Updating

Tell us your dates, and we will find the most accurate rates and availability for you

Updating

Holiday Rentals in Gaiole in Chianti - Holiday Lettings - Villas

All filters (3)

Filters (3)

Clear filters

1 Holiday homes

Great rentals within 20 miles that match your search

Monteriggioni holiday hotel apartment rental

Monteriggioni hotel apartment

  • 10 bedrooms
  • 12 bathrooms
  • sleeps 20

Pricing unknown

1 / 12

Great rentals within 20 miles that match your search

These homes match some but not all of your filters.

Clear all filters

Holiday hotel apartment with shared pool in Greve in Chianti

Greve in Chianti hotel apartment

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

1 filter does not match: Shared outdoor pool (heated)

from £177 / night

£1,239 / week

1 / 71

Great rentals within 20 miles that match your search

Holiday hotel apartment with shared pool in Greve in Chianti

Greve in Chianti hotel apartment

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

1 filter does not match: Shared outdoor pool (heated)

from £177 / night

£1,239 / week

1 / 76

Great rentals within 20 miles that match your search

Holiday hotel apartment rental

Greve in Chianti hotel apartment

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

1 filter does not match: Shared outdoor pool (heated)

from £177 / night

£1,239 / week

1 / 71

Great rentals within 20 miles that match your search

Holiday hotel apartment rental

Greve in Chianti hotel apartment

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

1 filter does not match: Shared outdoor pool (heated)

from £177 / night

£1,239 / week

1 / 69

Great rentals within 20 miles that match your search

San Casciano in Val di Pesa holiday b&b rental

San Casciano in Val di Pesa b&b

  • 9 bedrooms
  • 1 bathroom
  • sleeps 2

1 filter does not match: Shared outdoor pool (heated)

from £132 / night

£876 / week

1 / 9

Great rentals within 20 miles that match your search

Holiday hotel apartment rental

Greve in Chianti hotel apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Shared outdoor pool (heated)

from £158 / night

£1,102 / week

1 / 54

Great rentals within 20 miles that match your search

Holiday villa in Mercatale di Val di Pesa

Mercatale di Val di Pesa villa

  • 6 bedrooms
  • 8 bathrooms
  • sleeps 15

1 filter does not match: Shared outdoor pool (heated)

from £850 / night

£5,946 / week

1 / 35

Great rentals within 20 miles that match your search

Cottage letting in Pievescola with shared pool

Pievescola cottage

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Shared outdoor pool (heated)

from £187 / night

£1,308 / week

1 / 100

Great rentals within 20 miles that match your search

Cottage rental in Pievescola with shared pool

Pievescola cottage

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Shared outdoor pool (heated)

from £188 / night

£1,311 / week

1 / 100

Great rentals within 20 miles that match your search

Cottage rental in Pievescola with shared pool

Pievescola cottage

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

1 filter does not match: Shared outdoor pool (heated)

from £247 / night

£1,724 / week

1 / 91

Great rentals within 20 miles that match your search

Cottage rental in Pievescola with shared pool

Pievescola cottage

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Shared outdoor pool (heated)

from £188 / night

£1,311 / week

1 / 100

Great rentals within 20 miles that match your search

Pievescola holiday cottage rental

Pievescola cottage

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

1 filter does not match: Shared outdoor pool (heated)

from £247 / night

£1,724 / week

1 / 86

Great rentals within 20 miles that match your search

Cottage rental in Pievescola with shared pool

Pievescola cottage

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Shared outdoor pool (heated)

from £591 / night

£4,138 / week

1 / 70

Great rentals within 20 miles that match your search

Holiday villa with swimming pool in Poppi

Poppi villa

  • 8 bedrooms
  • 6 bathrooms
  • sleeps 20

1 filter does not match: Air conditioning

from £520 / night

£5,801 / week

1 / 54

Great rentals within 20 miles that match your search

Holiday villa with swimming pool in Bibbiena

Bibbiena villa

  • 6 bedrooms
  • 7 bathrooms
  • sleeps 15

1 filter does not match: Air conditioning

from £338 / night

£4,228 / week

1 / 45

Great rentals within 20 miles that match your search

Holiday finca with shared pool in Greti

Greti finca

  • 17 bedrooms
  • 10 bathrooms
  • sleeps 34

1 filter does not match: Shared indoor pool

from £1,770 / night

£10,815 / week

1 / 21

Great rentals within 20 miles that match your search

Holiday apartment in Rignano sull'Arno

Rignano sull'Arno apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 filter does not match: Shared indoor pool

from £176 / night

£1,228 / week

1 / 88

Great rentals within 20 miles that match your search

Holiday villa with shared pool in Radda in Chianti

Radda in Chianti villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

1 filter does not match: Shared outdoor pool (heated)

from £441 / night

£3,083 / week

1 / 34

Great rentals within 20 miles that match your search

Villa rental in San Donato in Poggio with swimming pool

San Donato in Poggio villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 filter does not match: Shared outdoor pool (heated)

