Top Vacation homes in Kissimmee
Find the Top Vacation homes in Kissimmee – 40+ Quality Options from Leading Providers
21-40 out of 45 vacation homes
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10 adults
3 bedrooms
3 beds
MapView on map4.3 mi from City Center500 yd from Capone's Dinner and Show
From
US$ 95
/night
- Private hot tub with garden views
- Fun kids' pool and play areas
- On-site fitness center and activities
Holiday home
14 adults
5 bedrooms
7 beds
MapView on map14.8 mi from City Center
From
US$ 146
/night
- Rooftop pool with pool views
- On-site spa and wellness centre
- Kids club and playground
Holiday home
- Private Pool
- Fitness Centre
- Outdoor Pool
5.2 mi from City Center1700 yd from Capone's Dinner and Show
From
US$ 419
/night
- Private pool for exclusive enjoyment
- Four spacious bedrooms for families
- Fitness centre for active lifestyle
Holiday home
- Swimming Pool
- Hot Tub
- Outdoor Kitchen
12.7 mi from City Center
From
US$ 124
/night
- Outdoor pool and hot tub
- Fully equipped kitchen for convenience
- Outdoor dining area for relaxation
Holiday home
- Private Pool
- Fitness Centre
- Snack Bar
5.1 mi from City Center1600 yd from Capone's Dinner and Show
From
US$ 223
/night
- Private pool for exclusive enjoyment
- On-site fitness centre for active guests
- Water park for family entertainment
Holiday home
- Private Pool
- On-site Spa
- Game Room
5.1 mi from City Center1400 yd from Capone's Dinner and Show
From
US$ 178
/night
- Private pool with lake view
- On-site spa and fitness centre
- Proximity to Orlando attractions
Villa
- Hot tub
- Kids' pool
- Tennis court
2.6 mi from City Center
From
US$ 95
/night
- Private hot tub and sauna
- Access to kids' play area
- Multiple outdoor pools
Holiday home
- Private Pool
- Spa Centre
- Water Park
5.3 mi from City Center1600 yd from Capone's Dinner and Show
From
US$ 274
/night
- Private pool with garden views
- Four comfortable bedrooms for families
- On-site water park for entertainment
Holiday home
- Private Pool
- Fitness Centre
- Aqua Park
5.4 mi from City Center1.2 mi from Capone's Dinner and Show
From
US$ 232
/night
- Private pool with garden views
- Fitness centre for active stays
- On-site water park access
Villa
- Private Pool
- Heated Pool
- Golf Course
16.3 mi from City Center
From
US$ 165
/night
- Private pool with outdoor dining area
- Fully equipped kitchen for convenience
- Heated pool available year-round
- Gameroom
- Hot tub
- Private pool
14.6 mi from City Center
From
US$ 509
/night
- Private PS5 gameroom with billiards
- Relaxing hot tub for guests
- Spacious 9-bedroom villa available
Holiday home
- Private Pool
- Hot Tub
- Game Room
3.9 mi from City Center800 yd from Medieval Times
From
US$ 322
/night
- Private pool with lake views
- Six bedrooms with four masters
- Heated swimming pool available
- Game Room
- Outdoor Pool
- Fitness Centre
6.0 mi from City Center
From
US$ 144
/night
- Game room with entertainment options
- Outdoor swimming pool and kids' area
- Fully equipped kitchen for family meals
- Private Pool
- Spa Centre
- Fitness Centre
3.9 mi from City Center
From
US$ 182
/night
- Private pool with lake view
- On-site water park access
- Fully equipped kitchen
- Outdoor pool
- Spa centre
- Mini-golf
3.9 mi from City Center1400 yd from Give Kids The World Village
From
US$ 233
/night
- Outdoor swimming pool with pool bar
- On-site mini-golf and fishing activities
- Full-service spa and wellness centre
Holiday home
- Fitness Centre
- Outdoor Pool
- Spa Centre
6.0 mi from City Center
From
US$ 89
/night
- Private entrance for added privacy
- Fully equipped kitchen for convenience
- On-site fitness centre and spa
Holiday home
- Outdoor Pool
- Children's Playground
- Fitness Centre
4.0 mi from City Center1000 yd from Medieval Times
From
US$ 173
/night
- Outdoor pool and children's playground
- Fully equipped kitchen with dishwasher
- Flat-screen TV with streaming services
Holiday home
- Private Pool
- Children's Playground
- Fully Equipped Kitchen
5.1 mi from City Center1500 yd from Capone's Dinner and Show
From
US$ 713
/night
- Private pool for exclusive enjoyment
- Fully equipped kitchen for convenient dining
- Children's playground for family fun
Holiday home
- Private Pool
- Game Room
- Outdoor Dining
3.6 mi from City Center1000 yd from Give Kids The World Village
From
US$ 265
/night
- Private pool with patio views
- Six-bedroom spacious holiday home
- Outdoor dining area available
Holiday home
- Outdoor Pool
- Family Rooms
- Golf Course
14.4 mi from City Center
From
US$ 162
/night
- Year-round outdoor swimming pool
- Fully equipped kitchens available
- Family-friendly accommodations offered
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