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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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  • Condo (2)
  • Apartment (141)
  • Villa (124)
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  • House (85)
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  • Barn (5)
  • Castle (2)
  • Townhouse (7)
  • Farmhouse (43)
  • Studio (3)
  • Finca (1)
  • Private room (1)
  • B&B (13)
  • Guest house (3)
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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

from £1,345 / night

£19,932 - £24,209 / week

1 / 61

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

£688 / week

1 / 18

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 £104 / night

£722 - £1,032 / week

1 / 28

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 £211 / night

£1,474 / 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 £295 / night

£2,063 / week

1 / 16

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 £46 / night

£270 / week

1 / 10

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

£1,572 / 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

£884 / 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

£884 / week

1 / 13

Great rentals within 20 miles that match your search

Castelnuovo Berardenga holiday castle rental

Castelnuovo Berardenga castle

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

from £465 / night

£3,252 / week

1 / 12

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 £858 / night

£6,434 - £7,721 / week

1 / 58

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

£590 / week

1 / 23

Great rentals within 20 miles that match your search

Holiday apartment in Montebenichi

Montebenichi apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

from £140 / night

£981 / week

1 / 6

Great rentals within 20 miles that match your search

Holiday villa in Radda in Chianti

Radda in Chianti villa

  • 5 bedrooms
  • 9 bathrooms
  • sleeps 10

from £2,194 / night

£15,355 / week

1 / 32

Great rentals within 20 miles that match your search

Holiday villa with swimming pool in Rapale

Rapale villa

  • 9 bedrooms
  • 9 bathrooms
  • sleeps 18

from £1,455 / night

£10,180 / week

1 / 33

Great rentals within 20 miles that match your search

Holiday villa rental

Siena villa

  • 9 bedrooms
  • 10 bathrooms
  • sleeps 17

from £1,876 / night

£13,131 / week

1 / 37

Great rentals within 20 miles that match your search

Radda in Chianti holiday villa rental

Radda in Chianti villa

  • 7 bedrooms
  • 9 bathrooms
  • sleeps 14

from £3,825 / night

£26,775 / week

1 / 49

Great rentals within 20 miles that match your search

Holiday private room with shared pool in Lucolena

Lucolena private room

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £79 / night

£549 / week

1 / 4

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

£791 / week

1 / 14

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 condo with shared pool in Castellina In Chianti

Castellina In Chianti condo

  • 9 bedrooms
  • 5 bathrooms
  • sleeps 16

Pricing unknown

1 / 16

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

£379 / week

1 / 17

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 farmhouse in Siena

Siena farmhouse

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from £304 / night

£2,125 / week

1 / 44

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

£516 / week

1 / 28

Great rentals within 20 miles that match your search

Holiday farmhouse in Siena

Siena farmhouse

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from £206 / night

£1,437 / 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 £49 / night

£337 / week

1 / 6

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

£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

from £69 / night

£442 / week

1 / 12

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

£393 - £806 / week

1 / 58

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

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 b&b in Siena

Siena b&b

  • 4 bedrooms
  • 1 bathroom
  • sleeps 2

from £197 / night

£1,375 / week

1 / 13

Great rentals within 20 miles that match your search

Holiday apartment in Montaperti

Montaperti apartment

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 9
2 reviews

from £325 / night

£2,269 / week

1 / 28

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 Badia a Passignano

Badia a Passignano apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from £69 / night

£482 / week

1 / 10

Great rentals within 20 miles that match your search

Holiday villa in Sovicille

Sovicille villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

from £226 / night

£1,582 / week

1 / 33

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

Holiday condo rental

Castellina In Chianti condo

  • 9 bedrooms
  • 8 bathrooms
  • sleeps 24

from £147 / night

£980 / week

1 / 27

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