Top Vacation rentals in Kissimmee
Find the Top Vacation rentals in Kissimmee – 60+ Quality Options from Leading Providers
21-40 out of 62 vacation rentals
Sort by:
high popularity
- Price: low to high
- Price: high to low
- Guest rating: high to low
- