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Holiday Rentals in Gaiole in Chianti - Holiday Lettings - Villas

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30 Holiday homes

Great rentals within 20 miles that match your search

Holiday villa with swimming pool in Siena

Siena villa

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 9

from £355 / night

£2,483 / week

1 / 14

Great rentals within 20 miles that match your search

Castellina In Chianti holiday home rental

Castellina In Chianti house

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 12

from £345 / night

£2,414 / week

1 / 34

Great rentals within 20 miles that match your search

Holiday villa in Greve in Chianti

Greve in Chianti villa

  • 7 bedrooms
  • 6 bathrooms
  • sleeps 12

from £976 / night

£6,829 - £14,416 / week

1 / 54

Great rentals within 20 miles that match your search

Pietraviva holiday apartment rental

Pietraviva apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

from £90 / night

£628 / week

1 / 10

Great rentals within 20 miles that match your search

Holiday cottage with swimming pool in San Leolino

San Leolino cottage

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

from £350 / night

£2,070 - £2,956 / week

1 / 20

Great rentals within 20 miles that match your search

Holiday apartment in Ambra

Ambra apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

from £121 / night

£842 / week

1 / 10

Great rentals within 20 miles that match your search

Holiday apartment with shared pool in Pietraviva

Pietraviva apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

from £90 / night

£628 / week

1 / 10

Great rentals within 20 miles that match your search

Holiday villa with swimming pool in Bucine

Bucine villa

  • 6 bedrooms
  • 7 bathrooms
  • sleeps 12

from £592 / night

£4,829 - £5,912 / week

1 / 95

Great rentals within 20 miles that match your search

Holiday cottage in San Casciano in Val di Pesa

San Casciano in Val di Pesa cottage

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

from £89 / night

£572 / week

1 / 20

Great rentals within 20 miles that match your search

Holiday villa with shared pool in Bucine

Bucine villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

from £559 / night

£3,598 / week

1 / 19

Great rentals within 20 miles that match your search

Holiday villa in Bucine

Bucine villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

from £559 / night

£3,598 / week

1 / 20

Great rentals within 20 miles that match your search

Mercatale Valdarno holiday farmhouse rental

Mercatale Valdarno farmhouse

  • 7 bedrooms
  • 4 bathrooms
  • sleeps 10

from £424 / night

£2,543 - £3,676 / week

1 / 25

Great rentals within 20 miles that match your search

Holiday villa with swimming pool in Bucine

Bucine villa

  • 8 bedrooms
  • 9 bathrooms
  • sleeps 20

from £1,183 / night

£8,267 / week

1 / 49

Great rentals within 20 miles that match your search

Holiday home with shared pool in Bucine

Bucine house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £228 / night

£1,466 / week

1 / 19

Great rentals within 20 miles that match your search

Holiday home with shared pool in Bucine

Bucine house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from £373 / night

£2,399 / week

1 / 17

Great rentals within 20 miles that match your search

Holiday home with shared pool in Bucine

Bucine house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from £373 / night

£2,399 / week

1 / 19

Great rentals within 20 miles that match your search

Holiday home with shared pool in Bucine

Bucine house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from £373 / night

£2,399 / week

1 / 18

Great rentals within 20 miles that match your search

Holiday home with shared pool in Bucine

Bucine house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

from £529 / night

£3,401 / week

1 / 14

Great rentals within 20 miles that match your search

Holiday home in Bucine

Bucine house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

from £529 / night

£3,401 / week

1 / 18

Great rentals within 20 miles that match your search

Holiday home with shared pool in Bucine

Bucine house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £228 / night

£1,466 / week

1 / 4

Great rentals within 20 miles that match your search

Holiday home with shared pool in Bucine

Bucine house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £228 / night

£1,466 / week

1 / 19

Great rentals within 20 miles that match your search

Cottage rental in San Donato in Poggio

San Donato in Poggio cottage

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 6

from £244 / night

£1,704 / week

1 / 38

Great rentals within 20 miles that match your search

Holiday home in Bucine

Bucine house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £228 / night

£1,466 / week

1 / 20

Great rentals within 20 miles that match your search

Holiday barn in Tavarnelle Val di Pesa

Tavarnelle Val di Pesa barn

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from £138 / night

£966 / week

1 / 28

Great rentals within 20 miles that match your search

Holiday villa in Cavriglia

Cavriglia villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

from £562 / night

£3,932 / week

1 / 32

Great rentals within 20 miles that match your search

Lecchi in Chianti holiday home rental

Lecchi in Chianti house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from £140 / night

£976 / week

1 / 32

Great rentals within 20 miles that match your search

Holiday farmhouse with shared pool in San Leolino

San Leolino farmhouse

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 10

from £330 / night

£1,971 - £2,355 / week

1 / 26

Great rentals within 20 miles that match your search

Castelnuovo Berardenga holiday apartment rental

Castelnuovo Berardenga apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from £148 / night

£1,035 / week

1 / 50

Great rentals within 20 miles that match your search

Villa rental in Fonterutoli

Fonterutoli villa

  • 7 bedrooms
  • 7 bathrooms
  • sleeps 14

from £1,037 / night

£7,256 / week

1 / 37

Great rentals within 20 miles that match your search

Holiday villa with swimming pool in Lucolena

Lucolena villa

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

from £238 / night

£1,663 - £2,635 / week

1 / 31

Great rentals within 20 miles that match your search

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Holiday farmhouse in Pietraviva

Pietraviva farmhouse

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 filter does not match: Fireplace

from £156 / night

£983 - £1,169 / 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: Fireplace

from £156 / night

£983 - £1,169 / 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: Fireplace

from £156 / night

£983 - £1,169 / week

1 / 16

Great rentals within 20 miles that match your search

Holiday farmhouse rental

Cavriglia farmhouse

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 15

1 filter does not match: Fireplace

from £483 / night

£3,380 / week

1 / 4

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: Fireplace

from £90 / night

£513 - £789 / week

1 / 24

Great rentals within 20 miles that match your search

Moncioni holiday apartment rental

Moncioni apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 filter does not match: Fireplace

from £119 / night

£828 / week

1 / 42

Great rentals within 20 miles that match your search

Holiday villa in Pietraviva

Pietraviva villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Fireplace

from £342 / night

£2,153 - £2,804 / week

1 / 17

Great rentals within 20 miles that match your search

Holiday apartment with shared pool in Moncioni

Moncioni apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 filter does not match: Fireplace

from £133 / night

£932 / week

1 / 35

Great rentals within 20 miles that match your search

Apartment rental in Siena

Siena apartment

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

1 filter does not match: Fireplace

from £147 / night

£1,028 / week

1 / 24

Great rentals within 20 miles that match your search

Siena holiday apartment rental

Siena apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

1 filter does not match: Fireplace

from £148 / night

£1,035 / week

1 / 15

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