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Kissimmee

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2,132 Holiday homes

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

26

USA East Coast holiday home rental

Central Florida / Kissimmee

3 6 6 nights min

  • 3 bedrooms
  • Sleeps 6
  • 6 nights min
  • Child friendly
Our townhouse is situated on one of Orlando's most beautiful gated resort communities, Terra Verde Resort & Spa. Currently rated as one of the top 5 resorts in Kissimmee by Trip Advisor The resort is 30 minutes from Orlando International Airport, 15 minutes from the Dis  …see more

from £70 / night

£490 / week

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from £70 / night

(26) Excellent 

14

Central Florida / Kissimmee

3 6 4 nights min

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

 …see more

from £68 / night

£473 / week

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from £68 / night

24

Central Florida / Kissimmee

4 10 3 nights min

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

 …see more

from £95 / night

£646 - £757 / week

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from £95 / night

20

Holiday home rental

Kissimmee / Lake Berkley

4 10 Min stay varies

  • 4 bedrooms
  • Sleeps 10
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
A PERFECT LOCATION FOR A DISNEY VACATION. 10 minutes from Disney, 2 minutes from the buzzing 192 with Wal-mart, Restaurants, Shopping malls etc yet a world away on the Prestigious Lake Berkley Resort in one of the envious positioned villas on the resort overlooking  …see more

from £125 / night

£800 - £950 / week

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from £125 / night

22

Kissimmee holiday home accommodation

Central Florida / Kissimmee

4 9 Min stay varies

  • 4 bedrooms
  • Sleeps 9
  • Min stay varies
  • Child friendly
  • Air conditioning
4 bedroom 3 bathroom townhouse on Club Cortile, Seven Dwarfs Lane, a gated community just 5 miles from Disney. Fabulous location, superbly equipped townhouse. Master bedroom with king size bed (UK super king) , walk in closet, large en suite & 2 x 2 twin bedrooms with s  …see more

from £72 / night

£500 - £667 / week

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from £72 / night

17

Holiday home in Kissimmee

Central Florida / Kissimmee

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
This stunning fully air conditioned Townhouse consists of a cool and tiled Lounge area with wall mounted flat screen TV, Cable TV and also an Xbox. There is wireless Broadband Internet and a phone line providing free local and Canadian calls. There is a fully fitted Kit  …see more

from £52 / night

£334 - £358 / week

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from £52 / night

13

Holiday villa rental

Central Florida / Kissimmee

4 10 Min stay varies

  • 4 bedrooms
  • Sleeps 10
  • Min stay varies
  • Child friendly
This 4 bed 3 bath home is in the gated community of Cumbrian Lakes. It is close to the areas attractions but has an almost country like setting. The home’s pool and lanai also have the extra privacy of backing on to the conservation area. Carpeted throughout the home  …see more

from £88 / night

£616 - £840 / week

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from £88 / night

18

Holiday villa in Kissimmee

Central Florida / Kissimmee

7 14 Min stay varies

  • 7 bedrooms
  • Sleeps 14
  • Min stay varies
  • Child friendly
One of our guests summed this up in their review: “We’ve been visiting homes in this area for the last six years and yours has been my favourite so far! There is nothing you have overlooked. From the games room to the beautiful pool (love the waterfall – nice touc  …see more

from £233 / night

£1627 - £2548 / week

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from £233 / 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

 …see more

from £87 / night

£606 / week

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from £87 / night

(2) Excellent 

16

Holiday villa in Kissimmee

Central Florida / Kissimmee

5 12 3 nights min

  • 5 bedrooms
  • Sleeps 12
  • 3 nights min
  • Nearest beach 100 km
  • Swimming pool
  • Child friendly
This beautiful and spacious villa with a private pool is in Calabria- a small exclusive villa estate in Kissimmee. With 5 bedrooms and 4.5 bathrooms including 2 master en-suite bedrooms, the villa is well designed for 2 families to share. The villa is furnished to an  …see more

from £130 / night

£910 / week

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from £130 / night

14

Holiday villa rental

Central Florida / Kissimmee

4 10 Min stay varies

  • 4 bedrooms
  • Sleeps 10
  • Min stay varies
  • Child friendly
Our holiday home is in the perfect location for a fantastic family vacation, only four miles from the Disney parks and within easy reach of golf courses, shops and restaurants. In a sunny corner of the award-winning Emerald Island Resort, which for peace of mind is gate  …see more

from £75 / night

£520 - £695 / week

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from £75 / night

(11) Excellent 

49

Kissimmee holiday villa rental

Kissimmee / The Hamlets

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
Live the American dream in your very own Florida holiday home located in the quiet gated community of The Hamlets. Just off highway 192 in Kissimmee, yet only minutes drive to hundreds of shops & restaurants (some are even within walking distance) and close to Disney.  …see more

from £93 / night

£650 - £750 / week

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from £93 / night

24

Holiday home in Kissimmee

Central Florida / Kissimmee

4 9 Min stay varies

  • 4 bedrooms
  • Sleeps 9
  • Min stay varies
  • Nearest beach 100 km
  • Swimming pool
  • Child friendly
Villa Bonita is one of eight villas that we have available for rental and the perfect place for you to use as a base for your vacation in the Central Florida area. Villa Bonita is just 15 minutes from Disney and located on a quiet corner plot just 5 minutes from a Wal  …see more

