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Holiday Lettings
> Europe
> Italy
> Tuscany
> Province of Siena
> Villas and apartments in Castellina In Chianti

Villas in Castellina In Chianti and Apartments - Holiday Lettings - Holiday Rentals Castellina In Chianti

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  • Villa (21)
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26 Holiday homes

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Private pool
Smokers

Great rentals within 20 miles that match your search

Monteriggioni holiday villa rental

Monteriggioni villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6
5 reviews

from £158 / night

£1,104 - £2,621 / week

1 / 108

Great rentals within 20 miles that match your search

Home rental in San Donato in Poggio with swimming pool

San Donato in Poggio house

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 9

from £535 / night

£3,745 / week

1 / 7

Great rentals within 20 miles that match your search

Holiday villa in Siena

Siena villa

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 12

from £563 / night

£3,942 / week

1 / 10

Great rentals within 20 miles that match your search

Greve in Chianti holiday villa rental

Greve in Chianti villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

from £690 / night

£4,434 - £4,848 / week

1 / 27

Great rentals within 20 miles that match your search

San Donato in Poggio holiday villa rental

San Donato in Poggio villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 12

from £831 / night

£5,814 / week

1 / 32

Great rentals within 20 miles that match your search

Monteriggioni holiday villa rental

Monteriggioni villa

  • 3 bedrooms
  • 8 bathrooms
  • sleeps 6
1 review

Pricing unknown

1 / 13

Great rentals within 20 miles that match your search

Gaiole in Chianti holiday villa rental

Gaiole in Chianti villa

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 8

from £511 / night

£3,573 / week

1 / 32

Great rentals within 20 miles that match your search

Holiday villa with swimming pool in Poggibonsi

Poggibonsi villa

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 12

from £400 / night

£2,801 / week

1 / 24

Great rentals within 20 miles that match your search

Volpaia holiday villa rental

Volpaia villa

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 10

from £139 / night

£973 / week

1 / 50

Great rentals within 20 miles that match your search

Holiday villa with swimming pool in Poggibonsi

Poggibonsi villa

  • 7 bedrooms
  • 4 bathrooms
  • sleeps 18
2 reviews

from £655 / night

£4,581 / week

1 / 39

Great rentals within 20 miles that match your search

Holiday villa with swimming pool, golf nearby in San Donato in Poggio

San Donato in Poggio villa

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 12

from £930 / night

£6,505 / week

1 / 38

Great rentals within 20 miles that match your search

Holiday villa with swimming pool in Sambuca

Sambuca villa

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 12

from £1,203 / night

£8,415 / week

1 / 25

Great rentals within 20 miles that match your search

Greve in Chianti holiday villa rental

Greve in Chianti villa

  • 5 bedrooms
  • 8 bathrooms
  • sleeps 10
5 reviews

from £444 / night

£2,463 - £4,630 / week

1 / 43

Great rentals within 20 miles that match your search

Villa rental in Radda in Chianti with swimming pool

Radda in Chianti villa

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 12

from £193 / night

£1,386 - £2,871 / week

1 / 45

Great rentals within 20 miles that match your search

San Donato in Poggio holiday villa rental

San Donato in Poggio villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10
3 reviews

from £831 / night

£5,814 / week

1 / 33

Great rentals within 20 miles that match your search

Holiday home with swimming pool in Greve in Chianti

Greve in Chianti house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 5

from £128 / night

£925 - £1,990 / week

1 / 41

Great rentals within 20 miles that match your search

Holiday villa rental

Barberino Val d'Elsa villa

  • 7 bedrooms
  • 7 bathrooms
  • sleeps 14
3 reviews

from £789 / night

£4,927 - £5,203 / week

1 / 16

Great rentals within 20 miles that match your search

Panzano in Chianti holiday farmhouse rental

Panzano in Chianti farmhouse

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 10
34 reviews

from £641 / night

£4,484 / week

1 / 76

Great rentals within 20 miles that match your search

Holiday villa with swimming pool in San Casciano in Val di Pesa

San Casciano in Val di Pesa villa

  • 5 bedrooms
  • 8 bathrooms
  • sleeps 14

from £10 / night

£69 / week

1 / 50

Great rentals within 20 miles that match your search

Holiday villa with swimming pool in Greve in Chianti

Greve in Chianti villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6
1 review

