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Gaiole in Chianti Vacation Rentals & Homes with Swimming Pool - 174 Rentals Available.

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174 Vacation rentals

Filters applied: Swimming pool

Your search has been expanded 19.1 miles to include more rentals

1 / 14

Grassina Apartment - 19.1 miles away

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

$234.00

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from $234.00 / night

1 / 29

Reggello Villa - 15.6 miles away

  • 4
  • 8
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

$888.00

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from $888.00 / night

1 / 18

Grassina Apartment - 19.1 miles away

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

$234.00

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from $234.00 / night

1 / 56

Tavarnelle Val di Pesa Villa - 14.5 miles away

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

$1,371.00

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from $1,371.00 / night

1 / 39

Impruneta Villa - 17.5 miles away

  • 20
  • 40
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

$7,610.00

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from $7,610.00 / night

1 / 20

Grassina Apartment - 19.1 miles away

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

$358.00

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from $358.00 / 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

$1,269.00

Very Good (1 reviews)

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from $1,269.00 / 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

$1,332.00

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from $1,332.00 / night

1 / 12

Grassina Apartment - 19.1 miles away

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

$250.00

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from $250.00 / night

(33)

1 / 34

San Casciano in Val di Pesa Apartment - 18.1 miles away

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

$270.00

Excellent (33 reviews)

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from $270.00 / night

1 / 43

Bucine Villa - 9.1 miles away

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

$719.00

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from $719.00 / 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 37 minutes

$1,278.00

Excellent (1 reviews)

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from $1,278.00 / night

1 / 10

Grassina Apartment - 19.1 miles away

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

$177.00

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from $177.00 / 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

$871.00

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from $871.00 / night

1 / 10

Grassina Apartment - 19.1 miles away

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

$234.00

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from $234.00 / 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 / 76

Tavarnelle Val di Pesa Villa - 13.8 miles away

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

$952.00

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from $952.00 / night

1 / 13

Grassina Apartment - 19.1 miles away

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

$177.00

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from $177.00 / night

(1)

1 / 41

Ambra House - 7 miles away

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

$913.00

Excellent (1 reviews)

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from $913.00 / night

(10)

1 / 54

Certaldo House - 14 miles away

  • 7
  • 15
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Ask about pets

$319.00

Very Good (10 reviews)

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from $319.00 / night

1 / 38

Tavarnelle Val di Pesa Villa - 14.5 miles away

  • 5
  • 10
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Ask about pets

$474.00

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from $474.00 / night

1 / 32

Radda in Chianti Farmhouse - 4.2 miles away

  • 11
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Ask about pets

$618.00

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from $618.00 / night

1 / 28

Lucardo Apartment - 18.5 miles away

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

$241.00

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from $241.00 / night

1 / 65

Barberino Val d'Elsa Villa - 14 miles away

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

$1,741.00

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from $1,741.00 / night

1 / 17

Grassina Apartment - 19.1 miles away

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

$250.00

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from $250.00 / night

1 / 34

Ponte a Bozzone Villa - 9.5 miles away

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

$1,134.00

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from $1,134.00 / night

1 / 33

Barberino Val d'Elsa Villa - 15.5 miles away

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

$999.00

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from $999.00 / night

1 / 32

Lucardo Apartment - 18.5 miles away

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

$201.00

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from $201.00 / night

(3)

1 / 42

Rignano sull'Arno House - 17.7 miles away

  • 6
  • 12
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Pet friendly

$645.00

Very Good (3 reviews)

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from $645.00 / night

1 / 14

Grassina Apartment - 19.1 miles away

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

$250.00

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from $250.00 / night

1 / 10

Grassina Apartment - 19.1 miles away

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

$146.00

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from $146.00 / night

1 / 13

Taverne d'Arbia Villa - 10.6 miles away

  • 2
  • 5
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Pet friendly

$571.00

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from $571.00 / night

(1)

1 / 22

San Gusme Villa - 6.5 miles away

  • 2
  • 6
  • 7 nights min
  • Nearest beach 185 mi
  • Swimming pool
  • Child friendly

$198.00

Excellent (1 reviews)

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from $198.00 / night

1 / 32

Radda in Chianti Farmhouse - 5.9 miles away

  • 10
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Ask about pets

$618.00

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from $618.00 / night

1 / 12

Grassina Apartment - 19.1 miles away

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

$146.00

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from $146.00 / night

1 / 32

Siena Villa - 10.6 miles away

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

$912.00

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from $912.00 / 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 / 10

Grassina Apartment - 19.1 miles away

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

$146.00

Inquire

from $146.00 / night

1 / 15

Grassina Apartment - 19.1 miles away

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

$250.00

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from $250.00 / night

(1)

1 / 34

Barberino Val d'Elsa House - 14 miles away

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

$390.00

Excellent (1 reviews)

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from $390.00 / night