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Vacation homes - vacation rentals

1,420 Vacation rentals

Vacation villa with swimming pool in Kissimmee

Kissimmee villa

37

  • Beach/lakeside relaxation
  • •  Swimming pool
  • •  Child friendly
  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from $105 / night

$736 / week

Vacation condo with golf nearby in Kissimmee

Kissimmee condo

62

  • Nearest beach 106 mi
  • •  Swimming pool
  • •  Child friendly
  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from $73 / night

$342 - $558 / week

Kissimmee Vacation villa rental

Kissimmee villa

21

  • Beach/lakeside relaxation
  • •  Swimming pool
  • •  Child friendly
  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

from $149 / night

$818 - $2,667 / week

Vacation villa in Kissimmee

Kissimmee villa

31

  • Beach/lakeside relaxation
  • •  Swimming pool
  • •  Child friendly
  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

from $85 / night

$584 - $1,038 / week

Kissimmee Vacation home rental

Kissimmee house

13

  • Beach/lakeside relaxation
  • •  Swimming pool
  • •  Child friendly
  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

from $194 / night

$1,352 / week

Kissimmee Vacation villa rental

Kissimmee villa

14

  • Swimming pool
  • •  Child friendly
  • •  Air conditioning
  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

from $155 / night

$1,082 / week

Vacation villa with swimming pool in Bellavida Resort

Kissimmee villa

39

  • Beach/lakeside relaxation
  • •  Swimming pool
  • •  Child friendly
  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

from $151 / night

$849 - $1,077 / week

Villa accommodation in Kissimmee

Kissimmee villa

42

  • Nearest beach 60 mi
  • •  Swimming pool
  • •  Child friendly
  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

from $119 / night

$728 - $1,011 / week

Vacation villa with swimming pool in Kissimmee

Kissimmee villa

16

  • Swimming pool
  • •  Child friendly
  • •  Air conditioning
  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

from $138 / night

$962 / week

Vacation villa with swimming pool in Kissimmee

Kissimmee villa

49

  • Swimming pool
  • •  Child friendly
  • •  Air conditioning
  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

from $113 / night

$748 - $823 / week

Vacation villa in Kissimmee

Kissimmee villa

10

  • Beach/lakeside relaxation
  • •  Swimming pool
  • •  Child friendly
  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

from $80 / night

$563 / week

Kissimmee Vacation villa rental

Kissimmee villa

39

  • Beach/lakeside relaxation
  • •  Nearest beach 150 mi
  • •  Swimming pool
  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

from $164 / night

$1,115 - $1,486 / week

Doral Woods Vacation villa rental

Kissimmee villa

30

  • Swimming pool
  • •  Child friendly
  • •  Air conditioning
  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

from $128 / night

$800 - $881 / week

Kissimmee Vacation home accommodation

Kissimmee house

8

  • Nearest beach 80 mi
  • •  Swimming pool
  • •  Child friendly
  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from $69 / night

$483 - $513 / week

Vacation villa in Kissimmee

Kissimmee villa

  • Swimming pool
  • •  Child friendly
  • •  Air conditioning
  • 4 bedrooms
  • 2 bathrooms
  • sleeps 10

from $165 / night

$1,152 / week

Vacation villa in Westside

Kissimmee villa

53

  • Nearest beach 96 mi
  • •  Swimming pool
  • •  Child friendly
  • 4 bedrooms
  • 4 bathrooms
  • sleeps 9

from $172 / night

$1,191 / week

Kissimmee Vacation villa rental

Kissimmee villa

8

  • Nearest beach 100 mi
  • •  Swimming pool
  • •  Child friendly
  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

from $126 / night

$882 / week

Vacation villa with shared pool, golf nearby in Orange Lake Resort

Kissimmee villa

2

  • Beach/lakeside relaxation
  • •  Nearest beach 0 mi
  • •  Swimming pool
  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

from $256 / night

$1,794 / week

Vacation villa in Doral Woods

Kissimmee villa

28

  • Nearest beach 90 mi
  • •  Swimming pool
  • •  Child friendly
  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

from $149 / night

$1,039 - $1,368 / week

Vacation villa in Seasons Resort

Kissimmee villa

38

  • Beach/lakeside relaxation
  • •  Swimming pool
  • •  Child friendly
  • 5 bedrooms
  • 4 bathrooms
  • sleeps 10

from $104 / night

$595 - $1,040 / week

Vacation villa rental

Kissimmee villa

21

  • Nearest beach 120 mi
  • •  Swimming pool
  • •  Child friendly
  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

from $127 / night

$884 - $1,248 / week

Kissimmee Vacation villa rental

Kissimmee villa

37

  • Swimming pool
  • •  Child friendly
  • •  Air conditioning
  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from $127 / night

