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

Holiday Rentals in Gaiole in Chianti - Holiday Lettings - Villas

Price per night

£1 £750 -

Bedrooms

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  • Apartment (5)
  • Barn (1)
  • Townhouse (1)
  • Hotel apartment (1)

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8 Holiday homes

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Great rentals within 20 miles that match your search

Holiday apartment rental

Tavarnelle Val di Pesa apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4
44 reviews

from £79 / night

£552 / week

1 / 35

Great rentals within 20 miles that match your search

Monteriggioni holiday hotel apartment rental

Monteriggioni hotel apartment

  • 10 bedrooms
  • 10 bathrooms
  • sleeps 20
2 reviews

from £276 / night

£1,675 / week

1 / 19

Great rentals within 20 miles that match your search

Montespertoli holiday apartment rental

Montespertoli apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from £76 / night

£531 / week

1 / 12

Great rentals within 20 miles that match your search

Holiday townhouse in Antella

Antella townhouse

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from £178 / night

£1,232 / week

1 / 17

Great rentals within 20 miles that match your search

Apartment letting in Montespertoli with shared pool

Montespertoli apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

from £102 / night

£731 / week

1 / 12

Great rentals within 20 miles that match your search

Montespertoli holiday apartment rental

Montespertoli apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6
2 reviews

from £102 / night

£711 / week

1 / 14

Great rentals within 20 miles that match your search

Apartment rental in San Casciano in Val di Pesa with swimming pool

San Casciano in Val di Pesa apartment

  • 6 bedrooms
  • 7 bathrooms
  • sleeps 16

from £1,125 / night

£7,875 - £14,157 / week

1 / 48

Great rentals within 20 miles that match your search

Barn rental in Cancelli with shared pool

Cancelli barn

  • 1 bedroom
  • 1 bathroom
  • sleeps 5
2 reviews

from £134 / night

£938 / week

1 / 14

Great rentals within 20 miles that match your search

These homes match some but not all of your filters.

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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

