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Holiday Rentals in Certaldo - Holiday Lettings - Villas

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37 Holiday homes

Great rentals within 20 miles that match your search

Holiday villa rental

Montespertoli villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 12

from £416 / night

£2,907 / week

1 / 36

Great rentals within 20 miles that match your search

Home rental in Impruneta

Impruneta house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from £108 / night

£686 / 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

  • 15 bedrooms
  • 15 bathrooms
  • sleeps 33

from £1,352 / night

£8,110 - £13,355 / week

1 / 29

Great rentals within 20 miles that match your search

Villa rental in Castellina In Chianti with shared pool

Castellina In Chianti villa

  • 7 bedrooms
  • 7 bathrooms
  • sleeps 14

from £486 / night

£2,909 - £5,143 / week

1 / 24

Great rentals within 20 miles that match your search

Holiday farmhouse with shared pool in San Miniato

San Miniato farmhouse

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 2

from £157 / night

£1,097 / week

1 / 26

Great rentals within 20 miles that match your search

Radda in Chianti holiday villa rental

Radda in Chianti villa

  • 5 bedrooms
  • 6 bathrooms
  • sleeps 10

from £476 / night

£3,331 / week

1 / 27

Great rentals within 20 miles that match your search

Holiday cottage with shared pool in Poggibonsi

Poggibonsi cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from £118 / night

£784 / week

1 / 20

Great rentals within 20 miles that match your search

Holiday villa rental

Castellina In Chianti villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from £296 / night

£1,859 / week

1 / 19

Great rentals within 20 miles that match your search

Holiday villa with swimming pool in San Gimignano

San Gimignano villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 7

from £287 / night

£2,008 / week

1 / 34

Great rentals within 20 miles that match your search

Holiday farmhouse with shared pool in San Gimignano

San Gimignano farmhouse

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £69 / night

£441 - £529 / week

1 / 15

Great rentals within 20 miles that match your search

Holiday townhouse with shared pool in San Gimignano

San Gimignano townhouse

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from £123 / night

£735 - £931 / week

1 / 60

Great rentals within 20 miles that match your search

Montefioralle holiday apartment rental

Montefioralle apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from £91 / night

£602 / week

1 / 14

Great rentals within 20 miles that match your search

Holiday apartment with shared pool in Montagnana Val di Pesa

Montagnana Val di Pesa apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from £108 / night

£686 - £823 / week

1 / 16

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 £485 / night

£2,909 - £5,740 / week

1 / 38

Great rentals within 20 miles that match your search

Greve in Chianti holiday villa rental

Greve in Chianti villa

  • 5 bedrooms
  • 8 bathrooms
  • sleeps 10

from £441 / night

£2,449 - £4,604 / week

1 / 43

Great rentals within 20 miles that match your search

Greve in Chianti holiday home rental

Greve in Chianti house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 5

from £138 / night

£686 - £1,274 / week

1 / 36

Great rentals within 20 miles that match your search

Holiday home in Greve in Chianti

Greve in Chianti house

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 5

from £138 / night

£686 - £1,274 / week

1 / 34

Great rentals within 20 miles that match your search

Holiday townhouse with shared pool in San Gimignano

San Gimignano townhouse

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

from £123 / night

£735 - £931 / week

1 / 28

Great rentals within 20 miles that match your search

Holiday home with shared pool in Greve in Chianti

Greve in Chianti house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from £138 / night

£686 - £1,274 / week

1 / 37

Great rentals within 20 miles that match your search

Greve in Chianti holiday villa rental

Greve in Chianti villa

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 10

from £637 / night

£4,457 / week

1 / 37

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 £147 / night

£897 / week

1 / 13

Great rentals within 20 miles that match your search

Greve in Chianti holiday villa rental

Greve in Chianti villa

  • 8 bedrooms
  • 9 bathrooms
  • sleeps 17

from £406 / night

£2,841 - £5,877 / week

1 / 33

Great rentals within 20 miles that match your search

Collegalli holiday apartment rental

Collegalli apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

from £177 / night

£1,225 / week

1 / 18

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 11

from £560 / night

£3,918 / week

1 / 15

Great rentals within 20 miles that match your search

Cottage rental in Castellina In Chianti with shared pool

Castellina In Chianti cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

from £233 / night

£1,511 / week

1 / 17

Great rentals within 20 miles that match your search

Holiday apartment in San Miniato

San Miniato apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

from £54 / night

£377 / week

1 / 59

Great rentals within 20 miles that match your search

Holiday villa in San Donato in Poggio

San Donato in Poggio villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 12

from £490 / night

£3,135 / week

1 / 52

Great rentals within 20 miles that match your search

Apartment rental in San Miniato with golf nearby

San Miniato apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from £79 / night

£549 / week

1 / 9

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

£960 / week

1 / 28

Great rentals within 20 miles that match your search

Holiday home rental

Greve in Chianti house

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 6

from £128 / night

£686 - £1,274 / week

1 / 34

Great rentals within 20 miles that match your search

Home letting in Impruneta

Impruneta house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

from £194 / night

£1,358 / week

1 / 48

Great rentals within 20 miles that match your search

Holiday villa with swimming pool in Greve in Chianti

Greve in Chianti villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

from £177 / night

£1,235 - £1,714 / week

1 / 55

Great rentals within 20 miles that match your search

Campoli in Chianti holiday farmhouse accommodation

Campoli in Chianti farmhouse

  • 1 bedroom
  • 1 bathroom
  • sleeps 5

from £138 / night

£882 / week

1 / 12

Great rentals within 20 miles that match your search

Castelfalfi holiday villa rental

Castelfalfi villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 16

from £735 / night

£7,591 - £10,334 / week

1 / 61

Great rentals within 20 miles that match your search

Holiday home rental

Castelfalfi house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

from £159 / night

£1,111 / week

1 / 29

Great rentals within 20 miles that match your search

Apartment rental in San Gimignano

San Gimignano apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 3

from £83 / night

£549 / week

1 / 64

Great rentals within 20 miles that match your search

Holiday farmhouse rental

Montespertoli farmhouse

  • 8 bedrooms
  • 5 bathrooms
  • sleeps 8

from £980 / night

£6,857 / week

1 / 27

Great rentals within 20 miles that match your search

These homes match some but not all of your filters.

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Home rental in San Gimignano with swimming pool

San Gimignano house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Mountain Views

from £382 / night

£2,352 / week

1 / 19

Great rentals within 20 miles that match your search

Greve in Chianti holiday apartment rental

Greve in Chianti apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 filter does not match: Mountain Views

from £74 / night

£515 / week

1 / 14

Great rentals within 20 miles that match your search

Holiday apartment with shared pool in San Donato in Poggio

San Donato in Poggio apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

1 filter does not match: Mountain Views

from £103 / night

£564 - £902 / week

1 / 26

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