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Cortona 2-bedroom Vacation Rentals, Homes & More - 1049 Rentals Available.

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1,049 Vacation rentals

Filters applied: 2+ Bedrooms

1 / 23

Montalla House

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

$280.00

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from $280.00 / night

1 / 32

Cortona Villa

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

$351.00

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from $351.00 / night

1 / 38

Cortona Villa

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

$559.00

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from $559.00 / night

1 / 22

Montecchio Villa

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

$162.00

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from $162.00 / night

1 / 36

Cortona Villa

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

$315.00

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from $315.00 / 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

(3)

1 / 54

Cortona Villa

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

$322.00

Excellent (3 reviews)

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from $322.00 / night

(1)

1 / 31

Cortona Villa

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

$980.00

Excellent (1 reviews)

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from $980.00 / night

1 / 22

Cortona House

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

$478.00

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from $478.00 / night

1 / 32

Cignano Villa

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

$341.00

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from $341.00 / night

1 / 27

Cortona Villa

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

$204.00

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from $204.00 / 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 / 16

Cortona House

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

$431.00

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from $431.00 / night

1 / 31

Cortona House

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

$354.00

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from $354.00 / night

1 / 19

Cortona Apartment

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

$107.00

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from $107.00 / night

1 / 44

Cortona Villa

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

$263.00

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from $263.00 / night

1 / 19

Cortona House

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

$212.00

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from $212.00 / night

1 / 27

Cortona Villa

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

$366.00

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from $366.00 / night

(3)

1 / 40

Cortona Villa

  • 5
  • 12
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning

$373.00

Very Good (3 reviews)

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from $373.00 / night

1 / 52

Cortona Villa

  • 5
  • 12
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning

$336.00

Book

from $336.00 / night

1 / 18

Cortona Villa

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

$220.00

Inquire

from $220.00 / night

1 / 19

Cortona House

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

$284.00

Inquire

from $284.00 / night

1 / 36

Cortona Villa

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

$268.00

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from $268.00 / night

1 / 21

Cortona House

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

$841.00

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from $841.00 / night

(1)

1 / 38

Cortona Villa

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

$1,088.00

Excellent (1 reviews)

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from $1,088.00 / night

(1)

1 / 44

Montalla Villa

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

$301.00

Excellent (1 reviews)

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from $301.00 / night

1 / 20

Cortona House

  • 5
  • 9
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Ask about pets

$380.00

Inquire

from $380.00 / night

1 / 20

Cortona Apartment

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

$107.00

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from $107.00 / night

1 / 24

Cortona Villa

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

$249.00

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from $249.00 / night

1 / 35

Cortona Villa

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

$386.00

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from $386.00 / night

1 / 14

Cignano Villa

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

$877.00

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from $877.00 / night

1 / 21

Cortona House

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

$254.00

Inquire

from $254.00 / night

(40)

1 / 27

Cortona Villa

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

$533.00

Excellent (40 reviews)

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from $533.00 / night

1 / 37

Cortona House

  • 3
  • 10
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Ask about pets

$885.00

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from $885.00 / night

1 / 44

Cortona Villa

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

$452.00

Book

from $452.00 / night

1 / 37

Cortona House

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

$623.00

Inquire

from $623.00 / night

(23)

1 / 45

Cortona Apartment

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

$275.00

Excellent (23 reviews)

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from $275.00 / night

1 / 25

Cortona Villa

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

$2,478.00

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from $2,478.00 / night

1 / 31

Cortona Villa

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

$545.00

Inquire

from $545.00 / night

(1)

1 / 27

Cortona House

  • 6
  • 14
  • 7 nights min
  • Swimming pool
  • Child friendly

$222.00

Excellent (1 reviews)

Book

from $222.00 / night