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Holiday Rentals in Castel San Gimignano - Holiday Lettings - Villas

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86 Holiday homes

Great rentals within 20 miles that match your search

Casole d'Elsa holiday apartment rental

Casole d'Elsa apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from £985 / night

£6,896 / week

1 / 16

Great rentals within 20 miles that match your search

Holiday guest house with golf nearby in San Gimignano

San Gimignano guest house

  • 10 bedrooms
  • 5 bathrooms
  • sleeps 20

from £680 / night

£4,434 - £6,090 / week

1 / 29

Great rentals within 20 miles that match your search

Holiday villa accommodation

San Casciano in Val di Pesa villa

  • 8 bedrooms
  • 7 bathrooms
  • sleeps 15

from £1,379 / night

£8,764 - £10,343 / week

1 / 28

Great rentals within 20 miles that match your search

Holiday villa rental

Santo Stefano villa

  • 10 bedrooms
  • 10 bathrooms
  • sleeps 20

from £627 / night

£4,386 / week

1 / 47

Great rentals within 20 miles that match your search

Montespertoli holiday hotel apartment rental

Montespertoli hotel apartment

  • 21 bedrooms
  • 1 bathroom
  • sleeps 2

from £65 / night

£414 / week

1 / 4

Great rentals within 20 miles that match your search

Holiday villa rental

Tavarnelle Val di Pesa villa

  • 11 bedrooms
  • 11 bathrooms
  • sleeps 20

from £1,353 / night

£9,467 / week

1 / 102

Great rentals within 20 miles that match your search

San Gimignano holiday apartment rental

San Gimignano apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from £69 / night

£503 - £668 / week

1 / 63

Great rentals within 20 miles that match your search

Montaione holiday villa accommodation

Montaione villa

  • 17 bedrooms
  • 16 bathrooms
  • sleeps 29

from £613 / night

£4,289 / week

1 / 57

Great rentals within 20 miles that match your search

San Gimignano holiday guest house rental

San Gimignano guest house

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 14

from £385 / night

£2,463 - £3,704 / week

1 / 18

Great rentals within 20 miles that match your search

Santo Stefano holiday villa rental

Santo Stefano villa

  • 6 bedrooms
  • 7 bathrooms
  • sleeps 12

from £444 / night

£3,108 / week

1 / 47

Great rentals within 20 miles that match your search

Montaione holiday villa rental

Montaione villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

from £325 / night

£2,271 / week

1 / 24

Great rentals within 20 miles that match your search

Holiday villa with swimming pool in Castelfiorentino

Castelfiorentino villa

  • 6 bedrooms
  • 7 bathrooms
  • sleeps 12

from £981 / night

£6,866 / week

1 / 28

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

£365 / 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

£365 / week

1 / 27

Great rentals within 20 miles that match your search

Apartment rental in Casole d'Elsa with shared pool

Casole d'Elsa apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from £985 / night

£6,896 / week

1 / 7

Great rentals within 20 miles that match your search

Holiday villa with swimming pool in Santo Stefano

Santo Stefano villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

from £325 / night

£2,271 / week

1 / 20

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

£355 / week

1 / 6

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

£5,565 / week

1 / 42

Great rentals within 20 miles that match your search

Holiday b&b with shared pool in Certaldo

Certaldo b&b

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

from £180 / night

£1,255 / week

1 / 12

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 townhouse rental

Certaldo townhouse

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from £72 / night

£434 / week

1 / 23

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 £289 / night

£2,020 / week

1 / 34

Great rentals within 20 miles that match your search

Montespertoli holiday apartment rental

Montespertoli apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

from £138 / night

£808 - £1,045 / week

1 / 19

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

from £985 / night

£6,896 / week

1 / 9

Great rentals within 20 miles that match your search

Apartment rental in Casole d'Elsa with shared pool

Casole d'Elsa apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from £985 / night

£6,896 / week

1 / 10

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 £109 / night

£690 - £828 / week

1 / 16

Great rentals within 20 miles that match your search

Casole d'Elsa holiday apartment let

Casole d'Elsa apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

from £985 / night

£6,896 / week

1 / 9

Great rentals within 20 miles that match your search

Certaldo holiday castle rental

Certaldo castle

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

from £315 / night

£1,873 / week

1 / 118

Great rentals within 20 miles that match your search

Holiday farmhouse with shared pool in San Miniato

San Miniato farmhouse

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 7

from £109 / night

£690 / week

1 / 19

Great rentals within 20 miles that match your search

Casole d'Elsa holiday farmhouse let

Casole d'Elsa farmhouse

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

from £79 / night

£493 / week

1 / 19

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

£7,489 / 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 with shared pool in Certaldo

Certaldo apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

from £99 / night

£690 / week

1 / 32

Great rentals within 20 miles that match your search

Holiday apartment in Siena

Siena apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

from £119 / night

£828 / week

1 / 52

Great rentals within 20 miles that match your search

Siena holiday apartment rental

Siena apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from £119 / night

£828 / week

1 / 50

Great rentals within 20 miles that match your search

Holiday farmhouse in Certaldo

Certaldo farmhouse

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 7

from £89 / night

£621 / week

1 / 54

Great rentals within 20 miles that match your search

Colle di Val d'Elsa holiday farmhouse rental

Colle di Val d'Elsa farmhouse

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £197 / night

£1,380 / week

1 / 21

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

from £74 / night

£454 - £897 / week

1 / 31

Great rentals within 20 miles that match your search

Gambassi Terme holiday farmhouse rental

Gambassi Terme farmhouse

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

from £74 / night

£454 - £897 / week

1 / 29

Great rentals within 20 miles that match your search

Gambassi Terme holiday farmhouse rental

Gambassi Terme farmhouse

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

from £74 / night

£454 - £897 / week

1 / 25

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