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Holiday Rentals in Castel San Gimignano - Holiday Lettings - Villas

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35 Holiday homes

Great rentals within 20 miles that match your search

Holiday villa with swimming pool in Montaione

Montaione villa

  • 11 bedrooms
  • 11 bathrooms
  • sleeps 22

from £796 / night

£4,805 - £10,236 / week

1 / 28

Great rentals within 20 miles that match your search

Holiday villa with swimming pool in Montaione

Montaione villa

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 12

from £677 / night

£4,102 - £7,583 / week

1 / 47

Great rentals within 20 miles that match your search

Holiday villa in Certaldo

Certaldo villa

  • 9 bedrooms
  • 10 bathrooms
  • sleeps 18

from £461 / night

£3,227 / week

1 / 110

Great rentals within 20 miles that match your search

Villa rental in Montespertoli

Montespertoli villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 12

from £418 / night

£2,923 / week

1 / 32

Great rentals within 20 miles that match your search

Holiday villa with swimming pool in Montespertoli

Montespertoli villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from £176 / night

£1,231 / week

1 / 15

Great rentals within 20 miles that match your search

Holiday villa in Tavarnelle Val di Pesa

Tavarnelle Val di Pesa villa

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 12

from £1,337 / night

£9,355 / week

1 / 52

Great rentals within 20 miles that match your search

Holiday villa in San Miniato

San Miniato villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from £197 / night

£1,281 / week

1 / 17

Great rentals within 20 miles that match your search

Holiday villa rental

Gambassi Terme villa

  • 14 bedrooms
  • 8 bathrooms
  • sleeps 30

from £667 / night

£4,667 / week

1 / 58

Great rentals within 20 miles that match your search

Holiday villa rental

Montaione villa

  • 8 bedrooms
  • 8 bathrooms
  • sleeps 16

from £672 / night

£3,984 - £9,857 / week

1 / 58

Great rentals within 20 miles that match your search

Holiday villa in Mercatale di Val di Pesa

Mercatale di Val di Pesa villa

  • 8 bedrooms
  • 9 bathrooms
  • sleeps 16

from £3,969 / night

£27,778 / week

1 / 34

Great rentals within 20 miles that match your search

Holiday home rental

San Gimignano house

  • 7 bedrooms
  • 8 bathrooms
  • sleeps 20

from £1,182 / night

£8,272 / week

1 / 30

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

Montespertoli holiday villa rental

Montespertoli villa

  • 5 bedrooms
  • 6 bathrooms
  • sleeps 10

from £690 / night

£4,825 / week

1 / 27

Great rentals within 20 miles that match your search

Holiday villa in Sant'Appiano

Sant'Appiano villa

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 7

from £541 / night

£3,785 / week

1 / 46

Great rentals within 20 miles that match your search

Holiday villa in Ginestra Fiorentina

Ginestra Fiorentina villa

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 11

from £508 / night

£3,550 / week

1 / 39

Great rentals within 20 miles that match your search

Holiday villa in Castelfiorentino

Castelfiorentino villa

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 10

from £286 / night

£1,999 / week

1 / 26

Great rentals within 20 miles that match your search

Holiday villa in Montefalconi

Montefalconi villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

from £436 / night

£3,047 / week

1 / 43

Great rentals within 20 miles that match your search

Certaldo holiday villa rental

Certaldo villa

  • 9 bedrooms
  • 10 bathrooms
  • sleeps 19

from £461 / night

£3,227 / week

1 / 108

Great rentals within 20 miles that match your search

Holiday home with swimming pool in Barberino Val d'Elsa

Barberino Val d'Elsa house

  • 8 bedrooms
  • 6 bathrooms
  • sleeps 18

from £444 / night

£2,509 - £5,515 / week

1 / 46

Great rentals within 20 miles that match your search

Empoli holiday villa rental

Empoli villa

  • 5 bedrooms
  • 7 bathrooms
  • sleeps 10

from £1,024 / night

£7,162 / week

1 / 55

Great rentals within 20 miles that match your search

Holiday villa with swimming pool in Montaione

Montaione villa

  • 17 bedrooms
  • 14 bathrooms
  • sleeps 29

from £1,156 / night

£7,224 - £12,601 / week

1 / 23

Great rentals within 20 miles that match your search

Holiday villa in Pancole

Pancole villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 10

from £913 / night

£6,390 / week

1 / 47

Great rentals within 20 miles that match your search

Holiday villa with swimming pool in Sammontana

Sammontana villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

from £844 / night

£5,908 / week

1 / 50

Great rentals within 20 miles that match your search

Holiday villa in San Benedetto

San Benedetto villa

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 8

from £551 / night

£3,854 / week

1 / 46

Great rentals within 20 miles that match your search

Home rental in Montegufoni

Montegufoni house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from £217 / night

£1,517 / week

1 / 23

Great rentals within 20 miles that match your search

Holiday villa in Certaldo

Certaldo villa

  • 9 bedrooms
  • 10 bathrooms
  • sleeps 18

from £512 / night

£3,545 - £9,650 / week

1 / 45

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

£8,865 / week

1 / 56

Great rentals within 20 miles that match your search

Holiday villa in Montelupo Fiorentino

Montelupo Fiorentino villa

  • 8 bedrooms
  • 8 bathrooms
  • sleeps 17

from £276 / night

£1,822 - £3,447 / week

1 / 24

Great rentals within 20 miles that match your search

Florence holiday villa rental

Florence villa

  • 18 bedrooms
  • 16 bathrooms
  • sleeps 40

from £2,954 / night

£20,679 / week

1 / 122

Great rentals within 20 miles that match your search

Holiday apartment in Poggibonsi

Poggibonsi apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 12

from £153 / night

£1,069 - £2,999 / week

1 / 43

Great rentals within 20 miles that match your search

Siena holiday villa rental

Siena villa

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 7

from £99 / night

£690 - £2,344 / week

1 / 25

Great rentals within 20 miles that match your search

Holiday villa rental

Tavarnelle Val di Pesa villa

  • 6 bedrooms
  • 8 bathrooms
  • sleeps 14

from £1,688 / night

£11,817 - £14,672 / week

1 / 61

Great rentals within 20 miles that match your search

Holiday villa in Sammontana

Sammontana villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from £282 / night

£1,972 / week

1 / 18

Great rentals within 20 miles that match your search

Villa rental in Sammontana

Sammontana villa

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 11

from £521 / night

£3,647 / week

1 / 29

Great rentals within 20 miles that match your search

Holiday villa with swimming pool in Ulignano

Ulignano villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

from £136 / night

£1,617 - £12,211 / week

1 / 38

Great rentals within 20 miles that match your search

These homes match some but not all of your filters.

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Holiday villa rental

Montespertoli villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 12

1 filter does not match: Under 5s

from £418 / night

£2,923 / week

1 / 36

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

1 filter does not match: Private outdoor pool (heated)

from £68 / night

£476 / week

1 / 12

Great rentals within 20 miles that match your search

Holiday apartment rental

Gambassi Terme apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: Private outdoor pool (heated)

from £59 / night

£394 / week

1 / 27

Great rentals within 20 miles that match your search

Holiday apartment with shared pool in Barberino Val d'Elsa

Barberino Val d'Elsa apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 filter does not match: Private outdoor pool (heated)

from £158 / night

£1,103 / week

1 / 11

Great rentals within 20 miles that match your search

Casole d'Elsa holiday home rental

Casole d'Elsa house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

1 filter does not match: Private outdoor pool (heated)

from £212 / night

£1,482 / week

1 / 34

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