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Castellina In Chianti 2-bedroom Vacation Rentals, Homes & More - 861 Rentals Available.

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861 Vacation rentals

Filters applied: 2+ Bedrooms

1 / 24

Castellina In Chianti House

  • 5
  • 10
  • 1 night min
  • Swimming pool
  • Ask about children
  • Ask about pets

$569.00

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from $569.00 / night

(1)

1 / 59

Castellina In Chianti Villa

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

$580.00

Excellent (1 reviews)

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from $580.00 / night

1 / 17

Castellina In Chianti Villa

  • 2
  • 4
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Ask about pets

$237.00

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from $237.00 / night

(3)

1 / 33

Castellina In Chianti Farmhouse

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

$197.00

Very Good (3 reviews)

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from $197.00 / night

(7)

1 / 46

Castellina In Chianti Farmhouse

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

$417.00

Very Good (7 reviews)

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from $417.00 / night

(5)

1 / 36

Castellina In Chianti Farmhouse

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

$172.00

Very Good (5 reviews)

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from $172.00 / night

1 / 19

Castellina In Chianti Apartment

  • 5
  • 9
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Pet friendly

$195.00

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from $195.00 / night

1 / 19

Castellina In Chianti Apartment

  • 3
  • 8
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Ask about pets

$179.00

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from $179.00 / night

1 / 42

Fonterutoli Villa

  • 4
  • 8
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Pet friendly

$283.00

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from $283.00 / night

1 / 19

San Leonino Apartment

  • 3
  • 8
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Ask about pets

$174.00

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from $174.00 / night

1 / 17

Castellina In Chianti Apartment

  • 5
  • 9
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Pet friendly

$237.00

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from $237.00 / night

1 / 26

Castellina In Chianti Apartment

  • 3
  • 6
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Pet friendly

$161.00

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from $161.00 / night

1 / 27

Castellina In Chianti Apartment

  • 4
  • 8
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Pet friendly

$174.00

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from $174.00 / night

1 / 23

Castellina In Chianti Villa

  • 5
  • 10
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

$489.00

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from $489.00 / night

1 / 30

Castellina In Chianti Villa

  • 5
  • 10
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Pet friendly

$249.00

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from $249.00 / night

1 / 26

Castellina In Chianti Villa

  • 6
  • 12
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

$489.00

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from $489.00 / night

1 / 16

Castellina In Chianti Villa

  • 4
  • 7
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Pet friendly

$208.00

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from $208.00 / night

1 / 17

Castellina In Chianti Apartment

  • 11
  • 21
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Pet friendly

$500.00

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from $500.00 / night

1 / 39

Ricavo Villa

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

$1,283.00

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from $1,283.00 / night

1 / 30

Ricavo Apartment

  • 5
  • 10
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Pet friendly

$241.00

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from $241.00 / night

1 / 22

Castellina In Chianti Villa

  • 6
  • 11
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Pet friendly

$279.00

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from $279.00 / night

1 / 20

Castellina In Chianti Villa

  • 4
  • 8
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Pet friendly

$207.00

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from $207.00 / night

(2)

1 / 39

Castellina In Chianti Farmhouse

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

$268.00

Very Good (2 reviews)

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from $268.00 / night

1 / 34

Castellina In Chianti Villa

  • 7
  • 14
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Pet friendly

$348.00

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from $348.00 / night

1 / 31

Castellina In Chianti House

  • 5
  • 12
  • min stay varies
  • Swimming pool
  • Ask about children
  • Ask about pets

Inquire for Rates

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Pricing unknown

1 / 23

Castellina In Chianti Villa

  • 5
  • 10
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Pet friendly

$260.00

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from $260.00 / night

1 / 27

Castellina In Chianti Apartment

  • 4
  • 8
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Pet friendly

$193.00

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from $193.00 / night

(3)

1 / 28

Fonterutoli Villa

  • 6
  • 12
  • 7 nights min
  • Ask about children
  • Ask about pets

Responds fast! Avg. 1 hour 1 minutes

$647.00

Excellent (3 reviews)

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from $647.00 / night

1 / 22

Castellina In Chianti Villa

  • 5
  • 10
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

$2,321.00

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from $2,321.00 / night

1 / 40

Castellina In Chianti Apartment

  • 2
  • 4
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Ask about pets

$213.00

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from $213.00 / night

(18)

1 / 26

Castellina In Chianti House

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

$417.00

Excellent (18 reviews)

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from $417.00 / night

1 / 44

Fonterutoli Villa

  • 8
  • 16
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Pet friendly

$639.00

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from $639.00 / night

Your search has been expanded 15.5 miles to include more rentals

1 / 48

Siena Villa - 11.3 miles away

  • 2
  • 5
  • min stay varies
  • Nearest beach 153 mi
  • Swimming pool
  • Child friendly

$254.00

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from $254.00 / night

1 / 0

Petrognano Villa - 8.4 miles away

  • 8
  • 16
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

Responds fast! Avg. 1 hour 34 minutes

$1,372.00

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from $1,372.00 / night

1 / 20

Pianella House - 11.1 miles away

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

$738.00

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from $738.00 / night

1 / 24

San Casciano in Val di Pesa Villa - 15.5 miles away

  • 5
  • 11
  • 7 nights min
  • Nearest beach 100 mi
  • Swimming pool
  • Child friendly

$609.00

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from $609.00 / night

1 / 20

Sovicille Apartment - 13.5 miles away

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

$97.00

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from $97.00 / night

1 / 45

Tavarnelle Val di Pesa Villa - 7.4 miles away

  • 4
  • 9
  • min stay varies
  • Nearest beach 90 mi
  • Swimming pool
  • Child friendly

$398.00

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from $398.00 / night

1 / 20

Isola d'Arbia Apartment - 15.5 miles away

  • 3
  • 4
  • 7 nights min
  • Ask about children
  • Air conditioning
  • Pet friendly

$111.00

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from $111.00 / night

1 / 16

San Gimignano Villa - 14.7 miles away

  • 9
  • 15
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning

Responds fast! Avg. 1 hour 34 minutes

$536.00

Book

from $536.00 / night