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Holiday homes - Holiday rentals

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229 Holiday homes

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Great rentals within 20 miles that match your search

Apartment rental in Montepulciano with shared pool

Montepulciano apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from £148 / night

£1,036 / week

1 / 18

Great rentals within 20 miles that match your search

Holiday b&b in Acquaviva di Montepulciano

Acquaviva di Montepulciano b&b

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £89 / night

£622 / week

1 / 29

Great rentals within 20 miles that match your search

Holiday condo in Montepulciano

Montepulciano condo

  • 5 bedrooms
  • 2 bathrooms
  • sleeps 11

from £178 / night

£1,480 / week

1 / 35

Great rentals within 20 miles that match your search

Apartment rental in Montefollonico

Montefollonico apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £65 / night

£385 / 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

from £89 / night

£494 / week

1 / 21

Great rentals within 20 miles that match your search

Castiglione del Lago holiday home let

Castiglione del Lago house

  • 6 bedrooms
  • 3 bathrooms
  • sleeps 12

from £202 / night

£3,273 / week

1 / 23

Great rentals within 20 miles that match your search

Montefollonico holiday apartment rental

Montefollonico apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 2

from £184 / night

£1,287 / week

1 / 15

Great rentals within 20 miles that match your search

Goiella holiday villa rental

Goiella villa

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 12

from £254 / night

£1,776 / week

1 / 21

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 £119 / night

£494 / week

1 / 5

Great rentals within 20 miles that match your search

Holiday home rental

Castiglione D'Orcia house

  • 8 bedrooms
  • 6 bathrooms
  • sleeps 14

from £592 / night

£2,658 - £4,586 / week

1 / 31

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 farmhouse in San Giovanni d'Asso

San Giovanni d'Asso farmhouse

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

from £272 / night

£1,899 / week

1 / 20

Great rentals within 20 miles that match your search

Holiday apartment in Sarteano

Sarteano apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from £97 / night

£675 / 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

£691 / 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 £247 / night

£1,402 - £2,562 / week

1 / 36

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

£691 / week

1 / 14

Great rentals within 20 miles that match your search

Vivo d'Orcia ski home to rent.

Vivo d'Orcia house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from £74 / night

£518 / week

1 / 20

Great rentals within 20 miles that match your search

Holiday apartment accommodation

Pienza apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from £178 / night

£1,243 / week

1 / 19

Great rentals within 20 miles that match your search

Holiday farmhouse in Montepulciano

Montepulciano farmhouse

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 7

from £247 / night

£1,282 / week

1 / 12

Great rentals within 20 miles that match your search

Holiday villa with swimming pool in Castiglione D'Orcia

Castiglione D'Orcia villa

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 17

from £457 / night

£3,196 - £4,128 / week

1 / 40

Great rentals within 20 miles that match your search

Holiday villa rental

Montepulciano villa

  • 7 bedrooms
  • 7 bathrooms
  • sleeps 16

from £603 / night

£4,221 / week

1 / 41

Great rentals within 20 miles that match your search

Holiday villa in Pienza

Pienza villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 10

from £240 / night

£1,677 - £2,367 / week

1 / 19

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 £691 / night

£4,729 - £7,836 / week

1 / 48

Great rentals within 20 miles that match your search

Villa rental in San Casciano dei Bagni

San Casciano dei Bagni villa

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 10

from £208 / night

£1,430 - £3,294 / week

1 / 17

Great rentals within 20 miles that match your search

Villa rental in Montepulciano with swimming pool

Montepulciano villa

  • 8 bedrooms
  • 7 bathrooms
  • sleeps 16

from £586 / night

£3,691 / week

1 / 38

Great rentals within 20 miles that match your search

Apartment rental in Vivo d'Orcia

Vivo d'Orcia apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 3

from £97 / night

£677 / week

1 / 21

Great rentals within 20 miles that match your search

Apartment rental in Vivo d'Orcia

Vivo d'Orcia apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 3

from £103 / night

£718 / week

1 / 28

Great rentals within 20 miles that match your search

Holiday home in Cetona

Cetona house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 3

from £58 / night

£242 / week

1 / 12

Great rentals within 20 miles that match your search

Montepulciano holiday villa rental

Montepulciano villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

from £296 / night

£2,071 / week

1 / 22

Great rentals within 20 miles that match your search

Holiday home with swimming pool in Monticchiello

Monticchiello house

  • 8 bedrooms
  • 10 bathrooms
  • sleeps 16

from £4,931 / night

£34,518 / week

1 / 20

Great rentals within 20 miles that match your search

Holiday apartment in Cervognano

Cervognano apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £162 / night

£1,133 - £1,278 / week

1 / 29

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 £246 / night

£1,719 / week

1 / 32

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 £585 / night

£4,092 / week

1 / 35

Great rentals within 20 miles that match your search

Pienza holiday apartment rental

Pienza apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from £71 / night

£494 / week

1 / 12

Great rentals within 20 miles that match your search

Holiday apartment rental

Sarteano apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

from £133 / night

£931 / week

1 / 29

Great rentals within 20 miles that match your search

Holiday home in Cetona

Cetona house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 10

from £158 / night

£880 / week

1 / 29

Great rentals within 20 miles that match your search

Montepulciano holiday apartment let

Montepulciano apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from £69 / night

£474 - £1,164 / week

1 / 11

Great rentals within 20 miles that match your search

Holiday condo in Contignano

Contignano condo

  • 8 bedrooms
  • 9 bathrooms
  • sleeps 18

from £2,184 / night

£9,235 - £26,804 / week

1 / 30

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