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Holiday homes - Holiday rentals

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38 Holiday homes

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Great rentals within 20 miles that match your search

Holiday villa rental

Montaione villa

  • 10 bedrooms
  • 10 bathrooms
  • sleeps 20

from £625 / night

£4,376 / week

1 / 47

Great rentals within 20 miles that match your search

Holiday villa rental

Santo Stefano villa

  • 10 bedrooms
  • 10 bathrooms
  • sleeps 20

from £625 / night

£4,376 / week

1 / 47

Great rentals within 20 miles that match your search

Holiday villa with shared pool in Castellina In Chianti

Castellina In Chianti villa

  • 15 bedrooms
  • 15 bathrooms
  • sleeps 33

from £1,357 / night

£8,141 - £13,405 / week

1 / 29

Great rentals within 20 miles that match your search

Holiday apartment with shared pool in Castellina In Chianti

Castellina In Chianti apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from £236 / night

£1,416 - £1,711 / week

1 / 30

Great rentals within 20 miles that match your search

Holiday apartment in Montopoli in Val d'Arno

Montopoli in Val d'Arno apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from £104 / night

£723 / week

1 / 13

Great rentals within 20 miles that match your search

Castellina In Chianti holiday apartment rental

Castellina In Chianti apartment

  • 5 bedrooms
  • 1 bathroom
  • sleeps 5

from £246 / night

£1,721 / week

1 / 10

Great rentals within 20 miles that match your search

Montespertoli holiday apartment rental

Montespertoli apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

from £138 / night

£807 - £1,043 / week

1 / 19

Great rentals within 20 miles that match your search

Castellina In Chianti holiday apartment rental

Castellina In Chianti apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from £212 / night

£1,269 - £2,094 / week

1 / 21

Great rentals within 20 miles that match your search

Holiday villa with shared pool in Castellina In Chianti

Castellina In Chianti villa

  • 7 bedrooms
  • 7 bathrooms
  • sleeps 14

from £487 / night

£2,920 - £5,761 / week

1 / 38

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

Holiday villa with swimming pool in Collegalli

Collegalli villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 9

from £315 / night

£2,203 / week

1 / 35

Great rentals within 20 miles that match your search

Montespertoli holiday apartment rental

Montespertoli apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

from £138 / night

£807 - £1,043 / week

1 / 19

Great rentals within 20 miles that match your search

Holiday apartment with shared pool in Certaldo

Certaldo apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

from £410 / night

£2,870 / week

1 / 29

Great rentals within 20 miles that match your search

Holiday apartment with shared pool in Staggia Senese

Staggia Senese apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 7

Pricing unknown

1 / 9

Great rentals within 20 miles that match your search

Holiday cottage with shared pool in Castellina In Chianti

Castellina In Chianti cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £148 / night

£900 - £1,210 / week

1 / 31

Great rentals within 20 miles that match your search

Sovicille holiday villa rental

Sovicille villa

  • 8 bedrooms
  • 7 bathrooms
  • sleeps 20

from £785 / night

£4,911 / week

1 / 47

Great rentals within 20 miles that match your search

Marti holiday apartment rental

Marti apartment

  • 1 bedroom
  • 2 bathrooms
  • sleeps 7

from £148 / night

£1,180 / week

1 / 42

Great rentals within 20 miles that match your search

Holiday townhouse with swimming pool in Montespertoli

Montespertoli townhouse

  • 3 bedrooms
  • 1 bathroom
  • sleeps 6

from £143 / night

£836 - £1,072 / week

1 / 27

Great rentals within 20 miles that match your search

Holiday apartment accommodation

Volterra apartment

  • 3 bedrooms
  • 1 bathroom
  • sleeps 7

from £106 / night

£741 - £1,551 / week

1 / 82

Great rentals within 20 miles that match your search

Holiday villa with swimming pool in Castelfiorentino

Castelfiorentino villa

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 12

from £422 / night

£2,950 / week

1 / 29

Great rentals within 20 miles that match your search

Montespertoli holiday apartment rental

Montespertoli apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from £133 / night

£777 - £1,033 / week

1 / 19

Great rentals within 20 miles that match your search

Holiday apartment with swimming pool in Montespertoli

Montespertoli apartment

  • 3 bedrooms
  • 1 bathroom
  • sleeps 6

from £143 / night

£836 - £1,072 / week

1 / 25

Great rentals within 20 miles that match your search

Certaldo holiday apartment rental

Certaldo apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from £371 / night

£2,595 / week

1 / 33

Great rentals within 20 miles that match your search

B&b rental in Certaldo with shared pool

Certaldo b&b

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

from £179 / night

£1,253 / week

1 / 36

Great rentals within 20 miles that match your search

Holiday apartment in Certaldo

Certaldo apartment

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

from £460 / night

£3,214 / week

1 / 36

Great rentals within 20 miles that match your search

Holiday farmhouse with shared pool, golf nearby in Volterra

Volterra farmhouse

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from £70 / night

£492 - £934 / week

1 / 49

Great rentals within 20 miles that match your search

Holiday apartment with shared pool in Montespertoli

Montespertoli apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from £133 / night

£777 - £1,033 / week

1 / 19

Great rentals within 20 miles that match your search

Holiday villa in Monteriggioni

Monteriggioni villa

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 20

from £413 / night

£2,891 / week

1 / 46

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

from £246 / night

£1,475 / week

1 / 21

Great rentals within 20 miles that match your search

Farmhouse rental in Volterra with shared pool, golf nearby

Volterra farmhouse

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from £70 / night

£492 - £983 / week

1 / 65

Great rentals within 20 miles that match your search

Apartment letting in Certaldo with shared pool

Certaldo apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

from £302 / night

£2,113 / week

1 / 35

Great rentals within 20 miles that match your search

Holiday apartment in Poggibonsi

Poggibonsi apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 12

from £153 / night

£1,067 - £2,994 / week

1 / 43

Great rentals within 20 miles that match your search

Holiday farmhouse rental

Volterra farmhouse

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 7

from £88 / night

£617 - £1,368 / week

1 / 79

Great rentals within 20 miles that match your search

Holiday farmhouse with shared pool, golf nearby in Volterra

Volterra farmhouse

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 7

from £106 / night

£741 - £1,551 / week

1 / 82

Great rentals within 20 miles that match your search

Farmhouse rental in Volterra with shared pool, golf nearby

Volterra farmhouse

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from £70 / night

£492 - £983 / week

1 / 64

Great rentals within 20 miles that match your search

Holiday farmhouse with shared pool, golf nearby in Volterra

Volterra farmhouse

  • 2 bedrooms
  • 1 bathroom
  • sleeps 7

from £88 / night

£617 - £1,368 / week

1 / 74

Great rentals within 20 miles that match your search

Holiday farmhouse with shared pool, golf nearby in Volterra

Volterra farmhouse

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from £70 / night

£492 - £934 / week

1 / 49

Great rentals within 20 miles that match your search

Cottage rental in Monteguidi with swimming pool

Monteguidi cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from £197 / night

£1,377 / week

1 / 29

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