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Holiday homes - Holiday rentals

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Great rentals within 20 miles that match your search

Apartment letting in Siena

Siena apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £103 / night

£515 / week

1 / 29

Great rentals within 20 miles that match your search

Holiday villa in San Lorenzo a Merse

San Lorenzo a Merse villa

  • 14 bedrooms
  • 14 bathrooms
  • sleeps 27

from £2,184 / night

£15,287 - £27,015 / week

1 / 54

Great rentals within 20 miles that match your search

Holiday home in Arezzo

Arezzo house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 5

from £147 / night

£931 - £1,068 / week

1 / 26

Great rentals within 20 miles that match your search

Holiday villa with swimming pool in Siena

Siena villa

  • 7 bedrooms
  • 7 bathrooms
  • sleeps 16

from £1,225 / night

£5,877 - £9,717 / week

1 / 233

Great rentals within 20 miles that match your search

Castelnuovo Berardenga holiday villa rental

Castelnuovo Berardenga villa

  • 9 bedrooms
  • 8 bathrooms
  • sleeps 12

from £1,326 / night

£9,281 - £13,611 / week

1 / 29

Great rentals within 20 miles that match your search

Holiday apartment in Radda in Chianti

Radda in Chianti apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

from £58 / night

£401 / week

1 / 16

Great rentals within 20 miles that match your search

Holiday villa with swimming pool in Siena

Siena villa

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 9

from £353 / night

£2,469 / week

1 / 14

Great rentals within 20 miles that match your search

Holiday home with swimming pool in Radda in Chianti

Radda in Chianti house

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 12

from £462 / night

£6,514 / week

1 / 29

Great rentals within 20 miles that match your search

Sarteano holiday villa rental

Sarteano villa

  • 7 bedrooms
  • 7 bathrooms
  • sleeps 12

from £1,326 / night

£9,281 - £11,134 / week

1 / 37

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 £270 / night

£1,886 / week

1 / 20

Great rentals within 20 miles that match your search

Foiano Della Chiana holiday villa rental

Foiano Della Chiana villa

  • 9 bedrooms
  • 9 bathrooms
  • sleeps 22

from £420 / night

£2,939 - £4,996 / week

1 / 28

Great rentals within 20 miles that match your search

Farmhouse rental in Roccastrada

Roccastrada farmhouse

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 4

Pricing unknown

1 / 12

Great rentals within 20 miles that match your search

Monteriggioni holiday villa rental

Monteriggioni villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from £157 / night

£1,097 - £2,606 / 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

£667 / week

1 / 20

Great rentals within 20 miles that match your search

Creti holiday villa rental

Creti villa

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 14

from £434 / night

£3,037 - £4,800 / week

1 / 60

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 £108 / night

£755 / week

1 / 20

Great rentals within 20 miles that match your search

Holiday villa with indoor pool in Brolio

Brolio villa

  • 9 bedrooms
  • 11 bathrooms
  • sleeps 18

from £505 / night

£3,533 / week

1 / 63

Great rentals within 20 miles that match your search

Apartment rental in Tatti

Tatti apartment

  • 3 bedrooms
  • 5 bathrooms
  • sleeps 6

Pricing unknown

1 / 13

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 £280 / night

£1,959 / week

1 / 24

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 £486 / night

£2,909 - £5,143 / week

1 / 24

Great rentals within 20 miles that match your search

Villa rental in Asciano with swimming pool

Asciano villa

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 10

from £617 / night

£4,937 / week

1 / 40

Great rentals within 20 miles that match your search

Villa rental in Lucignano with swimming pool

Lucignano villa

  • 6 bedrooms
  • 7 bathrooms
  • sleeps 13

from £686 / night

£1,763 - £3,135 / week

1 / 49

Great rentals within 20 miles that match your search

Holiday farmhouse in Civitella in Val di Chiana

Civitella in Val di Chiana farmhouse

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 6

from £392 / night

£2,743 / week

1 / 4

Great rentals within 20 miles that match your search

Castellina In Chianti holiday apartment rental

Castellina In Chianti apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

from £211 / night

£1,264 - £1,435 / week

1 / 14

Great rentals within 20 miles that match your search

Villa rental in Cetona

Cetona villa

  • 8 bedrooms
  • 8 bathrooms
  • sleeps 16

from £2,227 / night

£15,591 - £25,118 / week

1 / 52

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 £582 / night

£3,666 / week

1 / 38

Great rentals within 20 miles that match your search

Villa rental in Lucignano with swimming pool

Lucignano villa

  • 5 bedrooms
  • 6 bathrooms
  • sleeps 10

from £304 / night

£2,126 / week

1 / 79

Great rentals within 20 miles that match your search

Cetona holiday farmhouse rental

Cetona farmhouse

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from £69 / night

£480 / week

1 / 4

Great rentals within 20 miles that match your search

Holiday farmhouse in Cetona

Cetona farmhouse

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £69 / night

£480 / week

1 / 4

Great rentals within 20 miles that match your search

Holiday b&b rental

Pieve A Presciano b&b

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

from £118 / night

£823 / week

1 / 4

Great rentals within 20 miles that match your search

Holiday apartment in Siena

Siena apartment

  • 2 bedrooms
  • 4 bathrooms
  • sleeps 4

from £363 / night

£2,351 / week

1 / 19

Great rentals within 20 miles that match your search

Brolio holiday villa rental

Brolio villa

  • 9 bedrooms
  • 11 bathrooms
  • sleeps 24

from £505 / night

£3,533 / week

1 / 55

Great rentals within 20 miles that match your search

Holiday apartment with shared pool in Casole d'Elsa

Casole d'Elsa apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from £172 / night

£1,107 - £1,861 / week

1 / 32

Great rentals within 20 miles that match your search

Castellina In Chianti holiday home rental

Castellina In Chianti house

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 12

from £343 / night

£2,400 / week

1 / 34

Great rentals within 20 miles that match your search

Holiday apartment rental

Casole d'Elsa apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 7

from £226 / night

£1,450 - £2,728 / week

1 / 38

Great rentals within 20 miles that match your search

Hotel apartment rental in Castellina In Chianti with shared pool

Castellina In Chianti hotel apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £77 / night

£535 / week

1 / 22

Great rentals within 20 miles that match your search

Holiday villa with swimming pool in Roccatederighi

Roccatederighi villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

from £398 / night

£2,787 - £2,856 / week

1 / 49

Great rentals within 20 miles that match your search

Lucignano holiday villa rental

Lucignano villa

  • 6 bedrooms
  • 7 bathrooms
  • sleeps 12

from £525 / night

£3,673 / week

1 / 21

Great rentals within 20 miles that match your search

Holiday tower rental

Monticiano tower

  • 1 bedroom
  • 2 bathrooms
  • sleeps 5

from £89 / night

£588 - £1,102 / week

1 / 24

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 £581 / night

£4,064 / week

1 / 35

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