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Kissimmee 4+ bedroom Apartments, Vacation Rentals & More - 2319 Rentals Available.

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2,319 Vacation rentals

Filters applied: 4+ Bedrooms

(11)

1 / 33

Kissimmee House

  • 8
  • 22
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

Responds fast! Avg. 2 hours 40 minutes

$251.00

Excellent (11 reviews)

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from $251.00 / night

(74)

1 / 51

Kissimmee Villa

  • 5
  • 10
  • 5 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

$144.00

Excellent (74 reviews)

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from $144.00 / night

(5)

1 / 29

Kissimmee Villa

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

Responds fast! Avg. 29 minutes

$224.00

Very Good (5 reviews)

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from $224.00 / night

(43)

1 / 43

Kissimmee House

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

Responds fast! Avg. 3 hours 28 minutes

$172.00

Excellent (43 reviews)

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from $172.00 / night

(5)

1 / 50

Kissimmee House

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

Responds fast! Avg. 1 hour 34 minutes

$233.00

Excellent (5 reviews)

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from $233.00 / night

(14)

1 / 40

Kissimmee Apartment

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

Responds fast! Avg. 1 hour 25 minutes

$92.00

Very Good (14 reviews)

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from $92.00 / night

(9)

Certificate of Excellence

1 / 45

Kissimmee House

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

Travelers’ Choice award

$104.00

Very Good (9 reviews)

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from $104.00 / night

(22)

Certificate of Excellence

1 / 48

Kissimmee Villa

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

Responds fast! Avg. 59 minutes

Travelers’ Choice award

$228.00

Excellent (22 reviews)

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from $228.00 / night

(4)

1 / 50

Kissimmee Villa

  • 7
  • 16
  • 3 nights min
  • Nearest beach 97 mi
  • Swimming pool
  • Child friendly

$115.00

Excellent (4 reviews)

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from $115.00 / night

(1)

1 / 47

Kissimmee Villa

  • 7
  • 14
  • 3 nights min
  • Nearest beach 90 mi
  • Swimming pool
  • Child friendly

$188.00

Excellent (1 reviews)

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from $188.00 / night

(17)

1 / 38

Kissimmee Villa

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

Responds fast! Avg. 2 hours 26 minutes

$109.00

Excellent (17 reviews)

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from $109.00 / night

(4)

1 / 23

Kissimmee Villa

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

Responds fast! Avg. 1 hour 7 minutes

$129.00

Average (4 reviews)

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from $129.00 / night

1 / 94

Kissimmee Villa

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

Responds fast! Avg. 2 hours 26 minutes

$172.00

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from $172.00 / night

(13)

1 / 26

Kissimmee House

  • 7
  • 15
  • min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly

$184.00

Very Good (13 reviews)

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from $184.00 / night

(7)

Certificate of Excellence

1 / 25

Kissimmee House

  • 4
  • 10
  • 5 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

Responds fast! Avg. 59 minutes

Travelers’ Choice award

$121.00

Very Good (7 reviews)

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from $121.00 / night

(27)

Certificate of Excellence

1 / 64

Kissimmee Villa

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

Travelers’ Choice award

$138.00

Excellent (27 reviews)

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from $138.00 / night

(2)

1 / 56

Kissimmee Villa

  • 8
  • 18
  • min stay varies
  • Nearest beach 90 mi
  • Swimming pool
  • Child friendly

$229.00

Average (2 reviews)

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from $229.00 / night

1 / 18

Kissimmee House

  • 6
  • 14
  • 5 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

$264.00

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from $264.00 / night

(4)

1 / 2

Kissimmee Villa

  • 5
  • 11
  • min stay varies
  • Nearest beach 115 mi
  • Swimming pool
  • Child friendly

$125.00

Very Good (4 reviews)

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from $125.00 / night

(10)

Certificate of Excellence

1 / 40

Kissimmee Villa

  • 6
  • 12
  • 7 nights min
  • Beach/lakeside relaxation
  • Nearest beach 120 mi
  • Swimming pool

