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Cortona Vacation Rentals & Homes with Swimming Pool - 155 Rentals Available.

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155 Vacation rentals

Filters applied: Swimming pool

1 / 23

Montalla House

  • 3
  • 6
  • Min stay varies
  • Swimming pool

from $258 / night

1 / 72

Cortona Villa

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

$556

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from $556 / night

1 / 32

Cortona House

  • 6
  • 50
  • 7 nights min
  • Swimming pool
  • Child friendly

$203

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from $203 / night

1 / 18

Cortona Villa

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

from $201 / night

(2)

1 / 53

Cortona Villa

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

$244

Excellent (2 reviews)

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from $244 / night

1 / 64

Cortona Villa

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

$402

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from $402 / night

1 / 49

Cortona House

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

from $363 / night

1 / 52

Cortona Villa

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

$321

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from $321 / night

1 / 25

Cortona House

  • 4
  • 9
  • 1 night min
  • Swimming pool
  • Ask about children
  • Ask about pets

from $340 / night

1 / 19

Cortona House

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

from $305 / night

1 / 20

Cortona Apartment

  • 1
  • 50
  • 4 nights min
  • Swimming pool
  • Child friendly

$76

Book

from $76 / night

1 / 20

Cortona Apartment

  • 2
  • 50
  • 4 nights min
  • Swimming pool
  • Child friendly

$102

Book

from $102 / night

1 / 25

Mercatale Villa

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

from $590 / night

(2)

1 / 19

Mercatale House

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

$270

Excellent (2 reviews)

Inquire

from $270 / night

1 / 32

Cortona Villa

  • 9
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

$335

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from $335 / night

(3)

1 / 54

Cortona Villa

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

$307

Excellent (3 reviews)

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from $307 / night

1 / 28

Cortona Villa

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

from $240 / night

(1)

1 / 28

Cortona Villa

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

$211

Very Good (1 reviews)

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from $211 / night

(3)

1 / 36

Cortona Villa

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

$210

Excellent (3 reviews)

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from $210 / night

1 / 27

Montecchio House

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

from $74 / night

1 / 24

Cortona Villa

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

$173

Book

from $173 / night

1 / 34

Montecchio House

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

from $84 / night

(4)

1 / 40

Cortona Villa

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

$285

Excellent (4 reviews)

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from $285 / night

1 / 22

Montecchio Villa

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

from $185 / night

(1)

1 / 28

Cortona Villa

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

$229

Excellent (1 reviews)

Book

from $229 / night

1 / 33

Montecchio House

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

from $99 / night

1 / 12

Cortona House

  • 3
  • 6
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Ask about pets

from $320 / night

1 / 44

Cortona Villa

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

$432

Book

from $432 / night

1 / 21

Cortona Farmhouse

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

from $171 / night

1 / 36

Cortona Villa

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

$301

Book

from $301 / night

1 / 36

Cortona Villa

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

$230

Book

from $230 / night

1 / 30

Cortona Farmhouse

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

from $646 / night

(3)

1 / 40

Cortona Villa

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

$357

Very Good (3 reviews)

Book

from $357 / night

1 / 19

Cortona House

  • 3
  • 9
  • Min stay varies
  • Swimming pool

from $194 / night

1 / 60

Cortona Villa

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

$322

Book

from $322 / night

1 / 17

Cortona House

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

$1202

Inquire

from $1202 / night

1 / 24

Cortona Villa

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

$238

Book

from $238 / night

1 / 32

Cortona Villa

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

$156

Book

from $156 / night

1 / 21

Cortona House

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

from $804 / night

1 / 35

Montecchio House

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

from $74 / night