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Holiday Lettings
> Europe
> Italy
> Tuscany
> Province of Siena
> Cottages and Farmhouses in Gaiole in Chianti

Holiday Rentals in Gaiole in Chianti - Holiday Lettings - Villas

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  • Apartment (1)
  • Villa (3)
  • Cottage (3)
  • House (2)
  • Farmhouse (3)

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12 Holiday homes

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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 £412 / night

£4,875 / 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 £1,356 / night

£8,133 - £13,393 / week

1 / 29

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 £269 / night

£1,874 / 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

£987 / 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
1 review

from £373 / night

£3,699 / week

1 / 26

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
28 reviews

from £266 / night

£1,857 / week

1 / 21

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
46 reviews

from £148 / night

£899 - £1,209 / week

1 / 31

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
5 reviews

from £197 / night

£1,376 / week

1 / 22

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
11 reviews

from £442 / night

£3,094 / week

1 / 17

Great rentals within 20 miles that match your search

Holiday home in Costalpino

Costalpino house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 4
3 reviews

from £177 / night

£979 / week

1 / 34

Great rentals within 20 miles that match your search

Holiday farmhouse in Siena

Siena farmhouse

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 6
5 reviews

from £1,146 / night

£8,019 / 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
87 reviews

from £492 / night

£3,438 / week

1 / 69

Great rentals within 20 miles that match your search

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Holiday home in Monteriggioni

Monteriggioni house

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

2 filters do not match: Garden, Ceiling Fans

1 review

from £74 / night

£517 / week

1 / 28

Great rentals within 20 miles that match your search

Holiday cottage in Rapolano Terme

Rapolano Terme cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 5

2 filters do not match: Garden, Ceiling Fans

19 reviews

from £78 / night

£394 - £807 / week

1 / 58

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

2 filters do not match: Garden, Ceiling Fans

from £118 / night

£688 / week

1 / 10

Great rentals within 20 miles that match your search

Holiday apartment in Costalpino

Costalpino apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

2 filters do not match: Garden, Ceiling Fans

from £69 / night

£442 / 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

2 filters do not match: Garden, Ceiling Fans

12 reviews

from £54 / night

£379 / week

1 / 17

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, Ceiling Fans

from £208 / night

£1,282 / week

1 / 15

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, Ceiling Fans

from £494 / night

£3,452 - £4,931 / week

1 / 8

Great rentals within 20 miles that match your search

Apartment rental in Ponte a Bozzone

Ponte a Bozzone apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

2 filters do not match: Garden, Ceiling Fans

from £128 / night

£827 - £1,860 / week

1 / 40

Great rentals within 20 miles that match your search

Holiday studio in Siena

Siena studio

  • Studio
  • 1 bathroom
  • sleeps 4

2 filters do not match: Garden, Ceiling Fans

from £69 / night

£345 - £482 / week

1 / 10

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

2 reviews

from £246 / night

£1,474 / 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, Ceiling Fans

3 reviews

from £124 / night

£863 / 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, Ceiling Fans

from £109 / night

£740 / week

1 / 15

Great rentals within 20 miles that match your search

Panzano in Chianti holiday villa rental

Panzano in Chianti villa

  • 10 bedrooms
  • 10 bathrooms
  • sleeps 20

2 filters do not match: Garden, Ceiling Fans

from £1,354 / night

£20,069 - £24,376 / week

1 / 61

Great rentals within 20 miles that match your search

Holiday villa with swimming pool in Cicogna

Cicogna villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 10

2 filters do not match: Garden, Ceiling Fans

from £492 / night

£3,444 / week

1 / 23

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, Ceiling Fans

from £104 / night

£722 / week

1 / 5

Great rentals within 20 miles that match your search

Moncioni holiday apartment rental

Moncioni apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

2 filters do not match: Garden, Ceiling Fans

from £207 / night

£1,444 / week

1 / 55

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, Ceiling Fans

from £129 / night

£888 / 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, Ceiling Fans

from £129 / night

£888 / week

1 / 13

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, Ceiling Fans

9 reviews

from £89 / night

£592 / week

1 / 23

Great rentals within 20 miles that match your search

Holiday villa rental

Castellina In Chianti villa

  • 9 bedrooms
  • 11 bathrooms
  • sleeps 18

2 filters do not match: Garden, Ceiling Fans

from £2,066 / night

£13,145 / week

1 / 10

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

2 filters do not match: Garden, Ceiling Fans

from £148 / night

£899 / week

1 / 13

Great rentals within 20 miles that match your search

Gaiole in Chianti holiday apartment accommodation

Gaiole in Chianti apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

2 filters do not match: Garden, Ceiling Fans

44 reviews

from £92 / night

£642 / week

1 / 24

Great rentals within 20 miles that match your search

Lecchi in Chianti holiday villa rental

Lecchi in Chianti villa

  • 9 bedrooms
  • 9 bathrooms
  • sleeps 2

2 filters do not match: Garden, Ceiling Fans

from £1,184 / night

£8,285 / week

1 / 18

Great rentals within 20 miles that match your search

Villa rental in Loro Ciuffenna with swimming pool

Loro Ciuffenna villa

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 12

2 filters do not match: Garden, Ceiling Fans

from £937 / night

£6,559 / week

1 / 62

Great rentals within 20 miles that match your search

Holiday apartment in Torrita di Siena

Torrita di Siena apartment

  • 2 bedrooms
  • 4 bathrooms
  • sleeps 4

2 filters do not match: Garden, Ceiling Fans

from £158 / night

£973 / week

1 / 17

Great rentals within 20 miles that match your search

Holiday villa rental

Montevarchi villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

2 filters do not match: Garden, Ceiling Fans

from £118 / night

£825 / week

1 / 4

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: Garden

from £725 / night

£5,074 - £7,571 / week

1 / 51

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

26 reviews

from £487 / night

£2,918 - £5,756 / week

1 / 38

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