Villas with a pool Kissimmee | Apartments to rent with swimming facilities

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Kissimmee

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2,828 Holiday homes

Filters applied: Swimming pool

Travellers going to Kissimmee are booking April dates now. Secure your holiday home today and have the perfect trip.

20

Holiday home rental

Kissimmee / Lake Berkley

4 10 5 nights min

  • 4 bedrooms
  • Sleeps 10
  • 5 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly

from £125 / night

£800 / week

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from £125 / night

(12) Excellent 

49

Kissimmee holiday villa rental

Kissimmee / The Hamlets

5 12 Min stay varies

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

from £93 / night

£650 - £914 / week

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from £93 / night

31

Central Florida / Kissimmee

4 8 2 nights min

  • 4 bedrooms
  • Sleeps 8
  • 2 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

from £106 / night

£740 / week

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from £106 / night

Featured properties

37

Central Florida / Kissimmee

6 14 3 nights min

  • 6 bedrooms
  • Sleeps 14
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

from £159 / night

£1109 / week

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from £159 / night

20

Kissimmee holiday home rental

Central Florida / Kissimmee

4 10 2 nights min

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

from £106 / night

£740 / week

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from £106 / night

22

Holiday townhouse with shared pool in Kissimmee

Kissimmee / Emerald Isle Kissimmee

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Car not necessary

from £60 / night

£450 / week

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from £60 / night

(1) Excellent 

11

Holiday villa in Kissimmee

Kissimmee / Formosa Gardens

2 10 7 nights min

  • 2 bedrooms
  • Sleeps 10
  • 7 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly

from £156 / night

£1092 / week

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from £156 / night

33

Home rental in Kissimmee with swimming pool

Central Florida / Kissimmee

6 10 2 nights min

  • 6 bedrooms
  • Sleeps 10
  • 2 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

from £176 / night

£1232 / week

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from £176 / night

58

Kissimmee holiday home rental

Central Florida / Kissimmee

5 10 2 nights min

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

from £184 / night

£1288 / week

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from £184 / night

4

Kissimmee holiday villa rental

Central Florida / Kissimmee

2 10 7 nights min

  • 2 bedrooms
  • Sleeps 10
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

from £158 / night

£1100 / week

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from £158 / night

27

Holiday villa in Kissimmee

Central Florida / Kissimmee

8 16 Min stay varies

  • 8 bedrooms
  • Sleeps 16
  • Min stay varies
  • Nearest beach 60 km
  • Swimming pool
  • Child friendly

from £184 / night

£1088 - £2160 / week

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from £184 / night

17

Kissimmee holiday home rental

Central Florida / Kissimmee

4 8 2 nights min

  • 4 bedrooms
  • Sleeps 8
  • 2 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

from £106 / night

£740 / week

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from £106 / night

37

Holiday home with swimming pool in Kissimmee

Central Florida / Kissimmee

4 8 4 nights min

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

from £85 / night

£595 / week

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from £85 / night

22

Holiday home in Kissimmee

Central Florida / Kissimmee

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Nearest beach 60 km
  • Swimming pool
  • Child friendly

from £74 / night

£516 / week

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from £74 / night

20

Holiday condo in Kissimmee

Central Florida / Kissimmee

3 8 3 nights min

  • 3 bedrooms
  • Sleeps 8
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

from £79 / night

£549 / week

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from £79 / night

20

Holiday townhouse in Kissimmee

Central Florida / Kissimmee

3 8 3 nights min

  • 3 bedrooms
  • Sleeps 8
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

from £72 / night

£480 / week

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from £72 / night

25

Holiday home with swimming pool in Kissimmee

Central Florida / Kissimmee

6 12 2 nights min

  • 6 bedrooms
  • Sleeps 12
  • 2 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

from £176 / night

£1232 / week

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from £176 / night

16

Holiday apartment in Kissimmee

Central Florida / Kissimmee

4 8 1 night min

  • 4 bedrooms
  • Sleeps 8
  • 1 night min
  • Swimming pool
  • Child friendly
  • Air conditioning

