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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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£1 £750 -

Bedrooms

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  • Apartment (9)
  • Villa (3)
  • Cottage (1)
  • Townhouse (1)
  • B&B (1)

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15 Holiday homes

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Great rentals within 20 miles that match your search

Holiday villa rental

Santo Stefano villa

  • 10 bedrooms
  • 10 bathrooms
  • sleeps 20

from £626 / night

£4,383 / week

1 / 47

Great rentals within 20 miles that match your search

Montespertoli holiday apartment rental

Montespertoli apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

from £138 / night

£808 - £1,044 / week

1 / 19

Great rentals within 20 miles that match your search

Holiday apartment with shared pool in Certaldo

Certaldo apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

from £411 / night

£2,875 / week

1 / 29

Great rentals within 20 miles that match your search

Holiday apartment with shared pool in Staggia Senese

Staggia Senese apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 7

Pricing unknown

1 / 9

Great rentals within 20 miles that match your search

Holiday townhouse with swimming pool in Montespertoli

Montespertoli townhouse

  • 3 bedrooms
  • 1 bathroom
  • sleeps 6

from £143 / night

£837 - £1,074 / week

1 / 27

Great rentals within 20 miles that match your search

Holiday villa with swimming pool in Castelfiorentino

Castelfiorentino villa

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 12
17 reviews

from £422 / night

£2,954 / week

1 / 29

Great rentals within 20 miles that match your search

Montespertoli holiday apartment rental

Montespertoli apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from £133 / night

£778 - £1,034 / week

1 / 19

Great rentals within 20 miles that match your search

Holiday apartment with swimming pool in Montespertoli

Montespertoli apartment

  • 3 bedrooms
  • 1 bathroom
  • sleeps 6

from £143 / night

£837 - £1,074 / week

1 / 25

Great rentals within 20 miles that match your search

Certaldo holiday apartment rental

Certaldo apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from £372 / night

£2,599 / week

1 / 33

Great rentals within 20 miles that match your search

B&b rental in Certaldo with shared pool

Certaldo b&b

  • 1 bedroom
  • 1 bathroom
  • sleeps 3
1 review

from £180 / night

£1,255 / week

1 / 36

Great rentals within 20 miles that match your search

Holiday apartment in Certaldo

Certaldo apartment

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

from £460 / night

£3,219 / week

1 / 36

Great rentals within 20 miles that match your search

Holiday apartment with shared pool in Montespertoli

Montespertoli apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4
2 reviews

from £133 / night

£778 - £1,034 / week

1 / 19

Great rentals within 20 miles that match your search

Holiday villa in Monteriggioni

Monteriggioni villa

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 20
12 reviews

from £414 / night

£2,895 / week

1 / 46

Great rentals within 20 miles that match your search

Apartment letting in Certaldo with shared pool

Certaldo apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5
1 review

from £303 / night

£2,117 / week

1 / 35

Great rentals within 20 miles that match your search

Cottage rental in Monteguidi with swimming pool

Monteguidi cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4
23 reviews

from £197 / night

£1,379 / week

1 / 29

Great rentals within 20 miles that match your search

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Gambassi Terme holiday farmhouse rental

Gambassi Terme farmhouse

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

1 filter does not match: Trampoline

7 reviews

from £74 / night

£453 - £896 / week

1 / 25

Great rentals within 20 miles that match your search

Gambassi Terme holiday farmhouse rental

Gambassi Terme farmhouse

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

1 filter does not match: Trampoline

2 reviews

from £74 / night

£453 - £896 / week

1 / 29

Great rentals within 20 miles that match your search

Holiday farmhouse with shared pool in Gambassi Terme

Gambassi Terme farmhouse

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

1 filter does not match: Trampoline

3 reviews

from £74 / night

£453 - £896 / week

1 / 31

Great rentals within 20 miles that match your search

Holiday apartment in San Gimignano

San Gimignano apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 filter does not match: Trampoline

from £79 / night

£493 / week

1 / 4

Great rentals within 20 miles that match your search

Holiday home with shared pool in Pievescola

Pievescola house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 filter does not match: Trampoline

