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Cortona Vacation Rentals & Homes - 1125 Rentals Available

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1,125 Vacation rentals

1 / 32

Cignano Villa

  • 7
  • 17
  • Min stay varies
  • Nearest beach 125 mi
  • Swimming pool
  • Child friendly

$339.00

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from $339.00 / night

1 / 25

Mercatale Villa

  • 4
  • 8
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Ask about pets

$298.00

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from $298.00 / night

1 / 27

Cortona Villa

  • 5
  • 12
  • 7 nights min
  • Nearest beach 201 mi
  • Swimming pool
  • Child friendly

$203.00

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from $203.00 / night

1 / 21

Cortona House

  • 9
  • 18
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Ask about pets

$835.00

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from $835.00 / night

1 / 23

Montalla House

  • 3
  • 6
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Pet friendly

$278.00

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from $278.00 / night

1 / 24

Cortona Villa

  • 4
  • 12
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning

$247.00

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from $247.00 / night

1 / 32

Cortona Villa

  • 5
  • 9
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning

$348.00

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from $348.00 / night

1 / 19

Cortona Apartment

  • 2
  • 4
  • 4 nights min
  • Swimming pool
  • Child friendly

$106.00

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from $106.00 / night

1 / 18

Cortona Apartment

  • 1
  • 4
  • 4 nights min
  • Swimming pool
  • Child friendly

$79.00

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from $79.00 / night

1 / 36

Cortona Villa

  • 5
  • 10
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning

$312.00

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from $312.00 / night

1 / 21

Cortona House

  • 4
  • 11
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Ask about pets

$251.00

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from $251.00 / night

1 / 28

Cortona Villa

  • 8
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Ask about pets

$442.00

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from $442.00 / night

1 / 62

Cortona House

  • 4
  • 9
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Ask about pets

$351.00

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from $351.00 / night

1 / 19

Cortona House

  • 3
  • 9
  • Min stay varies
  • Swimming pool
  • Child friendly

$210.00

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from $210.00 / night

1 / 37

Cortona House

  • 4
  • 8
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Ask about pets

$613.00

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from $613.00 / night

(1)

1 / 31

Cortona Villa

  • 4
  • 8
  • 7 nights min
  • Ask about children
  • Ask about pets

$972.00

Excellent (1 reviews)

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from $972.00 / night

(2)

1 / 19

Mercatale House

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

$270.00

Excellent (2 reviews)

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from $270.00 / night

1 / 22

Montecchio Villa

  • 2
  • 4
  • Min stay varies
  • Nearest beach 249 mi
  • Swimming pool
  • Child friendly

$160.00

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from $160.00 / night

1 / 27

Cortona Villa

  • 6
  • 15
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Private garden

$555.00

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from $555.00 / night

(4)

1 / 40

Cortona Villa

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

$296.00

Excellent (4 reviews)

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from $296.00 / night

(3)

1 / 54

Cortona Villa

  • 3
  • 6
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning

$319.00

Excellent (3 reviews)

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from $319.00 / night

1 / 35

Cortona Villa

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

$382.00

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from $382.00 / night

1 / 48

Cortona House

  • 4
  • 8
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Ask about pets

$870.00

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from $870.00 / night

1 / 30

Cortona House

  • 3
  • 8
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Ask about pets

$948.00

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from $948.00 / night

1 / 24

Cortona Villa

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

$179.00

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from $179.00 / night

1 / 19

Cortona House

  • 3
  • 8
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Ask about pets

$281.00

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from $281.00 / night

1 / 20

Cortona Apartment

  • 2
  • 4
  • 4 nights min
  • Swimming pool
  • Child friendly

$106.00

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from $106.00 / night

(1)

1 / 18

Cortona Villa

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

$179.00

Very Good (1 reviews)

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from $179.00 / night

1 / 68

Cortona Villa

  • 13
  • 26
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning

$821.00

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from $821.00 / night

1 / 44

Cortona Villa

  • 6
  • 12
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning

$448.00

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from $448.00 / night

1 / 36

Cortona Villa

  • 5
  • 8
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning

$239.00

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from $239.00 / night

(3)

1 / 26

Cortona House

  • 3
  • 6
  • 4 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning

$258.00

Excellent (3 reviews)

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from $258.00 / night

1 / 22

Cortona House

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

$474.00

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from $474.00 / night

1 / 18

Cortona Villa

  • 4
  • 7
  • 7 nights min
  • Nearest beach 225 mi
  • Swimming pool
  • Child friendly

$218.00

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from $218.00 / night

1 / 36

Cortona Villa

  • 3
  • 6
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning

$266.00

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from $266.00 / night

1 / 32

Cortona Villa

  • 1
  • 4
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning

$162.00

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from $162.00 / night

1 / 31

Cortona House

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

$351.00

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from $351.00 / night

1 / 38

Cortona Villa

  • 6
  • 12
  • Min stay varies
  • Swimming pool
  • Child friendly

$555.00

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from $555.00 / night

(1)

1 / 28

Cortona Villa

  • 3
  • 7
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning

$219.00

Very Good (1 reviews)

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from $219.00 / night

1 / 30

Cortona Farmhouse

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

$646.00

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from $646.00 / night