from £148 / night

£1031 / week

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from £148 / night

32

Central Florida / Kissimmee

4 8 3 nights min

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

from £87 / night

£605 / week

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from £87 / night

30

Central Florida / Kissimmee

3 8 2 nights min

  • 3 bedrooms
  • Sleeps 8
  • 2 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

from £88 / night

£616 / week

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from £88 / night

31

Central Florida / Kissimmee

6 15 Min stay varies

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

from £156 / night

£1092 / week

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from £156 / night

(1) Very Good 

24

Kissimmee holiday home rental

Central Florida / Kissimmee

5 12 3 nights min

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

from £156 / night

£1092 / week

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from £156 / night

16

Central Florida / Kissimmee

4 8 2 nights min

  • 4 bedrooms
  • Sleeps 8
  • 2 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

from £132 / night

£924 / week

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from £132 / night

7

Central Florida / Kissimmee

2 8 7 nights min

  • 2 bedrooms
  • Sleeps 8
  • 7 nights min
  • Nearest beach 72 km
  • Swimming pool
  • Child friendly

from £172 / night

£1200 / week

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from £172 / night

40

Central Florida / Kissimmee

4 12 Min stay varies

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

from £137 / night

£958 / week

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from £137 / night

11

Home accommodation in Kissimmee with indoor pool

Central Florida / Kissimmee

2 3 2 nights min

  • 2 bedrooms
  • Sleeps 3
  • 2 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

from £80 / night

£560 / week

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from £80 / night

29

Holiday home with swimming pool in Kissimmee

Central Florida / Kissimmee

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly

from £96 / night

£672 / week

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from £96 / night

27

Central Florida / Kissimmee

6 14 Min stay varies

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

from £240 / night

£1568 - £2688 / week

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from £240 / night

19

Holiday home with swimming pool in Kissimmee

Kissimmee / Paradise Palms

4 9 Min stay varies

  • 4 bedrooms
  • Sleeps 9
  • Min stay varies
  • Nearest beach 152 km
  • Swimming pool
  • Child friendly

from £144 / night

£988 - £1147 / week

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from £144 / night

34

Holiday home in Kissimmee

Central Florida / Kissimmee

3 8 7 nights min

  • 3 bedrooms
  • Sleeps 8
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

from £96 / night

£476 - £756 / week

Book View

from £96 / night

(28) Excellent 

48

Kissimmee / Compass Bay

3 7 Min stay varies

  • 3 bedrooms
  • Sleeps 7
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 81 km
  • Swimming pool

from £80 / night

£560 - £720 / week

Book View

from £80 / night

(2) Excellent 

36

Central Florida / Kissimmee

6 14 Min stay varies

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

from £112 / night

£760 / week

Book View

from £112 / night

27

Central Florida / Kissimmee

5 12 Min stay varies

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

from £104 / night

£956 / week

Book View

from £104 / night

(5) Excellent 

30

Central Florida / Kissimmee

4 10 Min stay varies

  • 4 bedrooms
  • Sleeps 10
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

from £88 / night

£611 / week

Book View

from £88 / night

(6) Excellent 

24

Central Florida / Kissimmee

4 10 Min stay varies

  • 4 bedrooms
  • Sleeps 10
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 72 km
  • Swimming pool

from £55 / night

£381 / week

Book View

from £55 / night

(7) Excellent 

26

Central Florida / Kissimmee

4 8 3 nights min

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

from £128 / night

£800 - £1360 / week

Book View

from £128 / night

(1) Excellent 

14

Central Florida / Kissimmee

3 6 3 nights min

  • 3 bedrooms
  • Sleeps 6
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

from £68 / night

£476 / week

Book View

from £68 / night

(1) Average 

18

Central Florida / Kissimmee

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Swimming pool
  • Ask owner if suitable for children
  • Air conditioning

from £104 / night

£728 / week

Book View

from £104 / night

(10) Very Good 

31

Kissimmee / Compass Bay

4 8 1 night min

  • 4 bedrooms
  • Sleeps 8
  • 1 night min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly

from £24 / night

£168 / week

Book View

from £24 / night

(1) Excellent 

12

Central Florida / Kissimmee

2 6 5 nights min

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

from £60 / night

£420 / week

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from £60 / night

1