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Holiday Lettings
> Europe
> Italy
> Tuscany
> Province of Siena
> Pienza
> Montepulicano
> Walking Holidays

Hiking & Walking Holiday Accommodation in Montepulicano - Holiday Lettings

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  • Studio (1)
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  • B&B (17)
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164 properties suitable for rambling, hiking & walking

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Walking holidays

Great rentals within 20 miles that match your search

Holiday condo in Montepulciano

Montepulciano condo

  • 5 bedrooms
  • 2 bathrooms
  • sleeps 11
1 review

from £177 / night

£1,474 / week

1 / 35

Great rentals within 20 miles that match your search

Apartment rental in Montefollonico

Montefollonico apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2
1 review

from £64 / night

£383 / week

1 / 20

Great rentals within 20 miles that match your search

Chianciano Terme holiday penthouse rental

Chianciano Terme penthouse

  • 1 bedroom
  • 2 bathrooms
  • sleeps 2

Pricing unknown

1 / 6

Great rentals within 20 miles that match your search

Townhouse letting in Rocca d'Orcia

Rocca d'Orcia townhouse

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4
3 reviews

from £89 / night

£492 / week

1 / 21

Great rentals within 20 miles that match your search

Montefollonico holiday apartment rental

Montefollonico apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 2
19 reviews

from £183 / night

£1,277 / week

1 / 15

Great rentals within 20 miles that match your search

Holiday apartment in Rocca d'Orcia

Rocca d'Orcia apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 7

from £118 / night

£492 / week

1 / 5

Great rentals within 20 miles that match your search

Holiday villa with swimming pool in Montepulciano

Montepulciano villa

  • 7 bedrooms
  • 8 bathrooms
  • sleeps 14
1 review

from £1,081 / night

£7,072 / week

1 / 51

Great rentals within 20 miles that match your search

Holiday home rental

Castiglione D'Orcia house

  • 8 bedrooms
  • 6 bathrooms
  • sleeps 14

from £590 / night

£2,647 - £4,568 / week

1 / 31

Great rentals within 20 miles that match your search

Holiday b&b in Val d'Orcia

Val d'Orcia b&b

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from £89 / night

£619 / week

1 / 15

Great rentals within 20 miles that match your search

Holiday home with swimming pool in Goiella

Goiella house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Pricing unknown

1 / 10

Great rentals within 20 miles that match your search

Holiday villa with swimming pool in Cortona

Cortona villa

  • 7 bedrooms
  • 7 bathrooms
  • sleeps 14

from £281 / night

£1,965 - £3,507 / week

1 / 32

Great rentals within 20 miles that match your search

Holiday apartment in Sarteano

Sarteano apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from £96 / night

£670 / week

1 / 20

Great rentals within 20 miles that match your search

Val d'Orcia holiday apartment rental

Val d'Orcia apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £99 / night

£688 / week

1 / 15

Great rentals within 20 miles that match your search

Holiday apartment with swimming pool in Pienza

Pienza apartment

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

from £246 / night

£1,396 - £2,551 / week

1 / 36

Great rentals within 20 miles that match your search

Holiday villa with swimming pool in Cortona

Cortona villa

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 12

from £232 / night

£1,622 / week

1 / 132

Great rentals within 20 miles that match your search

Apartment rental in Castiglione del Lago with shared pool

Castiglione del Lago apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from £99 / night