Responds fast! Avg. 27 minutes

Travelers’ Choice award

$229.00

Excellent (10 reviews)

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from $229.00 / night

(15)

1 / 59

Kissimmee Villa

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

Responds fast! Avg. 1 hour 20 minutes

$81.00

Very Good (15 reviews)

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from $81.00 / night

(58)

Certificate of Excellence

1 / 41

Kissimmee House

  • 4
  • 8
  • 3 nights min
  • Nearest beach 125 mi
  • Swimming pool
  • Child friendly

Responds fast! Avg. 1 hour 56 minutes

Travelers’ Choice award

$144.00

Excellent (58 reviews)

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from $144.00 / night

(12)

Certificate of Excellence

1 / 19

Kissimmee Villa

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

Responds fast! Avg. 2 hours 3 minutes

Travelers’ Choice award

$115.00

Very Good (12 reviews)

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from $115.00 / night

(50)

Certificate of Excellence

1 / 75

Kissimmee House

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

Responds fast! Avg. 48 minutes

Travelers’ Choice award

$172.00

Excellent (50 reviews)

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from $172.00 / night

(15)

Certificate of Excellence

1 / 28

Kissimmee House

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

Travelers’ Choice award

$104.00

Excellent (15 reviews)

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from $104.00 / night

(3)

1 / 41

Kissimmee House

  • 6
  • 16
  • min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$344.00

Excellent (3 reviews)

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from $344.00 / night

(2)

1 / 49

Kissimmee House

  • 6
  • 16
  • min stay varies
  • Nearest beach 114 mi
  • Swimming pool
  • Child friendly

$264.00

Excellent (2 reviews)

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from $264.00 / night

(6)

1 / 19

Kissimmee House

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

$98.00

Excellent (6 reviews)

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from $98.00 / night

(5)

1 / 84

Kissimmee House

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

Responds fast! Avg. 1 hour 59 minutes

$81.00

Excellent (5 reviews)

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from $81.00 / night

(9)

Certificate of Excellence

1 / 19

Kissimmee House

  • 5
  • 12
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

Travelers’ Choice award

$229.00

Very Good (9 reviews)

Book

from $229.00 / night

(1)

1 / 41

Kissimmee Villa

  • 7
  • 14
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

$453.00

Excellent (1 reviews)

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from $453.00 / night

(3)

1 / 41

Kissimmee Villa

  • 7
  • 18
  • 3 nights min
  • Nearest beach 90 mi
  • Swimming pool
  • Child friendly

$188.00

Excellent (3 reviews)

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from $188.00 / night

(3)

1 / 63

Kissimmee House

  • 8
  • 20
  • min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

Responds fast! Avg. 1 hour 25 minutes

$264.00

Very Good (3 reviews)

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from $264.00 / night

(6)

1 / 37

Kissimmee Villa

  • 8
  • 18
  • 2 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly

$228.00

Very Good (6 reviews)

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from $228.00 / night

(17)

1 / 31

Kissimmee Villa

  • 7
  • 15
  • 4 nights min
  • Nearest beach 112 mi
  • Swimming pool
  • Child friendly

Responds fast! Avg. 45 minutes

$258.00

Excellent (17 reviews)

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from $258.00 / night

(10)

1 / 108

Kissimmee Villa

  • 7
  • 16
  • min stay varies
  • Nearest beach 81 mi
  • Swimming pool
  • Child friendly

$161.00

Very Good (10 reviews)

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from $161.00 / night

(6)

1 / 110

Kissimmee House

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

Responds fast! Avg. 1 hour 59 minutes

$86.00

Excellent (6 reviews)

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from $86.00 / night

(28)

1 / 49

Kissimmee Townhouse

  • 4
  • 10
  • 3 nights min
  • Nearest beach 90 mi
  • Swimming pool
  • Child friendly

$94.00

Very Good (28 reviews)

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from $94.00 / night

1 / 27

Kissimmee House

  • 6
  • 13
  • 4 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

$258.00

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from $258.00 / night

(17)

1 / 18

Kissimmee Villa

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

$138.00

Very Good (17 reviews)

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from $138.00 / night