$780 - $884 / week

Villa rental in Kissimmee

Kissimmee villa

23

  • Swimming pool
  • •  Child friendly
  • •  Air conditioning
  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from $119 / night

$832 - $1,187 / week

Kissimmee Vacation townhouse rental

Kissimmee townhouse

42

  • Beach/lakeside relaxation
  • •  Nearest beach 55 mi
  • •  Swimming pool
  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from $96 / night

$681 - $754 / week

Vacation villa with swimming pool in Kissimmee

Kissimmee villa

29

  • Swimming pool
  • •  Child friendly
  • •  Air conditioning
  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

from $135 / night

$890 - $972 / week

Vacation home with golf nearby in Kissimmee

Kissimmee house

12

  • Swimming pool
  • •  Child friendly
  • •  Air conditioning
  • 8 bedrooms
  • 6 bathrooms
  • sleeps 16

from $292 / night

$2,004 - $2,806 / week

Kissimmee Vacation villa rental

Kissimmee villa

31

  • Nearest beach 120 mi
  • •  Swimming pool
  • •  Child friendly
  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from $112 / night

$669 - $1,026 / week

Kissimmee Vacation villa accommodation

Kissimmee villa

50

  • Beach/lakeside relaxation
  • •  Swimming pool
  • •  Child friendly
  • 4 bedrooms
  • 2 bathrooms
  • sleeps 9

from $105 / night

$733 / week

Villa rental in Kissimmee with swimming pool

Kissimmee villa

69

  • Beach/lakeside relaxation
  • •  Swimming pool
  • •  Child friendly
  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from $142 / night

$840 - $922 / week

Villa rental in Lindfields

Kissimmee villa

52

  • Swimming pool
  • •  Child friendly
  • •  Air conditioning
  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

from $98 / night

$681 - $942 / week

Villa rental in Kissimmee

Kissimmee villa

5

  • Swimming pool
  • •  Child friendly
  • •  Air conditioning
  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from $164 / night

$1,144 / week

Vacation townhouse with shared pool in Trafalgar Village

Kissimmee townhouse

34

  • Beach/lakeside relaxation
  • •  Nearest beach 80 mi
  • •  Swimming pool
  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

from $119 / night

$555 - $1,806 / week

Vacation villa rental

Kissimmee villa

16

  • Swimming pool
  • •  Child friendly
  • •  Air conditioning
  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from $108 / night

$710 / week

Kissimmee Vacation villa rental

Kissimmee villa

22

  • Swimming pool
  • •  Child friendly
  • •  Air conditioning
  • 5 bedrooms
  • 3 bathrooms
  • sleeps 10

from $142 / night

$981 - $1,159 / week

Townhouse rental in Kissimmee

Kissimmee townhouse

21

  • Swimming pool
  • •  Child friendly
  • •  Air conditioning
  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

from $138 / night

$916 / week

Vacation home with swimming pool in Oak Island Cove

Kissimmee house

47

  • Swimming pool
  • •  Child friendly
  • •  Air conditioning
  • 5 bedrooms
  • 4 bathrooms
  • sleeps 10

from $138 / night

$966 - $1,115 / week

Kissimmee Vacation villa rental

Kissimmee villa

21

  • Beach/lakeside relaxation
  • •  Nearest beach 70 mi
  • •  Swimming pool
  • 5 bedrooms
  • 3 bathrooms
  • sleeps 12

from $195 / night

$1,256 - $1,667 / week

Kissimmee Vacation villa accommodation

Kissimmee villa

12

  • Swimming pool
  • •  Child friendly
  • •  Air conditioning
  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

from $126 / night

$882 - $1,123 / week

Westside Vacation villa rental

Kissimmee villa

63

  • Beach/lakeside relaxation
  • •  Swimming pool
  • •  Child friendly
  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

from $165 / night

$935 - $1,488 / week

Villa rental in Kissimmee with golf nearby

Kissimmee villa

2

  • Nearest beach 100 mi
  • •  Swimming pool
  • •  Child friendly
  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

from $148 / night

$1,036 / week

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