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Holiday Rentals in Castel San Gimignano - Holiday Lettings - Villas

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58 Holiday homes

Great rentals within 20 miles that match your search

Montelupo Fiorentino holiday apartment rental

Montelupo Fiorentino apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from £79 / night

£549 / week

1 / 18

Great rentals within 20 miles that match your search

Apartment rental in Radicondoli

Radicondoli apartment

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 8

from £92 / night

£1,274 / week

1 / 44

Great rentals within 20 miles that match your search

Holiday apartment with shared pool in Radicondoli

Radicondoli apartment

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 6

from £138 / night

£980 / week

1 / 26

Great rentals within 20 miles that match your search

Holiday apartment in Radicondoli

Radicondoli apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from £91 / night

£637 / week

1 / 47

Great rentals within 20 miles that match your search

Farmhouse rental in Volterra with swimming pool

Volterra farmhouse

  • 9 bedrooms
  • 10 bathrooms
  • sleeps 28

from £637 / night

£3,380 - £6,690 / week

1 / 41

Great rentals within 20 miles that match your search

Holiday home in Castelnuovo Berardenga

Castelnuovo Berardenga house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from £84 / night

£588 / week

1 / 12

Great rentals within 20 miles that match your search

Montaione holiday villa rental

Montaione villa

  • 17 bedrooms
  • 16 bathrooms
  • sleeps 29

from £791 / night

£5,533 / week

1 / 42

Great rentals within 20 miles that match your search

Montaione holiday villa rental

Montaione villa

  • 17 bedrooms
  • 15 bathrooms
  • sleeps 29

from £870 / night

£5,259 - £10,388 / week

1 / 42

Great rentals within 20 miles that match your search

Holiday villa with swimming pool in Montespertoli

Montespertoli villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

Pricing unknown

1 / 20

Great rentals within 20 miles that match your search

Holiday apartment with shared pool in Montaione

Montaione apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from £142 / night

