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Holiday Lettings
> Europe
> Italy
> Tuscany
> Province of Siena
> San Gimignano
> Apartments and Villas in Castel San Gimignano

Holiday Rentals in Castel San Gimignano - Holiday Lettings - Villas

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  • Apartment (44)
  • Villa (16)
  • Cottage (1)
  • House (3)
  • Castle (1)
  • Townhouse (1)
  • Farmhouse (9)
  • Finca (1)
  • Hotel apartment (4)

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80 Holiday homes

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Great rentals within 20 miles that match your search

Holiday farmhouse with swimming pool in Montecastelli Pisano

Montecastelli Pisano farmhouse

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8
5 reviews

from £235 / night

£1,470 / week

1 / 45

Great rentals within 20 miles that match your search

Holiday villa with swimming pool in Siena

Siena villa

  • 7 bedrooms
  • 7 bathrooms
  • sleeps 16

from £1,228 / night

£5,893 - £9,744 / week

1 / 233

Great rentals within 20 miles that match your search

Holiday apartment with shared pool in San Casciano in Val di Pesa

San Casciano in Val di Pesa apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £128 / night

£761 - £995 / week

1 / 22

Great rentals within 20 miles that match your search

San Casciano in Val di Pesa holiday apartment rental

San Casciano in Val di Pesa apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

from £128 / night

£764 - £997 / week

1 / 26

Great rentals within 20 miles that match your search

Apartment rental in San Casciano in Val di Pesa with shared pool

San Casciano in Val di Pesa apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £128 / night

£764 - £997 / week

1 / 28

Great rentals within 20 miles that match your search

Holiday apartment with shared pool in San Casciano in Val di Pesa

San Casciano in Val di Pesa apartment

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

from £212 / night

£949 - £1,238 / week

1 / 26

Great rentals within 20 miles that match your search

Holiday apartment with shared pool in San Casciano in Val di Pesa

San Casciano in Val di Pesa apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 7

from £295 / night

£1,341 - £1,857 / week

1 / 27

Great rentals within 20 miles that match your search

Casole d'Elsa holiday apartment rental

Casole d'Elsa apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from £983 / night

£6,876 / week

1 / 16

Great rentals within 20 miles that match your search

Apartment rental in San Casciano in Val di Pesa with shared pool

San Casciano in Val di Pesa apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from £295 / night

£1,341 - £1,857 / week

1 / 30

Great rentals within 20 miles that match your search

San Casciano in Val di Pesa holiday apartment rental

San Casciano in Val di Pesa apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from £295 / night

£1,341 - £1,857 / week

1 / 33

Great rentals within 20 miles that match your search

San Casciano in Val di Pesa holiday apartment rental

San Casciano in Val di Pesa apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £128 / night

£761 - £995 / week

1 / 26

Great rentals within 20 miles that match your search

Holiday apartment with shared pool in San Casciano in Val di Pesa

San Casciano in Val di Pesa apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from £246 / night

£1,100 - £1,479 / week

1 / 26

Great rentals within 20 miles that match your search

Holiday apartment with shared pool in San Casciano in Val di Pesa

San Casciano in Val di Pesa apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from £246 / night

£1,100 - £1,479 / week

1 / 28

Great rentals within 20 miles that match your search

Farmhouse rental in Volterra with swimming pool

Volterra farmhouse

  • 9 bedrooms
  • 10 bathrooms
  • sleeps 28
2 reviews

from £637 / night

£3,380 - £6,690 / week

1 / 41

Great rentals within 20 miles that match your search

Holiday apartment with shared pool in Montaione

Montaione apartment

  • 24 bedrooms
  • 1 bathroom
  • sleeps 6

from £65 / night

£588 / week

1 / 52

Great rentals within 20 miles that match your search

Holiday villa accommodation

San Casciano in Val di Pesa villa

  • 8 bedrooms
  • 7 bathrooms
  • sleeps 15

from £1,375 / night

£8,739 - £10,313 / week

1 / 28

Great rentals within 20 miles that match your search

Ulignano holiday finca rental

Ulignano finca

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from £157 / night

£1,079 / week

1 / 18

Great rentals within 20 miles that match your search

Holiday apartment with shared pool in Casole d'Elsa

Casole d'Elsa apartment

  • 1 bedroom
  • 4 bathrooms
  • sleeps 2
2 reviews

from £98 / night

£637 / week

1 / 14

Great rentals within 20 miles that match your search

Apartment rental in Casole d'Elsa with shared pool

Casole d'Elsa apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from £983 / night

