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Kissimmee 2-bedroom Apartments, Vacation Rentals & More - 338 Rentals Available.

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338 Vacation rentals

Filters applied: 2+ Bedrooms

(14)

1 / 38

Kissimmee Villa

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

$96

Excellent (14 reviews)

Book

from $96 / 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)

Book

from $145 / night

(23)

1 / 105

Kissimmee Villa

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

$149

Very Good (23 reviews)

Book

from $149 / night

(1)

1 / 45

Kissimmee House

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

$289

Excellent (1 reviews)

Book

from $289 / night

(8)

1 / 26

Kissimmee House

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

$180

Very Good (8 reviews)

Book

from $180 / night

1 / 86

Kissimmee Villa

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

$150

Book

from $150 / night

1 / 25

Kissimmee Villa

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

$169

Book

from $169 / night

(44)

1 / 64

Kissimmee House

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

$114

Excellent (44 reviews)

Book

from $114 / night

(5)

1 / 19

Kissimmee House

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

$100

Very Good (5 reviews)

Book

from $100 / night

(4)

1 / 21

Kissimmee Condo

  • 3
  • 8
  • 1 night min
  • Child friendly
  • Air conditioning

$129

Very Good (4 reviews)

Book

from $129 / night

(41)

1 / 36

Kissimmee House

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

$157

Excellent (41 reviews)

Book

from $157 / night

(6)

1 / 19

Kissimmee Villa

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

$100

Excellent (6 reviews)

Book

from $100 / night

(13)

1 / 59

Kissimmee Villa

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

$69

Very Good (13 reviews)

Book

from $69 / 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)

Book

from $100 / night

(29)

1 / 26

Kissimmee Townhouse

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

$70

Very Good (29 reviews)

Book

from $70 / night

(7)

1 / 33

Kissimmee House

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

$149

Excellent (7 reviews)

Book

from $149 / night

(5)

1 / 98

Kissimmee House

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

$49

Excellent (5 reviews)

Book

from $49 / night

(2)

1 / 100

Kissimmee House

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

$65

Excellent (2 reviews)

Book

from $65 / night

(84)

1 / 102

Kissimmee Townhouse

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

$65

Very Good (84 reviews)

Book

from $65 / night

(2)

1 / 71

Kissimmee House

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

$59

Average (2 reviews)

Book

from $59 / night

(22)

1 / 33

Kissimmee Townhouse

  • 3
  • 7
  • 3 nights min
  • Ask about children
  • Air conditioning
  • Pet friendly

$61

Excellent (22 reviews)

Book

from $61 / night

(9)

1 / 44

Kissimmee House

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

$275

Excellent (9 reviews)

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from $275 / 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

(61)

1 / 23

Kissimmee Townhouse

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

$49

Excellent (61 reviews)

Book

from $49 / night

(28)

1 / 12

Kissimmee Villa

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

$100

Very Good (28 reviews)

Book

from $100 / night

1 / 18

Kissimmee Townhouse

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

$125

Book

from $125 / night

(3)

1 / 62

Kissimmee House

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

$39

Excellent (3 reviews)

Book

from $39 / night

(1)

1 / 47

Kissimmee Apartment

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

$79

Excellent (1 reviews)

Book

from $79 / night

1 / 33

Kissimmee Villa

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

$79

Book

from $79 / night

(4)

1 / 20

Kissimmee House

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

$75

Excellent (4 reviews)

Book

from $75 / night

(12)

1 / 11

Kissimmee Apartment

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

$89

Excellent (12 reviews)

Book

from $89 / 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

(51)

1 / 27

Kissimmee Townhouse

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

$79

Very Good (51 reviews)

Book

from $79 / night

(5)

Certificate of Excellence

1 / 37

Kissimmee Villa

  • 8
  • 18
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 138 mi
  • Swimming pool

Certificate of Excellence

$299

Excellent (5 reviews)

Book

from $299 / night

(2)

1 / 23

Kissimmee Villa

  • 4
  • 8
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Ask about children

$96

Very Good (2 reviews)

Inquire

from $96 / night

(8)

1 / 48

Kissimmee Villa

  • 5
  • 12
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 116 mi
  • Swimming pool

$157

Excellent (8 reviews)

Book

from $157 / night

(3)

1 / 41

Kissimmee House

  • 6
  • 14
  • Min stay varies
  • Nearest beach 80 mi
  • Swimming pool
  • Child friendly

$150

Average (3 reviews)

Book

from $150 / night

(1)

1 / 28

Kissimmee Condo

  • 3
  • 6
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$75

Excellent (1 reviews)

Book

from $75 / night

(2)

1 / 41

Kissimmee House

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

$310

Excellent (2 reviews)

Inquire

from $310 / 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