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

Holiday Rentals in Gaiole in Chianti - Holiday Lettings - Villas

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  • Cottage (13)
  • Apartment (154)
  • Villa (181)
  • House (131)
  • Penthouse (1)
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  • Barn (3)
  • Townhouse (4)
  • Farmhouse (43)
  • Studio (2)
  • Finca (1)
  • Condo (1)
  • Private room (1)
  • Hotel apartment (9)
  • Guest house (3)
  • B&B (2)

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13 Holiday homes

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Great rentals within 20 miles that match your search

Holiday cottage in Pieve di Panzano

Pieve di Panzano cottage

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

from £154 / night

£1,076 / week

1 / 38

Great rentals within 20 miles that match your search

Cottage accommodation in Pieve di Panzano

Pieve di Panzano cottage

  • 5 bedrooms
  • 2 bathrooms
  • sleeps 12

from £321 / night

£2,241 / week

1 / 38

Great rentals within 20 miles that match your search

San Donato in Poggio holiday cottage rental

San Donato in Poggio cottage

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from £104 / night

£724 / week

1 / 36

Great rentals within 20 miles that match your search

Holiday cottage with swimming pool in San Leolino

San Leolino cottage

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

from £350 / night

£2,070 - £2,956 / week

1 / 20

Great rentals within 20 miles that match your search

Holiday cottage in Levane

Levane cottage

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from £261 / night

£1,828 / week

1 / 27

Great rentals within 20 miles that match your search

Holiday cottage in Castellina In Chianti

Castellina In Chianti cottage

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4
8 reviews

from £104 / night

£725 - £897 / week

1 / 19

Great rentals within 20 miles that match your search

Holiday cottage with swimming pool in Armaiolo

Armaiolo cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

from £114 / night

£767 - £1,464 / week

1 / 66

Great rentals within 20 miles that match your search

Cottage rental in San Donato in Poggio

San Donato in Poggio cottage

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 6

from £244 / night

£1,703 / week

1 / 38

Great rentals within 20 miles that match your search

Cottage rental in Castellina In Chianti with shared pool

Castellina In Chianti cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

from £234 / night

£1,519 / week

1 / 17

Great rentals within 20 miles that match your search

Holiday cottage with swimming pool in Armaiolo

Armaiolo cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

from £111 / night

£767 - £1,464 / week

1 / 64

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 £444 / night

£3,103 / week

1 / 17

Great rentals within 20 miles that match your search

Holiday cottage in Montebenichi

Montebenichi cottage

  • 4 bedrooms
  • 6 bathrooms
  • sleeps 8

from £725 / night

£5,069 - £7,565 / week

1 / 51

Great rentals within 20 miles that match your search

Holiday cottage in Castellina In Chianti

Castellina In Chianti cottage

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4
8 reviews

from £158 / night

£1,104 / week

1 / 48

Great rentals within 20 miles that match your search

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Holiday villa accommodation

Ponte Agli Stolli villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 10

1 filter does not match: Property type

from £226 / night

£1,579 / week

1 / 18

Great rentals within 20 miles that match your search

Holiday apartment rental

Siena apartment

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 5

1 filter does not match: Property type

from £85 / night

£593 / week

1 / 19

Great rentals within 20 miles that match your search

Siena holiday villa rental

Siena villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

1 filter does not match: Property type

from £99 / night

£690 / week

1 / 14

Great rentals within 20 miles that match your search

Holiday villa in Pianella

Pianella villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

1 filter does not match: Property type

from £293 / night

£2,048 / week

1 / 35

Great rentals within 20 miles that match your search

Holiday apartment in Siena

Siena apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 filter does not match: Property type

