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Kissimmee Apartments & Vacation Rentals with Swimming Pool - 395 Rentals Available.

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395 Vacation rentals

Filters applied: Swimming pool

(23)

1 / 105

Kissimmee Villa

  • 7
  • 20
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$149

Very Good (23 reviews)

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from $149 / night

(5)

1 / 19

Kissimmee House

  • 5
  • 12
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$100

Very Good (5 reviews)

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from $100 / night

(35)

Certificate of Excellence

1 / 75

Kissimmee House

  • 4
  • 8
  • Min stay varies
  • Nearest beach 72 mi
  • Swimming pool
  • Child friendly

Certificate of Excellence

$145

Excellent (35 reviews)

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from $145 / night

(1)

1 / 45

Kissimmee House

  • 8
  • 18
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$289

Excellent (1 reviews)

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from $289 / night

1 / 25

Kissimmee Villa

  • 6
  • 14
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning

$169

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from $169 / night

(44)

1 / 64

Kissimmee House

  • 4
  • 8
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$114

Excellent (44 reviews)

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from $114 / night

(14)

1 / 38

Kissimmee Villa

  • 4
  • 8
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$95

Excellent (14 reviews)

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from $95 / night

(41)

1 / 36

Kissimmee House

  • 4
  • 8
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly

$157

Excellent (41 reviews)

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from $157 / night

1 / 86

Kissimmee Villa

  • 7
  • 16
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 113 mi
  • Swimming pool

$150

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from $150 / night

1 / 33

Kissimmee Villa

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

$79

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from $79 / night

(2)

1 / 100

Kissimmee House

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

$65

Excellent (2 reviews)

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from $65 / night

(3)

1 / 62

Kissimmee House

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

$39

Excellent (3 reviews)

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from $39 / night

(8)

Certificate of Excellence

1 / 21

Kissimmee Townhouse

  • 3
  • 6
  • 1 night min
  • Swimming pool
  • Child friendly
  • Air conditioning

Certificate of Excellence

$100

Excellent (8 reviews)

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from $100 / night

(51)

1 / 27

Kissimmee Townhouse

  • 3
  • 8
  • Min stay varies
  • Nearest beach 60 mi
  • Swimming pool
  • Child friendly

$79

Very Good (51 reviews)

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from $79 / night

(1)

1 / 47

Kissimmee Apartment

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

$79

Excellent (1 reviews)

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from $79 / night

(8)

1 / 26

Kissimmee House

  • 7
  • 16
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly

$180

Very Good (8 reviews)

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from $180 / night

(7)

1 / 33

Kissimmee House

  • 6
  • 15
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$149

Excellent (7 reviews)

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from $149 / night

(21)

1 / 64

Kissimmee Villa

  • 4
  • 8
  • 5 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly

$120

Excellent (21 reviews)

Book

from $120 / night

(1)

1 / 41

Kissimmee Villa

  • 7
  • 14
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$375

Excellent (1 reviews)

Book

from $375 / night

(1)

1 / 27

Kissimmee House

  • 3
  • 8
  • 2 nights min
  • Nearest beach 60 mi
  • Swimming pool
  • Child friendly

$90

Excellent (1 reviews)

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from $90 / night

(13)

1 / 59

Kissimmee Villa

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

$69

Very Good (13 reviews)

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from $69 / night

(28)

1 / 12

Kissimmee Villa

  • 4
  • 8
  • 4 nights min
  • Nearest beach 105 mi
  • Swimming pool
  • Child friendly

$100

Very Good (28 reviews)

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from $100 / night

(9)

1 / 30

Kissimmee House

  • 8
  • 22
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$275

Excellent (9 reviews)

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from $275 / night

(57)

1 / 39

Kissimmee House

  • 6
  • 18
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$119

Excellent (57 reviews)

Inquire

from $119 / night

(1)

1 / 17

Kissimmee Villa

  • 6
  • 16
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning

$225

Excellent (1 reviews)

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from $225 / night

(6)

1 / 24

Kissimmee Villa

  • 8
  • 19
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning

$169

Very Good (6 reviews)

Book

from $169 / night

(12)

1 / 11

Kissimmee Apartment

  • 3
  • 8
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$90

Excellent (12 reviews)

Book

from $90 / night

(14)

1 / 33

Kissimmee Apartment

  • 4
  • 8
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$80

Very Good (14 reviews)

Book

from $80 / night

(1)

1 / 37

Kissimmee Apartment

  • 1
  • 4
  • 5 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

$90

Excellent (1 reviews)

Book

from $90 / night

(6)

1 / 19

Kissimmee Villa

  • 4
  • 8
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

$100

Excellent (6 reviews)

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from $100 / night

1 / 18

Kissimmee House

  • 6
  • 14
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$200

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from $200 / night

(3)

1 / 29

Kissimmee Villa

  • 6
  • 14
  • 2 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning

$185

Very Good (3 reviews)

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from $185 / night

1 / 23

Kissimmee House

  • 4
  • 12
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

from $106 / night

1 / 25

Kissimmee House

  • 6
  • 17
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$195

Book

from $195 / night

(1)

1 / 51

Kissimmee Apartment

  • 1
  • 4
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

$65

Excellent (1 reviews)

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from $65 / night

(9)

1 / 44

Kissimmee House

  • 8
  • 23
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$275

Excellent (9 reviews)

Book

from $275 / night

(1)

1 / 25

Kissimmee House

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

$183

Very Good (1 reviews)

Inquire

from $183 / night

(9)

1 / 39

Kissimmee House

  • 4
  • 8
  • 4 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

$120

Very Good (9 reviews)

Inquire

from $120 / night

(1)

1 / 42

Kissimmee Apartment

  • 4
  • 8
  • 5 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

$99

Excellent (1 reviews)

Book

from $99 / night

(1)

1 / 15

Kissimmee Villa

  • 7
  • 16
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning

$180

Average (1 reviews)

Inquire

from $180 / night