Villas in Kissimmee and Holiday rentals - Holiday Lettings - Holiday Rentals Kissimmee

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Kissimmee

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4,874 Holiday homes

(22) Excellent 

27

Holiday villa with golf nearby in Kissimmee

Kissimmee / Windsor Palms

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Nearest beach 68 km
  • Swimming pool
  • Child friendly
“What a fantastic experience from start to finish!” The house was beautiful and well taken care of. The pool was very nice and even had things to use in the pool. The outside furniture was nice to relax in by the pool. The rooms were all very nice and
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from £115 / night

£762 - £1307 / week

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from £115 / night

46

Villa rental in Kissimmee with swimming pool

Central Florida / Kissimmee

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 120 km
  • Swimming pool

from £93 / night

£615 - £793 / week

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from £93 / night

(1) Excellent 

21

Lake Berkley holiday villa rental

Kissimmee / Lake Berkley

6 12 5 nights min

  • 6 bedrooms
  • Sleeps 12
  • 5 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly

from £175 / night

£1225 / week

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from £175 / night

22

Holiday villa with golf nearby in Lindfields

Kissimmee / Lindfields

4 9 Min stay varies

  • 4 bedrooms
  • Sleeps 9
  • Min stay varies
  • Nearest beach 70 km
  • Swimming pool
  • Child friendly

from £108 / night

£693 - £712 / week

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from £108 / night

(3) Excellent 

10

Kissimmee holiday home rental

Central Florida / Kissimmee

3 8 7 nights min

  • 3 bedrooms
  • Sleeps 8
  • 7 nights min
  • Child friendly
  • Air conditioning
  • Private garden

from £200 / night

£750 - £1700 / week

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from £200 / night

25

Holiday home in Kissimmee

Central Florida / Kissimmee

4 9 5 nights min

  • 4 bedrooms
  • Sleeps 9
  • 5 nights min
  • Nearest beach 80 km
  • Swimming pool
  • Child friendly

from £110 / night

£750 - £1150 / week

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Responds fast!
avg. 32 minutes

from £110 / night

(3) Average 

54

Holiday villa in Kissimmee

Kissimmee / Formosa Gardens

9 18 7 nights min

  • 9 bedrooms
  • Sleeps 18
  • 7 nights min
  • Nearest beach 110 km
  • Swimming pool
  • Child friendly

from £400 / night

£2800 / week

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from £400 / night

(1) Excellent 

21

Kissimmee holiday villa rental

Kissimmee / The Hamlets

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
  • Nearest beach 100 km
  • Swimming pool
  • Child friendly

from £115 / night

£800 / week

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from £115 / night

17

Holiday villa with shared pool, golf nearby in Kissimmee

Kissimmee / Orange Lake Resort

2 8 3 nights min

  • 2 bedrooms
  • Sleeps 8
  • 3 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Air conditioning

from £171 / night

£950 / week

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from £171 / night

31

Holiday home with indoor pool in Kissimmee

Central Florida / Kissimmee

4 8 2 nights min

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

from £102 / night

£711 / week

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from £102 / night

8

Holiday home in Kissimmee

Kissimmee / Emerald Isle Kissimmee

5 12 Min stay varies

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

from £130 / night

£910 / week

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Responds fast!
avg. 1 hour 36 minutes

from £130 / 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

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 £93 / night

£647 / week

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from £93 / night

28

Holiday home in Kissimmee

Central Florida / Kissimmee

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Child friendly

from £97 / night

£674 / week

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Responds fast!
avg. 3 hours 39 minutes

from £97 / night

15

Kissimmee ski home to rent.

Central Florida / Kissimmee

4 10 3 nights min

  • 4 bedrooms
  • Sleeps 10
  • 3 nights min
  • Ski
  • Child friendly

from £100 / night

£695 / week

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from £100 / night

24

Holiday villa in Windsor Hills Resort

Kissimmee / Windsor Hills Resort

6 14 Min stay varies

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

from £208 / night

£1385 - £2000 / week

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Responds fast!
avg. 3 hours 47 minutes

from £208 / 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

£517 / week

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from £74 / night

(2) Very Good 

14

Villa rental in Kissimmee

Kissimmee / Bellavida Resort

4 10 4 nights min

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

from £104 / night

£720 / week

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from £104 / night

37

Holiday villa in Kissimmee

Central Florida / Kissimmee

4 8 3 nights min

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

from £65 / night

£425 - £475 / week

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from £65 / night

24

Holiday villa with swimming pool, golf nearby in Kissimmee

Kissimmee / Windsor Palms

5 10 1 night min

  • 5 bedrooms
  • Sleeps 10
  • 1 night min
  • Swimming pool
  • Child friendly
  • Air conditioning

from £156 / night

£1088 / week

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from £156 / 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 £70 / night

