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

Holiday Rentals in Gaiole in Chianti - Holiday Lettings - Villas

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£1 £750 -

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  • Villa (7)
  • Cottage (1)
  • House (1)
  • Farmhouse (1)

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10 Holiday homes

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Great rentals within 20 miles that match your search

Holiday home with swimming pool in Loro Ciuffenna

Loro Ciuffenna house

  • 11 bedrooms
  • 10 bathrooms
  • sleeps 23
38 reviews

from £691 / night

£4,438 / week

1 / 46

Great rentals within 20 miles that match your search

Holiday villa with swimming pool in Bucine

Bucine villa

  • 6 bedrooms
  • 7 bathrooms
  • sleeps 12
3 reviews

from £592 / night

£4,833 - £5,918 / week

1 / 95

Great rentals within 20 miles that match your search

Holiday villa rental

Castellina In Chianti villa

  • 9 bedrooms
  • 11 bathrooms
  • sleeps 18

from £2,066 / night

£13,145 / week

1 / 10

Great rentals within 20 miles that match your search

Villa rental in Rapale with swimming pool

Rapale villa

  • 9 bedrooms
  • 9 bathrooms
  • sleeps 20

from £776 / night

£5,427 / week

1 / 50

Great rentals within 20 miles that match your search

Rapale holiday villa rental

Rapale villa

  • 9 bedrooms
  • 9 bathrooms
  • sleeps 20

from £776 / night

£5,427 / week

1 / 50

Great rentals within 20 miles that match your search

Villa rental in Selvole with swimming pool

Selvole villa

  • 5 bedrooms
  • 8 bathrooms
  • sleeps 10

from £2,352 / night

£16,458 - £28,387 / week

1 / 43

Great rentals within 20 miles that match your search

Loro Ciuffenna holiday farmhouse rental

Loro Ciuffenna farmhouse

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 14
3 reviews

from £346 / night

£2,417 / week

1 / 12

Great rentals within 20 miles that match your search

Siena holiday villa rental

Siena villa

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 10
3 reviews

from £688 / night

£4,812 / week

1 / 120

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 villa with swimming pool in Levane

Levane villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

from £609 / night

£4,261 - £6,509 / week

1 / 27

Great rentals within 20 miles that match your search

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Holiday manor house with swimming pool in Barbischio

Barbischio manor house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

1 filter does not match: Sauna

from £132 / night

£919 / week

1 / 22

Great rentals within 20 miles that match your search

Holiday villa rental

Bucine villa

  • 10 bedrooms
  • 9 bathrooms
  • sleeps 24

1 filter does not match: Sauna

from £385 / night

£2,693 / week

1 / 31

Great rentals within 20 miles that match your search

Holiday villa with swimming pool in Sogna

Sogna villa

  • 7 bedrooms
  • 9 bathrooms
  • sleeps 14

1 filter does not match: Fireplace

from £666 / night

£4,660 / week

1 / 49

Great rentals within 20 miles that match your search

Villa rental in Bucine with swimming pool

Bucine villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

1 filter does not match: Fireplace

from £635 / night

£5,427 / week

1 / 33

Great rentals within 20 miles that match your search

Holiday home with swimming pool, golf nearby in Volte Basse

Volte Basse house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

1 filter does not match: Sauna

from £210 / night

£1,474 - £2,537 / week

1 / 41

Great rentals within 20 miles that match your search

Home rental in Castellina In Chianti with swimming pool

Castellina In Chianti house

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 9

1 filter does not match: Sauna

from £207 / night

£3,003 / week

1 / 23

Great rentals within 20 miles that match your search

Volpaia holiday villa rental

Volpaia villa

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 10

1 filter does not match: Sauna

from £121 / night

£843 / week

1 / 50

Great rentals within 20 miles that match your search

Holiday villa with swimming pool in Radda in Chianti

Radda in Chianti villa

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 9

1 filter does not match: Sauna

from £633 / night

£6,897 / week

1 / 31

Great rentals within 20 miles that match your search

Radda in Chianti holiday home rental

Radda in Chianti house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 filter does not match: Sauna