£990 / week

1 / 25

Great rentals within 20 miles that match your search

Montagnana Val di Pesa holiday villa rental

Montagnana Val di Pesa villa

  • 10 bedrooms
  • 9 bathrooms
  • sleeps 21

from £750 / night

£5,245 / week

1 / 51

Great rentals within 20 miles that match your search

Holiday apartment rental

Montespertoli apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

from £147 / night

£1,029 / week

1 / 18

Great rentals within 20 miles that match your search

Santo Stefano holiday villa rental

Santo Stefano villa

  • 17 bedrooms
  • 16 bathrooms
  • sleeps 29

from £791 / night

£5,533 / week

1 / 42

Great rentals within 20 miles that match your search

Gambassi Terme holiday private room rental

Gambassi Terme private room

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £118 / night

£823 / week

1 / 13

Great rentals within 20 miles that match your search

Montaione holiday apartment rental

Montaione apartment

  • 1 bedroom
  • 2 bathrooms
  • sleeps 3

from £54 / night

£382 - £465 / week

1 / 25

Great rentals within 20 miles that match your search

Holiday farmhouse letting

Barberino Val d'Elsa farmhouse

  • 7 bedrooms
  • 5 bathrooms
  • sleeps 14

from £902 / night

£6,308 / week

1 / 25

Great rentals within 20 miles that match your search

Holiday villa with swimming pool in Ulignano

Ulignano villa

  • 9 bedrooms
  • 11 bathrooms
  • sleeps 22

from £1,470 / night

£7,836 / week

1 / 59

Great rentals within 20 miles that match your search

San Dalmazio holiday hotel apartment rental

San Dalmazio hotel apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

Pricing unknown

1 / 16

Great rentals within 20 miles that match your search

Holiday villa in Castelfiorentino

Castelfiorentino villa

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 10

from £284 / night

£1,989 / week

1 / 26

Great rentals within 20 miles that match your search

Villa rental in Tavarnelle Val di Pesa

Tavarnelle Val di Pesa villa

  • 6 bedrooms
  • 8 bathrooms
  • sleeps 11

Pricing unknown

1 / 22

Great rentals within 20 miles that match your search

Holiday b&b rental

Montespertoli b&b

  • 2 bedrooms
  • 4 bathrooms
  • sleeps 7

Pricing unknown

1 / 9

Great rentals within 20 miles that match your search

Holiday villa with swimming pool in Montespertoli

Montespertoli villa

  • 1 bedroom
  • 2 bathrooms
  • sleeps 2

from £167 / night

£1,166 / week

1 / 20

Great rentals within 20 miles that match your search

Farmhouse letting in Barberino Val d'Elsa with shared pool

Barberino Val d'Elsa farmhouse

  • 5 bedrooms
  • 2 bathrooms
  • sleeps 6

from £123 / night

£857 / week

1 / 9

Great rentals within 20 miles that match your search

Holiday villa rental

Radicondoli villa

  • 12 bedrooms
  • 13 bathrooms
  • sleeps 24

Pricing unknown

1 / 20

Great rentals within 20 miles that match your search

Holiday apartment with shared pool in Barberino Val d'Elsa

Barberino Val d'Elsa apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 7

from £177 / night

£882 / week

1 / 8

Great rentals within 20 miles that match your search

Holiday home with shared pool in Tavarnelle Val di Pesa

Tavarnelle Val di Pesa house

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from £69 / night

£441 / week

1 / 16

Great rentals within 20 miles that match your search

Home rental in Gracciano with swimming pool

Gracciano house

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from £133 / night

£735 / week

1 / 35

Great rentals within 20 miles that match your search

Poggibonsi holiday villa rental

Poggibonsi villa

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 12

from £1,064 / night

£7,446 / week

1 / 59

Great rentals within 20 miles that match your search

San Vincenzo A Torri holiday apartment rental

San Vincenzo A Torri apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 5

from £118 / night

£823 - £1,235 / week

1 / 24

Great rentals within 20 miles that match your search

Ponte a Elsa holiday home rental

Ponte a Elsa house

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from £89 / night

£617 / week

1 / 30

Great rentals within 20 miles that match your search

Subbiano holiday farmhouse rental

Subbiano farmhouse

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 11

Pricing unknown

1 / 18

Great rentals within 20 miles that match your search

Holiday home with shared pool in Tavarnelle Val di Pesa

Tavarnelle Val di Pesa house

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from £147 / night

£588 / week

1 / 14

Great rentals within 20 miles that match your search

Holiday b&b in San Casciano in Val di Pesa

San Casciano in Val di Pesa b&b

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £108 / night

£755 / week

1 / 32

Great rentals within 20 miles that match your search

Holiday home in Tavarnelle Val di Pesa

Tavarnelle Val di Pesa house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

from £245 / night

£686 - £2,057 / week

1 / 20

Great rentals within 20 miles that match your search

Holiday apartment rental

Empoli apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

from £79 / night

£686 - £1,714 / week

1 / 53

Great rentals within 20 miles that match your search

Trecento holiday townhouse rental

Trecento townhouse

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

from £84 / night

£583 / week

1 / 24

Great rentals within 20 miles that match your search

Holiday hotel apartment with shared pool in San Dalmazio

San Dalmazio hotel apartment

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 6

Pricing unknown

1 / 16

Great rentals within 20 miles that match your search

Montaione holiday apartment rental

Montaione apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from £191 / night

£2,297 / week

1 / 16

Great rentals within 20 miles that match your search

Holiday apartment with shared pool in Montaione

Montaione apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from £133 / night

£931 / week

1 / 28

Great rentals within 20 miles that match your search

Montespertoli holiday villa rental

Montespertoli villa

  • 5 bedrooms
  • 6 bathrooms
  • sleeps 13

from £515 / night

£3,600 - £5,396 / week

1 / 42

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