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Old Town Vacation Rentals & Homes with Swimming Pool - 24 Rentals Available.

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24 Vacation rentals

Filters applied: Swimming pool

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

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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

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from $119 / night

1 / 19

Old Town House

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

$159

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from $159 / night

1 / 17

Old Town House

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

$139

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from $139 / 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 / 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 / 27

Old Town House

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

$139

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from $139 / night

1 / 31

Old Town House

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

$139

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from $139 / night

1 / 33

Old Town House

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

$129

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from $129 / night

1 / 18

Old Town House

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

$159

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from $159 / night

1 / 27

Old Town House

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

$129

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from $129 / night

1 / 31

Old Town House

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

$129

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from $129 / night

1 / 33

Old Town House

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

$149

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from $149 / night

1 / 17

Old Town House

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

$129

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from $129 / night

Your search has been expanded 1.8 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 / 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

(1)

1 / 28

Kissimmee Condo - 1.4 miles away

  • 3
  • 8
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
“We spent 5 nights on our Disney vacation in this beautiful condo. It is tasefully decorated and immaculately clean. There was plenty of space for the 6 of us. Every detail was thought of down to games for the kids to play. It was located very close...”
- Review left on 04/01/2017

$89

Excellent (1 reviews)

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from $89 / night

(4)

1 / 24

Orlando Apartment - 1.4 miles away

  • 3
  • 6
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Car not necessary

$218

Very Good (4 reviews)

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from $218 / night

(2)

1 / 24

Kissimmee House - 1.4 miles away

  • 3
  • 8
  • 3 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning
“I was here from 1/29-2/26 and the stay was awesome. The house was everything that was advertised and the pictures were right on. The house was very clean and equipped with all the thing a person needs to enjoy a month in sunny Orlando. We didn't...”
- Review left on 02/27/2017

$115

Excellent (2 reviews)

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from $115 / night

1 / 31

Kissimmee House - 1.6 miles away

  • 4
  • 9
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning

$129

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from $129 / night

(3)

1 / 26

Kissimmee Townhouse - 1.6 miles away

  • 3
  • 8
  • Min stay varies
  • Nearest beach 60 mi
  • Swimming pool
  • Child friendly
“Me and my family had a really good time this weekend here in Kissimmee Fl...It was me and my niece birthday and we came to celebrate both of us..the house was really nice..we will be returning before the summer is out..thanks for letting us use your...”
- Review left on 05/01/2017

$79

Very Good (3 reviews)

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from $79 / night

(15)

1 / 11

Kissimmee Villa - 1.6 miles away

  • 3
  • 8
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning
“Really a good place to stay .The villa is in a good distance of the Disney area and stores.(has a Walmart at 5 min and sams ) The apartment was next to the swimming pool area of the villas .it has good kitchen ware”
- Review left on 06/18/2016

$70

Very Good (15 reviews)

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from $70 / night

1 / 25

Kissimmee House - 1.8 miles away

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

$129

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from $129 / night

1 / 35

Kissimmee House - 1.8 miles away

  • 4
  • 9
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning

$129

Book

from $129 / night