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Holiday Rentals in Gaiole in Chianti - Holiday Lettings - Villas

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1 Holiday homes

Great rentals within 20 miles that match your search

Holiday villa rental

Tavarnelle Val di Pesa villa

  • 6 bedrooms
  • 8 bathrooms
  • sleeps 14

from £1,689 / night

£11,822 - £14,678 / week

1 / 61

Great rentals within 20 miles that match your search

These homes match some but not all of your filters.

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Holiday apartment with shared pool in Casole d'Elsa

Casole d'Elsa apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: Heated pool

from £985 / night

£6,893 / week

1 / 9

Great rentals within 20 miles that match your search

Holiday farmhouse in Pietraviva

Pietraviva farmhouse

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 filter does not match: Heated pool

from £156 / night

£983 - £1,169 / week

1 / 14

Great rentals within 20 miles that match your search

Farmhouse rental in Pietraviva

Pietraviva farmhouse

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 filter does not match: Heated pool

from £109 / night

£683 - £946 / week

1 / 13

Great rentals within 20 miles that match your search

Holiday farmhouse in Pietraviva

Pietraviva farmhouse

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 filter does not match: Heated pool

from £109 / night

£683 - £946 / week

1 / 15

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: Heated pool

from £45 / night

£246 - £356 / week

1 / 26

Great rentals within 20 miles that match your search

Apartment rental in Casole d'Elsa with shared pool

Casole d'Elsa apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: Heated pool

from £985 / night

£6,893 / week

1 / 7

Great rentals within 20 miles that match your search

Casole d'Elsa holiday townhouse rental

Casole d'Elsa townhouse

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

1 filter does not match: Heated pool

from £985 / night

£6,893 / week

1 / 16

Great rentals within 20 miles that match your search

Apartment rental in Casole d'Elsa with shared pool

Casole d'Elsa apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Heated pool

from £985 / night

£6,893 / week

1 / 10

Great rentals within 20 miles that match your search

Casole d'Elsa holiday apartment let

Casole d'Elsa apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

1 filter does not match: Heated pool

from £985 / night

£6,893 / week

1 / 9

Great rentals within 20 miles that match your search

Isola d'Arbia holiday farmhouse rental

Isola d'Arbia farmhouse

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: Heated pool

from £97 / night

£515 - £1,190 / week

1 / 21

Great rentals within 20 miles that match your search

Holiday farmhouse with shared pool in Isola d'Arbia

Isola d'Arbia farmhouse

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

1 filter does not match: Heated pool

from £103 / night

£635 - £1,546 / week

1 / 22

Great rentals within 20 miles that match your search

Casole d'Elsa holiday apartment rental

Casole d'Elsa apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Heated pool

from £985 / night

£6,893 / week

1 / 16

Great rentals within 20 miles that match your search

Farmhouse rental in Terranuova Bracciolini with shared pool

Terranuova Bracciolini farmhouse

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 filter does not match: Heated pool

from £74 / night

£518 / week

1 / 21

Great rentals within 20 miles that match your search

Castellina In Chianti holiday apartment rental

Castellina In Chianti apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

1 filter does not match: Heated pool

from £212 / night

£1,271 - £1,444 / week

1 / 14

Great rentals within 20 miles that match your search

Holiday apartment with shared pool in Casole d'Elsa

Casole d'Elsa apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

1 filter does not match: Heated pool

from £985 / night

£6,893 / week

1 / 32

Great rentals within 20 miles that match your search

Holiday home in Casole d'Elsa

Casole d'Elsa house

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: Heated pool

from £985 / night

£6,893 / week

1 / 14

Great rentals within 20 miles that match your search

Apartment rental in Serre di Rapolano

Serre di Rapolano apartment

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

1 filter does not match: Games room

from £79 / night

£423 / week

1 / 21

Great rentals within 20 miles that match your search

Holiday cottage with shared pool in Castellina In Chianti

Castellina In Chianti cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 filter does not match: Heated pool

