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Family Friendly Holidays in Province of Siena - Holiday Lettings

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3,924 family friendly properties

B&b rental in Chiusure with shared pool

Chiusure b&b

6 bedrooms • 6 bathrooms • sleeps 14

from £115 / night

£885 / week

1 / 20

Farmhouse rental in Radicofani with shared pool

Radicofani farmhouse

2 bedrooms • 2 bathrooms • sleeps 4

4 reviews

from £118 / night

£826 / week

1 / 24

Apartment rental in Radicondoli with shared pool

Radicondoli apartment

1 bedroom • 1 bathroom • sleeps 2

from £113 / night

£791 / week

1 / 12

Holiday apartment with shared pool in Gaiole in Chianti

Gaiole in Chianti apartment

2 bedrooms • 2 bathrooms • sleeps 6

7 reviews

from £106 / night

£740 - £1,080 / week

1 / 29

Holiday farmhouse in Castelnuovo Berardenga

Castelnuovo Berardenga farmhouse

2 bedrooms • 2 bathrooms • sleeps 4

11 reviews

from £93 / night

£648 / week

1 / 47

Holiday guest house in Radicondoli

Radicondoli guest house

3 bedrooms • 4 bathrooms • sleeps 5

2 reviews

from £158 / night

£688 / week

1 / 25

Holiday townhouse with swimming pool in Sovicille

Sovicille townhouse

2 bedrooms • 2 bathrooms • sleeps 5

18 reviews

from £113 / night

£788 / week

1 / 10

Holiday apartment rental

Montepulciano apartment

2 bedrooms • 1 bathroom • sleeps 7

1 review

from £64 / night

£427 - £792 / week

1 / 18

San Gimignano holiday b&b accommodation

San Gimignano b&b

1 bedroom • 1 bathroom • sleeps 2

from £57 / night

£395 / week

1 / 43

Montepulciano holiday b&b rental

Montepulciano b&b

6 bedrooms • 5 bathrooms • sleeps 12

3 reviews

from £313 / night

£2,187 / week

1 / 16

San Gimignano holiday villa accommodation

San Gimignano villa

3 bedrooms • 2 bathrooms • sleeps 6

23 reviews

from £107 / night

£746 / week

1 / 19

Cottage rental in Pancole

Pancole cottage

1 bedroom • 1 bathroom • sleeps 3

34 reviews

from £50 / night

£330 - £513 / week

1 / 127

Radicofani holiday apartment rental

Radicofani apartment

1 bedroom • 1 bathroom • sleeps 4

from £89 / night

£620 / week

1 / 11

Holiday home rental

Montepulciano house

4 bedrooms • 4 bathrooms • sleeps 8

2 reviews

from £360 / night

£2,514 / week

1 / 12

Holiday villa rental

Colle di Val d'Elsa villa

2 bedrooms • 3 bathrooms • sleeps 6

from £158 / night

£2,570 / week

1 / 28

Castelnuovo dell'Abate holiday apartment rental

Castelnuovo dell'Abate apartment

1 bedroom • 1 bathroom • sleeps 4

6 reviews

from £93 / night

£647 / week

1 / 7

Holiday home in Radicondoli

Radicondoli house

3 bedrooms • 2 bathrooms • sleeps 6

from £242 / night

£1,693 / week

1 / 17

Holiday apartment in Monticiano

Monticiano apartment

2 bedrooms • 1 bathroom • sleeps 4

2 reviews

from £62 / night

£411 / week

1 / 14

Holiday farmhouse rental

Montepulciano farmhouse

9 bedrooms • 9 bathrooms • sleeps 18

from £788 / night

£4,038 / week

1 / 11

Ski apartment to rent in Pienza

Pienza apartment

1 bedroom • 1 bathroom • sleeps 2

from £72 / night

£411 / week

1 / 14

Holiday villa rental

Torri villa

1 bedroom • 1 bathroom • sleeps 4

from £93 / night

£513 / week

1 / 20

Holiday apartment with shared pool in Le Piazze

Le Piazze apartment

3 bedrooms • 1 bathroom • sleeps 6

6 reviews

from £71 / night

£493 / week

1 / 22

Holiday apartment letting

Monteguidi apartment

2 bedrooms • 2 bathrooms • sleeps 5

from £118 / night

£698 / week

1 / 6

Holiday villa with swimming pool in Cetona

Cetona villa

10 bedrooms • 9 bathrooms • sleeps 20

21 reviews

from £611 / night

£4,155 - £6,487 / week

1 / 120

Apartment letting in Colle di Val d'Elsa with shared pool

Colle di Val d'Elsa apartment

3 bedrooms • 2 bathrooms • sleeps 6

from £134 / night

£770 / week

1 / 11

Holiday apartment rental

Sarteano apartment

2 bedrooms • 1 bathroom • sleeps 6

from £134 / night

£934 / week

1 / 8

Pienza holiday home rental

Pienza house

2 bedrooms • 2 bathrooms • sleeps 4

5 reviews

from £104 / night

£723 / week

1 / 17

Monticiano holiday villa rental

Monticiano villa

2 bedrooms • 2 bathrooms • sleeps 4

from £217 / night

£1,443 / week

1 / 17

Holiday farmhouse in San Gimignano

San Gimignano farmhouse

2 bedrooms • 2 bathrooms • sleeps 6

7 reviews

from £94 / night

£709 - £1,181 / week

1 / 21

Holiday home letting

Sarteano house

2 bedrooms • 2 bathrooms • sleeps 4

from £197 / night

£1,182 / week

1 / 9

Holiday home in Rigomagno

Rigomagno house

3 bedrooms • 2 bathrooms • sleeps 4

1 review

from £91 / night

£635 / week

1 / 36

Apartment rental in Radda in Chianti with shared pool

Radda in Chianti apartment

1 bedroom • 1 bathroom • sleeps 4

2 reviews

from £89 / night

£621 / week

1 / 18

Caprera holiday apartment rental

Caprera apartment

1 bedroom • 1 bathroom • sleeps 2

2 reviews

from £89 / night

£562 / week

1 / 42

Sarteano holiday farmhouse rental

Sarteano farmhouse

4 bedrooms • 2 bathrooms • sleeps 9

from £431 / night

£3,017 / week

1 / 7

Holiday farmhouse in Monteguidi

Monteguidi farmhouse

1 bedroom • 1 bathroom • sleeps 3

from £82 / night

£360 / week

1 / 9

Holiday home with swimming pool in Radicondoli

Radicondoli house

3 bedrooms • 2 bathrooms • sleeps 6

11 reviews

from £113 / night

£983 / week

1 / 39

Sarteano holiday farmhouse rental

Sarteano farmhouse

2 bedrooms • 2 bathrooms • sleeps 5

9 reviews

from £158 / night

£1,081 / week

1 / 24

Holiday townhouse with shared pool in Castelnuovo Berardenga

Castelnuovo Berardenga townhouse

2 bedrooms • 1 bathroom • sleeps 4

4 reviews

from £77 / night

£533 / week

1 / 28

Holiday villa rental

San Giovanni d'Asso villa

8 bedrooms • 8 bathrooms • sleeps 16

13 reviews

from £493 / night

£3,449 - £4,848 / week

1 / 50

Villa rental in Radicondoli with swimming pool

Radicondoli villa

5 bedrooms • 5 bathrooms • sleeps 10

3 reviews

from £445 / night

£3,062 / week

1 / 22

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