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

Holiday Rentals in Castel San Gimignano - Holiday Lettings - Villas

Price per night

£1 £750 -

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  • Apartment (15)
  • Villa (2)
  • Cottage (1)
  • House (5)
  • Barn (2)
  • Farmhouse (7)
  • Condo (1)
  • B&B (1)

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34 Holiday homes

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Swing set
Horse riding

Great rentals within 20 miles that match your search

Holiday apartment with shared pool in Il Pino

Il Pino apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 2

from £381 / night

£2,661 / week

1 / 6

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

Cerreto Guidi holiday barn rental

Cerreto Guidi barn

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 7
6 reviews

from £104 / night

£724 - £1,793 / week

1 / 19

Great rentals within 20 miles that match your search

Holiday home in San Gimignano

San Gimignano house

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from £74 / night

£385 - £592 / week

1 / 5

Great rentals within 20 miles that match your search

Barberino Val d'Elsa holiday farmhouse rental

Barberino Val d'Elsa farmhouse

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Pricing unknown

1 / 24

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

Great rentals within 20 miles that match your search

Farmhouse rental in Barberino Val d'Elsa with shared pool

Barberino Val d'Elsa farmhouse

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

Pricing unknown

1 / 16

Great rentals within 20 miles that match your search

Holiday farmhouse with shared pool in Barberino Val d'Elsa

Barberino Val d'Elsa farmhouse

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

Pricing unknown

1 / 20

Great rentals within 20 miles that match your search

Holiday apartment in Volterra

Volterra apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4
9 reviews

from £60 / night

£414 - £511 / week

1 / 26

Great rentals within 20 miles that match your search

Holiday farmhouse in Barberino Val d'Elsa

Barberino Val d'Elsa farmhouse

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

Pricing unknown

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

£862 / week

1 / 9

Great rentals within 20 miles that match your search

Holiday home in San Gimignano

San Gimignano house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4
1 review

from £99 / night

£434 / week

1 / 9

Great rentals within 20 miles that match your search

Siena holiday apartment rental

Siena apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from £119 / night

£828 / week

1 / 50

Great rentals within 20 miles that match your search

Holiday apartment in Siena

Siena apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

from £119 / night

£828 / week

1 / 52

Great rentals within 20 miles that match your search

San Gimignano holiday b&b rental

San Gimignano b&b

  • 1 bedroom
  • 1 bathroom
  • sleeps 2
2 reviews

from £128 / night

£828 / week

1 / 7

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

£896 / week

1 / 49

Great rentals within 20 miles that match your search

Holiday apartment in Siena

Siena apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £109 / night

£759 / week

1 / 53

Great rentals within 20 miles that match your search

Holiday apartment in Staggia Senese

Staggia Senese apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from £94 / night

£444 / week

1 / 11

Great rentals within 20 miles that match your search

Holiday farmhouse in Radicondoli

Radicondoli farmhouse

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 10

from £345 / night

£2,414 / week

1 / 39

Great rentals within 20 miles that match your search

Holiday farmhouse in Radicondoli

Radicondoli farmhouse

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from £247 / night

£1,380 - £2,759 / week

1 / 37

Great rentals within 20 miles that match your search

Holiday condo in Mura,Italy

Mura,Italy condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 5

Pricing unknown

1 / 17

Great rentals within 20 miles that match your search

Holiday cottage with shared pool in Montespertoli

Montespertoli cottage

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 9

from £784 / night

£5,484 / week

1 / 35

Great rentals within 20 miles that match your search

Montespertoli holiday apartment rental

Montespertoli apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from £76 / night

£531 / week

1 / 12

Great rentals within 20 miles that match your search

Gambassi Terme holiday apartment rental

Gambassi Terme apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

from £247 / night

£1,528 / week

1 / 13

Great rentals within 20 miles that match your search

Apartment letting in Montespertoli with shared pool

Montespertoli apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

from £102 / night

£731 / week

1 / 12

Great rentals within 20 miles that match your search

Barberino Val d'Elsa holiday apartment rental

Barberino Val d'Elsa apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 7
1 review

from £148 / night

£1,034 / week

1 / 5

Great rentals within 20 miles that match your search

Holiday villa accommodation

Tavarnelle Val di Pesa villa

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 12

from £1,267 / night

£8,864 / week

1 / 56

Great rentals within 20 miles that match your search

Apartment rental in Montagnana Val di Pesa with shared pool, golf nearby

Montagnana Val di Pesa apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2
1 review

from £119 / night

£838 / week

1 / 15

Great rentals within 20 miles that match your search

Holiday home in Radicondoli

Radicondoli house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from £138 / night

£690 / week

1 / 38

Great rentals within 20 miles that match your search

Holiday villa with shared pool in Montespertoli

Montespertoli villa

  • 9 bedrooms
  • 10 bathrooms
  • sleeps 22
6 reviews

from £1,759 / night

£12,312 / week

1 / 40

Great rentals within 20 miles that match your search

Castelfiorentino holiday home rental

Castelfiorentino house

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 4

from £138 / night

£976 / week

1 / 14

Great rentals within 20 miles that match your search

Barn rental in Castelfiorentino with swimming pool

Castelfiorentino barn

  • 5 bedrooms
  • 7 bathrooms
  • sleeps 9
4 reviews

from £286 / night

£2,070 / week

1 / 24

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 with shared pool in Montecastelli Pisano

Montecastelli Pisano apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: Swing set

from £69 / night

£483 / week

1 / 32

Great rentals within 20 miles that match your search

Holiday apartment rental

Colle di Val d'Elsa apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

1 filter does not match: Swing set

1 review

from £99 / night

£690 - £1,114 / week

1 / 27

Great rentals within 20 miles that match your search

Holiday apartment in Colle di Val d'Elsa

Colle di Val d'Elsa apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

1 filter does not match: Swing set

from £99 / night

£690 - £1,114 / week

1 / 27

Great rentals within 20 miles that match your search

Holiday apartment in Colle di Val d'Elsa

Colle di Val d'Elsa apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 filter does not match: Swing set

from £99 / night

£690 - £1,114 / week

1 / 27

Great rentals within 20 miles that match your search

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

Colle di Val d'Elsa apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

1 filter does not match: Swing set

from £76 / night

£532 - £887 / week

1 / 23

Great rentals within 20 miles that match your search

Holiday apartment in Colle di Val d'Elsa

Colle di Val d'Elsa apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

1 filter does not match: Swing set

from £99 / night

£690 - £1,114 / week

1 / 22

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