from £178 / night

£1,242 - £1,725 / week

1 / 55

Great rentals within 20 miles that match your search

Holiday farmhouse with swimming pool in Certaldo

Certaldo farmhouse

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8
28 reviews

from £247 / night

£1,725 / week

1 / 18

Great rentals within 20 miles that match your search

Holiday apartment in Poggibonsi

Poggibonsi apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 12
26 reviews

from £153 / night

£1,069 - £3,001 / week

1 / 43

Great rentals within 20 miles that match your search

Holiday villa in Panzano in Chianti

Panzano in Chianti villa

  • 7 bedrooms
  • 6 bathrooms
  • sleeps 14
9 reviews

from £542 / night

£3,793 / week

1 / 20

Great rentals within 20 miles that match your search

Holiday villa with swimming pool in Greve in Chianti

Greve in Chianti villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8
87 reviews

from £493 / night

£3,449 / week

1 / 69

Great rentals within 20 miles that match your search

Villa rental in Siena with swimming pool

Siena villa

  • 7 bedrooms
  • 7 bathrooms
  • sleeps 16
4 reviews

from £887 / night

£6,208 / week

1 / 51

Great rentals within 20 miles that match your search

Holiday villa with swimming pool in Gaiole in Chianti

Gaiole in Chianti villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10
14 reviews

from £549 / night

£3,267 - £5,814 / week

1 / 56

Great rentals within 20 miles that match your search

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Colle di Val d'Elsa holiday apartment rental

Colle di Val d'Elsa apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

1 filter does not match: Private pool

from £168 / night

£1,173 / week

1 / 13

Great rentals within 20 miles that match your search

Holiday home in Panzano in Chianti

Panzano in Chianti house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 filter does not match: Private pool

2 reviews

from £188 / night

£1,311 / week

1 / 19

Great rentals within 20 miles that match your search

Holiday cottage in Polvereto

Polvereto cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 filter does not match: Private pool

8 reviews

from £148 / night

£1,035 - £1,311 / week

1 / 42

Great rentals within 20 miles that match your search

Holiday cottage with shared pool in Polvereto

Polvereto cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 filter does not match: Private pool

13 reviews

from £148 / night

£1,035 / week

1 / 34

Great rentals within 20 miles that match your search

Holiday studio rental

Caprera studio

  • Studio
  • 1 bathroom
  • sleeps 4

1 filter does not match: Private pool

Pricing unknown

1 / 9

Great rentals within 20 miles that match your search

Holiday condo in Marcialla

Marcialla condo

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 4

1 filter does not match: Private pool

Pricing unknown

1 / 11

Great rentals within 20 miles that match your search

Holiday b&b rental

Greve in Chianti b&b

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 filter does not match: Private pool

5 reviews

from £60 / night

£395 / week

1 / 17

Great rentals within 20 miles that match your search

Holiday villa with swimming pool in Panzano in Chianti

Panzano in Chianti villa

  • 9 bedrooms
  • 9 bathrooms
  • sleeps 18

1 filter does not match: Smokers

from £2,373 / night

£16,609 - £20,052 / week

1 / 43

Great rentals within 20 miles that match your search

Panzano in Chianti holiday villa rental

Panzano in Chianti villa

  • 10 bedrooms
  • 10 bathrooms
  • sleeps 24

1 filter does not match: Smokers

from £861 / night

£6,455 - £7,745 / week

1 / 58

Great rentals within 20 miles that match your search

Lucardo holiday home accommodation

Lucardo house

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

1 filter does not match: Smokers

2 reviews

from £775 / night

£5,422 - £6,552 / week

1 / 41

Great rentals within 20 miles that match your search

Holiday villa with swimming pool in Tavarnelle Val di Pesa

Tavarnelle Val di Pesa villa

  • 7 bedrooms
  • 7 bathrooms
  • sleeps 14

1 filter does not match: Smokers

from £984 / night

£6,885 - £12,823 / week

1 / 30

Great rentals within 20 miles that match your search

Panzano in Chianti holiday villa rental

Panzano in Chianti villa

  • 7 bedrooms
  • 7 bathrooms
  • sleeps 14

1 filter does not match: Smokers

from £1,353 / night

£9,467 - £17,212 / week

1 / 69

Great rentals within 20 miles that match your search

Apartment rental in Barberino Val d'Elsa with swimming pool

Barberino Val d'Elsa apartment

  • 5 bedrooms
  • 6 bathrooms
  • sleeps 10

1 filter does not match: Smokers

from £789 / night

£4,927 / week

1 / 16

Great rentals within 20 miles that match your search

Holiday finca with swimming pool in Barberino Val d'Elsa

Barberino Val d'Elsa finca

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 filter does not match: Smokers

from £119 / night

£641 / week

1 / 7

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