Kissimmee Villas, Holiday rentals and apartments

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Kissimmee

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4,221 Holiday homes

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

15

Central Florida / Kissimmee

4 10 3 nights min

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

 …see more

from £115 / night

£800 / week

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from £115 / night

26

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
We have owned this villa for 8 years and we maintain it to high standards. The Pool Decking has been extended which gives greater poolside space together with longer sunshine hours on the deck.The villa is ideally situated for all the attractions and is close to Walmart  …see more

from £100 / night

£700 - £896 / week

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from £100 / 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 £91 / night

£800 - £816 / week

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from £91 / night

(3) Excellent 

11

Holiday hotel apartment in Kissimmee

Kissimmee / Compass Bay

3 8 4 nights min

  • 3 bedrooms
  • Sleeps 8
  • 4 nights min
  • Swimming pool
  • Air conditioning
“Near Disney, Good Price, Beautiful Place” We would stay again. we stayed here and drove to SeaWorld 3 days. very convenient. liked the fact it was a block off the main road. liked where it was near Fun Town for the kids, go cart track walking distan  …see more

from £102 / night

£725 / week

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from £102 / 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 £67 / night

£469 / week

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from £67 / night

(7) Excellent 

39

Kissimmee / Compass Bay

3 6 3 nights min

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

 …see more

from £69 / night

£472 / week

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from £69 / night

9

Central Florida / Kissimmee

1 4 7 nights min

  • 1 bedroom
  • Sleeps 4
  • 7 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly

 …see more

from £101 / night

£706 / week

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from £101 / night

(58) 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!!!  …see more

from £312 / night

£2186 / week

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from £312 / night

24

Kissimmee holiday home rental

Central Florida / Kissimmee

5 12 Min stay varies

  • 5 bedrooms
  • Sleeps 12
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
Bella vida, Italian for Beautiful Life, our home is in a gated community surrounded by beautiful conservation areas and community lakes. The barrel-tiled roofs and colorful exteriors will remind you of being in the Mediterranean. An impressive 25 foot waterfall greets y  …see more

from £166 / night

£1158 / week

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from £166 / night

20

USA East Coast holiday villa rental

Kissimmee / Cumbrian Lakes

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Air conditioning
Quiet Relaxing getaway but close enough to Disney and Theme Parks when you want to go  …see more

from £90 / night

£630 - £940 / week

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from £90 / night

23

Kissimmee holiday villa rental

Kissimmee / Cumbrian Lakes

5 13 1 night min

  • 5 bedrooms
  • Sleeps 13
  • 1 night min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
This new executive villa features state of-the-art living ... 5 bedrooms, 3.5 bathrooms, swimming pool and spa. Cumbrian Lakes is set in a conservation area yet only 5 minutes from shops and restaurants and less than 15 minutes to Disney World.The execut  …see more

from £105 / night

£735 - £980 / week

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from £105 / night

31

Central Florida / Kissimmee

6 15 Min stay varies

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

 …see more

from £154 / night

£1075 / week

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from £154 / night

(1) Excellent 

51

Holiday townhouse in Kissimmee

Kissimmee / Windsor Hills Resort

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
10 minutes to DisneyGated community giving great securityFive star resort with many features close to the houseLuxurious family home.  …see more

from £75 / night

£499 - £899 / week

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from £75 / night

24

Central Florida / Kissimmee

7 14 Min stay varies

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

 …see more

from £125 / night

£857 - £1960 / week

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from £125 / night

33

Central Florida / Kissimmee

6 14 Min stay varies

  • 6 bedrooms
  • Sleeps 14
  • Min stay varies
  • Ask owner if suitable for children
  • Air conditioning

 …see more

from £140 / night

£976 - £1858 / week

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from £140 / night

5

USA East Coast holiday apartment rental

Central Florida / Kissimmee

1 4 7 nights min

  • 1 bedroom
  • Sleeps 4
  • 7 nights min
  • Child friendly
This lavishly decorated suite features a master bedroom with a king-size bed, flat screen TV and a Whirlpool tub for two. The living room has a queen sleeper sofa and a second flat screen TV with a stereo system and safety deposit box. Enjoy dinner in the dining room th  …see more

from £43 / night

£300 - £720 / week

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from £43 / night

64

Central Florida / Kissimmee

4 10 3 nights min

  • 4 bedrooms
  • Sleeps 10
  • 3 nights min
  • Nearest beach 93 km
  • Swimming pool
  • Child friendly

 …see more

from £99 / night

£689 / week

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from £99 / night

(2) Very Good 

18

Central Florida / Kissimmee

3 8 5 nights min

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

 …see more

from £78 / night

£546 / week

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from £78 / night

(1) Excellent 

100

Kissimmee / Regal Oaks

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Air conditioning

 …see more

from £52 / night

£386 / week

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from £52 / night

(13) Excellent 

44

Central Florida / Kissimmee

7 16 Min stay varies

  • 7 bedrooms
  • Sleeps 16
  • Min stay varies
  • Swimming pool
  • Ask owner if suitable for children
  • Car not necessary

 …see more

from £154 / night

£1024 - £2205 / week

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from £154 / night

(3) Excellent 

15

Central Florida / Kissimmee

3 6 5 nights min

  • 3 bedrooms
  • Sleeps 6
  • 5 nights min
  • Child friendly
  • Air conditioning