from £148 / night

£902 - £1,212 / week

1 / 31

Great rentals within 20 miles that match your search

Vallea holiday villa rental

Vallea villa

  • 6 bedrooms
  • 3 bathrooms
  • sleeps 10

1 filter does not match: Heated pool

Pricing unknown

1 / 18

Great rentals within 20 miles that match your search

Holiday villa letting

Sinalunga villa

  • 12 bedrooms
  • 9 bathrooms
  • sleeps 26

1 filter does not match: Heated pool

from £2,463 / night

£17,240 / week

1 / 61

Great rentals within 20 miles that match your search

Holiday villa with shared pool in Castellina In Chianti

Castellina In Chianti villa

  • 15 bedrooms
  • 15 bathrooms
  • sleeps 33

1 filter does not match: Heated pool

from £1,360 / night

£8,157 - £13,432 / week

1 / 29

Great rentals within 20 miles that match your search

Holiday villa with shared pool in Castellina In Chianti

Castellina In Chianti villa

  • 7 bedrooms
  • 7 bathrooms
  • sleeps 14

1 filter does not match: Heated pool

from £488 / night

£2,926 - £5,773 / week

1 / 38

Great rentals within 20 miles that match your search

Holiday villa in San Leolino

San Leolino villa

  • 16 bedrooms
  • 14 bathrooms
  • sleeps 33

1 filter does not match: Heated pool

from £1,576 / night

£9,063 - £17,948 / week

1 / 45

Great rentals within 20 miles that match your search

San Giustino Valdarno holiday villa rental

San Giustino Valdarno villa

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 8

1 filter does not match: Heated pool

from £514 / night

£3,593 / week

1 / 45

Great rentals within 20 miles that match your search

Holiday villa in Gaiole in Chianti

Gaiole in Chianti villa

  • 5 bedrooms
  • 6 bathrooms
  • sleeps 13

1 filter does not match: Staffed property

from £1,901 / night

£13,299 / week

1 / 71

Great rentals within 20 miles that match your search

Gaiole in Chianti holiday villa rental

Gaiole in Chianti villa

  • 10 bedrooms
  • 7 bathrooms
  • sleeps 20

1 filter does not match: Staffed property

from £1,239 / night

£8,670 / week

1 / 42

Great rentals within 20 miles that match your search

Arezzo holiday villa rental

Arezzo villa

  • 8 bedrooms
  • 10 bathrooms
  • sleeps 16

1 filter does not match: Staffed property

from £425 / night

£2,696 - £4,993 / week

1 / 41

Great rentals within 20 miles that match your search

Holiday villa with swimming pool in Castelnuovo Berardenga

Castelnuovo Berardenga villa

  • 6 bedrooms
  • 3 bathrooms
  • sleeps 10

1 filter does not match: Staffed property

from £616 / night

£4,310 / week

1 / 53

Great rentals within 20 miles that match your search

Holiday villa accommodation

Tavarnelle Val di Pesa villa

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 12

1 filter does not match: Staffed property

from £1,267 / night

£8,868 / week

1 / 56

Great rentals within 20 miles that match your search

Monteriggioni holiday hotel apartment rental

Monteriggioni hotel apartment

  • 10 bedrooms
  • 10 bathrooms
  • sleeps 20

1 filter does not match: Games room

from £276 / night

£1,675 / week

1 / 19

Great rentals within 20 miles that match your search

Cavriglia holiday apartment rental

Cavriglia apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

2 filters do not match: Heated pool, Games room

from £108 / night

£752 / week

1 / 19

Great rentals within 20 miles that match your search

Holiday apartment in Barberino Val d'Elsa

Barberino Val d'Elsa apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 5

2 filters do not match: Heated pool, Games room

from £175 / night

£1,221 / week

1 / 7

Great rentals within 20 miles that match your search

Holiday villa in Monteroni d'Arbia

Monteroni d'Arbia villa

  • 2 bedrooms
  • 1 bathroom
  • sleeps 3

2 filters do not match: Heated pool, Games room

from £69 / night

£483 / week

1 / 6

Great rentals within 20 miles that match your search

Holiday home in Ambra

Ambra house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

2 filters do not match: Heated pool, Games room

from £79 / night

£552 / week

1 / 34

Great rentals within 20 miles that match your search

Holiday studio in Scandicci

Scandicci studio

  • Studio
  • 1 bathroom
  • sleeps 2

2 filters do not match: Heated pool, Games room

from £62 / night

£435 / week

1 / 13

Great rentals within 20 miles that match your search

Barberino Val d'Elsa holiday apartment rental

Barberino Val d'Elsa apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

2 filters do not match: Heated pool, Games room

from £187 / night

£1,304 / week

1 / 10

Great rentals within 20 miles that match your search

Holiday apartment in San Rocco a Pilli

San Rocco a Pilli apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

2 filters do not match: Heated pool, Games room

from £158 / night

£1,104 / week

1 / 7

Great rentals within 20 miles that match your search

Holiday apartment in Poppi

Poppi apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 5

2 filters do not match: Heated pool, Games room

from £50 / night

£345 / week

1 / 6

Great rentals within 20 miles that match your search

Holiday farmhouse in Pietraviva

Pietraviva farmhouse

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

2 filters do not match: Heated pool, Games room

from £156 / night

£983 - £1,169 / week

1 / 15

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