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

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63 Holiday homes

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 apartment in Castelnuovo Berardenga

Castelnuovo Berardenga apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

from £268 / night

£1,871 / week

1 / 20

Great rentals within 20 miles that match your search

Monteriggioni holiday villa rental

Monteriggioni villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from £158 / night

£1,103 - £2,620 / week

1 / 108

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 £1,359 / night

£8,154 - £13,427 / week

1 / 29

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

£1,930 - £2,585 / week

1 / 26

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

£2,925 - £5,170 / week

1 / 24

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 farmhouse with shared pool in San Felice

San Felice farmhouse

  • 3 bedrooms
  • 1 bathroom
  • sleeps 5

from £226 / night

£1,576 / week

1 / 12

Great rentals within 20 miles that match your search

San Felice holiday apartment let

San Felice apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

from £141 / night

£985 / week

1 / 15

Great rentals within 20 miles that match your search

Holiday apartment with shared pool in San Felice

San Felice apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from £183 / night

£1,281 / week

1 / 16

Great rentals within 20 miles that match your search

Holiday cottage with shared pool in Poggibonsi

Poggibonsi cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from £119 / night

£788 / week

1 / 20

Great rentals within 20 miles that match your search

Holiday villa rental

Castellina In Chianti villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from £298 / night

£1,869 / week

1 / 19

Great rentals within 20 miles that match your search

Holiday home in San Dalmazio

San Dalmazio house

  • 1 bedroom
  • 3 bathrooms
  • sleeps 3

from £69 / night

£355 / week

1 / 6

Great rentals within 20 miles that match your search

Holiday apartment with shared pool in Castelnuovo Berardenga

Castelnuovo Berardenga apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 1

from £99 / night

£690 / week

1 / 17

Great rentals within 20 miles that match your search

Holiday apartment with shared pool in Castelnuovo Berardenga

Castelnuovo Berardenga apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from £197 / night

£1,379 / week

1 / 17

Great rentals within 20 miles that match your search

Holiday apartment with shared pool in Moncioni

Moncioni apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £158 / night

£1,103 / week

1 / 42

Great rentals within 20 miles that match your search

Holiday apartment with shared pool in Chianti

Chianti apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £178 / night

£1,241 / week

1 / 56

Great rentals within 20 miles that match your search

Castelnuovo Berardenga holiday apartment rental

Castelnuovo Berardenga apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from £226 / night

£1,576 / week

1 / 20

Great rentals within 20 miles that match your search

Holiday villa with swimming pool in San Gimignano

San Gimignano villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 7

from £289 / night

£2,019 / week

1 / 34

Great rentals within 20 miles that match your search

Farmhouse rental in San Felice with shared pool

San Felice farmhouse

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 7

from £268 / night

£1,871 / week

1 / 12

Great rentals within 20 miles that match your search

Holiday apartment with shared pool in San Felice

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 farmhouse with shared pool in San Felice

San Felice farmhouse

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

from £141 / night

£985 / week

1 / 17

Great rentals within 20 miles that match your search

Holiday farmhouse with shared pool in San Gimignano

San Gimignano farmhouse

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £69 / night

£444 - £532 / week

1 / 15

Great rentals within 20 miles that match your search

Holiday villa in Monteroni d'Arbia

Monteroni d'Arbia villa

  • 9 bedrooms
  • 6 bathrooms
  • sleeps 19

from £2,878 / night

£14,386 / week

1 / 43

Great rentals within 20 miles that match your search

Holiday townhouse with shared pool in San Gimignano

San Gimignano townhouse

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from £123 / night

£739 - £936 / week

1 / 60

Great rentals within 20 miles that match your search

Holiday farmhouse with shared pool in Moncioni

Moncioni farmhouse

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

from £104 / night

£680 / week

1 / 24

Great rentals within 20 miles that match your search

Holiday villa with shared pool in Castellina In Chianti

Castellina In Chianti villa

  • 7 bedrooms
  • 7 bathrooms
  • sleeps 14

from £488 / night

£2,925 - £5,771 / week

1 / 38

Great rentals within 20 miles that match your search

Holiday townhouse with shared pool in San Gimignano

San Gimignano townhouse

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

from £123 / night

£739 - £936 / week

1 / 28

Great rentals within 20 miles that match your search

Holiday cottage with shared pool in Castellina In Chianti

Castellina In Chianti cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £148 / night

£901 / week

1 / 13

Great rentals within 20 miles that match your search

Holiday villa accommodation

Castelnuovo Berardenga villa

  • 7 bedrooms
  • 6 bathrooms
  • sleeps 12

from £1,674 / night

£11,718 / week

1 / 5

Great rentals within 20 miles that match your search

Apartment rental in Castelnuovo Berardenga with shared pool

Castelnuovo Berardenga apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from £128 / night

£896 / week

1 / 18

Great rentals within 20 miles that match your search

Holiday farmhouse in Montevarchi

Montevarchi farmhouse

  • 2 bedrooms
  • 1 bathroom
  • sleeps 2

from £104 / night

£680 / week

1 / 24

Great rentals within 20 miles that match your search

Holiday townhouse in Trequanda

Trequanda townhouse

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

from £119 / night

£828 / week

1 / 17

Great rentals within 20 miles that match your search

Holiday apartment with swimming pool in Crete Senesi

Crete Senesi apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from £119 / night

£828 / week

1 / 22

Great rentals within 20 miles that match your search

Montebenichi holiday apartment rental

Montebenichi apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

from £148 / night

£1,034 / week

1 / 13

Great rentals within 20 miles that match your search

Holiday finca letting

Rapolano Terme finca

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 4

from £128 / night

£896 / week

1 / 5

Great rentals within 20 miles that match your search

Holiday farmhouse in Radicondoli

Radicondoli farmhouse

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 10

from £345 / night

£2,413 / week

1 / 39

Great rentals within 20 miles that match your search

Holiday b&b in Montalcino

Montalcino b&b

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

from £66 / night

£335 / week

1 / 31

Great rentals within 20 miles that match your search

Holiday apartment with shared pool in Montecastelli Pisano

Montecastelli Pisano apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from £104 / night

£690 / week

1 / 36

Great rentals within 20 miles that match your search

Holiday apartment with shared pool in Montevarchi

Montevarchi apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from £168 / night

£1,172 / week

1 / 27

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