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Castellina In Chianti 2-bedroom Vacation Rentals, Homes & More - 227 Rentals Available.

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227 Vacation rentals

Filters applied: 2+ Bedrooms

(3)

1 / 33

Castellina In Chianti Farmhouse

  • 4
  • 8
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Pet friendly

$201.00

Very Good (3 reviews)

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from $201.00 / night

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(5)

1 / 36

Castellina In Chianti Farmhouse

  • 3
  • 7
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Pet friendly

$175.00

Very Good (5 reviews)

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from $175.00 / night

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(7)

1 / 46

Castellina In Chianti Farmhouse

  • 5
  • 10
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Pet friendly

$469.00

Very Good (7 reviews)

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from $469.00 / night

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1 / 34

Castellina In Chianti Villa

  • 7
  • 14
  • 7 nights min
  • Child friendly

$1,031.00

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from $1,031.00 / night

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(2)

1 / 39

Castellina In Chianti Farmhouse

  • 4
  • 9
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Pet friendly

$273.00

Very Good (2 reviews)

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from $273.00 / night

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(18)

1 / 26

Castellina In Chianti House

  • 5
  • 10
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Pet friendly

$335.00

Excellent (18 reviews)

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from $335.00 / night

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1 / 22

Castellina In Chianti Villa

  • 5
  • 14
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

$2,058.00

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from $2,058.00 / night

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Your search has been expanded 18.9 miles to include more rentals

1 / 51

Montebenichi Cottage - 16.3 miles away

  • 4
  • 8
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning

$698.00

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from $698.00 / night

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1 / 40

Gambassi Terme Apartment - 14.9 miles away

  • 2
  • 5
  • 7 nights min
  • Ask about children
  • Ask about pets

$124.00

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from $124.00 / night

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1 / 20

Montebenichi House - 13.7 miles away

  • 4
  • 8
  • 7 nights min
  • Ask about children
  • Air conditioning
  • Pet friendly

$791.00

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from $791.00 / night

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1 / 24

Tavarnelle Val di Pesa Villa - 7.4 miles away

  • 4
  • 7
  • min stay varies
  • Nearest beach 90 mi
  • Swimming pool
  • Child friendly

$288.00

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from $288.00 / night

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1 / 59

Ville di Corsano Villa - 16.6 miles away

  • 9
  • 19
  • 7 nights min
  • Nearest beach 85 mi
  • Swimming pool
  • Child friendly

$1,986.00

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from $1,986.00 / night

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1 / 48

Gambassi Terme Apartment - 14.9 miles away

  • 2
  • 5
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning

$125.00

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from $125.00 / night

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1 / 43

Certaldo Villa - 11.7 miles away

  • 3
  • 7
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Pet friendly

$278.00

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from $278.00 / night

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1 / 20

Sovicille Apartment - 13.5 miles away

  • 3
  • 5
  • 7 nights min
  • Ask about children
  • Pet friendly

$139.00

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from $139.00 / night

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1 / 56

Barberino Val d'Elsa Apartment - 7.5 miles away

  • 2
  • 5
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning

$277.00

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from $277.00 / night

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1 / 27

San Donato in Poggio Apartment - 4.8 miles away

  • 2
  • 6
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Ask about pets

$241.00

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from $241.00 / night

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1 / 18

Greve in Chianti Villa - 8 miles away

  • 5
  • 8
  • 7 nights min
  • Ask about children
  • Ask about pets

$561.00

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from $561.00 / night

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1 / 50

Certaldo Villa - 11.7 miles away

  • 2
  • 5
  • 7 nights min
  • Ask about children
  • Ask about pets

$194.00

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from $194.00 / night

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1 / 20

Rapale House - 16.8 miles away

  • 10
  • 18
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning

$1,257.00

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from $1,257.00 / night

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1 / 51

Barberino Val d'Elsa Apartment - 7.5 miles away

  • 2
  • 6
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning

$221.00

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from $221.00 / night

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1 / 20

Poggibonsi House - 5.4 miles away

  • 6
  • 11
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning

$928.00

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from $928.00 / night

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1 / 20

Gambassi Terme House - 17.3 miles away

  • 4
  • 8
  • 7 nights min
  • Ask about children
  • Pet friendly

$354.00

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from $354.00 / night

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1 / 20

Monteriggioni House - 6.4 miles away

  • 3
  • 7
  • 7 nights min
  • Ask about children
  • Pet friendly

$234.00

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from $234.00 / night

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1 / 35

Certaldo Apartment - 12.3 miles away

  • 2
  • 4
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning

$203.00

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from $203.00 / night

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(25)

1 / 15

San Casciano in Val di Pesa House - 9.8 miles away

  • 2
  • 6
  • 3 nights min

Responds fast! Avg. 2 hours 27 minutes

$117.00

Excellent (25 reviews)

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from $117.00 / night

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1 / 29

San Donato in Poggio Cottage - 4.8 miles away

  • 2
  • 4
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Ask about pets

$216.00

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from $216.00 / night

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1 / 33

San Donato in Poggio Apartment - 4.8 miles away

  • 2
  • 5
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Ask about pets

$195.00

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from $195.00 / night

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1 / 20

Sovicille Apartment - 13.5 miles away

  • 2
  • 4
  • 7 nights min
  • Ask about children
  • Pet friendly

$111.00

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from $111.00 / night

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1 / 111

Siena Villa - 10.6 miles away

  • 6
  • 12
  • min stay varies
  • Nearest beach 161 mi
  • Swimming pool
  • Child friendly

$582.00

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from $582.00 / night

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1 / 20

San Casciano in Val di Pesa House - 13.9 miles away

  • 6
  • 11
  • 7 nights min
  • Ask about children
  • Pet friendly

$722.00

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from $722.00 / night

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1 / 52

Certaldo Villa - 11.7 miles away

  • 2
  • 5
  • 7 nights min
  • Ask about children
  • Air conditioning
  • Ask about pets

$195.00

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from $195.00 / night

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1 / 33

Tavarnelle Val di Pesa Apartment - 8.4 miles away

  • 3
  • 6
  • min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$136.00

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from $136.00 / night

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1 / 35

Tavarnelle Val di Pesa Apartment - 8.4 miles away

  • 2
  • 4
  • min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$136.00

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from $136.00 / night

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1 / 66

Tavarnelle Val di Pesa House - 8.4 miles away

  • 6
  • 12
  • 7 nights min
  • Ask about children
  • Air conditioning
  • Private garden

Responds fast! Avg. 2 hours 38 minutes

$700.00

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from $700.00 / night

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1 / 14

San Gimignano Villa - 14.6 miles away

  • 5
  • 10
  • min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning

Responds fast! Avg. 2 hours 38 minutes

$414.00

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from $414.00 / night

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1 / 36

Certaldo Villa - 13.5 miles away

  • 9
  • 18
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning

Responds fast! Avg. 2 hours 38 minutes

$821.00

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from $821.00 / night

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1 / 32

Montagnana Val di Pesa Apartment - 17.5 miles away

  • 2
  • 6
  • 3 nights min
  • Nearest beach 75 mi
  • Swimming pool
  • Child friendly

$120.00

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from $120.00 / night

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1 / 33

San Donato in Poggio Apartment - 4.8 miles away

  • 2
  • 6
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Ask about pets

$195.00

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from $195.00 / night

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(4)

1 / 183

Bagno a Ripoli Villa - 18.9 miles away

  • 8
  • 16
  • min stay varies
  • Nearest beach 193 mi
  • Swimming pool
  • Child friendly

$1,659.00

Average (4 reviews)

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from $1,659.00 / night

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