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Cortona Vacation Rentals & Homes - 228 Rentals Available

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228 Vacation rentals

1 / 23

Montalla House

  • 3
  • 6
  • Min stay varies
  • Swimming pool

from $258 / night

1 / 32

Cortona House

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

$201

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from $201 / night

1 / 72

Cortona Villa

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

$551

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from $551 / night

(23)

1 / 45

Cortona Apartment

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

$294

Excellent (23 reviews)

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from $294 / night

1 / 64

Cortona Villa

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

$399

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from $399 / night

1 / 18

Cortona Villa

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

from $200 / night

(3)

1 / 54

Cortona Villa

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

$305

Excellent (3 reviews)

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from $305 / night

(1)

1 / 28

Cortona Villa

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

$227

Excellent (1 reviews)

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from $227 / night

(2)

1 / 19

Mercatale House

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

$270

Excellent (2 reviews)

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from $270 / night

(2)

1 / 53

Cortona Villa

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

$242

Excellent (2 reviews)

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from $242 / night

(1)

1 / 28

Cortona Villa

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

$209

Very Good (1 reviews)

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from $209 / night

1 / 20

Cortona Apartment

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

$101

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from $101 / night

1 / 17

Cortona House

  • 6
  • Min stay varies
  • Ask about children
  • Ask about pets

Inquire for Rates

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Pricing unknown

1 / 20

Cortona Apartment

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

$76

Book

from $76 / night

1 / 25

Cortona House

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

from $336 / night

1 / 52

Cortona Villa

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

$318

Book

from $318 / night

1 / 60

Cortona Villa

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

$319

Book

from $319 / night

1 / 49

Cortona House

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

from $359 / night

1 / 25

Mercatale Villa

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

from $590 / night

1 / 24

Cortona Villa

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

$171

Book

from $171 / night

1 / 30

Cortona Farmhouse

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

from $646 / night

1 / 28

Cortona Villa

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

from $240 / night

1 / 36

Cortona Villa

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

$228

Book

from $228 / night

1 / 32

Cortona Villa

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

$332

Book

from $332 / night

1 / 44

Cortona Villa

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

$249

Book

from $249 / night

(3)

1 / 36

Cortona Villa

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

$208

Excellent (3 reviews)

Book

from $208 / night

1 / 12

Cortona House

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

from $317 / night

1 / 19

Cortona House

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

from $302 / night

1 / 32

Cortona Villa

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

$154

Book

from $154 / night

1 / 21

Cortona House

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

from $240 / night

1 / 44

Cortona Villa

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

$428

Book

from $428 / night

1 / 21

Cortona Farmhouse

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

from $171 / night

(3)

1 / 40

Cortona Villa

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

$353

Very Good (3 reviews)

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from $353 / night

1 / 27

Montecchio House

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

from $73 / night

1 / 14

Cignano Villa

  • 8
  • 16
  • 7 nights min
  • Child friendly

$773

Book

from $773 / night

1 / 24

Cortona Villa

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

$236

Book

from $236 / night

1 / 35

Montecchio House

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

from $73 / night

1 / 36

Cortona Villa

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

$298

Book

from $298 / night

1 / 20

Cortona House

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

from $360 / night

1 / 34

Montecchio House

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

from $83 / night