Updating

Dates
...

Viewing 40 of 683 rentals in Gaiole in Chianti

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

Updating

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

Holiday Rentals in Gaiole in Chianti - Holiday Lettings - Villas

Price per night

£1 £750 -

Bedrooms

Reviews
  • & up
  • & up
Property type
  • Apartment (1)
  • Villa (3)
  • House (1)
  • Barn (1)

All filters (3)

Filters (3)

Clear filters

6 Holiday homes

Why am I receiving these results?

Great rentals within 20 miles that match your search

Holiday villa rental

Radda in Chianti villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8
1 review

from £374 / night

£3,711 / week

1 / 26

Great rentals within 20 miles that match your search

Pergine Valdarno holiday home rental

Pergine Valdarno house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4
1 review

from £57 / night

£438 - £2,732 / week

1 / 32

Great rentals within 20 miles that match your search

Holiday barn with swimming pool in Quercegrossa

Quercegrossa barn

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

from £109 / night

£759 - £1,345 / week

1 / 47

Great rentals within 20 miles that match your search

Holiday apartment rental

Siena apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from £109 / night

£759 - £1,518 / week

1 / 43

Great rentals within 20 miles that match your search

Holiday villa in Quercegrossa

Quercegrossa villa

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 12

from £563 / night

£3,607 - £5,932 / week

1 / 81

Great rentals within 20 miles that match your search

Holiday villa with swimming pool in Greve in Chianti

Greve in Chianti villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8
87 reviews

from £493 / night

£3,449 / week

1 / 69

Great rentals within 20 miles that match your search

These homes match some but not all of your filters.

Clear all filters

Holiday apartment rental

San Felice apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

1 filter does not match: Air conditioning

from £128 / night

£887 / week

1 / 12

Great rentals within 20 miles that match your search

Home rental in San Gusme

San Gusme house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

1 filter does not match: Air conditioning

from £1,134 / night

£7,932 / week

1 / 28

Great rentals within 20 miles that match your search

Holiday apartment in San Giovanni Valdarno

San Giovanni Valdarno apartment

  • 3 bedrooms
  • 1 bathroom
  • sleeps 5

1 filter does not match: Air conditioning

from £79 / night

£552 / week

1 / 13

Great rentals within 20 miles that match your search

Holiday apartment in Castellina In Chianti

Castellina In Chianti apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

1 filter does not match: Air conditioning

from £247 / night

£1,281 - £1,902 / week

1 / 9

Great rentals within 20 miles that match your search

Holiday villa in Pieve A Presciano

Pieve A Presciano villa

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 14

1 filter does not match: Air conditioning

from £670 / night

£4,691 / week

1 / 9

Great rentals within 20 miles that match your search

Holiday farmhouse with shared pool in San Felice

San Felice farmhouse

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

1 filter does not match: Air conditioning

from £141 / night

£986 / week

1 / 17

Great rentals within 20 miles that match your search

Holiday apartment with shared pool in San Felice

San Felice apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 filter does not match: Air conditioning

from £183 / night

£1,281 / week

1 / 16

Great rentals within 20 miles that match your search

Home rental in Figline e Incisa Valdarno

Figline e Incisa Valdarno house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

1 filter does not match: Air conditioning

from £79 / night

£493 - £597 / week

1 / 20

Great rentals within 20 miles that match your search

Holiday apartment with shared pool in San Felice

San Felice apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

1 filter does not match: Air conditioning

from £128 / night

£887 / week

1 / 12

Great rentals within 20 miles that match your search

Apartment rental in San Felice with shared pool

San Felice apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

1 filter does not match: Air conditioning

from £128 / night

£887 / week

1 / 12

Great rentals within 20 miles that match your search

Holiday apartment in Castelnuovo Berardenga

Castelnuovo Berardenga apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

1 filter does not match: Air conditioning

1 review

from £268 / night

£1,873 / week

1 / 20

Great rentals within 20 miles that match your search

Castelnuovo Berardenga holiday apartment rental

Castelnuovo Berardenga apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Air conditioning

