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Cortona Vacation Rentals & Homes with Swimming Pool - 128 Rentals Available.

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128 Vacation rentals

Filters applied: Swimming pool

1 / 10

Cortona House

  • 1
  • 2
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Ask about pets

from $100 / night

1 / 10

Cortona House

  • 2
  • 4
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Ask about pets

from $84 / night

1 / 44

Montalla Villa

  • -1
  • 7
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

$264

Book

from $264 / night

1 / 33

Montecchio House

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

from $90 / night

1 / 23

Montalla House

  • 3
  • 6
  • Min stay varies
  • Swimming pool

from $258 / night

1 / 35

Montecchio House

  • 2
  • 6
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Pet friendly

from $68 / night

1 / 11

Cortona House

  • 1
  • 2
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Ask about pets

from $70 / night

1 / 36

Cortona House

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

from $101 / night

1 / 12

Cortona House

  • 2
  • 5
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Ask about pets

from $101 / night

1 / 27

Cortona House

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

$187

Book

from $187 / night

1 / 44

Cortona Villa

  • -1
  • 12
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

$395

Book

from $395 / night

1 / 13

Cortona House

  • 2
  • 5
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Ask about pets

from $212 / night

1 / 34

Montecchio House

  • 2
  • 6
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Pet friendly

from $77 / night

1 / 10

Cortona House

  • 2
  • 4
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Ask about pets

from $101 / night

1 / 45

Cortona House

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

from $697 / night

1 / 36

Cortona Villa

  • -1
  • 10
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

$306

Book

from $306 / night

1 / 57

Cortona Villa

  • -1
  • 14
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

$501

Book

from $501 / night

1 / 27

Montecchio House

  • 2
  • 6
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Pet friendly

from $68 / night

1 / 68

Cortona Villa

  • -1
  • 26
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

$724

Book

from $724 / night

1 / 19

Cortona House

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

from $325 / night

1 / 37

Cortona House

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

from $541 / night

1 / 36

Cortona House

  • 2
  • 5
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning

from $101 / night

1 / 20

Cortona Villa

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

$258

Book

from $258 / night

1 / 36

Cortona House

  • 1
  • 3
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning

from $78 / night

1 / 60

Cortona Villa

  • -1
  • 20
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

$553

Book

from $553 / night

1 / 8

Cortona House

  • 2
  • 4
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Ask about pets

from $98 / night

1 / 8

Cortona House

  • 1
  • 2
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Ask about pets

from $66 / night

(41)

1 / 27

Cortona Villa

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

$467

Excellent (41 reviews)

Book

from $467 / night

(1)

1 / 24

Cortona Villa

  • -1
  • 22
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

$505

Excellent (1 reviews)

Book

from $505 / night

1 / 36

Cortona Villa

  • -1
  • 8
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

$211

Book

from $211 / night

1 / 8

Cortona House

  • 1
  • 2
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Ask about pets

from $76 / night

1 / 36

Cortona Villa

  • -1
  • 6
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

$234

Book

from $234 / night

1 / 24

Cortona Villa

  • -1
  • 12
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

$218

Book

from $218 / night

1 / 19

Montalla House

  • 1
  • 3
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning

from $56 / night

(4)

1 / 40

Cortona Villa

  • -1
  • 8
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

$261

Excellent (4 reviews)

Book

from $261 / night

(1)

1 / 28

Cortona Villa

  • -1
  • 8
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

$233

Excellent (1 reviews)

Book

from $233 / night

1 / 19

Cortona House

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

from $279 / night

1 / 78

Montalla Villa

  • -1
  • 18
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

$1133

Book

from $1133 / night

1 / 36

Cortona House

  • 1
  • 2
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning

from $78 / night

1 / 25

Mercatale Villa

  • -1
  • 8
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Ask about pets

from $590 / night