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

3 Holiday homes

Great rentals within 20 miles that match your search

Farmhouse rental in Gavorrano with indoor pool, golf nearby

Gavorrano farmhouse

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from £155 / night

£1,082 / week

1 / 161

Great rentals within 20 miles that match your search

Holiday villa in Montepulciano

Montepulciano villa

  • 5 bedrooms
  • 6 bathrooms
  • sleeps 14

from £822 / night

£5,754 / week

1 / 34

Great rentals within 20 miles that match your search

Holiday villa rental

Gavorrano villa

  • 3 bedrooms
  • 1 bathroom
  • sleeps 8

from £215 / night

£1,117 - £1,709 / week

1 / 88

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 Montecchio

Montecchio apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

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

from £64 / night

£448 / week

1 / 36

Great rentals within 20 miles that match your search

Holiday apartment accommodation

Montecchio apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

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

from £56 / night

£393 / week

1 / 30

Great rentals within 20 miles that match your search

Holiday farmhouse rental

Castiglion Fiorentino farmhouse

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

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

from £97 / night

£675 / week

1 / 17

Great rentals within 20 miles that match your search

Gaiole in Chianti holiday villa rental

Gaiole in Chianti villa

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 8

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

from £510 / night

£3,565 / week

1 / 32

Great rentals within 20 miles that match your search

Villa rental in Castiglione del Lago with swimming pool

Castiglione del Lago villa

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 10

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

from £104 / night

£723 / week

1 / 28

Great rentals within 20 miles that match your search

Holiday villa with swimming pool in Fratticciola

Fratticciola villa

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 12

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

from £177 / night

£1,239 / week

1 / 26

Great rentals within 20 miles that match your search

Holiday apartment in Marciano della Chiana

Marciano della Chiana apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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

from £71 / night

£496 / week

1 / 16

Great rentals within 20 miles that match your search

Holiday apartment in Marciano della Chiana

Marciano della Chiana apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

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

from £71 / night

£496 / week

1 / 14

Great rentals within 20 miles that match your search

Camucia holiday apartment rental

Camucia apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

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

from £84 / night

£585 / week

1 / 30

Great rentals within 20 miles that match your search

Holiday apartment in Camucia

Camucia apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

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

from £99 / night

£689 / week

1 / 30

Great rentals within 20 miles that match your search

Holiday apartment in Fratticciola

Fratticciola apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

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

from £84 / night

£585 / week

1 / 31

Great rentals within 20 miles that match your search

Holiday apartment in Fratticciola

Fratticciola apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

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

from £99 / night

£689 / week

1 / 31

Great rentals within 20 miles that match your search

Holiday villa with swimming pool in Chiaveretto

Chiaveretto villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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

from £109 / night

£757 / week

1 / 29

Great rentals within 20 miles that match your search

Sinalunga holiday villa rental

Sinalunga villa

  • 3 bedrooms
  • 5 bathrooms
  • sleeps 8

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

from £217 / night

£1,514 / week

1 / 48

Great rentals within 20 miles that match your search

Holiday villa with swimming pool in Buonconvento

Buonconvento villa

  • 9 bedrooms
  • 8 bathrooms
  • sleeps 18

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

from £1,651 / night

£11,555 / week

1 / 51

Great rentals within 20 miles that match your search

Holiday villa with swimming pool in Sambuca

Sambuca villa

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 12

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

from £1,200 / night

£8,396 / week

1 / 25

Great rentals within 20 miles that match your search

Castiglione del Lago holiday villa rental

Castiglione del Lago villa

  • 7 bedrooms
  • 6 bathrooms
  • sleeps 16

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

from £349 / night

£2,443 / week

1 / 48

Great rentals within 20 miles that match your search

Holiday villa with swimming pool in Armaiolo

Armaiolo villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

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

from £215 / night

£1,501 / week

1 / 21

Great rentals within 20 miles that match your search

Holiday villa in Arezzo

Arezzo villa

  • 4 bedrooms
  • 6 bathrooms
  • sleeps 10

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

from £261 / night

£1,824 / week

1 / 45

Great rentals within 20 miles that match your search

Holiday home in Asciano

Asciano house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

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

from £116 / night

£812 / week

1 / 45

Great rentals within 20 miles that match your search

San Pietro a Cegliolo holiday villa rental

San Pietro a Cegliolo villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 11

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

from £225 / night

£1,569 / week

1 / 39

Great rentals within 20 miles that match your search

Holiday villa with swimming pool in Castiglion Fiorentino

Castiglion Fiorentino villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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

from £128 / night

£895 / week

1 / 34

Great rentals within 20 miles that match your search

Holiday villa accommodation

Sant'Albino villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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

from £179 / night

£1,253 / week

1 / 36

Great rentals within 20 miles that match your search

Holiday villa with swimming pool in Castiglion Fiorentino

Castiglion Fiorentino villa

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 14

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

from £364 / night

£2,547 / week

1 / 50

Great rentals within 20 miles that match your search

Holiday villa with swimming pool in Valiano

Valiano villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

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

from £123 / night

£861 / week

1 / 18

Great rentals within 20 miles that match your search

Holiday villa with swimming pool in Brolio

Brolio villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

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

from £182 / night

£1,274 / week

1 / 39

Great rentals within 20 miles that match your search

Holiday villa rental

Fratticciola villa

  • 9 bedrooms
  • 11 bathrooms
  • sleeps 20

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

from £389 / night

£2,719 / week

1 / 52

Great rentals within 20 miles that match your search

Holiday villa rental

Monte San Savino villa

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

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

from £207 / night

£1,446 / week

1 / 37

Great rentals within 20 miles that match your search

Villa rental in Castiglion Fiorentino with swimming pool

Castiglion Fiorentino villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

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

from £123 / night

£861 / week

1 / 44

Great rentals within 20 miles that match your search

Holiday apartment in Sesto Fiorentino

Sesto Fiorentino apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 6

1 filter does not match: Water sports

from £192 / night

£1,229 - £2,016 / week

1 / 7

Great rentals within 20 miles that match your search

Holiday townhouse in Anghiari

Anghiari townhouse

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: Air conditioning

from £138 / night

£885 / week

1 / 17

Great rentals within 20 miles that match your search

Holiday apartment letting

Saline di Volterra apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 7

1 filter does not match: Air conditioning

from £197 / night

£2,901 / week

1 / 26

Great rentals within 20 miles that match your search

Holiday farmhouse in Pietraia

Pietraia farmhouse

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Water sports

from £84 / night

£472 - £2,124 / week

1 / 7

Great rentals within 20 miles that match your search

Holiday farmhouse in Cetona

Cetona farmhouse

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

1 filter does not match: Water sports

from £69 / night

£482 / week

1 / 4

Great rentals within 20 miles that match your search

Home rental in Montaione

Montaione house

  • 6 bedrooms
  • 7 bathrooms
  • sleeps 12

1 filter does not match: Water sports

from £632 / night

£4,420 / week

1 / 74

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: Water sports

from £1,770 / night

£10,815 / week

1 / 21

Great rentals within 20 miles that match your search

Holiday villa in Cortona

Cortona villa

  • 6 bedrooms
  • 8 bathrooms
  • sleeps 12

1 filter does not match: Water sports

from £1,276 / night

£8,930 / week

1 / 25

×

Also consider