from £105 / night

£725 - £975 / week

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from £105 / night

15

Central Florida / Kissimmee

4 10 3 nights min

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

 …see more

from £87 / night

£606 - £1106 / week

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from £87 / night

10

USA East Coast holiday villa rental

Central Florida / Kissimmee

4 8 7 nights min

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min
  • Child friendly
Located just off the US192, this four bedroom villa offers your family the perfect home from home during your stay in Orlando. With a large pool deck and a nicely decorated games room as well as a secret short cut to the Disney theme parks making them just a fifteen min  …see more

from £104 / night

£723 / week

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from £104 / night

(3) Excellent 

25

Kissimmee / Eagle Pointe

4 8 7 nights min

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

 …see more

from £88 / night

£834 / week

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from £88 / night

(6) Very Good 

98

Kissimmee / Seasons Resort

7 16 Min stay varies

  • 7 bedrooms
  • Sleeps 16
  • Min stay varies
  • Nearest beach 81 km
  • Swimming pool
  • Child friendly

 …see more

from £120 / night

£754 - £1747 / week

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from £120 / night

(3) Excellent 

9

Kissimmee / Sunset Lakes

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Nearest beach 50 km
  • Swimming pool
  • Child friendly

 …see more

from £95 / night

£662 / week

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from £95 / night

(5) Very Good 

84

Central Florida / Kissimmee

5 10 Min stay varies

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

 …see more

from £92 / night

£806 - £823 / week

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from £92 / night

24

Central Florida / Kissimmee

3 6 3 nights min

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

 …see more

from £87 / night

£606 - £1223 / week

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from £87 / night

(1) Very Good 

47

Central Florida / Kissimmee

3 8 4 nights min

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

 …see more

from £56 / night

£389 / week

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from £56 / night

41

Central Florida / Kissimmee

4 8 3 nights min

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

 …see more

from £88 / night

£612 / week

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from £88 / 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

 …see more

from £104 / night

£723 - £1112 / week

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from £104 / night

(28) Excellent 

40

Kissimmee / Compass Bay

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 81 km
  • Swimming pool

 …see more

from £71 / night

£476 - £635 / week

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from £71 / night

(1) Very Good 

22

Central Florida / Kissimmee

2 6 Min stay varies

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

 …see more

from £62 / night

£417 - £576 / week

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from £62 / night

14

Kissimmee / Terra Verde Resort

3 6 1 night min

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

 …see more

from £72 / night

£397 / week

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from £72 / night

11

Central Florida / Kissimmee

4 10 Min stay varies

  • 4 bedrooms
  • Sleeps 10
  • Min stay varies

 …see more

from £79 / night

£551 - £828 / week

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from £79 / night

(4) Excellent 

66

Central Florida / Kissimmee

4 8 Min stay varies

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

 …see more

from £80 / night

£536 - £754 / week

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from £80 / night

(2) Excellent 

21

Central Florida / Kissimmee

5 12 Min stay varies

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

 …see more

from £127 / night

£889 / week

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from £127 / night

(3) Very Good 

23

Central Florida / Kissimmee

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly

 …see more

from £96 / night

£667 / week

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from £96 / night

(5) Very Good 

12

Central Florida / Kissimmee

4 8 Min stay varies

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

 …see more

from £92 / night

£639 - £1084 / week

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from £92 / night

(1) Very Good 

30

Central Florida / Kissimmee

3 8 1 night min

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

 …see more

from £79 / night

£536 / week

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from £79 / night

(5) Excellent 

90

Central Florida / Kissimmee

4 8 Min stay varies

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

 …see more

from £108 / night

£794 - £1032 / week

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from £108 / night

(8) Very Good 

28

Central Florida / Kissimmee

3 7 Min stay varies

  • 3 bedrooms
  • Sleeps 7
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

 …see more

from £64 / night

£445 - £854 / week

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from £64 / night

(6) Very Good 

29

Central Florida / Kissimmee

5 12 Min stay varies

  • 5 bedrooms
  • Sleeps 12
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 72 km
  • Swimming pool

 …see more

from £55 / night

£384 / week

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from £55 / night

(5) Very Good 

21

Central Florida / Kissimmee

6 12 Min stay varies

  • 6 bedrooms
  • Sleeps 12
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Car not necessary

 …see more

from £155 / night

£1084 - £2243 / week

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from £155 / night

27

Central Florida / Kissimmee

2 6 Min stay varies

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

 …see more

from £119 / night

£828 / week

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from £119 / night

25

Central Florida / Kissimmee

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Swimming pool
  • Air conditioning
  • Ask about pets

 …see more

from £71 / night

£495 / week

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from £71 / night

(20) Excellent 

65

Central Florida / Kissimmee

4 10 5 nights min

  • 4 bedrooms
  • Sleeps 10
  • 5 nights min
  • Beach / lakeside relaxation
  • Nearest beach 105 km
  • Swimming pool

 …see more

from £120 / night

£834 - £1000 / week

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from £120 / night

(12) Very Good 

14

Central Florida / Kissimmee

4 10 3 nights min

  • 4 bedrooms
  • Sleeps 10
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Car not necessary

 …see more

from £80 / night

£556 / week

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from £80 / night