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

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Kissimmee

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5,101 Holiday homes

(1) Excellent 

15

Kissimmee holiday villa rental

Kissimmee / Lake Berkley

4 10 5 nights min

  • 4 bedrooms
  • Sleeps 10
  • 5 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Air conditioning
“FABULOUS all round” Villa location excellent , pool area fantastic , Lake Views Stunning , wildlife & Bird Watching Endless enjoyment The Best of Furniture & Soft Furnishing through out And the Owners a joy to deal with If you think the PHOTOS
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from £410 / night

£570 / week

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from £410 / night

(1) Very Good 

20

Kissimmee holiday villa rental

Central Florida / Kissimmee

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 105 km
  • Swimming pool
“Clean & Comfortable Family Friendly Villa” We thoroughly enjoyed our stay at this villa and found it to be well equipped and in a great position. It was easy to travel to any of the main attractions and has tons of shops and restaurants on its doorste
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from £112 / night

£778 / week

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Responds fast!
avg. 3 hours 39 minutes

from £112 / night

(1) Excellent 

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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Responds fast!
avg. 3 hours 28 minutes

from £125 / night

11

Holiday home with shared pool in Kissimmee

Central Florida / Kissimmee

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

from £104 / night

£728 / week

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from £104 / 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 £183 / night

£1278 / week

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from £183 / night

(21) Excellent 

24

Holiday villa in Kissimmee

Kissimmee / Windsor Palms

6 13 Min stay varies

  • 6 bedrooms
  • Sleeps 13
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
“Fabulous house” We had a great time at Sundown Palm. The house was beautiful and very roomy. My 6 year old and 2 year old had a great time playing in the play room and in the pool. I would highly recommend. My only regret is not spending more time
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from £190 / night

£1330 / week

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from £190 / night

(1) Excellent 

55

Kissimmee holiday villa rental

Kissimmee / Lake Berkley

4 9 Min stay varies

  • 4 bedrooms
  • Sleeps 9
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
“Loved it so much” Just spent 2 weeks in this villa, loved it so much! Many happy memories of a great holiday, we are definitely looking into coming again. Slept 6 more then comfortably and the pool is in a great position, gets a few hours sunlight bu
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from £100 / night

£655 - £854 / week

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from £100 / night

(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 £119 / night

£786 - £1349 / week

Enquire View

from £119 / night

(59) Excellent 

20

Holiday villa with golf nearby in Kissimmee

Kissimmee / Formosa Gardens

7 22 4 nights min

  • 7 bedrooms
  • Sleeps 22
  • 4 nights min
  • Beach / lakeside relaxation
  • Nearest beach 80 km
  • Swimming pool
“This place is heaven!!” Close to all the attractions yet private enough to give you relaxation!!! Can't wait to book here again!! The owners were very easy to work with and very patient with us!!! Thanks again for renting to us!!!
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from £310 / night

£2168 / week

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from £310 / night

21

Holiday home in Kissimmee

Central Florida / Kissimmee

6 14 2 nights min

  • 6 bedrooms
  • Sleeps 14
  • 2 nights min
  • Child friendly

from £215 / night

£1501 / week

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from £215 / 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

20

Cumbrian Lakes holiday villa rental

Kissimmee / Cumbrian Lakes

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly

from £95 / night

£665 - £940 / week

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Responds fast!
avg. 1 hour 57 minutes

from £95 / night

21

Holiday home in Kissimmee

Central Florida / Kissimmee

6 12 4 nights min

  • 6 bedrooms
  • Sleeps 12
  • 4 nights min
  • Child friendly

from £143 / night

£1000 / week

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from £143 / night

35

Kissimmee holiday villa rental

Central Florida / Kissimmee

6 14 Min stay varies

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

from £172 / night

£1198 / week

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from £172 / night

(1) Excellent 

40

Holiday home rental

Central Florida / Kissimmee

6 14 Min stay varies

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

from £195 / night

£1429 - £1826 / week

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Responds fast!
avg. 52 minutes