from £436 / night

£3,049 / week

1 / 33

Great rentals within 20 miles that match your search

Holiday apartment with shared pool in Vepri

Vepri apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 5

1 filter does not match: Shared outdoor pool (heated)

from £162 / night

£1,124 - £1,927 / week

1 / 18

Great rentals within 20 miles that match your search

Holiday apartment with shared pool in Certaldo

Certaldo apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

1 filter does not match: Shared outdoor pool (heated)

from £99 / night

£689 / week

1 / 32

Great rentals within 20 miles that match your search

Holiday villa with shared pool in Castelnuovo Berardenga

Castelnuovo Berardenga villa

  • 9 bedrooms
  • 9 bathrooms
  • sleeps 18

1 filter does not match: Shared outdoor pool (heated)

from £996 / night

£6,972 / week

1 / 68

Great rentals within 20 miles that match your search

Holiday villa with shared pool in Sinalunga

Sinalunga villa

  • 7 bedrooms
  • 6 bathrooms
  • sleeps 14

1 filter does not match: Shared outdoor pool (heated)

from £577 / night

£4,034 / week

1 / 52

Great rentals within 20 miles that match your search

Holiday villa in Castelnuovo Berardenga

Castelnuovo Berardenga villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

1 filter does not match: Shared outdoor pool (heated)

from £1,084 / night

£7,586 / week

1 / 38

Great rentals within 20 miles that match your search

Villa letting in Castelnuovo Berardenga with shared pool

Castelnuovo Berardenga villa

  • 7 bedrooms
  • 7 bathrooms
  • sleeps 14

1 filter does not match: Shared outdoor pool (heated)

from £626 / night

£4,377 / week

1 / 66

Great rentals within 20 miles that match your search

Montespertoli holiday home rental

Montespertoli house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

1 filter does not match: Shared indoor pool

from £1,770 / night

£12,388 / week

1 / 16

Great rentals within 20 miles that match your search

Holiday villa rental

Panzano in Chianti villa

  • 4 bedrooms
  • 6 bathrooms
  • sleeps 9

1 filter does not match: Shared indoor pool

from £956 / night

£6,690 / week

1 / 14

Great rentals within 20 miles that match your search

Holiday home in Panzano in Chianti

Panzano in Chianti house

  • 7 bedrooms
  • 11 bathrooms
  • sleeps 14

1 filter does not match: Shared indoor pool

from £1,686 / night

£11,803 / week

1 / 29

Great rentals within 20 miles that match your search

Holiday villa in Panzano in Chianti

Panzano in Chianti villa

  • 18 bedrooms
  • 18 bathrooms
  • sleeps 36

1 filter does not match: Shared indoor pool

from £4,326 / night

£30,281 / week

1 / 28

Great rentals within 20 miles that match your search

Holiday cottage rental

Colle di Val d'Elsa cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

2 filters do not match: Air conditioning, Shared outdoor pool (heated)

from £83 / night

£578 / week

1 / 46

Great rentals within 20 miles that match your search

Holiday apartment rental

San Donato in Poggio apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 filter does not match: Shared indoor pool

from £74 / night

£394 / week

1 / 25

Great rentals within 20 miles that match your search

Montevarchi holiday apartment rental

Montevarchi apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 filter does not match: Shared indoor pool

from £89 / night

£620 / week

1 / 27

Great rentals within 20 miles that match your search

Holiday apartment in Impruneta

Impruneta apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 filter does not match: Shared indoor pool

from £148 / night

£1,033 / week

1 / 10

Great rentals within 20 miles that match your search

Holiday apartment in Pian di Sco

Pian di Sco apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

2 filters do not match: Air conditioning, Shared indoor pool

from £118 / night

£738 / week

1 / 7

Great rentals within 20 miles that match your search

Cottage rental in Pievescola with shared pool

Pievescola cottage

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

2 filters do not match: Air conditioning, Shared outdoor pool (heated)

from £188 / night

£1,311 / week

1 / 62

Great rentals within 20 miles that match your search

Siena holiday townhouse accommodation

Siena townhouse

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

2 filters do not match: Air conditioning, Shared outdoor pool (heated)

from £104 / night

£571 / week

1 / 56

Great rentals within 20 miles that match your search

Holiday apartment in Asciano

Asciano apartment

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 7

2 filters do not match: Air conditioning, Shared outdoor pool (heated)

from £410 / night

£2,870 - £6,466 / week

1 / 50

Great rentals within 20 miles that match your search

Apartment rental in Certaldo with shared pool

Certaldo apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

2 filters do not match: Air conditioning, Shared outdoor pool (heated)

from £99 / night

£689 / week

1 / 30

Great rentals within 20 miles that match your search

Holiday apartment rental

Pianella apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

2 filters do not match: Air conditioning, Shared indoor pool

from £148 / night

£1,033 / week

1 / 6

×

Also consider