2 reviews

from £61 / night

£428 / week

1 / 18

Great rentals within 20 miles that match your search

Holiday apartment in Siena

Siena apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: Property type

from £85 / night

£593 / week

1 / 16

Great rentals within 20 miles that match your search

Holiday apartment in Tognazza

Tognazza apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 5

1 filter does not match: Property type

from £72 / night

£504 / week

1 / 23

Great rentals within 20 miles that match your search

Holiday townhouse in Greve in Chianti

Greve in Chianti townhouse

  • 1 bedroom
  • 2 bathrooms
  • sleeps 3

1 filter does not match: Property type

Pricing unknown

1 / 10

Great rentals within 20 miles that match your search

Holiday studio rental

Caprera studio

  • Studio
  • 1 bathroom
  • sleeps 4

1 filter does not match: Property type

Pricing unknown

1 / 9

Great rentals within 20 miles that match your search

Holiday home in Radda in Chianti

Radda in Chianti house

  • 1 bedroom
  • 2 bathrooms
  • sleeps 2

1 filter does not match: Property type

from £99 / night

£493 / week

1 / 20

Great rentals within 20 miles that match your search

Holiday apartment in Montevarchi

Montevarchi apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

1 filter does not match: Property type

from £99 / night

£542 - £680 / week

1 / 12

Great rentals within 20 miles that match your search

Holiday villa in Bucine

Bucine villa

  • 8 bedrooms
  • 12 bathrooms
  • sleeps 16

1 filter does not match: Property type

from £1,358 / night

£9,502 / week

1 / 37

Great rentals within 20 miles that match your search

Holiday farmhouse with shared pool in Figline e Incisa Valdarno

Figline e Incisa Valdarno farmhouse

  • 1 bedroom
  • 1 bathroom
  • sleeps 5

1 filter does not match: Property type

from £109 / night

£759 / week

1 / 46

Great rentals within 20 miles that match your search

Figline e Incisa Valdarno holiday farmhouse rental

Figline e Incisa Valdarno farmhouse

  • 1 bedroom
  • 1 bathroom
  • sleeps 5

1 filter does not match: Property type

from £94 / night

£655 / week

1 / 42

Great rentals within 20 miles that match your search

Home rental in Siena

Siena house

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: Property type

1 review

from £99 / night

£690 / week

1 / 16

Great rentals within 20 miles that match your search

Holiday apartment in Monte San Savino

Monte San Savino apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 filter does not match: Property type

from £98 / night

£683 / week

1 / 22

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

1 filter does not match: Property type

from £105 / night

£731 / week

1 / 23

Great rentals within 20 miles that match your search

Holiday apartment in Val di Pugna

Val di Pugna apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

1 filter does not match: Property type

from £63 / night

£442 / week

1 / 24

Great rentals within 20 miles that match your search

Holiday apartment in Montepulciano

Montepulciano apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Property type

from £110 / night

£766 / week

1 / 28

Great rentals within 20 miles that match your search

Villa rental in Pievasciata

Pievasciata villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Property type

from £340 / night

£2,379 / week

1 / 16

Great rentals within 20 miles that match your search

Montepulciano holiday apartment rental

Montepulciano apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 filter does not match: Property type

from £85 / night

£593 / week

1 / 21

Great rentals within 20 miles that match your search

Holiday home with shared pool in Bucine

Bucine house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

1 filter does not match: Property type

from £349 / night

£2,130 - £3,089 / week

1 / 15

Great rentals within 20 miles that match your search

Holiday home in San Donato in Poggio

San Donato in Poggio house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 7

1 filter does not match: Property type

from £239 / night

£1,370 - £1,877 / week

1 / 12

Great rentals within 20 miles that match your search

Holiday home with shared pool in Castellina In Chianti

Castellina In Chianti house

  • 3 bedrooms
  • 1 bathroom
  • sleeps 6

1 filter does not match: Property type

from £352 / night

£2,145 - £2,464 / week

1 / 29

Great rentals within 20 miles that match your search

Holiday home with shared pool in Bucine

Bucine house

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 12

1 filter does not match: Property type

from £266 / night

£1,623 - £3,389 / week

1 / 15

Great rentals within 20 miles that match your search

Holiday home with shared pool in Bucine

Bucine house

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 12

1 filter does not match: Property type

from £200 / night

£1,217 - £3,389 / week

1 / 13

Great rentals within 20 miles that match your search

Holiday home in Rapolano Terme

Rapolano Terme house

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 12

1 filter does not match: Property type

from £489 / night

£2,983 - £3,389 / week

1 / 29

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