Updating

Dates
...

Viewing 40 of 791 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
> Apartments and Farmhouses in Gaiole in Chianti

Holiday Rentals in Gaiole in Chianti - Holiday Lettings - Villas

Price per night

£1 £750 -

Bedrooms

Reviews
  • & up
  • & up
Property type
  • Guest house (8)
  • Apartment (294)
  • Villa (114)
  • Cottage (11)
  • House (79)
  • Chalet (1)
  • Manor House (1)
  • Barn (7)
  • Castle (1)
  • Townhouse (19)
  • Farmhouse (115)
  • Studio (5)
  • Finca (7)
  • Condo (5)
  • Tower (3)
  • Private room (9)
  • B&B (68)
  • Hotel apartment (11)

All filters (1)

Filters (2)

Clear filters

8 Holiday homes

Why am I receiving these results?

Great rentals within 20 miles that match your search

Holiday guest house with golf nearby in San Gimignano

San Gimignano guest house

  • 10 bedrooms
  • 5 bathrooms
  • sleeps 20

from £678 / night

£4,420 - £6,071 / week

1 / 29

Great rentals within 20 miles that match your search

San Gimignano holiday guest house rental

San Gimignano guest house

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 14

from £383 / night

£2,456 - £3,694 / week

1 / 18

Great rentals within 20 miles that match your search

Holiday guest house with shared pool, golf nearby in Casalguidi

Casalguidi guest house

  • 4 bedrooms
  • 12 bathrooms
  • sleeps 2

from £89 / night

£609 / week

1 / 11

Great rentals within 20 miles that match your search

Holiday guest house with swimming pool in Val di Chiana

Val di Chiana guest house

  • 13 bedrooms
  • 2 bathrooms
  • sleeps 6

from £216 / night

£1,513 / week

1 / 41

Great rentals within 20 miles that match your search

Holiday guest house rental

Montepulciano guest house

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

from £158 / night

£983 / week

1 / 22

Great rentals within 20 miles that match your search

Holiday guest house rental

Macchie guest house

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 4
30 reviews

from £79 / night

£550 / week

1 / 37

Great rentals within 20 miles that match your search

Holiday guest house in Chiusi della Verna

Chiusi della Verna guest house

  • 7 bedrooms
  • 5 bathrooms
  • sleeps 25
1 review

from £1,474 / night

£10,314 / week

1 / 10

Great rentals within 20 miles that match your search

Holiday guest house in Citta della Pieve

Citta della Pieve guest house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 16
3 reviews

from £884 / night

£4,813 / week

1 / 54

Great rentals within 20 miles that match your search

These homes match some but not all of your filters.

Clear all filters

Holiday apartment in Montecatini Alto

Montecatini Alto apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

1 filter does not match: Property type

from £50 / night

£246 / week

1 / 10

Great rentals within 20 miles that match your search

Home letting in Montalcino

Montalcino house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 filter does not match: Property type

from £59 / night

£413 / week

1 / 13

Great rentals within 20 miles that match your search

Holiday villa rental

Arezzo villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: Property type

from £127 / night

£761 / week

1 / 19

Great rentals within 20 miles that match your search

Holiday apartment in Lastra a Signa

Lastra a Signa apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: Property type

from £99 / night

£570 / week

1 / 33

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

1 filter does not match: Property type

from £174 / night

£1,217 / week

1 / 7

Great rentals within 20 miles that match your search

Holiday home in Montalcino

Montalcino house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

1 filter does not match: Property type

from £99 / night

£688 / week

1 / 24

Great rentals within 20 miles that match your search

Holiday b&b in Citta della Pieve

Citta della Pieve b&b

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 filter does not match: Property type

from £79 / night

£492 / week

1 / 20

Great rentals within 20 miles that match your search

Cavriglia holiday apartment rental

Cavriglia apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: Property type

from £107 / night

£750 / week

1 / 19

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

1 filter does not match: Property type

1 review

from £69 / night

£482 / week

1 / 6

Great rentals within 20 miles that match your search

Holiday villa rental

Chiusi villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

1 filter does not match: Property type

from £89 / night

£619 / week

1 / 13

Great rentals within 20 miles that match your search

Gambassi Terme holiday farmhouse rental

Gambassi Terme farmhouse

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 filter does not match: Property type

