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Villas in San Gimignano and Apartments - Holiday Lettings - Holiday Rentals San Gimignano

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22 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

Holiday apartment letting

Saline di Volterra apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 7

from £196 / night

£2,890 / week

1 / 26

Great rentals within 20 miles that match your search

Holiday villa with swimming pool in Montaione

Montaione villa

  • 11 bedrooms
  • 11 bathrooms
  • sleeps 22

from £792 / night

£4,779 - £10,182 / week

1 / 28

Great rentals within 20 miles that match your search

Holiday villa with swimming pool in Montaione

Montaione villa

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 12

from £673 / night

£4,080 - £7,542 / week

1 / 47

Great rentals within 20 miles that match your search

Holiday villa in Certaldo

Certaldo villa

  • 9 bedrooms
  • 10 bathrooms
  • sleeps 18

from £459 / night

£3,210 / week

1 / 110

Great rentals within 20 miles that match your search

Holiday villa with swimming pool in Montespertoli

Montespertoli villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from £175 / night

£1,225 / week

1 / 15

Great rentals within 20 miles that match your search

Holiday villa rental

Montaione villa

  • 8 bedrooms
  • 8 bathrooms
  • sleeps 16

from £668 / night

£3,963 - £9,805 / week

1 / 58

Great rentals within 20 miles that match your search

Holiday apartment rental

San Donato in Poggio apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from £157 / night

£1,029 - £1,538 / week

1 / 29

Great rentals within 20 miles that match your search

Certaldo holiday villa rental

Certaldo villa

  • 9 bedrooms
  • 10 bathrooms
  • sleeps 19

from £459 / night

£3,210 / week

1 / 108

Great rentals within 20 miles that match your search

Holiday villa in Palaia

Palaia villa

  • 8 bedrooms
  • 7 bathrooms
  • sleeps 14

from £1,120 / night

£7,836 / week

1 / 20

Great rentals within 20 miles that match your search

Holiday villa in Forcoli

Forcoli villa

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 6

from £662 / night

£4,604 / week

1 / 20

Great rentals within 20 miles that match your search

Holiday villa with swimming pool in Montaione

Montaione villa

  • 17 bedrooms
  • 14 bathrooms
  • sleeps 29

from £1,150 / night

£7,186 - £12,534 / week

1 / 23

Great rentals within 20 miles that match your search

Holiday villa in Palaia

Palaia villa

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 9

from £441 / night

£3,086 / week

1 / 24

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

Holiday apartment rental

San Donato in Poggio apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £74 / night

£392 / week

1 / 25

Great rentals within 20 miles that match your search

Holiday villa in Certaldo

Certaldo villa

  • 9 bedrooms
  • 10 bathrooms
  • sleeps 18

from £510 / night

£3,526 - £9,599 / week

1 / 45

Great rentals within 20 miles that match your search

Holiday villa accommodation

Tavarnelle Val di Pesa villa

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 12

from £1,260 / night

£8,817 / week

1 / 56

Great rentals within 20 miles that match your search

Castelfalfi holiday villa rental

Castelfalfi villa

  • 6 bedrooms
  • 7 bathrooms
  • sleeps 12

from £1,679 / night

£11,754 - £17,631 / week

1 / 45

Great rentals within 20 miles that match your search

Holiday home rental

Volterra house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

from £637 / night

£4,457 / week

1 / 53

Great rentals within 20 miles that match your search

Florence holiday villa rental

Florence villa

  • 18 bedrooms
  • 16 bathrooms
  • sleeps 40

from £2,939 / night

£20,569 / week

1 / 122

Great rentals within 20 miles that match your search

Holiday apartment in Poggibonsi

Poggibonsi apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 12

from £152 / night

£1,063 - £2,983 / week

1 / 43

Great rentals within 20 miles that match your search

Holiday villa rental

Tavarnelle Val di Pesa villa

  • 6 bedrooms
  • 8 bathrooms
  • sleeps 14

from £1,679 / night

£11,754 - £14,594 / week

1 / 61

Great rentals within 20 miles that match your search

These homes match some but not all of your filters.

