / night

£901 - £1,212 / week

1 / 31

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

from £256 / night

£1,793 / week

1 / 26

Great rentals within 20 miles that match your search

Holiday villa in Costalpino

Costalpino villa

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 8

from £246 / night

£1,576 / week

1 / 52

Great rentals within 20 miles that match your search

Holiday farmhouse in Siena

Siena farmhouse

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 6

from £1,143 / night

£8,000 / week

1 / 42

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

£758 - £1,344 / week

1 / 47

Great rentals within 20 miles that match your search

Holiday villa in Quercegrossa

Quercegrossa villa

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 12

from £563 / night

£3,604 - £5,928 / 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

from £493 / night

£3,447 / week

1 / 69

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 rental

San Felice apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

1 filter does not match: Garden

from £128 / night

£887 / week

1 / 12

Great rentals within 20 miles that match your search

Home rental in Figline e Incisa Valdarno

Figline e Incisa Valdarno house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

2 filters do not match: Garden, Fireplace

from £79 / night

£493 - £596 / week

1 / 20

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, Fireplace

from £178 / night

£980 / week

1 / 34

Great rentals within 20 miles that match your search

Home rental in San Gusme

San Gusme house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

1 filter does not match: Garden

from £1,133 / night

£7,927 / week

1 / 28

Great rentals within 20 miles that match your search

Holiday villa in Pieve A Presciano

Pieve A Presciano villa

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 14

1 filter does not match: Garden

from £670 / night

£4,688 / week

1 / 9

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: Garden

from £57 / night

£500 - £2,729 / week

1 / 32

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

2 filters do not match: Garden, Fireplace

from £444 / night

£3,102 / 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

2 filters do not match: Garden, Fireplace

from £266 / night

£1,861 / week

1 / 21

Great rentals within 20 miles that match your search

Holiday apartment accommodation

Greve in Chianti apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

2 filters do not match: Garden, Fireplace

from £113 / night

£788 / week

1 / 30

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

2 filters do not match: Garden, Fireplace

from £228 / night

£1,207 - £5,487 / week

1 / 36

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 filters do not match: Garden, Fireplace

from £109 / night

£759 / week

1 / 18

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

2 filters do not match: Garden, Fireplace

from £197 / night

£1,379 / week

1 / 22

Great rentals within 20 miles that match your search

Holiday apartment in Monte San Savino

Monte San Savino apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

2 filters do not match: Garden, Ceiling Fans

from £63 / night

£442 / week

1 / 21

Great rentals within 20 miles that match your search

Holiday apartment in Monte San Savino

Monte San Savino apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

2 filters do not match: Garden, Ceiling Fans

from £105 / night

£731 / week

1 / 23

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: Garden

from £562 / night

£3,929 / week

1 / 32

Great rentals within 20 miles that match your search

Holiday castle in Bucine

Bucine castle

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

2 filters do not match: Garden, Ceiling Fans

from £89 / night

£493 / week

1 / 15

Great rentals within 20 miles that match your search

Holiday home in Bucine

Bucine house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

2 filters do not match: Garden, Ceiling Fans

from £119 / night

£837 / week

1 / 18

Great rentals within 20 miles that match your search

Apartment rental in Monteriggioni

Monteriggioni apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

2 filters do not match: Garden, Ceiling Fans

from £123 / night

£862 / week

1 / 17

Great rentals within 20 miles that match your search

Holiday apartment with shared pool in Bucine

Bucine apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

2 filters do not match: Garden, Ceiling Fans

from £137 / night

£959 / week

1 / 19

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