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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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  • Apartment (1)
  • Villa (14)
  • Cottage (1)
  • House (5)
  • Barn (1)
  • Farmhouse (2)

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24 Holiday homes

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Great rentals within 20 miles that match your search

Holiday villa rental

Staggia Senese villa

  • 6 bedrooms
  • 7 bathrooms
  • sleeps 14

from £487 / night

£3,407 / week

1 / 62

Great rentals within 20 miles that match your search

Holiday villa rental

Tavarnelle Val di Pesa villa

  • 11 bedrooms
  • 11 bathrooms
  • sleeps 20

from £1,354 / night

£9,478 / week

1 / 102

Great rentals within 20 miles that match your search

Holiday villa in Siena

Siena villa

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 12

from £564 / night

£3,945 / week

1 / 10

Great rentals within 20 miles that match your search

Holiday villa with swimming pool in Panzano in Chianti

Panzano in Chianti villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 7
3 reviews

from £543 / night

£3,797 / week

1 / 40

Great rentals within 20 miles that match your search

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

San Casciano in Val di Pesa house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4
6 reviews

from £114 / night

£773 - £1,370 / week

1 / 32

Great rentals within 20 miles that match your search

Holiday home with swimming pool in San Donato in Poggio

San Donato in Poggio house

  • 3 bedrooms
  • 1 bathroom
  • sleeps 6
3 reviews

from £297 / night

£1,796 / week

1 / 31

Great rentals within 20 miles that match your search

Holiday villa rental

San Casciano in Val di Pesa villa

  • 11 bedrooms
  • 10 bathrooms
  • sleeps 15

from £1,099 / night

£7,688 / week

1 / 40

Great rentals within 20 miles that match your search

Home rental in Gracciano with swimming pool

Gracciano house

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from £134 / night

£740 / week

1 / 35

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 £830 / night

£5,805 / week

1 / 33

Great rentals within 20 miles that match your search

Holiday farmhouse with swimming pool in Monteriggioni

Monteriggioni farmhouse

  • 1 bedroom
  • 1 bathroom
  • sleeps 2
5 reviews

from £89 / night

£622 / week

1 / 34

Great rentals within 20 miles that match your search

Greve in Chianti holiday villa rental

Greve in Chianti villa

  • 8 bedrooms
  • 9 bathrooms
  • sleeps 17
40 reviews

from £409 / night

£2,860 - £5,918 / week

1 / 33

Great rentals within 20 miles that match your search

Holiday farmhouse with swimming pool in Monteriggioni

Monteriggioni farmhouse

  • 1 bedroom
  • 1 bathroom
  • sleeps 2
4 reviews

from £89 / night

£622 / week

1 / 30

Great rentals within 20 miles that match your search

Holiday villa with swimming pool, golf nearby in Moltacino

Moltacino villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from £228 / night

£1,206 - £5,482 / week

1 / 36

Great rentals within 20 miles that match your search

Holiday apartment accommodation

Greve in Chianti apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

from £113 / night

£789 / week

1 / 30

Great rentals within 20 miles that match your search

Gracciano holiday home rental

Gracciano house

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

from £89 / night

£444 / week

1 / 26

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 £177 / night

£1,240 - £1,722 / week

1 / 55

Great rentals within 20 miles that match your search

Certaldo holiday cottage rental

Certaldo cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4
5 reviews

from £188 / night

£1,312 / week

1 / 25

Great rentals within 20 miles that match your search

Holiday villa with swimming pool in Siena

Siena villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6
4 reviews

from £153 / night

£1,070 / week

1 / 40

Great rentals within 20 miles that match your search

Holiday home letting

Monteriggioni house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5
9 reviews

from £118 / night

£551 - £984 / week

1 / 21

Great rentals within 20 miles that match your search

Holiday barn with swimming pool in Quercegrossa

Quercegrossa barn

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

from £109 / night

£760 - £1,347 / week

1 / 47

Great rentals within 20 miles that match your search

Holiday villa in Quercegrossa

Quercegrossa villa

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 12

from £564 / night

£3,610 - £5,937 / week

1 / 81

Great rentals within 20 miles that match your search

Holiday villa with swimming pool in Siena

Siena villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 7
6 reviews

from £281 / night

£1,968 - £2,865 / week

1 / 67

Great rentals within 20 miles that match your search

Holiday villa rental

Tavarnelle Val di Pesa villa

  • 6 bedrooms
  • 8 bathrooms
  • sleeps 14
28 reviews

from £1,691 / night

£11,835 - £14,695 / week

1 / 61

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 £550 / night

£3,270 - £5,819 / week

1 / 56

Great rentals within 20 miles that match your search

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Apartment rental in Siena with shared pool

Siena apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

1 filter does not match: Private pool

from £74 / night

£518 / week

1 / 22

Great rentals within 20 miles that match your search

Campoli in Chianti holiday barn rental

Campoli in Chianti barn

  • 2 bedrooms
  • 6 bathrooms
  • sleeps 4

1 filter does not match: Private pool

1 review

Pricing unknown

1 / 21

Great rentals within 20 miles that match your search

Villa rental in Castelnuovo Berardenga

Castelnuovo Berardenga villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 filter does not match: Private pool

Pricing unknown

1 / 10

Great rentals within 20 miles that match your search

Holiday farmhouse in Siena

Siena farmhouse

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 filter does not match: Private pool

Pricing unknown

1 / 20

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: Cot available

from £2,375 / night

£16,624 - £20,069 / 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: Cot available

from £860 / night

£6,445 - £7,734 / 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: Cot available

2 reviews

from £774 / night

£5,414 - £6,542 / week

1 / 41

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: Cot available

from £1,351 / night

£9,452 - £17,185 / week

1 / 69

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: Cot available

from £982 / night

£6,874 - £12,803 / week

1 / 30

Great rentals within 20 miles that match your search

Holiday apartment in San Casciano in Val di Pesa

San Casciano in Val di Pesa apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Private pool

from £79 / night

£553 / week

1 / 16

Great rentals within 20 miles that match your search

Holiday apartment letting

Greve in Chianti apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

1 filter does not match: Private pool

2 reviews

from £148 / night

£1,036 / week

1 / 18

Great rentals within 20 miles that match your search

Greve in Chianti holiday cottage rental

Greve in Chianti cottage

  • 1 bedroom
  • 2 bathrooms
  • sleeps 2

1 filter does not match: Private pool

from £56 / night

£355 / week

1 / 23

Great rentals within 20 miles that match your search

Pontignano holiday apartment rental

Pontignano apartment

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

1 filter does not match: Private pool

1 review

from £127 / night

£839 / week

1 / 12

Great rentals within 20 miles that match your search

Barberino Val d'Elsa holiday farmhouse rental

Barberino Val d'Elsa farmhouse

  • 1 bedroom
  • 2 bathrooms
  • sleeps 2

1 filter does not match: Private pool

Pricing unknown

1 / 20

Great rentals within 20 miles that match your search

Holiday apartment in Tavarnelle Val di Pesa

Tavarnelle Val di Pesa apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 filter does not match: Private pool

from £77 / night

£494 / week

1 / 19

Great rentals within 20 miles that match your search

San Donato in Poggio holiday home rental

San Donato in Poggio house

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 6

1 filter does not match: Private pool

Pricing unknown

1 / 14

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