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Cortona 4+ bedroom Vacation Rentals, Homes & More - 65 Rentals Available.

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65 Vacation rentals

Filters applied: 4+ Bedrooms

1 / 58

Cignano Villa

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

$293.00

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from $293.00 / night

1 / 31

Montalla Villa

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

$142.00

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from $142.00 / 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 / 29

Cortona Villa

  • 6
  • 12
  • 7 nights min
  • Child friendly

$688.00

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from $688.00 / 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 / 142

Cortona Villa

  • 5
  • 13
  • min stay varies
  • Nearest beach 201 mi
  • Swimming pool
  • Child friendly

$204.00

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from $204.00 / night

1 / 17

Cortona House

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

$487.00

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from $487.00 / 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

Your search has been expanded 19.6 miles to include more rentals

(1)

1 / 34

Sant'Albino Villa - 16.9 miles away

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

$571.00

Excellent (1 reviews)

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from $571.00 / night

1 / 43

Montepulciano Villa - 16.7 miles away

  • 7
  • 16
  • min stay varies
  • Nearest beach 115 mi
  • Swimming pool
  • Child friendly

$569.00

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from $569.00 / 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

1 / 20

Siena House - 17.1 miles away

  • 9
  • 20
  • 4 nights min
  • Ask about children
  • Air conditioning
  • Pet friendly

$1,489.00

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from $1,489.00 / night

1 / 35

Lucignano Villa - 12.2 miles away

  • 4
  • 8
  • min stay varies
  • Nearest beach 217 mi
  • Swimming pool
  • Child friendly

$166.00

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from $166.00 / night

1 / 50

Monterchi Villa - 13.8 miles away

  • 6
  • 12
  • min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$497.00

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from $497.00 / night

1 / 20

Monte San Savino House - 13.9 miles away

  • 11
  • 22
  • 4 nights min
  • Ask about children
  • Air conditioning
  • Pet friendly

$1,155.00

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from $1,155.00 / night

1 / 52

Lucignano Apartment - 12.3 miles away

  • 6
  • 10
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning

$613.00

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from $613.00 / 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 / 41

Montepulciano House - 16.6 miles away

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

$544.00

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from $544.00 / night

1 / 40

Lucignano Villa - 12.3 miles away

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

$508.00

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from $508.00 / night

1 / 33

Montefollonico Villa - 15.3 miles away

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

$1,037.00

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from $1,037.00 / night

1 / 30

Lucignano Villa - 10.2 miles away

  • 5
  • 12
  • 7 nights min
  • Nearest beach 217 mi
  • Swimming pool
  • Child friendly

$329.00

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from $329.00 / night

1 / 72

Arezzo Villa - 16.4 miles away

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

$338.00

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from $338.00 / night

1 / 50

Monterchi Villa - 13.8 miles away

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

$347.00

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from $347.00 / night

1 / 55

Brolio Villa - 6.7 miles away

  • 9
  • 24
  • min stay varies
  • Nearest beach 201 mi
  • Swimming pool
  • Child friendly

$750.00

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from $750.00 / night

1 / 20

Monticchiello House - 19.6 miles away

  • 6
  • 12
  • 7 nights min
  • Ask about children
  • Pet friendly

$1,087.00

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from $1,087.00 / night

(2)

1 / 35

Castelmuzio Villa - 18.7 miles away

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

$552.00

Excellent (2 reviews)

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from $552.00 / night

1 / 49

Monterchi Villa - 13.7 miles away

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

Responds fast! Avg. 58 minutes

$491.00

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from $491.00 / night

(1)

1 / 30

Montepulciano Villa - 14.8 miles away

  • 8
  • 16
  • 4 nights min
  • Nearest beach 185 mi
  • Swimming pool
  • Child friendly

$827.00

Very Good (1 reviews)

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from $827.00 / night

1 / 61

Vaiano Apartment - 14.9 miles away

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

$629.00

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from $629.00 / night

1 / 20

Alberoro House - 10.6 miles away

  • 5
  • 9
  • 7 nights min
  • Ask about children
  • Pet friendly

$369.00

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from $369.00 / night

1 / 50

Anghiari House - 18.7 miles away

  • 9
  • 19
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Pet friendly

$1,316.00

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from $1,316.00 / night

1 / 50

Monterchi Villa - 13.8 miles away

  • 5
  • 10
  • min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$271.00

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from $271.00 / night

1 / 31

Foiano Della Chiana Villa - 6.1 miles away

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

$300.00

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from $300.00 / night

1 / 69

Monterchi Villa - 15.8 miles away

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

Responds fast! Avg. 1 hour 1 minutes

$347.00

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from $347.00 / night

1 / 20

Castiglion Fiorentino House - 6.7 miles away

  • 9
  • 18
  • 7 nights min
  • Ask about children
  • Air conditioning
  • Pet friendly

$674.00

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from $674.00 / night

1 / 15

Pierantonio Villa - 19.2 miles away

  • 6
  • 12
  • 7 nights min
  • Child friendly

$969.00

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from $969.00 / night

1 / 27

Paciano Villa - 16.6 miles away

  • 8
  • 16
  • 7 nights min
  • Swimming pool
  • Child friendly

$379.00

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from $379.00 / night

1 / 28

Tuoro sul Trasimeno Villa - 6.3 miles away

  • 7
  • 16
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

$820.00

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from $820.00 / night

1 / 25

Paciano Villa - 16.6 miles away

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

$331.00

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from $331.00 / night

1 / 48

Monterchi Villa - 13.9 miles away

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

$410.00

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from $410.00 / night