from £195 / 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 £135 / night

£939 / week

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Responds fast!
avg. 1 hour 36 minutes

from £135 / night

16

Holiday home with indoor pool in Kissimmee

Central Florida / Kissimmee

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

from £111 / night

£773 / week

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from £111 / night

25

Kissimmee holiday home accommodation

Central Florida / Kissimmee

4 9 Min stay varies

  • 4 bedrooms
  • Sleeps 9
  • Min stay varies
  • Child friendly
  • Air conditioning

from £79 / night

£550 / week

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from £79 / night

37

Kissimmee holiday home rental

Central Florida / Kissimmee

6 14 3 nights min

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

from £158 / night

£1101 / week

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from £158 / night

28

Holiday home in Kissimmee

Central Florida / Kissimmee

4 8 Min stay varies

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

from £100 / night

£695 / week

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Responds fast!
avg. 2 hours 18 minutes

from £100 / night

13

Holiday townhouse in Kissimmee

Central Florida / Kissimmee

2 6 Min stay varies

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

from £88 / night

£612 / week

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Responds fast!
avg. 41 minutes

from £88 / night

31

Holiday home with indoor pool in Kissimmee

Central Florida / Kissimmee

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

from £111 / night

£773 / week

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from £111 / night

(12) Excellent 

50

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

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 £78 / night

£545 / week

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from £78 / night

25

Holiday home with swimming pool in Kissimmee

Central Florida / Kissimmee

6 12 Min stay varies

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

from £184 / night

£1284 / week

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from £184 / night

22

Villa rental in Kissimmee

Central Florida / Kissimmee

7 14 Min stay varies

  • 7 bedrooms
  • Sleeps 14
  • Min stay varies
  • Nearest beach 60 km
  • Swimming pool
  • Child friendly

from £207 / night

£1445 / week

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from £207 / night

25

Holiday home in Kissimmee

Central Florida / Kissimmee

4 9 Min stay varies

  • 4 bedrooms
  • Sleeps 9
  • Min stay varies
  • Nearest beach 80 km
  • Swimming pool
  • Child friendly

from £115 / night

£805 / week

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Responds fast!
avg. 31 minutes

from £115 / 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

£477 / week

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Responds fast!
avg. 2 hours 47 minutes

from £72 / night

28

Home rental in Kissimmee

Central Florida / Kissimmee

5 11 Min stay varies

  • 5 bedrooms
  • Sleeps 11
  • Min stay varies
  • Nearest beach 90 km
  • Swimming pool
  • Child friendly

from £132 / night

£924 / week

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Responds fast!
avg. 31 minutes

from £132 / 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

£667 / week

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from £96 / night

(1) Excellent 

23

Holiday home rental

Central Florida / Kissimmee

4 8 3 nights min

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

from £135 / night

£834 / week

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from £135 / night

13

Holiday home with shared pool in Kissimmee

Central Florida / Kissimmee

4 10 Min stay varies

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

from £104 / night

£728 / week

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from £104 / 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 £71 / night

£495 / week

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from £71 / night

30

Kissimmee holiday home rental

Central Florida / Kissimmee

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

from £93 / night

£645 / week

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from £93 / night

7

Apartment rental in Kissimmee with golf nearby

Central Florida / Kissimmee

2 8 7 nights min

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

from £171 / night

£1191 / week

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from £171 / night

25

Holiday townhouse in Kissimmee

Central Florida / Kissimmee

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
  • Air conditioning

from £93 / night

£645 / week

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from £93 / night

11

Home accommodation in Kissimmee with indoor pool

Central Florida / Kissimmee

2 3 Min stay varies

  • 2 bedrooms
  • Sleeps 3
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

from £84 / night

£584 / week

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from £84 / night

31

Holiday home in Kissimmee

Central Florida / Kissimmee

6 15 Min stay varies

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

from £175 / night

£1223 / week

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from £175 / 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

(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 £138 / night

£961 / week

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from £138 / night

1