Search 105,200+ Vacation Rentals

Cortona 2-bedroom Vacation Rentals, Homes & More - 1253 Rentals Available.

Payment Protection
To book this vacation rental you need to pay through the Vacation Home Rentals website. We can’t protect your payment if you don’t pay through us. Learn more

1,253 Vacation rentals

Filters applied: 2+ Bedrooms

1 / 23

Montalla House

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

$284.00

Book

from $284.00 / night

1 / 13

Cortona House

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

$241.00

Inquire

from $241.00 / night

1 / 62

Cortona House

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

$353.00

Inquire

from $353.00 / night

1 / 49

Cortona House

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

$382.00

Inquire

from $382.00 / night

1 / 21

Cortona House

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

$838.00

Inquire

from $838.00 / night

1 / 22

Cortona House

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

$477.00

Inquire

from $477.00 / night

1 / 25

Cortona Villa

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

$2,470.00

Inquire

from $2,470.00 / night

1 / 26

Cortona House

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

$429.00

Inquire

from $429.00 / night

1 / 31

Cortona House

  • 3
  • 6
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Ask about pets

$353.00

Inquire

from $353.00 / night

1 / 37

Cortona House

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

$617.00

Inquire

from $617.00 / night

1 / 64

Cortona Villa

  • 6
  • 12
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning

$420.00

Book

from $420.00 / night

(3)

1 / 54

Cortona Villa

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

$321.00

Excellent (3 reviews)

Book

from $321.00 / night

1 / 32

Cignano Villa

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

$340.00

Inquire

from $340.00 / night

1 / 35

Cortona Apartment

  • 3
  • 6
  • Min stay varies
  • Child friendly
  • Air conditioning
  • Pet friendly

$242.00

Inquire

from $242.00 / night

1 / 21

Cortona House

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

$253.00

Inquire

from $253.00 / night

1 / 35

Cortona Apartment

  • 3
  • 6
  • Min stay varies
  • Child friendly
  • Air conditioning
  • Pet friendly

$269.00

Inquire

from $269.00 / night

(2)

1 / 19

Mercatale House

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

$270.00

Excellent (2 reviews)

Inquire

from $270.00 / night

1 / 31

Creti Apartment

  • 2
  • 5
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$184.00

Inquire

from $184.00 / night

(3)

1 / 40

Cortona Villa

  • 5
  • 9
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning

$372.00

Very Good (3 reviews)

Book

from $372.00 / night

1 / 25

Mercatale Villa

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

$298.00

Inquire

from $298.00 / night

1 / 44

Cortona Villa

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

$262.00

Book

from $262.00 / night

1 / 55

La Dogana Villa

  • 6
  • 12
  • Min stay varies
  • Child friendly
  • Pet friendly

$854.00

Inquire

from $854.00 / night

1 / 72

Cortona Villa

  • 8
  • 16
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning

$580.00

Book

from $580.00 / night

1 / 19

Cortona House

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

$283.00

Inquire

from $283.00 / night

1 / 48

Cortona House

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

$874.00

Inquire

from $874.00 / night

1 / 33

Montecchio Villa

  • 3
  • 8
  • Min stay varies
  • Child friendly
  • Air conditioning
  • Pet friendly

$485.00

Inquire

from $485.00 / night

1 / 52

Cortona Villa

  • 5
  • 10
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning

$335.00

Book

from $335.00 / night

1 / 60

Cortona Villa

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

$336.00

Book

from $336.00 / night

(3)

1 / 36

Cortona Villa

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

$219.00

Excellent (3 reviews)

Book

from $219.00 / night

1 / 36

Cortona Villa

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

$267.00

Book

from $267.00 / night

1 / 44

Cortona Villa

  • 6
  • 12
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning

$450.00

Book

from $450.00 / night

1 / 23

Cortona Villa

  • 4
  • 8
  • Min stay varies
  • Child friendly
  • Ask about pets

$490.00

Inquire

from $490.00 / night

1 / 32

Cortona Villa

  • 4
  • 8
  • Min stay varies
  • Child friendly
  • Air conditioning
  • Pet friendly

$581.00

Inquire

from $581.00 / night

1 / 32

Cortona Apartment

  • 2
  • 4
  • Min stay varies
  • Child friendly
  • Air conditioning
  • Pet friendly

$199.00

Inquire

from $199.00 / night

1 / 30

Cortona Villa

  • 3
  • 3
  • Min stay varies
  • Child friendly
  • Air conditioning
  • Pet friendly

$402.00

Inquire

from $402.00 / night

1 / 36

Cortona Villa

  • 5
  • 8
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning

$240.00

Book

from $240.00 / night

1 / 29

Montecchio Villa

  • 4
  • 8
  • Min stay varies
  • Child friendly
  • Air conditioning
  • Pet friendly

$414.00

Inquire

from $414.00 / night

1 / 20

Cortona Apartment

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

$107.00

Book

from $107.00 / night

1 / 33

Montecchio Villa

  • 3
  • 8
  • Min stay varies
  • Child friendly
  • Air conditioning
  • Pet friendly

$539.00

Inquire

from $539.00 / night

1 / 16

Pietraia Apartment

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

$243.00

Inquire

from $243.00 / night