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

Holiday villa with swimming pool in Poppi

Poppi villa

  • 8 bedrooms
  • 6 bathrooms
  • sleeps 20

from £520 / night

£5,795 / 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

from £337 / night

£4,221 / week

1 / 45

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

Lucolena holiday villa rental

Lucolena villa

  • 7 bedrooms
  • 8 bathrooms
  • sleeps 16

1 filter does not match: Fireplace

from £1,685 / night

£11,791 / week

1 / 22

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: Sauna

from £1,685 / night

£11,791 / 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: Sauna

from £4,322 / night

£30,251 / week

1 / 28

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: Sauna

from £89 / night

£619 / week

1 / 27

Great rentals within 20 miles that match your search

Holiday apartment rental

San Donato in Poggio apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Sauna

from £158 / night

£1,032 - £1,542 / week

1 / 29

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: Sauna, Fireplace

from £118 / night

£737 / week

1 / 7

Great rentals within 20 miles that match your search

Tavarnelle Val di Pesa holiday villa rental

Tavarnelle Val di Pesa villa

  • 10 bedrooms
  • 9 bathrooms
  • sleeps 20

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

from £1,510 / night

£10,564 - £15,371 / week

1 / 50

Great rentals within 20 miles that match your search

Pozzo della Chiana holiday villa rental

Pozzo della Chiana villa

  • 7 bedrooms
  • 8 bathrooms
  • sleeps 14

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

from £1,200 / night

£8,396 / week

1 / 57

Great rentals within 20 miles that match your search

Holiday villa rental

Trequanda villa

  • 7 bedrooms
  • 5 bathrooms
  • sleeps 14

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

from £405 / night

£2,831 / week

1 / 48

Great rentals within 20 miles that match your search

Holiday finca with shared pool in Greti

Greti finca

  • 17 bedrooms
  • 10 bathrooms
  • sleeps 34

2 filters do not match: Sauna, Fireplace

from £1,768 / night

£10,804 / 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

2 filters do not match: Sauna, Fireplace

from £175 / night

£1,223 / week

1 / 88

Great rentals within 20 miles that match your search

Villa accommodation in Foiano Della Chiana with swimming pool

Foiano Della Chiana villa

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 12

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

from £460 / night

£2,417 / week

1 / 135

Great rentals within 20 miles that match your search

Siena holiday villa rental

Siena villa

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 10

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

from £685 / night

£4,792 / week

1 / 120

Great rentals within 20 miles that match your search

Loro Ciuffenna holiday farmhouse rental

Loro Ciuffenna farmhouse

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 14

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

from £344 / night

£2,407 / week

1 / 12

Great rentals within 20 miles that match your search

Holiday villa rental

Castellina In Chianti villa

  • 9 bedrooms
  • 11 bathrooms
  • sleeps 18

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

from £2,057 / night

£13,091 / week

1 / 10

Great rentals within 20 miles that match your search

San Casciano in Val di Pesa holiday villa rental

San Casciano in Val di Pesa villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

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

from £737 / night

£5,769 / week

1 / 61

Great rentals within 20 miles that match your search

Holiday home with swimming pool in Ruota

Ruota house

  • 1 bedroom
  • 2 bathrooms
  • sleeps 3

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

from £232 / night

£1,623 - £1,946 / week

1 / 14

Great rentals within 20 miles that match your search

Holiday villa with swimming pool in Ruota

Ruota villa

  • 7 bedrooms
  • 8 bathrooms
  • sleeps 16

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

from £456 / night

£3,190 - £6,821 / week

1 / 29

Great rentals within 20 miles that match your search

Holiday villa with swimming pool in Levane

Levane villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

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

from £606 / night

£4,243 - £6,483 / week

1 / 27

Great rentals within 20 miles that match your search

Villa rental in Selvole with swimming pool

Selvole villa

  • 5 bedrooms
  • 8 bathrooms
  • sleeps 10

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

from £2,340 / night

£16,380 - £28,252 / week

1 / 43

Great rentals within 20 miles that match your search

Holiday villa rental

Reggello villa

  • 7 bedrooms
  • 7 bathrooms
  • sleeps 16

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

from £407 / night

£6,088 / week

1 / 61

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: Sauna, Fireplace

from £148 / night

£1,032 / week

1 / 6

Great rentals within 20 miles that match your search

Strada in Chianti holiday apartment rental

Strada in Chianti apartment

  • 6 bedrooms
  • 1 bathroom
  • sleeps 5

2 filters do not match: Sauna, Fireplace

from £118 / night

£786 / week

1 / 16

Great rentals within 20 miles that match your search

Montespertoli holiday home rental

Montespertoli house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

2 filters do not match: Sauna, Fireplace

from £1,768 / night

£12,376 / 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

2 filters do not match: Sauna, Fireplace

from £955 / night

£6,683 / week

1 / 14

Great rentals within 20 miles that match your search

Holiday apartment with swimming pool in Montalcino

Montalcino apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

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

from £570 / night

£3,988 / week

1 / 25

Great rentals within 20 miles that match your search

Arezzo holiday villa rental

Arezzo villa

  • 6 bedrooms
  • 8 bathrooms
  • sleeps 12

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

from £421 / night

£2,947 - £4,911 / week

1 / 45

Great rentals within 20 miles that match your search

Holiday villa with swimming pool in Castel San Niccolo

Castel San Niccolo villa

  • 9 bedrooms
  • 8 bathrooms
  • sleeps 18

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

Pricing unknown

1 / 24

Great rentals within 20 miles that match your search

Holiday villa with swimming pool in Foiano Della Chiana

Foiano Della Chiana villa

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 12

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

from £460 / night

£2,417 - £4,990 / week

1 / 137

Great rentals within 20 miles that match your search

Holiday villa with swimming pool in Impruneta

Impruneta villa

  • 7 bedrooms
  • 6 bathrooms
  • sleeps 14

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

from £772 / night

£5,402 / week

1 / 30

Great rentals within 20 miles that match your search

Holiday villa with swimming pool in Tavarnelle Val di Pesa

Tavarnelle Val di Pesa villa

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 12

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

from £1,103 / night

£7,716 / week

1 / 76

Great rentals within 20 miles that match your search

Tavarnelle Val di Pesa holiday villa rental

Tavarnelle Val di Pesa villa

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 12

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

from £1,103 / night

£7,716 / week

1 / 76

Great rentals within 20 miles that match your search

Holiday villa with swimming pool in Ruota

Ruota villa

  • 7 bedrooms
  • 7 bathrooms
  • sleeps 16

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

from £356 / night

£2,492 / week

1 / 50

Great rentals within 20 miles that match your search

Villa rental in Ruota with swimming pool

Ruota villa

  • 7 bedrooms
  • 7 bathrooms
  • sleeps 16

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

from £356 / night

£2,492 / week

1 / 50

Great rentals within 20 miles that match your search

Ruota holiday villa rental

Ruota villa

  • 7 bedrooms
  • 9 bathrooms
  • sleeps 16

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

from £379 / night

£2,652 - £5,599 / week

1 / 51

Great rentals within 20 miles that match your search

Holiday villa rental

Ruota villa

  • 8 bedrooms
  • 10 bathrooms
  • sleeps 18

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

from £604 / night

£4,224 - £8,840 / week

1 / 53

Great rentals within 20 miles that match your search

Villa rental in Tavarnelle Val di Pesa with swimming pool

Tavarnelle Val di Pesa villa

  • 11 bedrooms
  • 11 bathrooms
  • sleeps 20

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

from £1,349 / night

£9,439 / week

1 / 101

×

Also consider