2 reviews

from £78 / night

£541 / week

1 / 6

Great rentals within 20 miles that match your search

Holiday home in Ambra

Ambra house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 filter does not match: Property type

from £79 / night

£550 / week

1 / 34

Great rentals within 20 miles that match your search

Holiday apartment in Monterotondo Marittimo

Monterotondo Marittimo apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: Property type

from £99 / night

£688 / week

1 / 15

Great rentals within 20 miles that match your search

Holiday studio in Scandicci

Scandicci studio

  • Studio
  • 1 bathroom
  • sleeps 2

1 filter does not match: Property type

from £62 / night

£434 / 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

1 filter does not match: Property type

from £186 / night

£1,300 / week

1 / 10

Great rentals within 20 miles that match your search

Holiday home rental

Cortona house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 filter does not match: Property type

2 reviews

from £50 / night

£295 / week

1 / 13

Great rentals within 20 miles that match your search

Montespertoli holiday b&b rental

Montespertoli b&b

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 filter does not match: Property type

from £79 / night

£550 / week

1 / 22

Great rentals within 20 miles that match your search

Chiusi holiday apartment rental

Chiusi apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

1 filter does not match: Property type

from £158 / night

£1,100 / week

1 / 11

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

1 filter does not match: Property type

from £158 / night

£1,100 / week

1 / 7

Great rentals within 20 miles that match your search

Holiday apartment in Poppi

Poppi apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 5

1 filter does not match: Property type

1 review

from £50 / night

£344 / week

1 / 6

Great rentals within 20 miles that match your search

Holiday b&b in Fucecchio

Fucecchio b&b

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 filter does not match: Property type

7 reviews

from £50 / night

£275 / week

1 / 20

Great rentals within 20 miles that match your search

Home rental in Vinci

Vinci house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 3

1 filter does not match: Property type

from £113 / night

£791 / week

1 / 11

Great rentals within 20 miles that match your search

Apartment rental in Monterotondo Marittimo

Monterotondo Marittimo apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: Property type

from £99 / night

£688 / week

1 / 15

Great rentals within 20 miles that match your search

Pietraviva holiday farmhouse rental

Pietraviva farmhouse

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 filter does not match: Property type

from £156 / night

£980 - £1,165 / week

1 / 16

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: Property type

from £156 / night

£980 - £1,165 / week

1 / 15

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: Property type

from £156 / night

£980 - £1,165 / week

1 / 15

Great rentals within 20 miles that match your search

Barberino Val d'Elsa holiday apartment rental

Barberino Val d'Elsa apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 filter does not match: Property type

from £79 / night

£550 / week

1 / 5

Great rentals within 20 miles that match your search

Holiday home in Scandicci

Scandicci house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Property type

from £161 / night

£1,121 / week

1 / 13

Great rentals within 20 miles that match your search

Holiday apartment in Scandicci

Scandicci apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 filter does not match: Property type

from £107 / night

£750 / week

1 / 13

Great rentals within 20 miles that match your search

Holiday apartment in Barberino Val d'Elsa

Barberino Val d'Elsa apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 filter does not match: Property type

from £146 / night

£1,018 / week

1 / 8

Great rentals within 20 miles that match your search

Holiday apartment in Foiano Della Chiana

Foiano Della Chiana apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

1 filter does not match: Property type

1 review

from £99 / night

£688 / week

1 / 13

Great rentals within 20 miles that match your search

Holiday b&b in Citta della Pieve

Citta della Pieve b&b

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

1 filter does not match: Property type

from £79 / night

£393 - £531 / week

1 / 12

×

Also consider