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Holiday apartment in Tavarnelle Val di Pesa

Tavarnelle Val di Pesa apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 filter does not match: Heated pool

from £44 / night

£275 - £412 / week

1 / 15

Great rentals within 20 miles that match your search

Holiday home in Montecatini Alto

Montecatini Alto house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 filter does not match: Heated pool

from £28 / night

£172 / week

1 / 5

Great rentals within 20 miles that match your search

Holiday b&b in Certaldo

Certaldo b&b

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

1 filter does not match: Heated pool

from £89 / night

£617 / week

1 / 21

Great rentals within 20 miles that match your search

Holiday b&b rental

Certaldo b&b

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 filter does not match: Heated pool

from £89 / night

£617 / week

1 / 18

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 2

1 filter does not match: Heated pool

from £89 / night

£490 - £657 / week

1 / 21

Great rentals within 20 miles that match your search

Holiday studio with shared pool in San Donato in Poggio

San Donato in Poggio studio

  • Studio
  • 1 bathroom
  • sleeps 2

1 filter does not match: Heated pool

from £58 / night

£402 - £539 / week

1 / 23

Great rentals within 20 miles that match your search

Holiday apartment rental

San Donato in Poggio apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 filter does not match: Heated pool

from £93 / night

£529 - £735 / week

1 / 19

Great rentals within 20 miles that match your search

Holiday apartment rental

San Donato in Poggio apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

1 filter does not match: Heated pool

from £147 / night

£784 - £1,146 / week

1 / 25

Great rentals within 20 miles that match your search

Holiday apartment rental

San Donato in Poggio apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 filter does not match: Heated pool

from £138 / night

£784 - £1,156 / week

1 / 22

Great rentals within 20 miles that match your search

Holiday apartment rental

San Donato in Poggio apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 7

1 filter does not match: Heated pool

from £173 / night

£1,205 - £1,763 / week

1 / 32

Great rentals within 20 miles that match your search

Holiday apartment rental

San Donato in Poggio apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 filter does not match: Heated pool

from £89 / night

£490 - £657 / week

1 / 23

Great rentals within 20 miles that match your search

Holiday apartment rental

San Donato in Poggio apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 filter does not match: Heated pool

from £89 / night

£490 - £657 / week

1 / 23

Great rentals within 20 miles that match your search

Holiday apartment rental

San Donato in Poggio apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 filter does not match: Heated pool

from £108 / night

£588 - £882 / week

1 / 27

Great rentals within 20 miles that match your search

Villa letting in Fabbrica with swimming pool

Fabbrica villa

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 13

1 filter does not match: Heated pool

from £1,225 / night

£3,526 - £7,053 / week

1 / 32

Great rentals within 20 miles that match your search

Holiday villa with swimming pool in Montelopio

Montelopio villa

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 11

1 filter does not match: Heated pool

from £1,323 / night

£3,771 - £7,405 / week

1 / 29

Great rentals within 20 miles that match your search

Holiday apartment with shared pool in Montespertoli

Montespertoli apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 filter does not match: Heated pool

from £96 / night

£637 - £872 / week

1 / 21

Great rentals within 20 miles that match your search

Holiday apartment with shared pool in Montespertoli

Montespertoli apartment

  • 1 bedroom
  • 2 bathrooms
  • sleeps 2

1 filter does not match: Heated pool

from £59 / night

£343 / week

1 / 15

Great rentals within 20 miles that match your search

Montopoli in Val d'Arno holiday home rental

Montopoli in Val d'Arno house

  • 10 bedrooms
  • 7 bathrooms
  • sleeps 21

1 filter does not match: Heated pool

from £365 / night

£2,554 / week

1 / 28

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