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Castellina In Chianti Vacation Rentals & Homes with Swimming Pool - 854 Rentals Available.

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854 Vacation rentals

Filters applied: Swimming pool

1 / 59

Castellina In Chianti Villa

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

$254.00

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from $254.00 / night

1 / 17

Castellina In Chianti Villa

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

$241.00

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from $241.00 / 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

(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

1 / 19

Castellina In Chianti Apartment

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

$197.00

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from $197.00 / 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 / 26

Castellina In Chianti Apartment

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

$162.00

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from $162.00 / night

1 / 42

Fonterutoli Villa

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

$279.00

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from $279.00 / night

1 / 27

Castellina In Chianti Apartment

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

$195.00

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from $195.00 / night

1 / 19

San Leonino Apartment

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

$172.00

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from $172.00 / night

1 / 19

Castellina In Chianti Apartment

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

$180.00

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from $180.00 / night

1 / 30

Ricavo Apartment

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

$238.00

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from $238.00 / night

1 / 30

Castellina In Chianti Villa

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

$252.00

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from $252.00 / night

1 / 17

Castellina In Chianti Apartment

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

$510.00

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from $510.00 / night

1 / 16

Castellina In Chianti Villa

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

$192.00

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from $192.00 / night

1 / 23

Castellina In Chianti Villa

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

$498.00

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from $498.00 / night

1 / 34

Castellina In Chianti Villa

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

$347.00

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from $347.00 / 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 / 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

1 / 39

Ricavo Villa

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

$1,278.00

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from $1,278.00 / night

1 / 22

Castellina In Chianti Villa

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

$284.00

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from $284.00 / night

1 / 17

Castellina In Chianti Apartment

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

$242.00

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from $242.00 / night

1 / 50

Castellina In Chianti Villa

  • 4
  • 10
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Pet friendly

$803.00

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from $803.00 / night

1 / 26

Castellina In Chianti Villa

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

$498.00

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from $498.00 / 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 / 27

Castellina In Chianti Apartment

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

$194.00

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from $194.00 / 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 / 23

Castellina In Chianti Villa

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

$259.00

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from $259.00 / 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

1 / 35

Castellina In Chianti Farmhouse

  • 12
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Ask about pets

$823.00

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from $823.00 / night

1 / 44

Fonterutoli Villa

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

$645.00

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from $645.00 / night

Your search has been expanded 16.7 miles to include more rentals

(1)

1 / 127

Tavarnelle Val di Pesa Villa - 9.5 miles away

  • 11
  • 20
  • 7 nights min
  • Nearest beach 145 mi
  • Swimming pool
  • Child friendly

$1,299.00

Very Good (1 reviews)

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from $1,299.00 / night

1 / 40

San Casciano in Val di Pesa Villa - 10.9 miles away

  • 11
  • 15
  • 7 nights min
  • Nearest beach 120 mi
  • Swimming pool
  • Child friendly

$1,283.00

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from $1,283.00 / night

1 / 48

Siena Villa - 11.3 miles away

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

$229.00

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from $229.00 / night

1 / 108

Certaldo Villa - 14.8 miles away

  • 9
  • 19
  • min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$478.00

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from $478.00 / night

1 / 14

Tavarnelle Val di Pesa Apartment - 8.4 miles away

  • 1
  • 2
  • min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$114.00

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from $114.00 / night

1 / 33

Tavarnelle Val di Pesa Apartment - 8.4 miles away

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

$143.00

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from $143.00 / night

1 / 35

Tavarnelle Val di Pesa Apartment - 8.4 miles away

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

$143.00

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from $143.00 / night

1 / 0

Bucine Villa - 16.7 miles away

  • 8
  • 18
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Ask about pets

Responds fast! Avg. 2 hours 52 minutes

$1,265.00

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from $1,265.00 / night

1 / 32

Montefiridolfi Villa - 10.5 miles away

  • 4
  • 12
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Ask about pets

Responds fast! Avg. 2 hours 52 minutes

$682.00

Book

from $682.00 / night