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Cortona Vacation Rentals & Homes with Swimming Pool - 109 Rentals Available.

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109 Vacation rentals

Filters applied: Swimming pool

1 / 58

Cignano Villa

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

$294.00

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from $294.00 / night

1 / 30

Cortona Farmhouse

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

$468.00

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from $468.00 / night

1 / 31

Montalla Villa

  • 4
  • 7
  • 7 nights min
  • Nearest beach 145 mi
  • Swimming pool
  • Child friendly

$143.00

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from $143.00 / night

(1)

1 / 63

Cortona House

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

$731.00

Excellent (1 reviews)

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from $731.00 / night

1 / 28

Cortona Villa

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

$241.00

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from $241.00 / night

1 / 43

Cortona Cottage

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

$500.00

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from $500.00 / night

1 / 16

Cortona Villa

  • 10
  • 20
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

$2,215.00

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from $2,215.00 / night

1 / 24

Montecchio Villa

  • 3
  • 7
  • 7 nights min
  • Nearest beach 155 mi
  • Swimming pool
  • Child friendly

$396.00

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from $396.00 / night

1 / 27

Cortona Villa

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

$372.00

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from $372.00 / night

1 / 27

Cortona Villa

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

$500.00

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from $500.00 / night

1 / 22

Montecchio Villa

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

$144.00

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from $144.00 / night

1 / 46

Cortona Villa

  • 3
  • 5
  • 7 nights min
  • Nearest beach 145 mi
  • Swimming pool
  • Child friendly

$132.00

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from $132.00 / night

1 / 17

Cortona House

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

$486.00

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from $486.00 / night

(3)

1 / 26

Cortona House

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

Responds fast! Avg. 3 hours 27 minutes

$237.00

Excellent (3 reviews)

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from $237.00 / night

1 / 34

Cortona Farmhouse

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

$572.00

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from $572.00 / night

(2)

1 / 26

Mercatale House

  • 5
  • 10
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Pet friendly

$287.00

Excellent (2 reviews)

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from $287.00 / night

1 / 48

Cortona Farmhouse

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

$600.00

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from $600.00 / night

1 / 33

Cortona Villa

  • 3
  • 8
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

$862.00

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from $862.00 / night

1 / 142

Cortona Villa

  • 5
  • 13
  • 7 nights min
  • Nearest beach 201 mi
  • Swimming pool
  • Child friendly

$378.00

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from $378.00 / night

1 / 55

Cortona Villa

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

$641.00

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from $641.00 / night

(1)

1 / 38

Cortona Villa

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

$1,000.00

Excellent (1 reviews)

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from $1,000.00 / night

1 / 28

Cortona Apartment

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

$317.00

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from $317.00 / night

1 / 33

Cortona Apartment

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

$248.00

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from $248.00 / night

1 / 49

Cortona Farmhouse

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

$481.00

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from $481.00 / night

1 / 31

Cortona Villa

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

$486.00

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from $486.00 / night

(40)

1 / 27

Cortona Villa

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

Responds fast! Avg. 3 hours 27 minutes

$487.00

Excellent (40 reviews)

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from $487.00 / night

1 / 27

Cortona Farmhouse

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

$800.00

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from $800.00 / night

Your search has been expanded 18.7 miles to include more rentals

1 / 34

Lucignano Apartment - 12.3 miles away

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

$404.00

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from $404.00 / night

(2)

1 / 41

Lucignano Villa - 12.1 miles away

  • 6
  • 12
  • min stay varies
  • Nearest beach 217 mi
  • Swimming pool
  • Child friendly

$194.00

Very Good (2 reviews)

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from $194.00 / night

(2)

1 / 35

Castelmuzio Villa - 18.7 miles away

  • 5
  • 10
  • min stay varies
  • Nearest beach 161 mi
  • Swimming pool
  • Child friendly

$554.00

Excellent (2 reviews)

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from $554.00 / night

1 / 61

Vaiano Apartment - 14.9 miles away

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

$632.00

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from $632.00 / night

1 / 72

Arezzo Villa - 16.4 miles away

  • 5
  • 11
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Private garden

$323.00

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from $323.00 / night

1 / 40

Camucia Villa - 2.9 miles away

  • 5
  • 12
  • min stay varies
  • Nearest beach 150 mi
  • Swimming pool
  • Child friendly

$261.00

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from $261.00 / night

(9)

1 / 34

Montepulciano Apartment - 13.5 miles away

  • 3
  • 6
  • min stay varies
  • Nearest beach 185 mi
  • Swimming pool
  • Child friendly

$130.00

Very Good (9 reviews)

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from $130.00 / night

1 / 11

Perugia Villa - 17.4 miles away

  • 3
  • 6
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

Responds fast! Avg. 3 hours 45 minutes

$854.00

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from $854.00 / night

1 / 56

Brolio House - 6.5 miles away

  • 9
  • 18
  • min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning

Responds fast! Avg. 3 hours 45 minutes

$751.00

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from $751.00 / night

1 / 20

Montepulciano House - 14.6 miles away

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

$1,036.00

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from $1,036.00 / night

1 / 49

Monterchi Villa - 13.7 miles away

  • 6
  • 12
  • min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning

Responds fast! Avg. 3 hours 45 minutes

$493.00

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from $493.00 / night

(1)

1 / 34

Sant'Albino Villa - 16.9 miles away

  • 7
  • 21
  • 7 nights min
  • Nearest beach 115 mi
  • Swimming pool
  • Child friendly

$570.00

Excellent (1 reviews)

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from $570.00 / night

1 / 40

Lucignano Villa - 12.3 miles away

  • 4
  • 12
  • 4 nights min
  • Nearest beach 209 mi
  • Swimming pool
  • Child friendly

$510.00

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from $510.00 / night