from £120 / night

£839 / week

1 / 18

Great rentals within 20 miles that match your search

Bucine holiday farmhouse rental

Bucine farmhouse

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 7

1 filter does not match: Sauna

Pricing unknown

1 / 11

Great rentals within 20 miles that match your search

Holiday villa with swimming pool in Bucine

Bucine villa

  • 9 bedrooms
  • 9 bathrooms
  • sleeps 22

1 filter does not match: Sauna

1 review

from £355 / night

£2,486 / week

1 / 35

Great rentals within 20 miles that match your search

Holiday home in Rapale

Rapale house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

1 filter does not match: Sauna

from £99 / night

£691 / week

1 / 12

Great rentals within 20 miles that match your search

Holiday villa with swimming pool in Armaiolo

Armaiolo villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

1 filter does not match: Sauna

from £215 / night

£1,505 / week

1 / 21

Great rentals within 20 miles that match your search

Holiday villa with swimming pool, golf nearby in San Donato in Poggio

San Donato in Poggio villa

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 12

1 filter does not match: Sauna

from £930 / night

£6,510 / week

1 / 38

Great rentals within 20 miles that match your search

Holiday villa with swimming pool in Radda in Chianti

Radda in Chianti villa

  • 6 bedrooms
  • 8 bathrooms
  • sleeps 12

1 filter does not match: Sauna

from £1,086 / night

£7,601 / week

1 / 52

Great rentals within 20 miles that match your search

Holiday villa with swimming pool in Sovicille

Sovicille villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

1 filter does not match: Sauna

from £457 / night

£3,197 / week

1 / 42

Great rentals within 20 miles that match your search

Holiday home with swimming pool in Panzano in Chianti

Panzano in Chianti house

  • 7 bedrooms
  • 8 bathrooms
  • sleeps 14

1 filter does not match: Sauna

1 review

from £1,551 / night

£10,853 / week

1 / 76

Great rentals within 20 miles that match your search

Holiday villa with swimming pool in Pergine Valdarno

Pergine Valdarno villa

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 7

1 filter does not match: Sauna

1 review

from £296 / night

£2,071 / week

1 / 20

Great rentals within 20 miles that match your search

Holiday home with swimming pool in Gaiole in Chianti

Gaiole in Chianti house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 5

1 filter does not match: Sauna

from £169 / night

£1,975 / week

1 / 42

Great rentals within 20 miles that match your search

Home rental in Castellina In Chianti with swimming pool

Castellina In Chianti house

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 11

1 filter does not match: Sauna

1 review

from £236 / night

£3,576 / week

1 / 32

Great rentals within 20 miles that match your search

Home accommodation in Castellina In Chianti with swimming pool

Castellina In Chianti house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 7

1 filter does not match: Sauna

from £151 / night

£2,382 / week

1 / 20

Great rentals within 20 miles that match your search

Holiday villa with swimming pool in Castelnuovo Berardenga

Castelnuovo Berardenga villa

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 12

1 filter does not match: Sauna

from £2,040 / night

£14,277 / week

1 / 36

Great rentals within 20 miles that match your search

Siena holiday villa rental

Siena villa

  • 5 bedrooms
  • 2 bathrooms
  • sleeps 10

1 filter does not match: Sauna

2 reviews

from £272 / night

£1,900 / week

1 / 35

Great rentals within 20 miles that match your search

Villa rental in Gaiole in Chianti with swimming pool

Gaiole in Chianti villa

  • 7 bedrooms
  • 4 bathrooms
  • sleeps 14

1 filter does not match: Sauna

1 review

from £621 / night

£4,341 / week

1 / 30

Great rentals within 20 miles that match your search

Holiday home with swimming pool in San Casciano in Val di Pesa

San Casciano in Val di Pesa house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 filter does not match: Sauna

6 reviews

from £114 / night

£775 - £1,373 / week

1 / 32

Great rentals within 20 miles that match your search

Holiday villa in Greve in Chianti

Greve in Chianti villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

1 filter does not match: Sauna

12 reviews

from £395 / night

£2,762 / week

1 / 33

Great rentals within 20 miles that match your search

Holiday apartment with swimming pool in San Giovanni Valdarno

San Giovanni Valdarno apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

1 filter does not match: Sauna

9 reviews

from £66 / night

£447 / week

1 / 18

Great rentals within 20 miles that match your search

Holiday villa with swimming pool in Siena

Siena villa

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 9

1 filter does not match: Sauna

1 review

from £355 / night

£2,486 / week

1 / 14

Great rentals within 20 miles that match your search

Holiday farmhouse with swimming pool in Greve in Chianti

Greve in Chianti farmhouse

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

1 filter does not match: Sauna

16 reviews

from £494 / night

£3,452 / week

1 / 50

Great rentals within 20 miles that match your search

Holiday villa rental

Greve in Chianti villa

  • 7 bedrooms
  • 6 bathrooms
  • sleeps 16

1 filter does not match: Sauna

from £2,959 / night

£20,711 / week

1 / 55

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