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Villas in San Gimignano and Apartments - Holiday Lettings - Holiday Rentals San Gimignano

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42 Holiday homes

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 £1,226 / night

£5,885 - £9,730 / week

1 / 233

Great rentals within 20 miles that match your search

Tavarnelle Val di Pesa holiday villa rental

Tavarnelle Val di Pesa villa

  • 10 bedrooms
  • 9 bathrooms
  • sleeps 20

from £1,513 / night

£10,584 - £15,400 / week

1 / 50

Great rentals within 20 miles that match your search

Holiday villa rental

Montaione villa

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 12

from £1,129 / night

£7,899 - £9,748 / week

1 / 37

Great rentals within 20 miles that match your search

Holiday villa rental

Tavarnelle Val di Pesa villa

  • 11 bedrooms
  • 11 bathrooms
  • sleeps 20

from £1,345 / night

£9,413 / week

1 / 102

Great rentals within 20 miles that match your search

Holiday villa with swimming pool in Gambassi Terme

Gambassi Terme villa

  • 4 bedrooms
  • 6 bathrooms
  • sleeps 8

from £470 / night

£3,282 / week

1 / 10

Great rentals within 20 miles that match your search

Villa letting in Fabbrica with swimming pool

Fabbrica villa

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 13

from £1,225 / night

£3,526 - £7,053 / week

1 / 32

Great rentals within 20 miles that match your search

Holiday villa with swimming pool in Montelopio

Montelopio villa

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 11

from £1,323 / night

£3,771 - £7,405 / week

1 / 29

Great rentals within 20 miles that match your search

Villa rental in Tavarnelle Val di Pesa with swimming pool

Tavarnelle Val di Pesa villa

  • 11 bedrooms
  • 11 bathrooms
  • sleeps 20

from £1,345 / night

£9,413 / week

1 / 101

Great rentals within 20 miles that match your search

Holiday villa with swimming pool in Castelnuovo Berardenga

Castelnuovo Berardenga villa

  • 6 bedrooms
  • 3 bathrooms
  • sleeps 10

from £613 / night

£4,291 / week

1 / 53

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 £1,470 / night

£7,836 / week

1 / 59

Great rentals within 20 miles that match your search

Villa rental in Volterra with indoor pool

Volterra villa

  • 9 bedrooms
  • 9 bathrooms
  • sleeps 22

from £2,452 / night

£17,164 / week

1 / 36

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

Tognazza holiday villa rental

Tognazza villa

  • 6 bedrooms
  • 7 bathrooms
  • sleeps 14

from £695 / night

£4,861 / week

1 / 50

Great rentals within 20 miles that match your search

Greve in Chianti holiday villa rental

Greve in Chianti villa

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 8

from £366 / night

£2,558 / week

1 / 51

Great rentals within 20 miles that match your search

Castelfiorentino holiday villa rental

Castelfiorentino villa

  • 6 bedrooms
  • 7 bathrooms
  • sleeps 12

from £1,295 / night

£9,067 - £11,192 / week

1 / 99

Great rentals within 20 miles that match your search

Home rental in Monteriggioni

Monteriggioni house

  • 1 bedroom
  • 2 bathrooms
  • sleeps 2

from £162 / night

£1,132 / week

1 / 21

Great rentals within 20 miles that match your search

Cottage rental in San Donato in Poggio

San Donato in Poggio cottage

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 6

from £227 / night

£1,589 / week

1 / 38

Great rentals within 20 miles that match your search

Holiday villa with swimming pool in Sovicille

Sovicille villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

from £455 / night

£3,184 / week

1 / 42

Great rentals within 20 miles that match your search

Montanelli holiday villa rental

Montanelli villa

  • 8 bedrooms
  • 7 bathrooms
  • sleeps 16

from £1,036 / night

£7,247 / week

1 / 100

Great rentals within 20 miles that match your search

Forcoli holiday villa rental

Forcoli villa

  • 7 bedrooms
  • 8 bathrooms
  • sleeps 13

from £1,122 / night

£7,836 / week

1 / 28

Great rentals within 20 miles that match your search

