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Holiday Rentals in Castel San Gimignano - Holiday Lettings - Villas

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17 Holiday homes

Great rentals within 20 miles that match your search

Holiday villa rental

Montespertoli villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 12

from £419 / night

£2,927 / week

1 / 36

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 £797 / night

£4,812 - £10,252 / 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 £678 / night

£4,108 - £7,594 / 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 £462 / night

£3,232 / week

1 / 110

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 £177 / night

£1,233 / week

1 / 15

Great rentals within 20 miles that match your search

Holiday villa rental

Montaione villa

  • 8 bedrooms
  • 8 bathrooms
  • sleeps 16

from £673 / night

£3,991 - £9,872 / week

1 / 58

Great rentals within 20 miles that match your search

Holiday villa in Castelfiorentino

Castelfiorentino villa

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 10

from £286 / night

£2,002 / week

1 / 26

Great rentals within 20 miles that match your search

Certaldo holiday villa rental

Certaldo villa

  • 9 bedrooms
  • 10 bathrooms
  • sleeps 19

from £462 / night

£3,232 / 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

£2,513 - £5,523 / week

1 / 46

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 £1,158 / night

£7,235 - £12,620 / 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 £513 / night

£3,551 - £9,665 / 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 £1,269 / night

£8,878 / 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 £277 / night

£1,825 - £3,452 / 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 £2,959 / night

£20,711 / 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

£1,070 - £3,003 / 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

£691 - £2,348 / 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 £1,691 / night

£11,835 - £14,695 / week

1 / 61

Great rentals within 20 miles that match your search

These homes match some but not all of your filters.

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Villa rental in Montespertoli

Montespertoli villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 12

1 filter does not match: Horse riding

from £419 / night

£2,927 / week

1 / 32

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

1 filter does not match: Horse riding

from £1,339 / night

£9,369 / week

1 / 52

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

1 filter does not match: Horse riding

from £3,975 / night

£27,821 / week

1 / 34

Great rentals within 20 miles that match your search

Villa rental in Sammontana

Sammontana villa

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 11

1 filter does not match: Horse riding

from £522 / night

£3,652 / week

1 / 29

Great rentals within 20 miles that match your search

Holiday villa in San Miniato

San Miniato villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Horse riding

from £198 / night

£1,282 / week

1 / 17

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

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

from £69 / night

£484 / week

1 / 32

Great rentals within 20 miles that match your search

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

San Casciano in Val di Pesa house

  • 3 bedrooms
  • 1 bathroom
  • sleeps 6

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

from £208 / night

£1,450 / week

1 / 13

Great rentals within 20 miles that match your search

San Casciano in Val di Pesa holiday farmhouse rental

San Casciano in Val di Pesa farmhouse

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

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

from £291 / night

£2,037 / week

1 / 23

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: Private outdoor pool (heated)

from £99 / night

£691 - £1,115 / 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: Private outdoor pool (heated)

from £99 / night

£691 - £1,115 / 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: Private outdoor pool (heated)

from £99 / night

£691 - £1,115 / week

1 / 27

Great rentals within 20 miles that match your search

Holiday apartment rental

Colle di Val d'Elsa apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 7

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

from £127 / night

£888 - £1,588 / 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 4

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

from £99 / night

£691 - £1,115 / week

1 / 22

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: Private outdoor pool (heated)

from £76 / night

£533 - £888 / 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: Private outdoor pool (heated)

from £99 / night

£691 - £1,115 / week

1 / 22

Great rentals within 20 miles that match your search

Holiday apartment in Colle di Val d'Elsa

Colle di Val d'Elsa apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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

from £76 / night

£533 - £888 / 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

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 7

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

from £127 / night

£888 - £1,480 / week

1 / 23

Great rentals within 20 miles that match your search

Holiday apartment with shared pool in Montespertoli

Montespertoli apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

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

from £198 / night

£1,016 - £1,292 / week

1 / 28

Great rentals within 20 miles that match your search

Apartment rental in Montespertoli with shared pool

Montespertoli apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

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

from £138 / night

£701 - £1,066 / week

1 / 23

Great rentals within 20 miles that match your search

Holiday farmhouse rental

Barberino Val d'Elsa farmhouse

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

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

from £434 / night

£2,663 / week

1 / 12

Great rentals within 20 miles that match your search

Apartment rental in Montaione with shared pool

Montaione apartment

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 4

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

from £222 / night

£1,575 - £2,961 / week

1 / 24

Great rentals within 20 miles that match your search

Montaione holiday apartment rental

Montaione apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

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

from £205 / night

£1,428 - £1,999 / week

1 / 24

Great rentals within 20 miles that match your search

Holiday townhouse with shared pool in Tavarnelle Val di Pesa

Tavarnelle Val di Pesa townhouse

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

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

from £89 / night

£622 / week

1 / 58

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