£725 / week

1 / 5

Great rentals within 20 miles that match your search

Holiday home with shared pool in Montepulciano

Montepulciano house

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

2 filters do not match: Garden, Ceiling Fans

from £108 / night

£739 / week

1 / 21

Great rentals within 20 miles that match your search

Pian di Sco holiday apartment rental

Pian di Sco apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

2 filters do not match: Garden, Ceiling Fans

from £128 / night

£897 / week

1 / 12

Great rentals within 20 miles that match your search

Pian di Sco holiday home rental

Pian di Sco house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

2 filters do not match: Garden, Ceiling Fans

from £158 / night

£1,084 / week

1 / 16

Great rentals within 20 miles that match your search

Pian di Sco holiday apartment rental

Pian di Sco apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

2 filters do not match: Garden, Ceiling Fans

1 review

from £128 / night

£897 / week

1 / 12

Great rentals within 20 miles that match your search

Hotel apartment rental in Laterina with shared pool

Laterina hotel apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

2 filters do not match: Garden, Ceiling Fans

from £168 / night

£1,173 / week

1 / 17

Great rentals within 20 miles that match your search

Hotel apartment rental in Laterina with shared pool

Laterina hotel apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

2 filters do not match: Garden, Ceiling Fans

from £296 / night

£2,069 / week

1 / 21

Great rentals within 20 miles that match your search

Hotel apartment rental in Laterina with shared pool

Laterina hotel apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

2 filters do not match: Garden, Ceiling Fans

from £168 / night

£1,173 / week

1 / 16

Great rentals within 20 miles that match your search

Hotel apartment rental in Laterina with shared pool

Laterina hotel apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

2 filters do not match: Garden, Ceiling Fans

2 reviews

from £237 / night

£1,655 / week

1 / 15

Great rentals within 20 miles that match your search

Hotel apartment rental in Laterina with shared pool

Laterina hotel apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

2 filters do not match: Garden, Ceiling Fans

4 reviews

from £168 / night

£1,173 / week

1 / 12

Great rentals within 20 miles that match your search

Laterina holiday hotel apartment rental

Laterina hotel apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

2 filters do not match: Garden, Ceiling Fans

from £257 / night

£1,793 / week

1 / 20

Great rentals within 20 miles that match your search

Holiday hotel apartment with shared pool in Laterina

Laterina hotel apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

2 filters do not match: Garden, Ceiling Fans

from £188 / night

£1,311 / week

1 / 13

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 £493 / night

£3,448 / week

1 / 23

Great rentals within 20 miles that match your search

Hotel apartment rental in Laterina with shared pool

Laterina hotel apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 7

2 filters do not match: Garden, Ceiling Fans

7 reviews

from £296 / night

£2,069 / week

1 / 19

Great rentals within 20 miles that match your search

Laterina holiday hotel apartment rental

Laterina hotel apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 7

2 filters do not match: Garden, Ceiling Fans

3 reviews

from £257 / night

£1,793 / week

1 / 25

Great rentals within 20 miles that match your search

Hotel apartment rental in Laterina with shared pool

Laterina hotel apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

2 filters do not match: Garden, Ceiling Fans

2 reviews

from £257 / night

£1,793 / week

1 / 17

Great rentals within 20 miles that match your search

Hotel apartment letting in Laterina with shared pool

Laterina hotel apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

2 filters do not match: Garden, Ceiling Fans

from £168 / night

£1,173 / week

1 / 16

Great rentals within 20 miles that match your search

Hotel apartment accommodation in Laterina with shared pool

Laterina hotel apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

2 filters do not match: Garden, Ceiling Fans

from £237 / night

£1,655 / week

1 / 13

Great rentals within 20 miles that match your search

Hotel apartment rental in Laterina with shared pool

Laterina hotel apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

2 filters do not match: Garden, Ceiling Fans

from £109 / night

£759 / week

1 / 20

Great rentals within 20 miles that match your search

Antella holiday barn rental

Antella barn

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

2 filters do not match: Garden, Ceiling Fans

from £178 / night

£1,232 / week

1 / 15

Great rentals within 20 miles that match your search

Holiday apartment in Rignano sull'Arno

Rignano sull'Arno apartment

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 10

2 filters do not match: Garden, Ceiling Fans

18 reviews

from £99 / night

£690 / week

1 / 25

Great rentals within 20 miles that match your search

Home rental in Cavriglia with golf nearby

Cavriglia house

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

2 filters do not match: Garden, Ceiling Fans

from £50 / night

£345 / week

1 / 13

Great rentals within 20 miles that match your search

Holiday hotel apartment in Montebenichi

Montebenichi hotel apartment

  • 17 bedrooms
  • 16 bathrooms
  • sleeps 40

2 filters do not match: Garden, Ceiling Fans

1 review

from £3,187 / night

£16,259 / week

1 / 30

Great rentals within 20 miles that match your search

Chiusdino holiday villa rental

Chiusdino villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

2 filters do not match: Garden, Ceiling Fans

from £119 / night

£828 / week

1 / 13

Great rentals within 20 miles that match your search

Holiday barn in San Casciano in Val di Pesa

San Casciano in Val di Pesa barn

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

2 filters do not match: Garden, Ceiling Fans

Pricing unknown

1 / 13

Great rentals within 20 miles that match your search

Holiday villa rental

Gaiole in Chianti villa

  • 2 bedrooms
  • 4 bathrooms
  • sleeps 6

2 filters do not match: Garden, Ceiling Fans

4 reviews

from £217 / night

£1,518 / week

1 / 40

Great rentals within 20 miles that match your search

Barberino Val d'Elsa holiday farmhouse rental

Barberino Val d'Elsa farmhouse

  • 1 bedroom
  • 2 bathrooms
  • sleeps 2

2 filters do not match: Garden, Ceiling Fans

Pricing unknown

1 / 20

Great rentals within 20 miles that match your search

Holiday apartment in Monteroni d'Arbia

Monteroni d'Arbia apartment

  • 2 bedrooms
  • 4 bathrooms
  • sleeps 6

2 filters do not match: Garden, Ceiling Fans

2 reviews

Pricing unknown

1 / 13

Great rentals within 20 miles that match your search

Holiday home in Bibbiena

Bibbiena house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

2 filters do not match: Garden, Ceiling Fans

from £147 / night

£1,026 / week

1 / 9

Great rentals within 20 miles that match your search

Montespertoli holiday home rental

Montespertoli house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

2 filters do not match: Garden, Ceiling Fans

from £1,774 / night

£12,416 / week

1 / 16

Great rentals within 20 miles that match your search

Holiday villa rental

Chiusdino villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 2

2 filters do not match: Garden, Ceiling Fans

from £119 / night

£690 / week

1 / 10

Great rentals within 20 miles that match your search

Holiday apartment accommodation

Certaldo apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

2 filters do not match: Garden, Ceiling Fans

5 reviews

from £99 / night

£592 / week

1 / 10

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