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Holiday homes - Holiday rentals

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Great rentals within 20 miles that match your search

Holiday farmhouse in San Giovanni d'Asso

San Giovanni d'Asso farmhouse

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from £178 / night

£1,281 / week

1 / 17

Great rentals within 20 miles that match your search

Holiday cottage in Radicofani

Radicofani cottage

  • 3 bedrooms
  • 1 bathroom
  • sleeps 3

from £89 / night

£542 / week

1 / 23

Great rentals within 20 miles that match your search

Holiday villa rental

Gaiole in Chianti villa

  • 2 bedrooms
  • 4 bathrooms
  • sleeps 6

from £217 / night

£1,518 / week

1 / 40

Great rentals within 20 miles that match your search

Ski home to rent in Abbadia San Salvatore

Abbadia San Salvatore house

  • 4 bedrooms
  • 1 bathroom
  • sleeps 8

from £128 / night

£897 / week

1 / 14

Great rentals within 20 miles that match your search

Apartment rental in Montefollonico

Montefollonico apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £64 / night

£385 / week

1 / 20

Great rentals within 20 miles that match your search

Apartment rental in San Felice with shared pool

San Felice apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

from £128 / night

£887 / week

1 / 12

Great rentals within 20 miles that match your search

Holiday villa in Altopascio

Altopascio villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from £113 / night

£630 / week

1 / 15

Great rentals within 20 miles that match your search

Val d'Orcia holiday apartment rental

Val d'Orcia apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 7

from £92 / night

£641 - £917 / week

1 / 18

Great rentals within 20 miles that match your search

Holiday apartment in Castelnuovo Berardenga

Castelnuovo Berardenga apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

from £268 / night

£1,873 / week

1 / 20

Great rentals within 20 miles that match your search

Holiday townhouse in Campiglia d'Orcia

Campiglia d'Orcia townhouse

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

from £109 / night

£483 / week

1 / 14

Great rentals within 20 miles that match your search

Holiday villa in Siena

Siena villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from £326 / night

£2,283 / week

1 / 19

Great rentals within 20 miles that match your search

Holiday home rental

Montenero d'Orcia house

  • 5 bedrooms
  • 2 bathrooms
  • sleeps 9

from £40 / night

£276 / week

1 / 14

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

£493 / week

1 / 5

Great rentals within 20 miles that match your search

Monteriggioni holiday villa rental

Monteriggioni villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from £158 / night

£1,104 - £2,621 / week

1 / 108

Great rentals within 20 miles that match your search

Holiday apartment in Sarteano

Sarteano apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from £96 / night

£669 / week

1 / 20

Great rentals within 20 miles that match your search

Holiday home in Vivo d'Orcia

Vivo d'Orcia house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from £45 / night

£316 / week

1 / 10

Great rentals within 20 miles that match your search

Holiday farmhouse in Roccastrada

Roccastrada farmhouse

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £89 / night

£621 / week

1 / 6

Great rentals within 20 miles that match your search

Gaiole in Chianti holiday home rental

Gaiole in Chianti house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 2

from £109 / night

£759 / week

1 / 20

Great rentals within 20 miles that match your search

Holiday b&b in Roccastrada

Roccastrada b&b

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

from £74 / night

£518 / week

1 / 6

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 b&b with swimming pool in Montepulciano

Montepulciano b&b

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 14

from £986 / night

£6,896 / week

1 / 44

Great rentals within 20 miles that match your search

Holiday b&b in Ponticino

Ponticino b&b

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 6

from £79 / night

£552 / week

1 / 7

Great rentals within 20 miles that match your search

Holiday villa with shared pool in Castellina In Chianti

Castellina In Chianti villa

  • 15 bedrooms
  • 15 bathrooms
  • sleeps 33

from £1,360 / night

£8,159 - £13,436 / week

1 / 29

Great rentals within 20 miles that match your search

Holiday farmhouse in Roccastrada

Roccastrada farmhouse

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £89 / night

£621 / week

1 / 8

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

£518 / week

1 / 50

Great rentals within 20 miles that match your search

Radicofani ski apartment to rent.

Radicofani apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 3

from £69 / night

£444 - £936 / week

1 / 26

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

£518 / week

1 / 62

Great rentals within 20 miles that match your search

Holiday cottage rental

Colle di Val d'Elsa cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

from £83 / night

£580 / week

1 / 46

Great rentals within 20 miles that match your search

Colle di Val d'Elsa holiday apartment rental

Colle di Val d'Elsa apartment

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 5

from £281 / night

£1,971 / week

1 / 24

Great rentals within 20 miles that match your search

Montepulciano holiday b&b rental

Montepulciano b&b

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £84 / night

£493 / week

1 / 11

Great rentals within 20 miles that match your search

Holiday townhouse in Alberoro

Alberoro townhouse

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 5

from £109 / night

£887 / week

1 / 4

Great rentals within 20 miles that match your search

Holiday home with shared pool in San Gusme

San Gusme house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

from £291 / night

£1,932 - £2,587 / week

1 / 26

Great rentals within 20 miles that match your search

Pergine Valdarno holiday villa rental

Pergine Valdarno villa

  • 14 bedrooms
  • 11 bathrooms
  • sleeps 30

from £976 / night

£5,121 - £8,800 / week

1 / 107

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

£518 / week

1 / 66

Great rentals within 20 miles that match your search

Holiday apartment in Monteguidi

Monteguidi apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

from £115 / night

£801 / week

1 / 29

Great rentals within 20 miles that match your search

Villa rental in Castellina In Chianti with shared pool

Castellina In Chianti villa

  • 7 bedrooms
  • 7 bathrooms
  • sleeps 14

from £489 / night

£2,927 - £5,173 / week

1 / 24

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 £207 / night

£1,429 - £3,291 / week

1 / 17

Great rentals within 20 miles that match your search

Lecchi in Chianti holiday villa rental

Lecchi in Chianti villa

  • 9 bedrooms
  • 9 bathrooms
  • sleeps 2

from £1,183 / night

£8,277 / week

1 / 18

Great rentals within 20 miles that match your search

Holiday apartment rental

San Felice apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

from £128 / night

£887 / week

1 / 12

Great rentals within 20 miles that match your search

Holiday apartment in Asciano

Asciano apartment

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 7

from £423 / night

£2,959 - £6,666 / week

1 / 50

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