£462 / week

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Responds fast!
avg. 2 hours 29 minutes

from £70 / night

(1) Excellent 

20

Kissimmee holiday villa rental

Central Florida / Kissimmee

4 9 7 nights min

  • 4 bedrooms
  • Sleeps 9
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Private garden

from £136 / night

£947 / week

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from £136 / 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 £77 / night

£539 / week

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from £77 / night

28

Home rental in Kissimmee

Central Florida / Kissimmee

5 11 5 nights min

  • 5 bedrooms
  • Sleeps 11
  • 5 nights min
  • Nearest beach 90 km
  • Swimming pool
  • Child friendly

from £125 / night

£875 - £1425 / week

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Responds fast!
avg. 32 minutes

from £125 / night

28

Villa rental in Emerald Isle Kissimmee

Kissimmee / Emerald Isle Kissimmee

5 10 7 nights min

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

from £215 / night

£1505 / week

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from £215 / night

(5) Excellent 

15

Home rental in Kissimmee

Central Florida / Kissimmee

4 8 4 nights min

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

from £100 / night

£700 / week

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from £100 / night

(1)  

5

Kissimmee holiday apartment rental

Central Florida / Kissimmee

1 4 7 nights min

  • 1 bedroom
  • Sleeps 4
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

from £50 / night

£350 - £470 / week

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Responds fast!
avg. 3 hours 33 minutes

from £50 / 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

28

Holiday villa with golf nearby in Kissimmee

Central Florida / Kissimmee

5 12 Min stay varies

  • 5 bedrooms
  • Sleeps 12
  • Min stay varies
  • Nearest beach 10 km
  • Swimming pool
  • Child friendly

from £131 / night

£916 - £1077 / week

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from £131 / night

21

Holiday villa with swimming pool in Kissimmee

Kissimmee / Emerald Isle Kissimmee

4 10 3 nights min

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

from £108 / night

£754 / week

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from £108 / night

30

Kissimmee holiday home rental

Central Florida / Kissimmee

3 8 2 nights min

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

from £85 / night

£593 / week

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from £85 / night

(5) Excellent 

24

Holiday villa in Kissimmee

Kissimmee / Lindfields

3 8 90 nights min

  • 3 bedrooms
  • Sleeps 8
  • 90 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
“Home from Home. Great Location. Perfect.” The Villa was everything we dreamed of for our first family holiday in Florida. First impressions were just as we expected, Directions to villa were spot on. Swimming pool was fab with inflatables included. Ho
…see more

from £50 / night

£350 / week

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from £50 / night

16

Holiday home with indoor pool in Kissimmee

Central Florida / Kissimmee

4 8 2 nights min

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

from £127 / night

£889 / week

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from £127 / night

13

Holiday townhouse in Kissimmee

Central Florida / Kissimmee

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly

from £85 / night

£593 / week

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Responds fast!
avg. 41 minutes

from £85 / night

(5) Very Good 

24

Lindfields holiday home rental

Kissimmee / Lindfields

4 8 5 nights min

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

from £72 / night

£500 / week

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from £72 / night

25

Kissimmee holiday home accommodation

Central Florida / Kissimmee

4 9 3 nights min

  • 4 bedrooms
  • Sleeps 9
  • 3 nights min
  • Child friendly
  • Air conditioning

from £70 / night

£485 / week

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from £70 / night

11

Kissimmee holiday villa rental

Kissimmee / Trafalgar Village

4 8 3 nights min

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

from £81 / night

£566 / week

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from £81 / night

13

Holiday villa rental

Central Florida / Kissimmee

4 10 3 nights min

  • 4 bedrooms
  • Sleeps 10
  • 3 nights min
  • Child friendly

from £90 / night

£630 - £770 / week

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Responds fast!
avg. 54 minutes

from £90 / night

28

Kissimmee holiday home rental

Central Florida / Kissimmee

6 12 2 nights min

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

from £170 / night

£1185 / week

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from £170 / night

40

Holiday home in Kissimmee

Central Florida / Kissimmee

4 12 Min stay varies

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

from £132 / night

£921 / week

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from £132 / night

1