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Cortona Vacation Rentals & Homes with Swimming Pool - 615 Rentals Available.

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615 Vacation rentals

Filters applied: Swimming pool

(2)

1 / 44

Montalla Villa

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

$282.00

Excellent (2 reviews)

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from $282.00 / night

(3)

1 / 54

Cortona Villa

  • 3
  • 6
  • 7 nights min
  • Nearest beach 160 mi
  • Swimming pool
  • Ask about children

$302.00

Excellent (3 reviews)

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from $302.00 / night

1 / 36

Cortona Villa

  • 5
  • 10
  • 7 nights min
  • Nearest beach 150 mi
  • Swimming pool
  • Ask about children

$295.00

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from $295.00 / night

1 / 35

Cortona Villa

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

$362.00

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from $362.00 / night

1 / 32

Cignano Villa

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

$320.00

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from $320.00 / night

1 / 23

Montalla House

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

$266.00

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from $266.00 / night

1 / 14

Cignano Villa

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

$832.00

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from $832.00 / night

(4)

1 / 40

Cortona Villa

  • 4
  • 8
  • 7 nights min
  • Nearest beach 150 mi
  • Swimming pool
  • Ask about children

$280.00

Excellent (4 reviews)

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from $280.00 / night

1 / 30

Cortona House

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

$896.00

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from $896.00 / night

1 / 32

Cortona Villa

  • 5
  • 9
  • 7 nights min
  • Nearest beach 152 mi
  • Swimming pool
  • Ask about children

$329.00

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from $329.00 / night

1 / 32

Cortona Villa

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

$153.00

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from $153.00 / night

1 / 24

Cortona Villa

  • 4
  • 12
  • 7 nights min
  • Nearest beach 120 mi
  • Swimming pool
  • Ask about children

$233.00

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from $233.00 / night

1 / 19

Cortona House

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

$266.00

Inquire

from $266.00 / night

1 / 44

Cortona Villa

  • 4
  • 8
  • 7 nights min
  • Nearest beach 135 mi
  • Swimming pool
  • Ask about children

$247.00

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from $247.00 / night

1 / 19

Cortona House

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

$200.00

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from $200.00 / night

1 / 19

Cortona Apartment

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

$100.00

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from $100.00 / night

(2)

1 / 19

Mercatale House

  • 5
  • 10
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Pet friendly

$270.00

Excellent (2 reviews)

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from $270.00 / night

(1)

1 / 27

Cortona House

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

$208.00

Excellent (1 reviews)

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from $208.00 / night

(1)

1 / 24

Cortona Villa

  • 9
  • 22
  • 7 nights min
  • Nearest beach 152 mi
  • Swimming pool
  • Ask about children

$541.00

Excellent (1 reviews)

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from $541.00 / night

1 / 37

Cortona House

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

$580.00

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from $580.00 / night

1 / 36

Cortona Villa

  • 5
  • 8
  • 7 nights min
  • Nearest beach 162 mi
  • Swimming pool
  • Ask about children

$226.00

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from $226.00 / night

1 / 26

Mercatale Villa

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

$298.00

Inquire

from $298.00 / night

1 / 36

Cortona Villa

  • 3
  • 6
  • 7 nights min
  • Nearest beach 150 mi
  • Swimming pool
  • Ask about children

$251.00

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from $251.00 / night

1 / 22

Cortona House

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

$448.00

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from $448.00 / night

1 / 36

Cortona Apartment

  • 2
  • 9
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$294.00

Inquire

from $294.00 / night

1 / 69

Creti Villa

  • 6
  • 14
  • 7 nights min
  • Nearest beach 150 mi
  • Swimming pool
  • Ask about children

$564.00

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from $564.00 / night

1 / 72

Cortona Villa

  • 8
  • 20
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning

$545.00

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from $545.00 / night

1 / 18

Cortona Villa

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

$206.00

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from $206.00 / night

1 / 20

Cortona Apartment

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

$100.00

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from $100.00 / night

1 / 21

Cortona House

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

$788.00

Inquire

from $788.00 / night

1 / 60

Cortona Villa

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

$316.00

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from $316.00 / night

(3)

1 / 40

Cortona Villa

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

$350.00

Very Good (3 reviews)

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from $350.00 / night

(1)

1 / 18

Cortona Villa

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

$170.00

Very Good (1 reviews)

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from $170.00 / night

1 / 22

Montecchio Villa

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

$151.00

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from $151.00 / night

(1)

1 / 78

Montalla Villa

  • 9
  • 18
  • 7 nights min
  • Nearest beach 180 mi
  • Swimming pool
  • Ask about children

$1,031.00

Excellent (1 reviews)

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from $1,031.00 / night

1 / 13

Cortona House

  • 2
  • 4
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Ask about pets

$227.00

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from $227.00 / night

1 / 57

Cortona Villa

  • 7
  • 14
  • 7 nights min
  • Nearest beach 155 mi
  • Swimming pool
  • Ask about children

$536.00

Book

from $536.00 / night

(1)

1 / 38

Cortona Villa

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

$1,000.00

Excellent (1 reviews)

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from $1,000.00 / night

(3)

1 / 36

Cortona Villa

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

$206.00

Excellent (3 reviews)

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from $206.00 / night

1 / 37

Cortona House

  • 3
  • 10
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Pet friendly

$830.00

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from $830.00 / night