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Hiking & Walking Holiday Accommodation in Province of Siena - Holiday Lettings

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1,228 properties suitable for rambling, hiking & walking

B&b rental in Chiusure with shared pool

Chiusure b&b

6 bedrooms • 6 bathrooms • sleeps 14

from £115 / night

£885 / week

1 / 20

Apartment rental in Siena

Siena apartment

1 bedroom • 1 bathroom • sleeps 4

23 reviews

from £114 / night

£1,157 / week

1 / 18

Farmhouse rental in Radicofani with shared pool

Radicofani farmhouse

2 bedrooms • 2 bathrooms • sleeps 4

4 reviews

from £118 / night

£825 / 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

£737 - £1,076 / 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

San Gimignano holiday b&b accommodation

San Gimignano b&b

1 bedroom • 1 bathroom • sleeps 2

from £57 / night

£395 / week

1 / 43

Cottage rental in Pancole

Pancole cottage

1 bedroom • 1 bathroom • sleeps 3

34 reviews

from £50 / night

£329 - £511 / week

1 / 127

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 apartment in Monticiano

Monticiano apartment

2 bedrooms • 1 bathroom • sleeps 4

2 reviews

from £62 / night

£411 / week

1 / 14

Holiday apartment rental

Cetona apartment

1 bedroom • 1 bathroom • sleeps 3

6 reviews

from £58 / night

£401 - £521 / week

1 / 17

Ski apartment to rent in Pienza

Pienza apartment

1 bedroom • 1 bathroom • sleeps 2

from £72 / night

£411 / week

1 / 14

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 farmhouse in San Gimignano

San Gimignano farmhouse

2 bedrooms • 2 bathrooms • sleeps 6

7 reviews

from £94 / night

£709 - £1,181 / week

1 / 21

Apartment rental in Radda in Chianti with shared pool

Radda in Chianti apartment

1 bedroom • 1 bathroom • sleeps 4

2 reviews

from £89 / night

£618 / week

1 / 18

Caprera holiday apartment rental

Caprera apartment

1 bedroom • 1 bathroom • sleeps 2

2 reviews

from £89 / night

£562 / week

1 / 42

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 £491 / night

£3,438 - £4,832 / 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

Holiday apartment in Radda in Chianti

Radda in Chianti apartment

1 bedroom • 1 bathroom • sleeps 3

6 reviews

from £58 / night

£401 / week

1 / 16

Holiday farmhouse rental

Radicofani farmhouse

1 bedroom • 1 bathroom • sleeps 2

from £74 / night

£517 / week

1 / 26

San Rocco a Pilli holiday b&b rental

San Rocco a Pilli b&b

1 bedroom • 2 bathrooms • sleeps 2

1 review

from £113 / night

£711 / week

1 / 11

Holiday apartment with shared pool in Monteroni d'Arbia

Monteroni d'Arbia apartment

1 bedroom • 1 bathroom • sleeps 2

14 reviews

from £89 / night

£526 - £643 / week

1 / 19

Holiday apartment in Staggia Senese

Staggia Senese apartment

1 bedroom • 1 bathroom • sleeps 5

3 reviews

from £40 / night

£226 - £364 / week

1 / 24

Holiday villa in Monteriggioni

Monteriggioni villa

6 bedrooms • 4 bathrooms • sleeps 18

11 reviews

from £196 / night

£1,371 / week

1 / 42

Holiday villa in Castelmuzio

Castelmuzio villa

2 bedrooms • 2 bathrooms • sleeps 6

from £130 / night

£907 - £1,295 / week

1 / 36

Holiday apartment in Montepulciano

Montepulciano apartment

2 bedrooms • 1 bathroom • sleeps 4

15 reviews

from £118 / night

£708 - £1,032 / week

1 / 19

Holiday apartment in Sarteano

Sarteano apartment

1 bedroom • 1 bathroom • sleeps 4

2 reviews

from £60 / night

£286 / week

1 / 18

San Gimignano holiday farmhouse rental

San Gimignano farmhouse

2 bedrooms • 1 bathroom • sleeps 4

18 reviews

from £132 / night

£828 / week

1 / 27

Holiday apartment with shared pool in San Gimignano

San Gimignano apartment

2 bedrooms • 1 bathroom • sleeps 6

“very good option and location for the price in tuscan region” The villa was nice as were the grounds....the pool was a plus. It was close enough to little towns....especially wonderful San Gimignano.....to enjoy those towns and their conveniences, yet far enough away to get a great Tsucan experience. The only down sides were (1) directions and (2) smell. The couple that owns the villa were extremely helpful in arranging the rental and responding to email. They even provided very detailed directions from Pisa with Longitude and Latitude coordinates. However, the coordinates had me going on a several hour detour....even when reprogramming the coordinates in my Tom-Tom more than once. Also, if you are coming from anywhere other than the Pisa airport, the detailed directions are of limited assistance. When I arrived there was a rancid smell emitting from the bathroom. It never completely left after 3 days of being there. Regardless, it was notp unbareable and I very much enjoyed the stay which is why I still rated it above average. Also helpful to note, this villa is sort of a condo type of home with about 7 other privately owned units in a few different buildings. I recommend it.

23 reviews

from £109 / night

£756 - £997 / week

1 / 17

Holiday cottage with shared pool in Crete Senesi

Crete Senesi cottage

1 bedroom • 1 bathroom • sleeps 2

1 review

from £154 / night

£821 / week

1 / 28

Holiday villa in Chiusure

Chiusure villa

4 bedrooms • 5 bathrooms • sleeps 9

2 reviews

from £540 / night

£3,432 - £4,667 / week

1 / 33

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