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Villas in Siena and Apartments - Holiday Lettings - Holiday Rentals Siena

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1 Holiday homes

Great rentals within 20 miles that match your search

Rapolano Terme holiday b&b rental

Rapolano Terme b&b

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

from £68 / night

£392 - £1,030 / week

1 / 20

Great rentals within 20 miles that match your search

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San Donato holiday cottage rental

San Donato cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 filter does not match: Property type

from £81 / night

£563 / week

1 / 13

Great rentals within 20 miles that match your search

Holiday farmhouse in San Donato

San Donato farmhouse

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 6

1 filter does not match: Property type

from £253 / night

£1,769 / week

1 / 23

Great rentals within 20 miles that match your search

Holiday villa in Pancole

Pancole villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 10

1 filter does not match: Property type

from £908 / night

£6,356 / week

1 / 47

Great rentals within 20 miles that match your search

San Gimignano holiday villa rental

San Gimignano villa

  • 8 bedrooms
  • 8 bathrooms
  • sleeps 20

1 filter does not match: Property type

from £1,235 / night

£8,228 - £10,285 / week

1 / 66

Great rentals within 20 miles that match your search

Apartment rental in Trequanda with shared pool

Trequanda apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 filter does not match: Property type

from £180 / night

£1,255 - £1,883 / week

1 / 11

Great rentals within 20 miles that match your search

Apartment rental in Trequanda with shared pool

Trequanda apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Property type

from £200 / night

£1,401 - £2,164 / week

1 / 23

Great rentals within 20 miles that match your search

Holiday villa in Trequanda

Trequanda villa

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 10

1 filter does not match: Property type

from £366 / night

£2,563 - £3,633 / week

1 / 31

Great rentals within 20 miles that match your search

Holiday apartment with shared pool in Asciano

Asciano apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 filter does not match: Property type

from £138 / night

£696 - £843 / week

1 / 17

Great rentals within 20 miles that match your search

Holiday apartment with shared pool in Asciano

Asciano apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Property type

from £138 / night

£696 - £853 / week

1 / 21

Great rentals within 20 miles that match your search

Holiday home accommodation

Montecastelli Pisano house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 filter does not match: Property type

from £180 / night

£1,420 / week

1 / 21

Great rentals within 20 miles that match your search

Holiday farmhouse with shared pool in Fioraie

Fioraie farmhouse

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 filter does not match: Property type