from £53 / night

£366 - £886 / week

1 / 15

Great rentals within 20 miles that match your search

Holiday home with shared pool in Pievescola

Pievescola house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 filter does not match: Trampoline

from £53 / night

£366 - £886 / week

1 / 15

Great rentals within 20 miles that match your search

Holiday home with shared pool in Pievescola

Pievescola house

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: Trampoline

from £64 / night

£448 - £1,138 / week

1 / 15

Great rentals within 20 miles that match your search

Holiday home with shared pool in Pievescola

Pievescola house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

1 filter does not match: Trampoline

from £86 / night

£599 - £1,332 / week

1 / 17

Great rentals within 20 miles that match your search

Ulignano holiday finca rental

Ulignano finca

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Trampoline

from £158 / night

£1,084 / week

1 / 18

Great rentals within 20 miles that match your search

Holiday home in Gambassi Terme

Gambassi Terme house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 filter does not match: Trampoline

4 reviews

from £128 / night

£690 - £1,281 / week

1 / 77

Great rentals within 20 miles that match your search

Farmhouse letting in Radicondoli with shared pool

Radicondoli farmhouse

  • 3 bedrooms
  • 6 bathrooms
  • sleeps 8

1 filter does not match: Trampoline

Pricing unknown

1 / 20

Great rentals within 20 miles that match your search

Holiday farmhouse in San Dalmazio

San Dalmazio farmhouse

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

1 filter does not match: Trampoline

2 reviews

Pricing unknown

1 / 21

Great rentals within 20 miles that match your search

Holiday apartment with shared pool in Montespertoli

Montespertoli apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 5

1 filter does not match: Trampoline

Pricing unknown

1 / 16

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

1 filter does not match: Trampoline

Pricing unknown

1 / 22

Great rentals within 20 miles that match your search

Holiday apartment in Radicondoli

Radicondoli apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 filter does not match: Trampoline

from £84 / night

£414 / week

1 / 17

Great rentals within 20 miles that match your search

Villa rental in Certaldo

Certaldo villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

1 filter does not match: Trampoline

from £128 / night

£896 / week

1 / 17

Great rentals within 20 miles that match your search

Holiday villa rental

Gambassi Terme villa

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 10

1 filter does not match: Trampoline

1 review

from £227 / night

£1,281 / week

1 / 23

Great rentals within 20 miles that match your search

Holiday apartment in Montaione

Montaione apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 filter does not match: Trampoline

from £94 / night

£655 / week

1 / 13

Great rentals within 20 miles that match your search

Holiday villa with swimming pool in Radicondoli

Radicondoli villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

1 filter does not match: Trampoline

from £239 / night

£1,517 - £2,206 / week

1 / 42

Great rentals within 20 miles that match your search

Montespertoli holiday villa rental

Montespertoli villa

  • 5 bedrooms
  • 6 bathrooms
  • sleeps 13

1 filter does not match: Trampoline

from £517 / night

£3,619 - £5,425 / week

1 / 42

Great rentals within 20 miles that match your search

Holiday villa rental

San Gimignano villa

  • 5 bedrooms
  • 6 bathrooms
  • sleeps 10

1 filter does not match: Trampoline

4 reviews

from £591 / night

£2,063 - £4,136 / week

1 / 27

Great rentals within 20 miles that match your search

Home rental in Montespertoli with swimming pool

Montespertoli house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

1 filter does not match: Trampoline

2 reviews

from £248 / night

£1,731 - £2,075 / week

1 / 39

Great rentals within 20 miles that match your search

Scandicci holiday b&b rental

Scandicci b&b

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 filter does not match: Trampoline

from £50 / night

£345 / week

1 / 7

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

1 filter does not match: Trampoline

from £119 / night

£828 / week

1 / 13

Great rentals within 20 miles that match your search

Siena holiday villa rental

Siena villa

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 7

1 filter does not match: Trampoline

2 reviews

from £99 / night

£690 - £2,344 / week

1 / 25

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