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Kissimmee 4+ bedroom Apartments, Vacation Rentals & More - 3237 Rentals Available.

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3,237 Vacation rentals

Filters applied: 4+ Bedrooms

(61)

1 / 51

Kissimmee Villa

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

$125.00

Excellent (61 reviews)

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from $125.00 / night

(9)

1 / 33

Kissimmee House

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

Responds fast! Avg. 54 minutes

$189.00

Excellent (9 reviews)

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from $189.00 / night

(4)

1 / 29

Kissimmee Villa

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

Responds fast! Avg. 46 minutes

$195.00

Very Good (4 reviews)

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from $195.00 / night

1 / 9

Kissimmee Villa

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

$250.00

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from $250.00 / night

(57)

1 / 64

Kissimmee House

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

$114.00

Excellent (57 reviews)

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from $114.00 / night

(14)

1 / 40

Kissimmee Apartment

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

Responds fast! Avg. 1 hour 49 minutes

$85.00

Very Good (14 reviews)

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from $85.00 / night

(43)

1 / 36

Kissimmee House

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

$150.00

Excellent (43 reviews)

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from $150.00 / night

(2)

1 / 23

Kissimmee Villa

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

Responds fast! Avg. 2 hours 32 minutes

$95.00

Very Good (2 reviews)

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from $95.00 / night

(17)

1 / 38

Kissimmee Villa

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

Responds fast! Avg. 1 hour 20 minutes

$95.00

Excellent (17 reviews)

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from $95.00 / night

(4)

1 / 66

Kissimmee Villa

  • 7
  • 16
  • min stay varies
  • Nearest beach 90 mi
  • Swimming pool
  • Child friendly

$160.00

Excellent (4 reviews)

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from $160.00 / night

(13)

1 / 43

Kissimmee House

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

Responds fast! Avg. 1 hour 45 minutes

$298.00

Excellent (13 reviews)

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from $298.00 / night

(15)

Certificate of Excellence

1 / 38

Kissimmee Villa

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

Responds fast! Avg. 1 hour 21 minutes

Certificate of Excellence

$150.00

Excellent (15 reviews)

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from $150.00 / night

(2)

1 / 18

Kissimmee House

  • 8
  • 19
  • min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$199.00

Excellent (2 reviews)

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from $199.00 / night

(1)

1 / 61

Kissimmee Villa

  • 7
  • 14
  • min stay varies
  • Nearest beach 90 mi
  • Swimming pool
  • Child friendly

$153.00

Excellent (1 reviews)

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from $153.00 / night

(54)

1 / 41

Kissimmee House

  • 4
  • 8
  • min stay varies
  • Nearest beach 125 mi
  • Swimming pool
  • Child friendly

Responds fast! Avg. 2 hours 21 minutes

$119.00

Excellent (54 reviews)

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from $119.00 / night

(13)

1 / 20

Kissimmee House

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

$139.00

Very Good (13 reviews)

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from $139.00 / night

(8)

Certificate of Excellence

1 / 33

Kissimmee House

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

Certificate of Excellence

$75.00

Excellent (8 reviews)

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from $75.00 / night

(43)

1 / 57

Kissimmee House

  • 6
  • 12
  • 4 nights min
  • Nearest beach 113 mi
  • Swimming pool
  • Child friendly

Responds fast! Avg. 3 hours 19 minutes

$190.00

Excellent (43 reviews)

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from $190.00 / night

(13)

1 / 25

Kissimmee Villa

  • 6
  • 12
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

$129.00

Excellent (13 reviews)

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from $129.00 / night

(9)

Certificate of Excellence

1 / 29

Kissimmee Villa

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

Responds fast! Avg. 54 minutes

Certificate of Excellence

$200.00

Excellent (9 reviews)

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from $200.00 / night

(8)

1 / 23

Kissimmee Villa

  • 8
  • 19
  • min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$199.00

Very Good (8 reviews)

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from $199.00 / night

(9)

1 / 47

Kissimmee House

  • 4
  • 8
  • 4 nights min
  • Nearest beach 122 mi
  • Swimming pool
  • Child friendly

$130.00

Very Good (9 reviews)

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from $130.00 / night

(6)

Certificate of Excellence

1 / 25

Kissimmee House

  • 4
  • 10
  • min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

Responds fast! Avg. 14 minutes

Certificate of Excellence

$95.00

Very Good (6 reviews)

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from $95.00 / night

(4)

1 / 22

Kissimmee House

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

$150.00

Excellent (4 reviews)

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from $150.00 / night

(20)

1 / 16

Kissimmee Villa

  • 7
  • 16
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

$143.00

Excellent (20 reviews)

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from $143.00 / night

(30)

1 / 19

Kissimmee House

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

Responds fast! Avg. 2 hours 24 minutes

$119.00

Very Good (30 reviews)

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from $119.00 / night

1 / 86

Kissimmee Villa

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

Responds fast! Avg. 1 hour 20 minutes

$150.00

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from $150.00 / night

1 / 18

Kissimmee House

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

$230.00

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from $230.00 / night

(8)

1 / 22

Kissimmee Villa

  • 6
  • 13
  • min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

Responds fast! Avg. 1 hour 2 minutes

$195.00

Excellent (8 reviews)

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from $195.00 / night

(4)

1 / 18

Kissimmee Villa

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

$109.00

Very Good (4 reviews)

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from $109.00 / night

(12)

1 / 26

Kissimmee House

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

$150.00

Very Good (12 reviews)

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from $150.00 / night

(2)

1 / 38

Kissimmee House

  • 6
  • 12
  • min stay varies
  • Child friendly

Responds fast! Avg. 55 minutes

$160.00

Excellent (2 reviews)

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from $160.00 / night

(14)

Certificate of Excellence

1 / 12

Kissimmee House

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

Certificate of Excellence

$80.00

Excellent (14 reviews)

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from $80.00 / night

(11)

Certificate of Excellence

1 / 19

Kissimmee Villa

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

Responds fast! Avg. 57 minutes

Certificate of Excellence

$100.00

Very Good (11 reviews)

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from $100.00 / night

(15)

1 / 59

Kissimmee Villa

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

Responds fast! Avg. 2 hours 3 minutes

$70.00

Very Good (15 reviews)

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from $70.00 / night

(2)

1 / 4

Kissimmee Townhouse

  • 4
  • 8
  • 4 nights min
  • Nearest beach 120 mi
  • Child friendly
  • Air conditioning

Responds fast! Avg. 2 hours 55 minutes

$80.00

Excellent (2 reviews)

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from $80.00 / night

(35)

Certificate of Excellence

1 / 12

Kissimmee Villa

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

Responds fast! Avg. 3 hours 23 minutes

Certificate of Excellence

$100.00

Very Good (35 reviews)

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from $100.00 / night

(41)

Certificate of Excellence

1 / 75

Kissimmee House

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

Responds fast! Avg. 1 hour 30 minutes

Certificate of Excellence

$140.00

Excellent (41 reviews)

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from $140.00 / night

(6)

1 / 23

Kissimmee House

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

$129.00

Very Good (6 reviews)

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from $129.00 / night

(6)

1 / 37

Kissimmee Villa

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

Responds fast! Avg. 1 hour 5 minutes

$359.00

Excellent (6 reviews)

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from $359.00 / night