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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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  • Villa (2)
  • Cottage (1)

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5 Holiday homes

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Garden
Trampoline

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

from £45 / night

£269 / week

1 / 10

Great rentals within 20 miles that match your search

Castelnuovo Berardenga holiday castle rental

Castelnuovo Berardenga castle

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

from £464 / night

£3,243 / week

1 / 12

Great rentals within 20 miles that match your search

Holiday villa in Greve in Chianti

Greve in Chianti villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

from £210 / night

£1,470 / week

1 / 4

Great rentals within 20 miles that match your search

Rapale holiday apartment rental

Rapale apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 5

from £294 / night

£2,057 / 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

from £225 / night

£1,568 / 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

from £128 / night

£882 / 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

from £128 / night

£882 / 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

from £108 / night

£686 / week

1 / 18

Great rentals within 20 miles that match your search

Holiday farmhouse rental

Quercegrossa farmhouse

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 4
9 reviews

from £89 / night

£588 / week

1 / 23

Great rentals within 20 miles that match your search

Holiday apartment in Badia a Passignano

Badia a Passignano apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from £69 / night

£480 / week

1 / 10

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

from £103 / night

£720 - £1,029 / week

1 / 28

Great rentals within 20 miles that match your search

Holiday apartment in Monteriggioni

Monteriggioni apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

from £89 / night

£617 / week

1 / 25

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

from £157 / night

£1,097 - £1,598 / 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

from £490 / night

£3,429 - £4,898 / week

1 / 8

Great rentals within 20 miles that match your search

Panzano in Chianti holiday villa rental

Panzano in Chianti villa

  • 10 bedrooms
  • 10 bathrooms
  • sleeps 24

from £856 / night

£6,416 - £7,699 / week

1 / 58

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

from £128 / night

£823 - £1,852 / week

1 / 40

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 reviews

from £113 / night

£789 / week

1 / 14

Great rentals within 20 miles that match your search

Holiday studio in Siena

Siena studio

  • Studio
  • 1 bathroom
  • sleeps 4

from £69 / night

£343 - £480 / week

1 / 10

Great rentals within 20 miles that match your search

Holiday farmhouse in Siena

Siena farmhouse

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from £303 / night

£2,119 / week

1 / 44

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 £1,352 / night

£8,110 - £13,355 / week

1 / 29

Great rentals within 20 miles that match your search

Apartment rental in Serre di Rapolano

Serre di Rapolano apartment

  • 3 bedrooms
  • 1 bathroom
  • sleeps 15

Pricing unknown

1 / 7

Great rentals within 20 miles that match your search

Holiday apartment in Montaperti

Montaperti apartment

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 9
2 reviews

from £324 / night

£2,263 / week

1 / 28

Great rentals within 20 miles that match your search

Holiday b&b in Siena

Siena b&b

  • 4 bedrooms
  • 1 bathroom
  • sleeps 2

from £196 / night

£1,372 / week

1 / 13

Great rentals within 20 miles that match your search

Holiday cottage in Rapolano Terme

Rapolano Terme cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 5
19 reviews

from £78 / night

£392 - £804 / week

1 / 58

Great rentals within 20 miles that match your search

Holiday farmhouse in Siena

Siena farmhouse

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from £205 / night

£1,433 / week

1 / 43

Great rentals within 20 miles that match your search

Holiday apartment rental

Panzano in Chianti apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £48 / night

£336 / week

1 / 6

Great rentals within 20 miles that match your search

Apartment letting in Castellina In Chianti

Castellina In Chianti apartment

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8
2 reviews

from £461 / night

£2,743 / week

1 / 14

Great rentals within 20 miles that match your search

Holiday villa in Sovicille

Sovicille villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

from £226 / night

£1,577 / week

1 / 33

Great rentals within 20 miles that match your search

Holiday home in Monteriggioni

Monteriggioni house

  • 1 bedroom
  • 1 bathroom
  • sleeps 3
1 review

from £74 / night

£515 / week

1 / 28

Great rentals within 20 miles that match your search

Holiday apartment rental

Torre A Castello apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 3
12 reviews

from £54 / night

£377 / week

1 / 17

Great rentals within 20 miles that match your search

Holiday apartment in Costalpino

Costalpino apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £69 / night

£441 / week

1 / 12

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

from £118 / night

£686 / week

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 6

from £211 / night

£1,264 - £2,087 / 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 £147 / night

£897 - £1,205 / week

1 / 31

Great rentals within 20 miles that match your search

Montevarchi holiday apartment rental

Montevarchi apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2
3 reviews

from £89 / night

£617 / week

1 / 27

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 £490 / night

£3,429 / week

1 / 69

Great rentals within 20 miles that match your search

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Holiday apartment with shared pool in Castellina In Chianti

Castellina In Chianti apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 filter does not match: Garden

36 reviews

from £235 / night

£1,411 - £1,705 / week

1 / 30

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

1 filter does not match: Garden

from £245 / night

£1,714 / 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 £245 / night

£1,470 / week

1 / 21

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 £485 / night

£2,909 - £5,740 / week

1 / 38

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