£6,876 / week

1 / 7

Great rentals within 20 miles that match your search

Holiday villa rental

Cerbaia villa

  • 8 bedrooms
  • 8 bathrooms
  • sleeps 16
7 reviews

from £884 / night

£6,188 / week

1 / 40

Great rentals within 20 miles that match your search

Holiday farmhouse with shared pool in Colle di Val d'Elsa

Colle di Val d'Elsa farmhouse

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Pricing unknown

1 / 17

Great rentals within 20 miles that match your search

Holiday apartment with shared pool in Casole d'Elsa

Casole d'Elsa apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from £983 / night

£6,876 / week

1 / 9

Great rentals within 20 miles that match your search

Apartment rental in Casole d'Elsa with shared pool

Casole d'Elsa apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from £983 / night

£6,876 / week

1 / 10

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

£688 - £825 / week

1 / 16

Great rentals within 20 miles that match your search

Casole d'Elsa holiday apartment let

Casole d'Elsa apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

from £983 / night

£6,876 / week

1 / 9

Great rentals within 20 miles that match your search

Holiday apartment in Volterra

Volterra apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4
9 reviews

from £59 / night

£412 - £508 / week

1 / 26

Great rentals within 20 miles that match your search

Holiday farmhouse with shared pool in Radicondoli

Radicondoli farmhouse

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

Pricing unknown

1 / 20

Great rentals within 20 miles that match your search

Farmhouse letting in Radicondoli with shared pool

Radicondoli farmhouse

  • 3 bedrooms
  • 6 bathrooms
  • sleeps 8

Pricing unknown

1 / 20

Great rentals within 20 miles that match your search

Holiday villa with shared pool in Gambassi Terme

Gambassi Terme villa

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

Pricing unknown

1 / 8

Great rentals within 20 miles that match your search

Holiday apartment in Siena

Siena apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

from £118 / night

£825 / week

1 / 52

Great rentals within 20 miles that match your search

Siena holiday apartment rental

Siena apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from £118 / night

£825 / week

1 / 50

Great rentals within 20 miles that match your search

Holiday home with shared pool in Gambassi Terme

Gambassi Terme house

  • 2 bedrooms
  • 4 bathrooms
  • sleeps 4

Pricing unknown

1 / 38

Great rentals within 20 miles that match your search

Siena holiday apartment let

Siena apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

from £128 / night

£894 / week

1 / 49

Great rentals within 20 miles that match your search

Apartment rental in Empoli with shared pool

Empoli apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2
1 review

from £74 / night

£806 / week

1 / 14

Great rentals within 20 miles that match your search

Holiday villa with swimming pool in Mura,Italy

Mura,Italy villa

  • 5 bedrooms
  • 6 bathrooms
  • sleeps 12

from £549 / night

£3,477 / week

1 / 27

Great rentals within 20 miles that match your search

Holiday apartment in Siena

Siena apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £108 / night

£756 / week

1 / 53

Great rentals within 20 miles that match your search

Montespertoli holiday villa rental

Montespertoli villa

  • 3 bedrooms
  • 1 bathroom
  • sleeps 6

from £221 / night

£1,417 - £2,359 / week

1 / 34

Great rentals within 20 miles that match your search

Holiday farmhouse in Radicondoli

Radicondoli farmhouse

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 10

from £343 / night

£2,400 / week

1 / 39

Great rentals within 20 miles that match your search

Holiday apartment with shared pool in Montecastelli Pisano

Montecastelli Pisano apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from £103 / night

£686 / week

1 / 36

Great rentals within 20 miles that match your search

Holiday hotel apartment with shared pool in Malmantile

Malmantile hotel apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £108 / night

£679 / week

1 / 5

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