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311 Holiday homes in Kissimmee

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  • Bass Lakes Estate (3)
  • Bellavida Resort (6)
  • Calabria, Orlando (1)
  • Cane Island (4)
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  • Compass Bay (2)
  • Coral Cay (1)
  • Crescent Lakes (11)
  • Crestwynd Bay (5)
  • Crystal Cove Resort (2)
  • Cumbrian Lakes (22)
  • Doral Woods (6)
  • Eagle Pointe (3)
  • Emerald Isle Kissimmee (32)
  • Encantada Resort (2)
  • Fiesta Key (2)
  • Formosa Gardens (7)
  • Hamiltons Reserve (3)
  • Heritage Key (1)
  • Indian Creek (13)
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  • Indian Ridge (3)
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  • Kissimmee City (13)
  • Lake Berkley (16)
  • Liberty Village (4)
  • Lindfields (10)
  • Oak Island Cove (3)
  • Oak Island Harbor (1)
  • Orange Lake Resort (2)
  • Paradise Palms (6)
  • Regal Oaks (1)
  • Remington (6)
  • Reunion Resort (22)
  • Rolling Hills at Formosa (6)
  • Seasons Resort (9)
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  • Sunset Lakes (6)
  • Tema (1)
  • Terra Verde Resort (3)
  • The Hamlets (2)
  • Trafalgar Village (3)
  • Tuscany, Florida (2)
  • Venetian Bay Villages (1)
  • Veranda Palms (3)
  • Villasol (1)
  • Westside (1)
  • Windsor Hills Resort (12)
  • Windsor Palms (10)

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Filters applied: High chair (311)

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311 Results  |  
11 Photos

Villa | 3 Bedrooms | sleeps 6

Excellent 5/5 

4 Nights min stay

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from £57 /night

£398 - £525 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • Air conditioning
  • No pets allowed
  • Private garden
* Private Heatable south facing pool with extended pool deck. * Location: Kissimmee Florida * Ideally situated less than 1 mile from Hwy 192, in East kissimee * Computer to access the internet. *WiFi for your laptops and Ipods etc. * Easy access to Walt Disney W Pool heat is £10/day if required A car is required, public transport is very poor  …see more

8 Photos

Townhouse | 3 Bedrooms | sleeps 8

Min stay varies

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from £46 /night

£318 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • Air conditioning
  • No pets allowed
Emerald Island has a great location, only minutes from Disney and theres loads of shops and restaurants close by. Our house has a brilliant position right infront of the heated pool and spa and you can just sit on the balcony and chill out after a busy day at the parks  …see more

12 Photos

House | 4 Bedrooms | sleeps 10

Very Good 4/5 

Min stay varies

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Key info:

  • Beach / lakeside relaxation
  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • Air conditioning
  • No pets allowed
Looking for a family vacation villa so close to Disney that it's almost on Mickey's doorstep? This immaculate 4 bedroom, 3 bathroom villa is ideally situated only 3 miles from Disney World in a peaceful residential neighbourhood overlooking a tranquil lake.  …see more

Featured properties

23 Photos

Villa | 8 Bedrooms | sleeps 17

Min stay varies

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from £45 /night

£310 / week

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Key info:

  • Nearest beach 120 km
  • Swimming pool
  • Not suitable for children
  • Car advised
  • Air conditioning
  • No pets allowed
  • Private garden
Emerald Island resort is centrally located within 3 miles to Walt Disney World, 14 miles to SeaWould, 17 Universal Studios, and just a short drive to many of the other theme parks that Central Florida has to offer. 3 miles to Disney 14 miles to SeaWorld 17 miles to Universal. Minutes to Super Market and Restaurants  …see more

15 Photos

Villa | 4 Bedrooms | sleeps 8

Min stay varies

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • Air conditioning
  • No pets allowed
  • Private garden
Soon You'll Be Staying at a Individually Designed Luxury 4 Bed villa with all of the home comforts you expect.Our Disney area villa comes with its very own private swimming pool where you can escape all the thrills and spills down the road and have some family time.  …see more

24 Photos

Villa | 2 Bedrooms | sleeps 8

Min stay varies

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from £142 /night

£990 / week

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Key info:

  • Beach / lakeside relaxation
  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • Air conditioning
  • No pets allowed
South Beach 5 room Art Deco Pool Villa  …see more

23 Photos

Villa | 3 Bedrooms | sleeps 8

Min stay varies

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car not necessary
  • Air conditioning
  • No pets allowed
  • Private garden
FACILITIES AVAILABLE IN OUR SUPERIOR ACCOMMODATION Indoor open courtyard private swimming pool. Jacuzzi both heated. Large sundeck with sun loungers. 3 large bedrooms all on suit with TV and video. 3 Bathrooms one being disabled equipped. Air conditioning throughout. H When you stay at our luxury villa you will be within three miles of the Disney complex.  …see more

20 Photos

Villa | 7 Bedrooms | sleeps 16

Excellent 5/5 

Min stay varies

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from £572 /night

£4000 - £4750 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • Air conditioning
  • No pets allowed
  • Private garden
The Oasis features 7 bedroom suites all with Private Bathrooms, a huge family room with seating for 14, a dedicated games room with seating area, a separate study with third seating area, a resort style swimming pool, separate kids pool and much more. Your own movie theatre, a summer kitchen & outdoor lounge are just some of the additional luxuries on offer.  …see more

20 Photos

Villa | 5 Bedrooms | sleeps 10

Min stay varies

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from £85 /night

£594 / week

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Key info:

  • Suitable for children of all ages
  • Car advised
  • Air conditioning
  • No pets allowed
Super five bed Lakeside villa on the private gated and 24-hour guarded community of Lake Berkely Extended deck and pool magnificent uninterrupted views over the beautiful large lake All major theme parks restaurants and shopping within easy reach  …see more

11 Photos

Townhouse | 3 Bedrooms | sleeps 8

Min stay varies

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from £106 /night

£742 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • Air conditioning
  • May take pets – please enquire
Luxury 3 bed home with private pool in The Luxury Windsor Hill's Resort only 1.5 miles from Disney World  …see more

20 Photos

Villa | 4 Bedrooms | sleeps 9

Excellent 5/5 

Min stay varies

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Key info:

  • Nearest beach 75 km
  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • Air conditioning
  • No pets allowed
  • Private garden
Luxury villa on Indian Creek Estate with large south facing Pool & Spa enclosed and not overlooked from the back, only 5 minutes from Disney, Master en-suite room, Queen en-suite room a double room and one Nemo themed kids room, also games room with pool and air hockey.  …see more

Orlando Kissimmee is a great location for a family holiday, with easy access to Florida's big attractions - Disney World, Busch Gardens and Universal Studios. There are also rides through the Florida Everglades and plenty of children-friendly activities to keep everyone happy. The area has some excellent beaches, amongst them Clearwater Beach and Daytona Beach.