from £120 / night

£835 - £1,391 / week

1 / 27

Great rentals within 20 miles that match your search

Holiday home with swimming pool in Bucine

Bucine house

  • 9 bedrooms
  • 9 bathrooms
  • sleeps 22

1 filter does not match: Property type

from £490 / night

£5,143 / week

1 / 16

Great rentals within 20 miles that match your search

Holiday villa rental

Trequanda villa

  • 7 bedrooms
  • 5 bathrooms
  • sleeps 14

1 filter does not match: Property type

from £404 / night

£2,829 / week

1 / 48

Great rentals within 20 miles that match your search

Holiday villa with swimming pool in Pianella

Pianella villa

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 12

1 filter does not match: Property type

from £1,043 / night

£7,298 / week

1 / 58

Great rentals within 20 miles that match your search

Holiday villa with swimming pool in San Gimignano

San Gimignano villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

1 filter does not match: Property type

from £980 / night

£7,343 / week

1 / 35

Great rentals within 20 miles that match your search

Asciano holiday apartment accommodation

Asciano apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: Property type

from £108 / night

£539 - £657 / week

1 / 18

Great rentals within 20 miles that match your search

Villa rental in Trequanda with swimming pool

Trequanda villa

  • 7 bedrooms
  • 5 bathrooms
  • sleeps 14

1 filter does not match: Property type

from £343 / night

£2,400 - £4,751 / week

1 / 18

Great rentals within 20 miles that match your search

Holiday home with swimming pool in Castellina In Chianti

Castellina In Chianti house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

1 filter does not match: Property type

from £266 / night

£3,381 / week

1 / 38

Great rentals within 20 miles that match your search

Holiday home with swimming pool in Casole d'Elsa

Casole d'Elsa house

  • 12 bedrooms
  • 8 bathrooms
  • sleeps 26

1 filter does not match: Property type

from £1,622 / night

£9,873 / week

1 / 102

Great rentals within 20 miles that match your search

Holiday farmhouse rental

Monticiano farmhouse

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

1 filter does not match: Property type

Pricing unknown

1 / 4

Great rentals within 20 miles that match your search

Holiday apartment with shared pool in Colle di Val d'Elsa

Colle di Val d'Elsa apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

1 filter does not match: Property type

from £76 / night

£529 - £882 / week

1 / 16

Great rentals within 20 miles that match your search

Colle di Val d'Elsa holiday apartment rental

Colle di Val d'Elsa apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

1 filter does not match: Property type

from £98 / night

£686 - £1,107 / week

1 / 27

Great rentals within 20 miles that match your search

Holiday apartment with shared pool in Colle di Val d'Elsa

Colle di Val d'Elsa apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

1 filter does not match: Property type

from £76 / night

£529 - £882 / week

1 / 23

Great rentals within 20 miles that match your search

Holiday home with shared pool in Bucine

Bucine house

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 10

1 filter does not match: Property type

from £298 / night

£3,429 / week

1 / 19

Great rentals within 20 miles that match your search

Holiday villa with shared pool in Bucine

Bucine villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 12

1 filter does not match: Property type

from £196 / night

£1,372 / week

1 / 28

Great rentals within 20 miles that match your search

Holiday villa with shared pool in Bucine

Bucine villa

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 12

1 filter does not match: Property type

from £177 / night

£1,235 / week

1 / 28

Great rentals within 20 miles that match your search

Holiday villa with swimming pool in Bucine

Bucine villa

  • 9 bedrooms
  • 9 bathrooms
  • sleeps 22

1 filter does not match: Property type

from £353 / night

£2,469 / week

1 / 35

Great rentals within 20 miles that match your search

Holiday villa with swimming pool in Poggibonsi

Poggibonsi villa

  • 7 bedrooms
  • 4 bathrooms
  • sleeps 18

1 filter does not match: Property type

from £651 / night

£4,555 / week

1 / 39

Great rentals within 20 miles that match your search

Holiday villa with swimming pool in Pienza

Pienza villa

  • 8 bedrooms
  • 8 bathrooms
  • sleeps 14

1 filter does not match: Property type

from £723 / night

£5,060 / week

1 / 120

Great rentals within 20 miles that match your search

Holiday home rental

Colle di Val d'Elsa house

  • 3 bedrooms
  • 1 bathroom
  • sleeps 6

1 filter does not match: Property type

from £290 / night

£2,028 / week

1 / 31

Great rentals within 20 miles that match your search

Apartment rental in Colle di Val d'Elsa with shared pool

Colle di Val d'Elsa apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: Property type

from £118 / night

£823 / week

1 / 9

Great rentals within 20 miles that match your search

Gaiole in Chianti holiday villa rental

Gaiole in Chianti villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

1 filter does not match: Property type

from £251 / night

£1,591 - £2,805 / week

1 / 36

Great rentals within 20 miles that match your search

Holiday home with swimming pool in Siena

Siena house

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 12

1 filter does not match: Property type

from £462 / night

£3,235 / week

1 / 41

Great rentals within 20 miles that match your search

Holiday townhouse rental

San Gimignano townhouse

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

1 filter does not match: Property type

from £116 / night

£1,063 - £1,235 / week

1 / 22

Great rentals within 20 miles that match your search

Colle di Val d'Elsa holiday apartment rental

Colle di Val d'Elsa apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 filter does not match: Property type

from £138 / night

£960 / week

1 / 10

Great rentals within 20 miles that match your search

Holiday apartment in San Gimignano

San Gimignano apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 filter does not match: Property type

from £98 / night

£588 / week

1 / 16

Great rentals within 20 miles that match your search

San Felice holiday apartment let

San Felice apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

1 filter does not match: Property type

from £140 / night

£980 / week

1 / 15

Great rentals within 20 miles that match your search

Castellina In Chianti holiday apartment rental

Castellina In Chianti apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 filter does not match: Property type

from £92 / night

£1,063 / week

1 / 14

Great rentals within 20 miles that match your search

Pienza holiday lodge rental

Pienza lodge

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 filter does not match: Property type

from £133 / night

£926 / week

1 / 25

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