Cottage rental in Castellina In Chianti with shared pool

Castellina In Chianti cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

from £233 / night

£1,513 / week

1 / 17

Great rentals within 20 miles that match your search

Montanelli holiday home rental

Montanelli house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 4

from £338 / night

£2,366 / week

1 / 48

Great rentals within 20 miles that match your search

Holiday villa with swimming pool in Montanelli

Montanelli villa

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 12

from £772 / night

£5,403 / week

1 / 98

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 £1,226 / night

£5,885 - £9,249 / week

1 / 141

Great rentals within 20 miles that match your search

Holiday farmhouse in Volterra

Volterra farmhouse

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

from £686 / night

£4,800 / week

1 / 27

Great rentals within 20 miles that match your search

Villa rental in Montanelli with shared pool

Montanelli villa

  • 10 bedrooms
  • 8 bathrooms
  • sleeps 21

from £1,554 / night

£10,877 / week

1 / 74

Great rentals within 20 miles that match your search

Holiday barn in Tavarnelle Val di Pesa

Tavarnelle Val di Pesa barn

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from £138 / night

£960 / week

1 / 28

Great rentals within 20 miles that match your search

Holiday villa with swimming pool in San Miniato

San Miniato villa

  • 7 bedrooms
  • 6 bathrooms
  • sleeps 14

from £809 / night

£5,664 / week

1 / 93

Great rentals within 20 miles that match your search

Holiday apartment with shared pool in Certaldo

Certaldo apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from £98 / night

£687 / week

1 / 31

Great rentals within 20 miles that match your search

Holiday home with swimming pool in Montanelli

Montanelli house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

from £425 / night

£2,976 / week

1 / 49

Great rentals within 20 miles that match your search

Campoli in Chianti holiday farmhouse accommodation

Campoli in Chianti farmhouse

  • 1 bedroom
  • 1 bathroom
  • sleeps 5

from £138 / night

£882 / week

1 / 12

Great rentals within 20 miles that match your search

Villa rental in Mercatale di Val di Pesa

Mercatale di Val di Pesa villa

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 12

from £1,959 / night

£13,713 / week

1 / 4

Great rentals within 20 miles that match your search

Holiday villa with swimming pool in Montanelli

Montanelli villa

  • 10 bedrooms
  • 8 bathrooms
  • sleeps 20

from £1,115 / night

£7,803 / week

1 / 100

Great rentals within 20 miles that match your search

Castelfalfi holiday villa rental

Castelfalfi villa

  • 6 bedrooms
  • 7 bathrooms
  • sleeps 12

from £1,682 / night

£11,770 - £17,654 / week

1 / 45

Great rentals within 20 miles that match your search

San Casciano in Val di Pesa holiday finca rental

San Casciano in Val di Pesa finca

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from £64 / night

£402 / week

1 / 23

Great rentals within 20 miles that match your search

Home rental in Montelopio

Montelopio house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 7

from £123 / night

£857 / week

1 / 50

Great rentals within 20 miles that match your search

Holiday villa in Siena

Siena villa

  • 11 bedrooms
  • 11 bathrooms
  • sleeps 22

from £903 / night

£6,317 / week

1 / 48

Great rentals within 20 miles that match your search

Holiday home in Montaione

Montaione house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 10

from £245 / night

£1,714 / week

1 / 29

Great rentals within 20 miles that match your search

Palaia holiday apartment rental

Palaia apartment

  • 3 bedrooms
  • 1 bathroom
  • sleeps 4

from £99 / night

£688 - £1,169 / week

1 / 62

Great rentals within 20 miles that match your search

Villa rental in Siena with swimming pool

Siena villa

  • 7 bedrooms
  • 7 bathrooms
  • sleeps 16

from £883 / night

£6,179 / week

1 / 51

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