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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

Farmhouse rental in Volterra with swimming pool

Volterra farmhouse

  • 9 bedrooms
  • 10 bathrooms
  • sleeps 28

from £640 / night

£3,398 - £6,726 / week

1 / 41

Great rentals within 20 miles that match your search

Montaione holiday villa rental

Montaione villa

  • 17 bedrooms
  • 15 bathrooms
  • sleeps 29

from £875 / night

£5,287 - £10,443 / week

1 / 42

Great rentals within 20 miles that match your search

Holiday villa with swimming pool in Montespertoli

Montespertoli villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

Pricing unknown

1 / 20

Great rentals within 20 miles that match your search

Santo Stefano holiday villa rental

Santo Stefano villa

  • 17 bedrooms
  • 16 bathrooms
  • sleeps 29

from £795 / night

£5,563 / week

1 / 42

Great rentals within 20 miles that match your search

Gambassi Terme holiday private room rental

Gambassi Terme private room

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £119 / night

£828 / week

1 / 13

Great rentals within 20 miles that match your search

Holiday farmhouse letting

Barberino Val d'Elsa farmhouse

  • 7 bedrooms
  • 5 bathrooms
  • sleeps 14

from £906 / night

£6,342 / week

1 / 25

Great rentals within 20 miles that match your search

Holiday villa with swimming pool in Ulignano

Ulignano villa

  • 9 bedrooms
  • 11 bathrooms
  • sleeps 22

from £1,477 / night

£7,878 / week

1 / 59

Great rentals within 20 miles that match your search

San Dalmazio holiday hotel apartment rental

San Dalmazio hotel apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

Pricing unknown

1 / 16

Great rentals within 20 miles that match your search

Villa rental in Tavarnelle Val di Pesa

Tavarnelle Val di Pesa villa

  • 6 bedrooms
  • 8 bathrooms
  • sleeps 11

Pricing unknown

1 / 22

Great rentals within 20 miles that match your search

Holiday b&b rental

Montespertoli b&b

  • 2 bedrooms
  • 4 bathrooms
  • sleeps 7

Pricing unknown

1 / 9

Great rentals within 20 miles that match your search

Holiday villa with swimming pool in Montespertoli

Montespertoli villa

  • 1 bedroom
  • 2 bathrooms
  • sleeps 2

from £168 / night

£1,172 / week

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

Home rental in Gracciano with swimming pool

Gracciano house

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from £133 / night

£739 / week

1 / 35

Great rentals within 20 miles that match your search

Poggibonsi holiday villa rental

Poggibonsi villa

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 12

from £1,070 / night

£7,486 / week

1 / 59

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

£621 / week

1 / 30

Great rentals within 20 miles that match your search

Holiday apartment rental

Empoli apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

from £79 / night

£690 - £1,724 / week

1 / 53

Great rentals within 20 miles that match your search

Holiday hotel apartment with shared pool in San Dalmazio

San Dalmazio hotel apartment

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 6

Pricing unknown

1 / 16

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

Montespertoli holiday villa rental

Montespertoli villa

  • 5 bedrooms
  • 6 bathrooms
  • sleeps 13

from £517 / night

£3,619 - £5,425 / week

1 / 42

Great rentals within 20 miles that match your search

Holiday apartment with shared pool in Montaione

Montaione apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £81 / night

£567 / week

1 / 21

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

San Dalmazio holiday hotel apartment rental

San Dalmazio hotel apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Pricing unknown

1 / 16

Great rentals within 20 miles that match your search

Certaldo holiday apartment rental

Certaldo apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from £372 / night

£2,599 / week

1 / 33

Great rentals within 20 miles that match your search

Holiday villa with swimming pool in Chiusdino

Chiusdino villa

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 11

from £1,281 / night

£3,742 - £5,121 / week

1 / 44

Great rentals within 20 miles that match your search

Tavarnelle Val di Pesa holiday farmhouse rental

Tavarnelle Val di Pesa farmhouse

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

from £114 / night

£793 / week

1 / 20

Great rentals within 20 miles that match your search

Holiday apartment rental

Ginestra Fiorentina apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 5

from £119 / night

£887 - £1,300 / week

1 / 42

Great rentals within 20 miles that match your search

Gracciano holiday home rental

Gracciano house

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

from £89 / night

£444 / week

1 / 26

Great rentals within 20 miles that match your search

Holiday villa accommodation

Radicondoli villa

  • 12 bedrooms
  • 14 bathrooms
  • sleeps 36

from £1,576 / night

£9,355 - £11,768 / week

1 / 30

Great rentals within 20 miles that match your search

Apartment rental in Santo Stefano with shared pool

Santo Stefano apartment

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 5

from £345 / night

£2,413 / week

1 / 25

Great rentals within 20 miles that match your search

Holiday apartment rental

Montaione apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

from £134 / night

£936 / week

1 / 25

Great rentals within 20 miles that match your search

Villa rental in Montaione with shared pool

Montaione villa

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

from £168 / night

£1,172 / 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 farmhouse in Castelfiorentino

Castelfiorentino farmhouse

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 20

from £1,281 / night

£4,033 - £6,790 / week

1 / 12

Great rentals within 20 miles that match your search

San Dalmazio holiday hotel apartment rental

San Dalmazio hotel apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

Pricing unknown

1 / 16

Great rentals within 20 miles that match your search

Colle di Val d'Elsa holiday home rental

Colle di Val d'Elsa house

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

from £178 / night

£1,064 - £1,340 / week

1 / 33

Great rentals within 20 miles that match your search

These homes match some but not all of your filters.

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Gambassi Terme holiday farmhouse rental

Gambassi Terme farmhouse

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

1 filter does not match: Wheelchair accessible

from £74 / night

£453 - £896 / week

1 / 25

Great rentals within 20 miles that match your search

Gambassi Terme holiday farmhouse rental

Gambassi Terme farmhouse

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

1 filter does not match: Wheelchair accessible

from £74 / night

£453 - £896 / week

1 / 29

Great rentals within 20 miles that match your search

Holiday farmhouse with shared pool in Gambassi Terme

Gambassi Terme farmhouse

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

1 filter does not match: Wheelchair accessible

from £74 / night

£453 - £896 / week

1 / 31

Great rentals within 20 miles that match your search

Holiday apartment in San Gimignano

San Gimignano apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 filter does not match: Wheelchair accessible

from £79 / night

£493 / week

1 / 4

Great rentals within 20 miles that match your search

Holiday home with shared pool in Pievescola

Pievescola house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 filter does not match: Wheelchair accessible

from £53 / night

£366 - £886 / week

1 / 15

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