 …see more

from £56 / night

£386 / week

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from £56 / night

33

Holiday apartment in USA East Coast

Central Florida / Kissimmee

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
  • Air conditioning
  • Private garden
This condo is situated on Legacy Dunes resort at Kissimmee. Resort amenities include a tropical style swimming pool with fountains, a further swimming pool (both with sun loungers), a clubhouse with games room, a cafe, a bar, a gym and fitness center, tennis courts, bas  …see more

from £60 / night

£394 / week

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from £60 / night

(4) Very Good 

56

Central Florida / Kissimmee

4 8 3 nights min

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

 …see more

from £78 / night

£546 / week

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from £78 / night

20

Villa rental in USA East Coast with golf nearby

Kissimmee / Windsor Hills Resort

6 12 4 nights min

  • 6 bedrooms
  • Sleeps 12
  • 4 nights min
  • Nearest beach 116 km
  • Swimming pool
  • Child friendly
2 miles to Disney - Luxury 6 bed, 4 bath - South facing private Palm Tree lined pool & spa with covered patio area. No expense spared, large LCD flat screen TVs in every room, premium & HD cable channels, Sony BluRay/DVD players, Nintendo Wii, Xbox 360, iHome alarm  …see more

from £178 / night

£1241 / week

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from £178 / night

22

Holiday home in Kissimmee

Central Florida / Kissimmee

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
This comfortable townhome in BellaVida Resort features a large master bedroom, a private lounge pool and patio, 3 Smart TVs in bedrooms, a Large 55" screen LED TV in Living Room as well as a DVD/Blu-Ray player and Roku Streaming.There is also a fully equipped k  …see more

from £87 / night

£607 / week

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from £87 / night

9

Holiday home in Kissimmee

Central Florida / Kissimmee

4 8 5 nights min

  • 4 bedrooms
  • Sleeps 8
  • 5 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
TripHouse10 offers the best options for you that are looking for comfort, safety, comfort and pleasure on your Orlando, Florida vacation. Here you can select the best accommodation for your stay, always focusing on your well-being and your family. In addition, you can b  …see more

from £50 / night

£330 - £2696 / week

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from £50 / night

(3) Very Good 

19

Central Florida / Kissimmee

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Nearest beach 0 km
  • Swimming pool
  • Child friendly

 …see more

from £67 / night

£491 / week

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from £67 / night

30

Central Florida / Kissimmee

3 8 2 nights min

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

 …see more

from £87 / night

£607 / week

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from £87 / night

(5) Excellent 

38

Central Florida / Kissimmee

3 6 5 nights min

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

 …see more

from £85 / night

£600 / week

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from £85 / night

17

Kissimmee holiday villa rental

Central Florida / Kissimmee

6 13 5 nights min

  • 6 bedrooms
  • Sleeps 13
  • 5 nights min
  • Beach / lakeside relaxation
  • Nearest beach 80 km
  • Child friendly
Windsor Hills Luxury Lake View Villa, Free Wifi, Games Rooms, Themed Disney Rooms,Close to Disney Tax included, Bedroom, Bunk Bed, Child Friendly Private Pool Spa No rear neighbors, free high speed wifi, free international calls pool table, foosball, air hockey , bbqT  …see more

from £175 / night

£1225 / week

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from £175 / night

(3) Very Good 

70

Central Florida / Kissimmee

5 12 3 nights min

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

 …see more

from £112 / night

£784 - £941 / week

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from £112 / 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 £119 / night

£827 - £993 / week

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from £119 / night

(3) Very Good 

20

Kissimmee holiday villa rental

Kissimmee / Kissimmee City

5 12 Min stay varies

  • 5 bedrooms
  • Sleeps 12
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
Florida Executive home is a 5 bedroom 3 and 2 half athroom house that can comfortably accommodate more than one family wtih a floor area of approximately 2500sq/ft. The property is south facing with private pool and jacuzzi and overlooks the lake and fountain which il  …see more

from £86 / night

£600 / week

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from £86 / night

(2) Very Good 

13

Villa rental in Kissimmee with shared pool, golf nearby

Kissimmee / Orange Lake Resort

2 8 Min stay varies

  • 2 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
“Nice accommodation and location.” 20 minutes to theme parks. 10 minutes to super market. 30 minutes to outlet shops. Easy to find on Sat Nav and no hassles with traffic. Lacking a few kitchen utensils, but nothing worth fussing over.  …see more

from £171 / night

£1200 / week

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from £171 / night

28

Home rental in Kissimmee

Central Florida / Kissimmee

5 11 5 nights min

  • 5 bedrooms
  • Sleeps 11
  • 5 nights min
  • Nearest beach 100 km
  • Swimming pool
  • Child friendly
Villa Mimosa is one of eight villas that we have available for rental and the perfect home for you to use as a base for your vacation in the Central Florida area. Just 15 minutes from Disney, located on a corner plot just 2 minutes from a Walmart Superstore with ALD  …see more

from £125 / night

£845 - £1250 / week

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from £125 / night

(11) Very Good 

59

Central Florida / Kissimmee

4 10 Min stay varies

  • 4 bedrooms
  • Sleeps 10
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Car not necessary

 …see more

from £48 / night

£331 / week

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from £48 / night

11

Central Florida / Kissimmee

4 10 Min stay varies

  • 4 bedrooms
  • Sleeps 10
  • Min stay varies

 …see more

from £78 / night

£547 - £822 / week

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from £78 / night

32

Central Florida / Kissimmee

4 10 2 nights min

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

 …see more

from £102 / night

£670 / week

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from £102 / night

(4) Excellent 

25

Kissimmee / Bellavida Resort

4 8 3 nights min

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

 …see more

from £91 / night

£634 / week

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from £91 / 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 £78 / night

£532 / week

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from £78 / night