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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 (8)
  • Villa (6)
  • Cottage (1)
  • House (3)
  • Castle (1)
  • Farmhouse (4)
  • B&B (1)

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24 Holiday homes

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Water sports
Under 5s

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 Altopascio

Altopascio villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from £113 / night

£630 / week

1 / 15

Great rentals within 20 miles that match your search

Farmhouse letting in Radda in Chianti

Radda in Chianti farmhouse

  • 2 bedrooms
  • 1 bathroom
  • sleeps 3
8 reviews

from £84 / night

£539 - £774 / week

1 / 47

Great rentals within 20 miles that match your search

Holiday apartment in Panzano in Chianti

Panzano in Chianti apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from £118 / night

£784 / week

1 / 17

Great rentals within 20 miles that match your search

Holiday apartment rental

Tavarnelle Val di Pesa apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4
44 reviews

from £79 / night

£549 / week

1 / 35

Great rentals within 20 miles that match your search

Holiday apartment in Siena

Siena apartment

  • 2 bedrooms
  • 4 bathrooms
  • sleeps 4
2 reviews

from £363 / night

£2,351 / week

1 / 19

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 £508 / night

£3,552 / week

1 / 32

Great rentals within 20 miles that match your search

Campoli in Chianti holiday cottage rental

Campoli in Chianti cottage

  • 3 bedrooms
  • 1 bathroom
  • sleeps 6
1 review

from £128 / night

£853 / week

1 / 57

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 £398 / night

£2,784 / week

1 / 24

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 £924 / night

£6,466 / 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 £1,195 / night

£8,365 / week

1 / 25

Great rentals within 20 miles that match your search

Holiday home in Figline e Incisa Valdarno

Figline e Incisa Valdarno house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6
2 reviews

from £98 / night

£617 / week

1 / 35

Great rentals within 20 miles that match your search

Farmhouse rental in Radda in Chianti

Radda in Chianti farmhouse

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 3
11 reviews

from £108 / night

£637 - £862 / week

1 / 52

Great rentals within 20 miles that match your search

Holiday apartment in Greve in Chianti

Greve in Chianti apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4
4 reviews

Pricing unknown

1 / 14

Great rentals within 20 miles that match your search

Holiday b&b in Greve in Chianti

Greve in Chianti b&b

  • 1 bedroom
  • 1 bathroom
  • sleeps 2
5 reviews

from £79 / night

£535 / week

1 / 28

Great rentals within 20 miles that match your search

Holiday apartment in Staggia Senese

Staggia Senese apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 5
3 reviews

from £40 / night

£226 - £363 / week

1 / 24

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

  • 1 bedroom
  • 1 bathroom
  • sleeps 3
4 reviews

from £59 / night

£392 / week

1 / 22

Great rentals within 20 miles that match your search

Radda in Chianti holiday farmhouse rental

Radda in Chianti farmhouse

  • 1 bedroom
  • 1 bathroom
  • sleeps 2
9 reviews

from £93 / night

£657 - £804 / week

1 / 49

Great rentals within 20 miles that match your search

Holiday apartment in Siena

Siena apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4
3 reviews

from £275 / night

£1,665 - £2,351 / week

1 / 30

Great rentals within 20 miles that match your search

Holiday farmhouse in Radda in Chianti

Radda in Chianti farmhouse

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4
11 reviews

from £118 / night

£686 - £1,029 / week

1 / 55

Great rentals within 20 miles that match your search

Holiday home in Siena

Siena house

  • 1 bedroom
  • 1 bathroom
  • sleeps 4
11 reviews

from £118 / night

£823 / week

1 / 17

Great rentals within 20 miles that match your search

Colle di Val d'Elsa holiday home rental

Colle di Val d'Elsa house

  • 1 bedroom
  • 1 bathroom
  • sleeps 3
12 reviews

from £177 / night

£1,058 - £1,332 / week

1 / 33

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 £490 / night

£3,429 / week

1 / 69

Great rentals within 20 miles that match your search

Castle rental in Montefiridolfi

Montefiridolfi castle

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from £89 / night

£588 - £686 / week

1 / 24

Great rentals within 20 miles that match your search

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Holiday apartment in Greve in Chianti

Greve in Chianti apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 filter does not match: Under 5s

2 reviews

from £67 / night

£441 / week

1 / 26

Great rentals within 20 miles that match your search

Holiday townhouse in Greve in Chianti

Greve in Chianti townhouse

  • 1 bedroom
  • 2 bathrooms
  • sleeps 3

1 filter does not match: Under 5s

Pricing unknown

1 / 10

Great rentals within 20 miles that match your search

Holiday home in Greve in Chianti

Greve in Chianti house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

1 filter does not match: Under 5s

2 reviews

from £59 / night

£412 - £720 / week

1 / 10

Great rentals within 20 miles that match your search

Holiday cottage in Castellina In Chianti

Castellina In Chianti cottage

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 filter does not match: Under 5s

8 reviews

from £157 / night

£1,097 / week

1 / 48

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: Under 5s

Pricing unknown

1 / 10

Great rentals within 20 miles that match your search

Holiday home accommodation

Colle di Val d'Elsa house

  • 3 bedrooms
  • 1 bathroom
  • sleeps 4

1 filter does not match: Water sports

from £59 / night

£412 / week

1 / 18

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: Water sports

from £44 / night

£275 - £412 / week

1 / 15

Great rentals within 20 miles that match your search

Chateau rental in Strada in Chianti

Strada in Chianti chateau

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 filter does not match: Water sports

from £93 / night

£652 / week

1 / 19

Great rentals within 20 miles that match your search

Tavarnelle Val di Pesa holiday villa rental

Tavarnelle Val di Pesa villa

  • 10 bedrooms
  • 9 bathrooms
  • sleeps 20

1 filter does not match: Water sports

from £1,513 / night

£10,584 - £15,400 / week

1 / 50

Great rentals within 20 miles that match your search

Lucardo holiday villa rental

Lucardo villa

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 12

1 filter does not match: Water sports

from £743 / night

£5,197 - £7,548 / week

1 / 34

Great rentals within 20 miles that match your search

Holiday b&b in Siena

Siena b&b

  • 4 bedrooms
  • 1 bathroom
  • sleeps 2

1 filter does not match: Water sports

from £196 / night

£1,372 / week

1 / 13

Great rentals within 20 miles that match your search

Barberino Val d'Elsa holiday apartment rental

Barberino Val d'Elsa apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 filter does not match: Water sports

from £79 / night

£549 / week

1 / 5

Great rentals within 20 miles that match your search

Holiday apartment with shared pool in Barberino Val d'Elsa

Barberino Val d'Elsa apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 filter does not match: Water sports

from £157 / night

£1,097 / week

1 / 11

Great rentals within 20 miles that match your search

Apartment rental in Castellina In Chianti

Castellina In Chianti apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: Water sports

from £68 / night

£473 / week

1 / 16

Great rentals within 20 miles that match your search

Holiday apartment with shared pool in Siena

Siena apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: Water sports

3 reviews

from £97 / night

£666 / week

1 / 14

Great rentals within 20 miles that match your search

Holiday apartment with shared pool in Siena

Siena apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 filter does not match: Water sports

1 review

from £74 / night

£466 / week

1 / 13

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