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

Holiday homes - Holiday rentals

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  • Apartment (36)
  • Villa (15)
  • Cottage (5)
  • House (9)
  • Barn (1)
  • Townhouse (2)
  • Farmhouse (5)
  • Condo (1)
  • B&B (3)

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77 Holiday homes

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Mountain Views

Great rentals within 20 miles that match your search

Apartment accommodation in Montaione

Montaione apartment

  • 3 bedrooms
  • 1 bathroom
  • sleeps 8

from £204 / night

£1,433 / week

1 / 11

Great rentals within 20 miles that match your search

Holiday apartment with shared pool in Certaldo Alto

Certaldo Alto apartment

  • 9 bedrooms
  • 6 bathrooms
  • sleeps 18

from £573 / night

£4,008 / week

1 / 11

Great rentals within 20 miles that match your search

Holiday villa rental

Montespertoli villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 12

from £417 / night

£2,916 / week

1 / 36

Great rentals within 20 miles that match your search

Holiday villa in Altopascio

Altopascio villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from £113 / night

£630 / week

1 / 15

Great rentals within 20 miles that match your search

Villa rental in Lucardo

Lucardo villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £50 / night

£325 / week

1 / 8

Great rentals within 20 miles that match your search

Apartment rental in Certaldo with shared pool

Certaldo apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from £141 / night

£983 / week

1 / 5

Great rentals within 20 miles that match your search

Holiday cottage rental

Colle di Val d'Elsa cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

from £83 / night

£578 / week

1 / 46

Great rentals within 20 miles that match your search

Holiday apartment in Certaldo Alto

Certaldo Alto apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from £96 / night

£667 / week

1 / 33

Great rentals within 20 miles that match your search

Holiday cottage rental

Montespertoli cottage

  • 2 bedrooms
  • 4 bathrooms
  • sleeps 7

from £153 / night

£934 - £1,243 / week

1 / 15

Great rentals within 20 miles that match your search

Holiday apartment in Monteguidi

Monteguidi apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

from £114 / night

£798 / week

1 / 29

Great rentals within 20 miles that match your search

Farmhouse letting in Volterra

Volterra farmhouse

  • 1 bedroom
  • 1 bathroom
  • sleeps 5

from £89 / night

£453 / week

1 / 29

Great rentals within 20 miles that match your search

Holiday villa in San Casciano in Val di Pesa

San Casciano in Val di Pesa villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

from £1,022 / night

£7,149 / week

1 / 5

Great rentals within 20 miles that match your search

Apartment rental in San Gimignano with shared pool

San Gimignano apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

from £123 / night

£737 - £934 / week

1 / 37

Great rentals within 20 miles that match your search

Holiday apartment with shared pool in San Gimignano

San Gimignano apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from £123 / night

£737 - £973 / week

1 / 59

Great rentals within 20 miles that match your search

San Gimignano holiday b&b accommodation

San Gimignano b&b

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £79 / night

£364 / week

1 / 43

Great rentals within 20 miles that match your search

B&b rental in San Gimignano

San Gimignano b&b

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

from £79 / night

£364 / week

1 / 27

Great rentals within 20 miles that match your search

Holiday apartment in San Gimignano

San Gimignano apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 5

from £73 / night

£463 / week

1 / 9

Great rentals within 20 miles that match your search

Holiday cottage with shared pool in Poggibonsi

Poggibonsi cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from £118 / night

£786 / week

1 / 20

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

£722 - £1,788 / week

1 / 19

Great rentals within 20 miles that match your search

Holiday home in San Dalmazio

San Dalmazio house

  • 1 bedroom
  • 3 bathrooms
  • sleeps 3

from £69 / night

£354 / week

1 / 6

Great rentals within 20 miles that match your search

Home rental in Radicondoli

Radicondoli house

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from £109 / night

£758 / week

1 / 23

Great rentals within 20 miles that match your search

Castelfiorentino holiday apartment rental

Castelfiorentino apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from £68 / night

£490 - £879 / week

1 / 40

Great rentals within 20 miles that match your search

Holiday villa with swimming pool in San Gimignano

San Gimignano villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 7

from £288 / night

£2,014 / week

1 / 34

Great rentals within 20 miles that match your search

Holiday apartment in Montalcinello

Montalcinello apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £149 / night

£1,047 - £1,317 / week

1 / 10

Great rentals within 20 miles that match your search

Castelfiorentino holiday home rental

Castelfiorentino house

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

from £52 / night

£377 - £851 / week

1 / 28

Great rentals within 20 miles that match your search

Castelfiorentino holiday apartment rental

Castelfiorentino apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

from £56 / night

£404 - £688 / week

1 / 34

Great rentals within 20 miles that match your search

Holiday farmhouse with shared pool in San Gimignano

San Gimignano farmhouse

  • 1 bedroom
  • 1 bathroom
  • sleeps 2
1 review

from £69 / night

£442 - £531 / week

1 / 15

Great rentals within 20 miles that match your search

Holiday villa with swimming pool in Ulignano

Ulignano villa

  • 9 bedrooms
  • 11 bathrooms
  • sleeps 22
17 reviews

from £1,474 / night

£7,858 / week

1 / 59

Great rentals within 20 miles that match your search

Holiday townhouse with shared pool in San Gimignano

San Gimignano townhouse

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6
1 review

from £123 / night

£737 - £934 / week

1 / 60

Great rentals within 20 miles that match your search

Holiday home with shared pool in Capannino della Suvera

Capannino della Suvera house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £59 / night

£408 / week

1 / 17

Great rentals within 20 miles that match your search

Chiusdino holiday villa rental

Chiusdino villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from £118 / night

£825 / week

1 / 13

Great rentals within 20 miles that match your search

Holiday apartment in San Gimignano

San Gimignano apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4
33 reviews

from £68 / night

£462 - £737 / week

1 / 20

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

Montelupo Fiorentino holiday home rental

Montelupo Fiorentino house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from £138 / night

£786 / week

1 / 4

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

£413 - £509 / week

1 / 26

Great rentals within 20 miles that match your search

Holiday townhouse with shared pool in San Gimignano

San Gimignano townhouse

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6
1 review

from £123 / night

£737 - £934 / week

1 / 28

Great rentals within 20 miles that match your search

Holiday condo in Castelnuovo di Val di Cecina

Castelnuovo di Val di Cecina condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

from £94 / night

£570 / week

1 / 6

Great rentals within 20 miles that match your search

Cambiano holiday apartment rental

Cambiano apartment

  • 3 bedrooms
  • 1 bathroom
  • sleeps 5

from £197 / night

£1,378 / week

1 / 62

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

£622 / week

1 / 30

Great rentals within 20 miles that match your search

Holiday apartment with shared pool in Ulignano

Ulignano apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6
5 reviews

from £146 / night

£904 - £1,277 / week

1 / 28

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