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Holiday Rentals in Castel San Gimignano - Holiday Lettings - Villas

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54 Holiday homes

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Great rentals within 20 miles that match your search

Holiday villa with swimming pool in Siena

Siena villa

  • 7 bedrooms
  • 7 bathrooms
  • sleeps 16

from £1,229 / night

£5,899 - £9,753 / week

1 / 233

Great rentals within 20 miles that match your search

Holiday apartment in Certaldo

Certaldo apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from £92 / night

£639 / 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

from £69 / night

£502 - £667 / week

1 / 63

Great rentals within 20 miles that match your search

Holiday villa rental

Gambassi Terme villa

  • 14 bedrooms
  • 8 bathrooms
  • sleeps 30

from £666 / night

£4,659 / week

1 / 58

Great rentals within 20 miles that match your search

Holiday private room with shared pool in San Gimignano

San Gimignano private room

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from £175 / night

£1,225 / week

1 / 13

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

from £118 / night

£826 / week

1 / 17

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

£689 / week

1 / 31

Great rentals within 20 miles that match your search

Holiday villa rental

Cerbaia villa

  • 8 bedrooms
  • 8 bathrooms
  • sleeps 16

from £885 / night

£6,194 / week

1 / 40

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

from £787 / night

£5,506 / week

1 / 36

Great rentals within 20 miles that match your search

Holiday villa in Ginestra Fiorentina

Ginestra Fiorentina villa

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 11

from £507 / night

£3,545 / week

1 / 39

Great rentals within 20 miles that match your search

Holiday barn with swimming pool, golf nearby in Montelupo Fiorentino

Montelupo Fiorentino barn

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from £246 / night

£2,655 / week

1 / 14

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

£984 / week

1 / 24

Great rentals within 20 miles that match your search

Holiday home with shared pool in Empoli

Empoli house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from £127 / night

£964 / week

1 / 17

Great rentals within 20 miles that match your search

Holiday apartment in Empoli

Empoli apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £97 / night

£807 / week

1 / 12

Great rentals within 20 miles that match your search

San Gimignano holiday condo rental

San Gimignano condo

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from £138 / night

£964 / week

1 / 14

Great rentals within 20 miles that match your search

Holiday farmhouse in Radicondoli

Radicondoli farmhouse

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 10

from £344 / night

£2,409 / week

1 / 39

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

£689 / week

1 / 36

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

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 11

from £562 / night

£3,933 / week

1 / 15

Great rentals within 20 miles that match your search

Holiday farmhouse in Radicondoli

Radicondoli farmhouse

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from £246 / night

£1,377 - £2,753 / week

1 / 37

Great rentals within 20 miles that match your search

Holiday farmhouse with shared pool in San Gimignano

San Gimignano farmhouse

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

from £113 / night

£792 / week

1 / 35

Great rentals within 20 miles that match your search

Montaione holiday apartment rental

Montaione apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from £192 / night

£2,306 / 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

£492 / 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

£620 / 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

£530 / 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

£984 / 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 £295 / night

£1,672 / week

1 / 14

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

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

from £253 / night

£1,770 / week

1 / 22

Great rentals within 20 miles that match your search

Holiday hotel apartment in Empoli

Empoli hotel apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

from £187 / night

£964 / week

1 / 18

Great rentals within 20 miles that match your search

Villa rental in Siena with swimming pool

Siena villa

  • 4 bedrooms
  • 7 bathrooms
  • sleeps 15

from £1,229 / night

£5,899 - £9,271 / week

1 / 141

Great rentals within 20 miles that match your search

Montelupo Fiorentino holiday villa rental

Montelupo Fiorentino villa

  • 8 bedrooms
  • 8 bathrooms
  • sleeps 17

from £717 / night

£5,014 - £8,848 / week

1 / 57

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

£523 / week

1 / 37

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

£492 / 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

£521 / week

1 / 36

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

£556 / week

1 / 37

Great rentals within 20 miles that match your search

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

San Casciano in Val di Pesa villa

  • 5 bedrooms
  • 8 bathrooms
  • sleeps 14

from £10 / night

£69 / week

1 / 50

Great rentals within 20 miles that match your search

Holiday apartment rental

Castelfiorentino apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 7

from £113 / night

£712 - £1,684 / 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

£730 / 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 £295 / night

£1,672 / week

1 / 12

Great rentals within 20 miles that match your search

Montespertoli holiday apartment rental

Montespertoli apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from £102 / night

£709 / week

1 / 14

Great rentals within 20 miles that match your search

Holiday apartment rental

Certaldo Alto apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from £74 / night

£492 - £915 / week

1 / 88

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