List your home
Apply filters
£ to

110 Holiday homes in Kissimmee

Reset search

Show results on map

Filter your search

Price per day

£ to

Bedrooms

Location

  • USA East Coast Clear
  • Florida Clear
  • Orlando Disney Area Clear
  • Kissimmee Clear
  • All suburbs
  • Acadia (1)
  • Bass Lakes Estate (1)
  • Bellavida Resort (3)
  • Cane Island (1)
  • Compass Bay (2)
  • Creekside (1)
  • Cumbrian Lakes (2)
  • Eagle Pointe (1)
  • Emerald Isle Kissimmee (5)
  • Encantada Resort (2)
  • Fiesta Key (2)
  • Formosa Gardens (2)
  • Indian Creek (4)
  • Indian Point (1)
  • Indian Ridge (1)
  • Indian Ridge Oaks (4)
  • Indian Wells (1)
  • Kissimmee City (5)
  • Lake Berkley (2)
  • Legacy Dunes Resort (1)
  • Liberty Village (1)
  • Lindfields (6)
  • Lucaya Village (1)
  • Oak Island Cove (2)
  • Oak Island Harbor (1)
  • Orange Lake Resort (4)
  • Paradise Palms (2)
  • Remington (6)
  • Reunion Resort (12)
  • St Cloud (1)
  • Sunset Lakes (2)
  • Tema (1)
  • Terra Verde Resort (1)
  • Venetian Bay Villages (1)
  • Veranda Palms (1)
  • Villasol (1)
  • Vista del lago (1)
  • Windsor Hills Resort (10)
  • Windsor Palms (7)

more +

less -

Also consider

Kissimmee
623 properties
New York City
603 properties
Davenport
446 properties
Miami Beach
295 properties
Orlando
107 properties
Inverness, Florida
72 properties
Haines City
71 properties
Clermont, Orlando
70 properties
Cape Coral
51 properties
Rotonda West
48 properties
Manhattan, NY
47 properties
Naples, FL
38 properties
Champions Gate
37 properties
Sarasota
36 properties
Fort Myers
26 properties
Miami
19 properties
Cape Cod
16 properties
Englewood
13 properties
Clearwater
12 properties
Harrison
12 properties
To book this holiday home you need to pay through the Holiday Lettings website. We can’t protect your payment if you don’t pay through us. Learn more
110 Results  |  
20 Photos

Villa | 5 Bedrooms | sleeps 12

3 Nights min stay

Add to shortlist

from £106 /night

£742 - £1039 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages 5
  • Car advised
  • Air conditioning
  • No pets allowed
  • Private garden
Five large bedrooms which can sleep 12 persons comfortably. Some with an en-suite bathroom. Lovely peaceful, quiet 'home from home'. Short drive to Disney World attractions and Shopping Mall and Supermarket. BBQ on request.  …see more

10 Photos

Townhouse | 4 Bedrooms | sleeps 10

Excellent 5/5 

1 night min stay

Add to shortlist

from £64 /night

£445 - £1016 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages 5
  • Car advised
  • Air conditioning
  • No pets allowed
The pool can be heated it is South facing and has the sun on it all day.The house is on the first road as you go in and has a green space directly behind it so it is not over looked from behind.We are in a gated Community so there is 24 hour security .  …see more

17 Photos

Villa | 4 Bedrooms | sleeps 8

Excellent 5/5 

7 Nights min stay

Add to shortlist

from £68 /night

£475 - £595 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages 5
  • Car advised
  • Air conditioning
  • No pets allowed
  • Private garden
Luxury Florida Villa near Disney - 4/2 with air-conditioned gamesroom, private pool and rear garden located on a quiet estate just 4 miles south of Disney. Perfect for families, friends and golfers.  …see more

Featured properties

24 Photos

Villa | 5 Bedrooms | sleeps 10

1 night min stay

Add to shortlist

from £192 /night

£1342 - £2201 / week

View

Key info:

  • Great for children of all ages 5
  • No pets allowed
6 Miles to Disney  …see more

22 Photos

Villa | 5 Bedrooms | sleeps 13

5 Nights min stay

Add to shortlist

from £195 /night

£1363 - £2201 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages 5
  • Air conditioning
  • No pets allowed
Prime Location within the Resort - walk to the Grande!  …see more

20 Photos

Villa | 4 Bedrooms | sleeps 10

Min stay varies

Add to shortlist

Key info:

  • Swimming pool
  • Great for children of all ages 5
  • Air conditioning
  • No pets allowed
4 bed villa near Disney, FREE wifi, private pool and jacuzzi,air con, 2 bathrooms, 220 channel hdtv's, PS3, Xbox360, Windsor Palms Resort, secure gated community with communal pool, tiki bar, playground, sports courts, gym, games room, cinema, shop, bike/dvd/bbq rentals  …see more

16 Photos

Villa | 6 Bedrooms | sleeps 13

Min stay varies

Add to shortlist

Key info:

  • Beach / lakeside relaxation
  • Nearest beach 80 km
  • Great for children of all ages 5
  • Car advised
  • Air conditioning
  • No pets allowed
  • Private garden
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 , bbq This is a wonderful family villa minutes from Disney and includes many extra's to enhance your stay  …see more

7 Photos

Hotel apartment | 1 Bedroom | sleeps 4

7 Nights min stay

Add to shortlist

from £76 /night

£530 / week

View

Key info:

  • Beach / lakeside relaxation
  • Great for children of all ages 5
  • Car advised
  • Air conditioning
  • No pets allowed
Our resort in Orlando provides a premiere Florida vacation at a hotel that is 100% smoke free. Our spacious apartment has a fully equipped kitchens. Our deluxe Orlando resort provides 9 restaurants and dining options and free Wi-Fi Internet access. Your perfect Florida vacation begins at our Orange Lake Resort.  …see more

14 Photos

Villa | 4 Bedrooms | sleeps 10

Excellent 5/5 

Min stay varies

Add to shortlist

from £67 /night

£467 - £615 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages 5
  • Car advised
  • Air conditioning
  • No pets allowed
Oak Island Cove is located in the middle of all the fun parks and attractions Orlando has to offer, only a few minutes from what makes Orlando so famous. Disney World is only 3 miles away and Universal Studies & Sea World a mere 20 minute  …see more

8 Photos

Townhouse | 3 Bedrooms | sleeps 8

Min stay varies

Add to shortlist

from £46 /night

£318 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages 5
  • 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

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.