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Cortona 4+ bedroom Vacation Rentals, Homes & More - 69 Rentals Available.

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69 Vacation rentals

Filters applied: 4+ Bedrooms

1 / 23

Cignano Villa

  • 8
  • 16
  • 7 nights min
  • Child friendly

$774

Book

from $774 / night

1 / 25

Cortona House

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

from $321 / night

1 / 21

Cortona House

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

from $229 / night

1 / 37

Cortona House

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

from $560 / night

1 / 49

Cortona House

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

from $343 / night

1 / 19

Cortona House

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

from $336 / night

1 / 27

Cortona House

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

$192

Book

from $192 / night

1 / 18

Cortona Villa

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

from $191 / night

1 / 26

Cortona Villa

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

$2818

Inquire

from $2818 / night

1 / 21

Cortona House

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

from $761 / night

1 / 20

Cortona House

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

from $344 / night

1 / 26

Cortona House

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

from $390 / night

1 / 27

Cortona Villa

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

from $185 / night

1 / 41

Cortona Villa

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

$464

Book

from $464 / night

1 / 41

Cortona Villa

  • 4
  • 12
  • Min stay varies
  • Ask about children
  • Ask about pets

$536

Book

from $536 / night

1 / 35

Cortona Villa

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

$349

Book

from $349 / night

1 / 18

Cortona House

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

from $406 / night

1 / 36

Montecchio House

  • 6
  • 12
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Ask about pets

from $185 / night

1 / 36

Cortona House

  • 13
  • 30
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning

from $721 / night

1 / 27

Cortona Villa

  • 6
  • 15
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Private garden

from $506 / night

1 / 32

Cortona House

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

from $289 / night

1 / 16

Cortona House

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

from $390 / night

1 / 32

Cignano Villa

  • 7
  • 13
  • 7 nights min
  • Child friendly

$249

Book

from $249 / night

1 / 19

Montecchio Villa

  • 4
  • 8
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Ask about pets

from $146 / night

1 / 12

Cortona House

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

from $465 / night

1 / 39

Cortona Villa

  • 7
  • 13
  • 7 nights min
  • Child friendly

$343

Book

from $343 / night

1 / 28

Teverina Villa

  • 4
  • 8
  • 7 nights min
  • Child friendly

$163

Book

from $163 / night

1 / 23

Cortona Villa

  • 4
  • 12
  • Min stay varies
  • Child friendly

$520

Book

from $520 / night

1 / 32

Cignano Villa

  • 7
  • 17
  • 7 nights min
  • Nearest beach 125 mi
  • Swimming pool
  • Child friendly

from $553 / night

1 / 44

Cortona Villa

  • 6
  • 12
  • 7 nights min
  • Child friendly

$606

Book

from $606 / night

1 / 29

Cortona Apartment

  • 4
  • 8
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Ask about pets

from $263 / night

1 / 17

Cortona Villa

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

from $356 / night

1 / 38

Cortona Villa

  • 6
  • 14
  • Min stay varies
  • Child friendly

$492

Book

from $492 / night

(7)

1 / 27

Cortona Villa

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

$2242

Excellent (7 reviews)

Book

from $2242 / night

1 / 27

Cortona Villa

  • 4
  • 8
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Pet friendly

$309

Book

from $309 / night

1 / 21

Cortona Villa

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

from $356 / night

1 / 31

Cignano Villa

  • 7
  • 14
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Ask about pets

from $319 / night

1 / 19

Montalla Villa

  • 4
  • 8
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Ask about pets

from $202 / night

1 / 26

Cortona Apartment

  • 6
  • 12
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

from $552 / night

1 / 18

Cortona House

  • 5
  • 12
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

from $537 / night