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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 (29)
  • Villa (15)
  • Cottage (2)
  • House (3)
  • Barn (1)
  • Farmhouse (3)
  • Condo (1)
  • Private room (1)
  • B&B (2)
  • Hotel apartment (1)

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29 Holiday homes

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Ceiling Fans

Great rentals within 20 miles that match your search

Holiday apartment in Certaldo

Certaldo apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from £92 / night

£640 / week

1 / 8

Great rentals within 20 miles that match your search

San Gimignano holiday apartment rental

San Gimignano apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4
3 reviews

from £69 / night

£503 - £668 / week

1 / 63

Great rentals within 20 miles that match your search

Apartment rental in Gambassi Terme with swimming pool

Gambassi Terme apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from £99 / night

£690 / week

1 / 31

Great rentals within 20 miles that match your search

Holiday apartment in Montagnana Val di Pesa

Montagnana Val di Pesa apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

from £148 / night

£985 / week

1 / 24

Great rentals within 20 miles that match your search

Holiday apartment in Empoli

Empoli apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £97 / night

£808 / week

1 / 12

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

£808 / week

1 / 14

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 £104 / night

£690 / week

1 / 36

Great rentals within 20 miles that match your search

Montaione holiday apartment rental

Montaione apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from £192 / night

£2,310 / week

1 / 16

Great rentals within 20 miles that match your search

Montecastelli Pisano holiday apartment rental

Montecastelli Pisano apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from £74 / night

£493 / week

1 / 38

Great rentals within 20 miles that match your search

Holiday apartment with shared pool in Montecastelli Pisano

Montecastelli Pisano apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

from £94 / night

£621 / week

1 / 38

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

Apartment letting in Montespertoli with shared pool

Montespertoli apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

from £138 / night

£985 / week

1 / 14

Great rentals within 20 miles that match your search

Holiday apartment with shared pool in Montespertoli

Montespertoli apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

from £296 / night

£1,674 / week

1 / 14

Great rentals within 20 miles that match your search

Holiday apartment with shared pool in Montecastelli Pisano

Montecastelli Pisano apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from £74 / night

£493 / week

1 / 34

Great rentals within 20 miles that match your search

Holiday apartment with shared pool in Montecastelli Pisano

Montecastelli Pisano apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from £79 / night

£522 / week

1 / 36

Great rentals within 20 miles that match your search

Apartment letting in Montecastelli Pisano with shared pool

Montecastelli Pisano apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from £79 / night

£524 / week

1 / 37

Great rentals within 20 miles that match your search

Holiday apartment with shared pool in Montecastelli Pisano

Montecastelli Pisano apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

from £84 / night

£557 / week

1 / 37

Great rentals within 20 miles that match your search

Holiday apartment rental

Castelfiorentino apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 7
5 reviews

from £114 / night

£713 - £1,687 / week

1 / 21

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

Montespertoli holiday apartment rental

Montespertoli apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £296 / night

£1,674 / week

1 / 12

Great rentals within 20 miles that match your search

Montespertoli holiday apartment rental

Montespertoli apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6
2 reviews

from £102 / night

£710 / week

1 / 14

Great rentals within 20 miles that match your search

Holiday apartment rental

Certaldo Alto apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6
10 reviews

from £74 / night

£493 - £916 / week

1 / 88

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

£837 / week

1 / 15

Great rentals within 20 miles that match your search

San Gimignano holiday apartment rental

San Gimignano apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5
1 review

from £148 / night

£591 / week

1 / 20

Great rentals within 20 miles that match your search

Apartment rental in Colle di Val d'Elsa with shared pool

Colle di Val d'Elsa apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4
2 reviews

from £119 / night

£828 / week

1 / 9

Great rentals within 20 miles that match your search

San Gimignano holiday apartment rental

San Gimignano apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4
5 reviews

from £64 / night

£503 - £627 / week

1 / 42

Great rentals within 20 miles that match your search

Apartment rental in San Gimignano

San Gimignano apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 3
2 reviews

from £83 / night

£549 / week

1 / 64

Great rentals within 20 miles that match your search

Holiday apartment in Monteguidi

Monteguidi apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4
1 review

from £71 / night

£493 / week

1 / 28

Great rentals within 20 miles that match your search

Castelfiorentino holiday apartment rental

Castelfiorentino apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 7
10 reviews

from £116 / night

£726 - £1,861 / week

1 / 23

Great rentals within 20 miles that match your search

These homes match some but not all of your filters.

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Holiday private room with shared pool in San Gimignano

San Gimignano private room

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: Property type

from £176 / night

£1,227 / week

1 / 13

Great rentals within 20 miles that match your search

Holiday b&b rental

Certaldo b&b

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 2

1 filter does not match: Property type

from £35 / night

£242 - £345 / week

1 / 47

Great rentals within 20 miles that match your search

Certaldo holiday villa let

Certaldo villa

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 30

1 filter does not match: Property type

from £2,580 / night

£18,060 / week

1 / 56

Great rentals within 20 miles that match your search

San Gimignano holiday condo rental

San Gimignano condo

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 filter does not match: Property type

from £138 / night

£965 / week

1 / 14

Great rentals within 20 miles that match your search

Holiday villa rental

Gambassi Terme villa

  • 14 bedrooms
  • 8 bathrooms
  • sleeps 30

1 filter does not match: Property type

from £667 / night

£4,667 / week

1 / 58

Great rentals within 20 miles that match your search

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

San Casciano in Val di Pesa villa

  • 5 bedrooms
  • 6 bathrooms
  • sleeps 18

1 filter does not match: Property type

29 reviews

from £788 / night

£5,515 / week

1 / 36

Great rentals within 20 miles that match your search

Holiday home with shared pool in Empoli

Empoli house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 filter does not match: Property type

from £127 / night

£965 / week

1 / 17

Great rentals within 20 miles that match your search

Holiday hotel apartment in Empoli

Empoli hotel apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

1 filter does not match: Property type

3 reviews

from £187 / night

£965 / week

1 / 18

Great rentals within 20 miles that match your search

Holiday villa in Ginestra Fiorentina

Ginestra Fiorentina villa

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 11

1 filter does not match: Property type

from £508 / night

£3,550 / week

1 / 39

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

1 filter does not match: Property type

from £119 / night

£828 / week

1 / 17

Great rentals within 20 miles that match your search

Holiday farmhouse in Radicondoli

Radicondoli farmhouse

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 10

1 filter does not match: Property type

from £345 / night

£2,413 / week

1 / 39

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