£688 / week

1 / 14

Great rentals within 20 miles that match your search

Holiday b&b with swimming pool in Montepulciano

Montepulciano b&b

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 14

from £983 / night

£6,876 / week

1 / 44

Great rentals within 20 miles that match your search

Holiday b&b in Chianciano Terme

Chianciano Terme b&b

  • 4 bedrooms
  • 1 bathroom
  • sleeps 2

from £74 / night

£517 / week

1 / 50

Great rentals within 20 miles that match your search

Holiday b&b with shared pool in Chianciano Terme

Chianciano Terme b&b

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from £74 / night

£517 / week

1 / 62

Great rentals within 20 miles that match your search

Holiday villa rental

Montepulciano villa

  • 7 bedrooms
  • 7 bathrooms
  • sleeps 16

from £601 / night

£4,204 / week

1 / 41

Great rentals within 20 miles that match your search

Holiday b&b in Chianciano Terme

Chianciano Terme b&b

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £74 / night

£517 / week

1 / 66

Great rentals within 20 miles that match your search

Holiday farmhouse rental

Pienza farmhouse

  • 5 bedrooms
  • 8 bathrooms
  • sleeps 14

Pricing unknown

1 / 7

Great rentals within 20 miles that match your search

Holiday villa rental

Montepulciano villa

  • 7 bedrooms
  • 7 bathrooms
  • sleeps 14

from £688 / night

£4,710 - £7,804 / week

1 / 48

Great rentals within 20 miles that match your search

Chianciano Terme holiday b&b let

Chianciano Terme b&b

  • 1 bedroom
  • 1 bathroom
  • sleeps 2
1 review

from £74 / night

£517 / week

1 / 58

Great rentals within 20 miles that match your search

Villa rental in Montepulciano with swimming pool

Montepulciano villa

  • 8 bedrooms
  • 7 bathrooms
  • sleeps 16
3 reviews

from £584 / night

£3,676 / week

1 / 38

Great rentals within 20 miles that match your search

Trequanda holiday farmhouse rental

Trequanda farmhouse

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

Pricing unknown

1 / 13

Great rentals within 20 miles that match your search

Montepulciano holiday villa rental

Montepulciano villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

from £295 / night

£2,063 / week

1 / 22

Great rentals within 20 miles that match your search

Villa rental in Chianciano Terme with swimming pool

Chianciano Terme villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

from £245 / night

£1,712 / week

1 / 32

Great rentals within 20 miles that match your search

Holiday apartment rental

Chianciano Terme apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

from £168 / night

£1,171 / week

1 / 86

Great rentals within 20 miles that match your search

Holiday villa with swimming pool in Castelmuzio

Castelmuzio villa

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 10

from £583 / night

£4,075 / week

1 / 35

Great rentals within 20 miles that match your search

Holiday apartment with shared pool in Chianciano Terme

Chianciano Terme apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

from £202 / night

£1,412 / week

1 / 66

Great rentals within 20 miles that match your search

Holiday studio in Sinalunga

Sinalunga studio

  • Studio
  • 2 bathrooms
  • sleeps 3

from £30 / night

£168 / week

1 / 12

Great rentals within 20 miles that match your search

Holiday villa with swimming pool in Cignano

Cignano villa

  • 7 bedrooms
  • 7 bathrooms
  • sleeps 19

from £696 / night

£4,872 / week

1 / 30

Great rentals within 20 miles that match your search

Holiday guest house with shared pool in Chiusi

Chiusi guest house

  • 15 bedrooms
  • 12 bathrooms
  • sleeps 30
8 reviews

Pricing unknown

1 / 21

Great rentals within 20 miles that match your search

Montepulciano holiday apartment let

Montepulciano apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6
8 reviews

from £69 / night

£472 - £1,159 / week

1 / 11

Great rentals within 20 miles that match your search

Holiday b&b in Monticchiello

Monticchiello b&b

  • 1 bedroom
  • 3 bathrooms
  • sleeps 6
1 review

from £99 / night

£492 / week

1 / 10

Great rentals within 20 miles that match your search

Holiday apartment in Montepulciano

Montepulciano apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £89 / night

£492 / week

1 / 28

Great rentals within 20 miles that match your search

Holiday apartment in Chianciano Terme

Chianciano Terme apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

from £187 / night

£1,309 / week

1 / 48

Great rentals within 20 miles that match your search

B&b rental in Pienza

Pienza b&b

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £99 / night

£688 / week

1 / 4

Great rentals within 20 miles that match your search

Holiday villa rental

Amorosa villa

  • 9 bedrooms
  • 8 bathrooms
  • sleeps 28

from £2,753 / night

£19,266 / week

1 / 61

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