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Gaiole in Chianti Villa Rentals - 96 Rentals Available.

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96 Vacation rentals

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1 / 35

Ville di Corsano Villa - 17.5 miles away

  • 9
  • 18
  • 7 nights min
  • Child friendly

$2,336.00

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from $2,336.00 / night

1 / 37

Castiglion Fibocchi Villa - 16 miles away

  • 9
  • 18
  • min stay varies
  • Child friendly

$1,839.00

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from $1,839.00 / night

(1)

1 / 127

Tavarnelle Val di Pesa Villa - 15.3 miles away

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

$1,244.00

Very Good (1 reviews)

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from $1,244.00 / night

1 / 56

Tavarnelle Val di Pesa Villa - 14.5 miles away

  • 14
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Ask about pets

$1,391.00

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from $1,391.00 / night

1 / 33

Figline e Incisa Valdarno Villa - 11.9 miles away

  • 7
  • 14
  • 7 nights min
  • Child friendly

$2,136.00

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from $2,136.00 / night

1 / 43

Bucine Villa - 9.1 miles away

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

$778.00

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from $778.00 / night

(34)

1 / 31

San Casciano in Val di Pesa Villa - 17.9 miles away

  • 3
  • 7
  • 3 nights min
  • Child friendly
  • Car not necessary

Responds fast! Avg. 2 hours 27 minutes

$117.00

Excellent (34 reviews)

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from $117.00 / night

1 / 29

San Polo in Chianti Villa - 14.6 miles away

  • 5
  • 12
  • 7 nights min

$1,391.00

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from $1,391.00 / night

1 / 36

Rignano sull'Arno Villa - 18.2 miles away

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

$825.00

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from $825.00 / night

1 / 21

Castelnuovo Berardenga Villa - 9.1 miles away

  • 9
  • 16
  • 7 nights min
  • Child friendly

$1,223.00

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from $1,223.00 / night

1 / 36

San Gimignano Villa - 19.6 miles away

  • 8
  • 16
  • min stay varies
  • Child friendly
  • Ask about pets

$1,713.00

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from $1,713.00 / night

1 / 32

San Donato in Poggio Villa - 10.7 miles away

  • 5
  • 12
  • 7 nights min
  • Nearest beach 209 mi
  • Swimming pool
  • Child friendly

$855.00

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from $855.00 / night

1 / 76

Tavarnelle Val di Pesa Villa - 13.8 miles away

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

$1,011.00

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from $1,011.00 / night

1 / 40

San Casciano in Val di Pesa Villa - 16 miles away

  • 11
  • 15
  • min stay varies
  • Nearest beach 120 mi
  • Swimming pool
  • Child friendly

$1,306.00

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from $1,306.00 / night

1 / 56

Impruneta Villa - 17.3 miles away

  • 9
  • 14
  • 7 nights min
  • Child friendly

$1,468.00

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from $1,468.00 / night

(1)

1 / 32

San Casciano in Val di Pesa Villa - 16 miles away

  • 11
  • 20
  • 5 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning

Responds fast! Avg. 3 hours 11 minutes

$1,255.00

Excellent (1 reviews)

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from $1,255.00 / night

1 / 65

Barberino Val d'Elsa Villa - 14 miles away

  • 16
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Ask about pets

$1,901.00

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from $1,901.00 / night

(1)

1 / 22

San Gusme Villa - 6.5 miles away

  • 2
  • 6
  • min stay varies
  • Nearest beach 185 mi
  • Swimming pool
  • Child friendly

$207.00

Excellent (1 reviews)

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from $207.00 / night

1 / 33

Ponte a Bozzone Villa - 8.2 miles away

  • 5
  • 10
  • 7 nights min
  • Child friendly

$2,169.00

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from $2,169.00 / night

(1)

1 / 31

Donnini Villa - 18.7 miles away

  • 3
  • 6
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Ask about pets

$99.00

Excellent (1 reviews)

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from $99.00 / night

(1)

1 / 33

Sovicille Villa - 16.7 miles away

  • 4
  • 8
  • 7 nights min
  • Child friendly

$946.00

Excellent (1 reviews)

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from $946.00 / night

1 / 40

Tavarnelle Val di Pesa Villa - 15.3 miles away

  • 10
  • 20
  • 7 nights min
  • Child friendly

$1,298.00

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from $1,298.00 / night

1 / 34

Lucardo Villa - 17.2 miles away

  • 6
  • 12
  • 7 nights min
  • Child friendly

$779.00

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from $779.00 / night

1 / 33

Castelnuovo dei Sabbioni Villa - 4.5 miles away

  • 5
  • 10
  • min stay varies
  • Child friendly

$1,482.00

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from $1,482.00 / night

1 / 35

Grassina Villa - 17.6 miles away

  • 10
  • 20
  • 7 nights min
  • Ask about children
  • Ask about pets

$8,509.00

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from $8,509.00 / night

(5)

1 / 47

Rignano sull'Arno Villa - 17.6 miles away

  • 7
  • 14
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Ask about pets

$801.00

Very Good (5 reviews)

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from $801.00 / night

1 / 41

Badia Agnano Villa - 10.9 miles away

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

$302.00

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from $302.00 / night

(2)

1 / 22

Bagno a Ripoli Villa - 19.1 miles away

  • 9
  • 19
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Ask about pets

$1,223.00

Excellent (2 reviews)

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from $1,223.00 / night

1 / 34

Radda in Chianti Villa - 3.8 miles away

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

$220.00

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from $220.00 / night

1 / 79

Tavarnelle Val di Pesa Villa - 14.2 miles away

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

Responds fast! Avg. 2 hours 38 minutes

$1,011.00

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from $1,011.00 / night

1 / 28

San Gimignano Villa - 19.2 miles away

  • 3
  • 6
  • 7 nights min
  • Nearest beach 70 mi
  • Swimming pool
  • Child friendly

$225.00

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from $225.00 / night

1 / 38

Lucardo Villa - 18.5 miles away

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

$241.00

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from $241.00 / night

1 / 59

Ville di Corsano Villa - 17.4 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

(1)

1 / 55

San Donato in Collina Villa - 18 miles away

  • 8
  • 15
  • 7 nights min
  • Nearest beach 130 mi
  • Swimming pool
  • Ask about children

$1,161.00

Excellent (1 reviews)

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from $1,161.00 / night

1 / 50

Rapale Villa - 10.2 miles away

  • 9
  • 20
  • 7 nights min
  • Nearest beach 115 mi
  • Swimming pool
  • Child friendly

$1,368.00

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from $1,368.00 / night

1 / 48

Certaldo Villa - 18.2 miles away

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

$179.00

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from $179.00 / night

1 / 86

Poggibonsi Villa - 13.9 miles away

  • 3
  • 8
  • 7 nights min
  • Nearest beach 125 mi
  • Swimming pool
  • Child friendly

$700.00

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from $700.00 / night

1 / 34

Castellina In Chianti Villa - 8.1 miles away

  • 7
  • 14
  • 7 nights min
  • Child friendly

$1,031.00

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from $1,031.00 / night

1 / 18

Greve in Chianti Villa - 9.8 miles away

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

$561.00

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from $561.00 / night

(4)

1 / 183

Bagno a Ripoli Villa - 18.2 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