Top Holiday homes in Kissimmee
Find the Top Holiday homes in Kissimmee – 30+ Quality Options from Leading Providers
1-20 out of 36 holiday homes
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10 adults
4 bedrooms
5 beds
MapView on map20.7 km from City Centre
From
US$ 10
/night
- On-site H2O waterpark for families
- Outdoor swimming pool with bar
- Full-service on-site spa facilities
Holiday home
MapView on map18.7 km from City Centre
From
US$ 1 160
/night
Holiday home
19.8 km from City Centre
From
US$ 1 091
/night
- Pool with view
- Picnic area
- Game room
6.8 km from City Centre500 m from Capone's Dinner and Show
From
US$ 137
/night
- Family-friendly with picnic area
- On-site activities like fishing and tennis
- Relaxing garden views throughout property
Villa
- Outdoor pool
- Tennis court
- Fitness center
4.2 km from City Centre
From
US$ 95
/night
- Heated outdoor pools and kids' pool
- On-site tennis court and fitness center
- Private hot tub and garden views
Villa
- Tennis Courts
- Children's Play Area
- Private Garage
9.7 km from City Centre
From
US$ 110
/night
- Self-catering villas with private pools
- Community clubhouse with tennis courts
- Lakeside pool with sun loungers
- Fitness center
- Water park
- Outdoor pools
8.1 km from City Centre1.5 km from Capone's Dinner and Show
From
US$ 378
/night
- Exciting on-site water park
- Multiple outdoor pools with slides
- Modern fitness center available
- Private pool
- Spa centre
- Kids' play
6.8 km from City Centre600 m from Capone's Dinner and Show
From
US$ 195
/night
- Private pool and garden
- On-site spa and wellness centre
- Kids pool and play area
- Private Pool
- Fitness Centre
- Kids Play Area
6.9 km from City Centre500 m from Capone's Dinner and Show
From
US$ 95
/night
- Private pool with stunning garden views
- Fitness center with various activities
- Kids pool and play area available
Holiday home
19.9 km from City Centre
From
US$ 164
/night
Situated in the Celebration district, the Magical Disney Vacation Home, 5 Bedrooms Kissimmee features a private swimming pool.
Villa
- Private Pool
- Outdoor Dining
- Heated Pool
26.2 km from City Centre
From
US$ 165
/night
- Private pool for exclusive relaxation
- Four bedrooms for family gatherings
- Heated outdoor pool year-round
Holiday home
- Private Pool
- Fitness Centre
- Game Room
8.7 km from City Centre2.0 km from Capone's Dinner and Show
From
US$ 232
/night
- Private pool with garden views
- Five spacious bedrooms for families
- On-site fitness centre available
- Game Room
- Fitness Centre
- Outdoor Pool
9.6 km from City Centre
From
US$ 130
/night
- Four bedrooms with dedicated game room
- Private entrance for added privacy
- Outdoor swimming pool with garden views
- Private Pool
- Hot Tub
- Game Room
6.4 km from City Centre1.9 km from Capone's Dinner and Show
From
US$ 276
/night
- Private pool with hot tub
- Children's playground and picnic area
- 24-hour security for safety
- Outdoor Pool
- Game Room
- Private Entrance
5.0 km from City Centre1.7 km from Osceola County Stadium
From
US$ 1 479
/night
- Year-round outdoor swimming pool
- Space for pets with no extra charge
- Private entrance for added privacy
Holiday home
- Private Pool
- Spa Centre
- Fitness Room
24.1 km from City Centre
From
US$ 152
/night
- Private pool with scenic patio views
- On-site billiards and table tennis available
- Spa with hot tub and sauna facilities
Holiday home
- Private Pool
- Children's Playground
- Fully Equipped Kitchen
24.0 km from City Centre
From
US$ 282
/night
- Private pool for family fun
- Children's playground on-site
- Fully equipped kitchen available
Holiday home
- Private Pool
- Flat-screen TV
- Fitness Centre
8.4 km from City Centre1.5 km from Capone's Dinner and Show
From
US$ 419
/night
- Private pool for exclusive relaxation
- Air-conditioned rooms with flat-screen TV
- Fitness centre for active guests
Holiday home
- Rooftop Pool
- Spa and Wellness
- Children's Playground
23.7 km from City Centre
From
US$ 146
/night
- Unique rooftop pool with stunning views
- On-site spa and wellness center facilities
- Family-friendly children's playground available
Holiday home
20.4 km from City Centre
From
US$ 124
/night
Best Buy is 4.5 km from this villa that offers 3 bedrooms along with an equipped kitchenette area.
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