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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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  • Villa (28)
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  • Farmhouse (11)
  • Finca (1)
  • Hotel apartment (4)
  • B&B (1)

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122 Holiday homes

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Table tennis
Under 5s

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 £237 / night

£1,477 / 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 £1,231 / night

£5,909 - £9,769 / 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

£766 - £1,000 / week

1 / 22

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

£766 - £1,000 / week

1 / 28

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

£766 - £1,000 / 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
  • 2 bathrooms
  • sleeps 4

from £212 / night

£952 - £1,241 / 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 £296 / night

£1,345 - £1,861 / week

1 / 27

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 £296 / night

£1,345 - £1,861 / week

1 / 30

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 £985 / night

£6,893 / week

1 / 16

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 £296 / night

£1,345 - £1,861 / 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

£766 - £1,000 / 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 £247 / night

£1,103 - £1,482 / 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 £247 / night

£1,103 - £1,482 / week

1 / 28

Great rentals within 20 miles that match your search

Holiday apartment with shared pool in Montespertoli

Montespertoli apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 3

from £99 / night

£483 - £719 / week

1 / 27

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 £119 / night

£503 - £832 / week

1 / 29

Great rentals within 20 miles that match your search

Holiday apartment with shared pool in Montespertoli

Montespertoli apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from £158 / night

£680 - £1,015 / week

1 / 26

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 £119 / night

£512 - £818 / week

1 / 29

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 £640 / night

£3,398 - £6,726 / 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

£591 / week

1 / 52

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 £119 / night

£552 - £852 / week

1 / 27

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 £1,379 / night

£8,761 - £10,340 / week

1 / 28

Great rentals within 20 miles that match your search

Apartment rental in Montespertoli with shared pool

Montespertoli apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from £138 / night

£700 - £1,064 / week

1 / 23

Great rentals within 20 miles that match your search

Holiday apartment with shared pool in Montespertoli

Montespertoli apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £89 / night

£434 - £670 / week

1 / 26

Great rentals within 20 miles that match your search

Ulignano holiday finca rental

Ulignano finca

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from £158 / night

£1,084 / week

1 / 18

Great rentals within 20 miles that match your search

Holiday apartment with shared pool in Montespertoli

Montespertoli apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from £197 / night

£1,015 - £1,290 / week

1 / 28

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 £99 / night

£640 / week

1 / 14

Great rentals within 20 miles that match your search

Montespertoli holiday apartment rental

Montespertoli apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 5

from £89 / night

£621 / week

1 / 19

Great rentals within 20 miles that match your search

Holiday apartment with shared pool in Montespertoli

Montespertoli apartment

  • 3 bedrooms
  • 1 bathroom
  • sleeps 5
1 review

from £138 / night

£640 - £985 / week

1 / 24

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 £985 / night

£6,893 / week

1 / 7

Great rentals within 20 miles that match your search

San Gimignano holiday b&b rental

San Gimignano b&b

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from £119 / night

£828 / week

1 / 17

Great rentals within 20 miles that match your search

Holiday apartment with shared pool in Montespertoli

Montespertoli apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 5
1 review

from £148 / night

£680 - £1,064 / week

1 / 30

Great rentals within 20 miles that match your search

Holiday apartment in Tavarnelle Val di Pesa

Tavarnelle Val di Pesa apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from £99 / night

£591 / week

1 / 44

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

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 11

from £1,247 / night

£8,727 / week

1 / 55

Great rentals within 20 miles that match your search

Holiday villa rental

Cerbaia villa

  • 8 bedrooms
  • 8 bathrooms
  • sleeps 16
7 reviews

from £887 / night

£6,204 / week

1 / 40

Great rentals within 20 miles that match your search

Holiday apartment with shared pool in Montespertoli

Montespertoli apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from £99 / night

£552 - £759 / week

1 / 17

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 £985 / night

£6,893 / 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 £985 / night

£6,893 / 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 £109 / night

£690 - £828 / 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 £985 / night

£6,893 / week

1 / 9

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