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Old Town Vacation Rentals & Homes - 27 Rentals Available

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27 Vacation rentals

1 / 16

Old Town Townhouse

  • 3
  • 10
  • Min stay varies
  • Ask about children
  • Air conditioning
  • Pet friendly

$110

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from $110 / night

1 / 10

Old Town House

  • 4
  • 10
  • 3 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning

$129

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from $129 / night

1 / 14

Old Town House

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

$129

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from $129 / night

1 / 13

Old Town House

  • 4
  • 10
  • 3 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning

$129

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from $129 / night

1 / 18

Old Town House

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

$383

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from $383 / night

1 / 18

Old Town House

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

$199

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from $199 / night

1 / 10

Old Town House

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

$149

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from $149 / night

1 / 16

Old Town House

  • 2
  • 4
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning

$99

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from $99 / night

1 / 19

Old Town House

  • 5
  • 12
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning

$159

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from $159 / night

1 / 12

Old Town House

  • 3
  • 6
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning

$116

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from $116 / night

1 / 34

Old Town House

  • 4
  • 8
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning

$129

Book

from $129 / night

1 / 17

Old Town House

  • 4
  • 10
  • 3 nights min
  • Ask about children
  • Air conditioning

$129

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from $129 / night

1 / 23

Old Town House

  • 2
  • 7
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning

$119

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from $119 / night

1 / 25

Old Town House

  • 4
  • 8
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning

$119

Book

from $119 / night

1 / 19

Old Town House

  • 5
  • 10
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning

$159

Book

from $159 / night

1 / 17

Old Town House

  • 4
  • 8
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning

$139

Book

from $139 / night

1 / 12

Old Town House

  • 3
  • 6
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning

$116

Book

from $116 / night

1 / 17

Old Town House

  • 4
  • 10
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning

$139

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from $139 / night

1 / 15

Old Town House

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

$119

Book

from $119 / night

1 / 27

Old Town House

  • 4
  • 8
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning

$139

Book

from $139 / night

1 / 31

Old Town House

  • 4
  • 8
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning

$139

Book

from $139 / night

1 / 33

Old Town House

  • 4
  • 8
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning

$129

Book

from $129 / night

1 / 18

Old Town House

  • 5
  • 11
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning

$159

Book

from $159 / night

1 / 27

Old Town House

  • 4
  • 8
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning

$129

Book

from $129 / night

1 / 31

Old Town House

  • 4
  • 8
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning

$129

Book

from $129 / night

1 / 33

Old Town House

  • 4
  • 8
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning

$149

Book

from $149 / night

1 / 17

Old Town House

  • 4
  • 8
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning

$129

Book

from $129 / night

Your search has been expanded 1.3 miles to include more rentals

(3)

1 / 62

Kissimmee House - 0.1 miles away

  • 4
  • 10
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Car not necessary

$39

Excellent (3 reviews)

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from $39 / night

(13)

1 / 59

Kissimmee Villa - 0.1 miles away

  • 4
  • 10
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Car not necessary

$69

Very Good (13 reviews)

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from $69 / night

(2)

1 / 100

Kissimmee House - 0.1 miles away

  • 3
  • 8
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Car not necessary

$65

Excellent (2 reviews)

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from $65 / night

1 / 19

Kissimmee House - 0.1 miles away

  • 3
  • 6
  • Min stay varies
  • Ask about children
  • Air conditioning

$119

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from $119 / night

(5)

1 / 98

Kissimmee House - 0.1 miles away

  • 4
  • 10
  • Min stay varies
  • Child friendly
  • Car not necessary
  • Air conditioning

$49

Excellent (5 reviews)

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from $49 / night

1 / 16

Kissimmee House - 1.1 miles away

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

from $140 / night

1 / 18

Kissimmee House - 1.2 miles away

  • 3
  • 8
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning

$119

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from $119 / night

1 / 26

Kissimmee House - 1.2 miles away

  • 3
  • 6
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning

$119

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from $119 / night

1 / 32

Kissimmee House - 1.2 miles away

  • 3
  • 6
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning

$119

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from $119 / night

1 / 40

Kissimmee Villa - 1.3 miles away

  • 2
  • 6
  • 2 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

$77

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from $77 / night

(8)

1 / 31

Kissimmee Townhouse - 1.3 miles away

  • 3
  • 7
  • 3 nights min
  • Ask about children
  • Air conditioning
  • Pet friendly
“This was a nice, spacious townhouse style condo. We were happy and comfortable. It was as advertised. Would stay there again...”
- Review left on 06/25/2016

$61

Very Good (8 reviews)

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from $61 / night

(4)

1 / 25

Kissimmee Townhouse - 1.3 miles away

  • 3
  • 6
  • 3 nights min
  • Ask about children
  • Air conditioning
  • Pet friendly
“This was a great experience! There were a few things but they were reported once the service guy came out the same day that I called. I was celebrating my birthday and I enjoyed it immensely. Thank You...”
- Review left on 12/19/2015

$61

Very Good (4 reviews)

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from $61 / night

(22)

1 / 33

Kissimmee Townhouse - 1.3 miles away

  • 3
  • 7
  • 3 nights min
  • Ask about children
  • Air conditioning
  • Pet friendly
“We had a very nice time, the house was located to anything we needed. Very close to shopping centers and theme parks. The house was clean and confortable and well equipped. We had a great time...”
- Review left on 01/31/2017

$61

Excellent (22 reviews)

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from $61 / night