from £226 / night

£1,577 / week

1 / 20

Great rentals within 20 miles that match your search

Holiday apartment with shared pool in Ponticino

Ponticino apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

1 filter does not match: Air conditioning

3 reviews

from £247 / night

£1,725 / week

1 / 22

Great rentals within 20 miles that match your search

Holiday villa in Cavriglia

Cavriglia villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

1 filter does not match: Air conditioning

from £562 / night

£3,932 / week

1 / 32

Great rentals within 20 miles that match your search

Farmhouse rental in San Felice with shared pool

San Felice farmhouse

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 7

1 filter does not match: Air conditioning

from £268 / night

£1,873 / week

1 / 12

Great rentals within 20 miles that match your search

Holiday apartment with shared pool in Castelnuovo Berardenga

Castelnuovo Berardenga apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 filter does not match: Air conditioning

from £197 / night

£1,380 / week

1 / 17

Great rentals within 20 miles that match your search

Apartment rental in Castelnuovo Berardenga with shared pool

Castelnuovo Berardenga apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: Air conditioning

from £128 / night

£897 / week

1 / 18

Great rentals within 20 miles that match your search

Holiday villa with swimming pool in Loro Ciuffenna

Loro Ciuffenna villa

  • 6 bedrooms
  • 3 bathrooms
  • sleeps 12

1 filter does not match: Air conditioning

from £311 / night

£2,238 - £3,921 / week

1 / 42

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

1 filter does not match: Air conditioning

11 reviews

from £444 / night

£3,103 / week

1 / 17

Great rentals within 20 miles that match your search

Home rental in Castelnuovo Berardenga with swimming pool

Castelnuovo Berardenga house

  • 7 bedrooms
  • 6 bathrooms
  • sleeps 14

1 filter does not match: Air conditioning

from £413 / night

£4,891 / week

1 / 32

Great rentals within 20 miles that match your search

Holiday apartment with shared pool in Pergine Valdarno

Pergine Valdarno apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 filter does not match: Air conditioning

5 reviews

from £197 / night

£1,380 / week

1 / 22

Great rentals within 20 miles that match your search

Apartment rental in Greve in Chianti with golf nearby

Greve in Chianti apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

1 filter does not match: Pets allowed

2 reviews

from £247 / night

£1,478 / week

1 / 21

Great rentals within 20 miles that match your search

Holiday apartment in Siena

Siena apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

1 filter does not match: Pets allowed

from £158 / night

£1,104 / week

1 / 5

Great rentals within 20 miles that match your search

Apartment rental in Radda in Chianti with shared pool

Radda in Chianti apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: Pets allowed

2 reviews

from £109 / night

£759 / week

1 / 18

Great rentals within 20 miles that match your search

Holiday apartment in San Donato in Poggio

San Donato in Poggio apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: Ceiling Fans

from £98 / night

£683 / week

1 / 525

Great rentals within 20 miles that match your search

Greve in Chianti holiday villa rental

Greve in Chianti villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Ceiling Fans

from £309 / night

£2,159 / week

1 / 17

Great rentals within 20 miles that match your search

Holiday apartment in San Donato in Poggio

San Donato in Poggio apartment

  • 4 bedrooms
  • 1 bathroom
  • sleeps 10

1 filter does not match: Ceiling Fans

from £530 / night

£3,700 - £7,408 / week

1 / 100

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

1 filter does not match: Ceiling Fans

from £106 / night

£738 / week

1 / 36

Great rentals within 20 miles that match your search

Holiday apartment in Badia a Passignano

Badia a Passignano apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 filter does not match: Ceiling Fans

from £69 / night

£483 / week

1 / 10

Great rentals within 20 miles that match your search

Holiday farmhouse in Siena

Siena farmhouse

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 6

1 filter does not match: Pets allowed

5 reviews

from £1,145 / night

£8,015 / week

1 / 42

Great rentals within 20 miles that match your search

Holiday cottage in Montebenichi

Montebenichi cottage

  • 4 bedrooms
  • 6 bathrooms
  • sleeps 8

1 filter does not match: Pets allowed

from £725 / night

£5,069 - £7,565 / week

1 / 51

Great rentals within 20 miles that match your search

Home accommodation in Terranuova Bracciolini

Terranuova Bracciolini house

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 10

1 filter does not match: Ceiling Fans

from £462 / night

£3,228 / week

1 / 15

Great rentals within 20 miles that match your search

Holiday home in Montegonzi

Montegonzi house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

1 filter does not match: Ceiling Fans

from £331 / night

£2,318 / week

1 / 24

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: Ceiling Fans

from £997 / night

£6,974 / week

1 / 68

×

Also consider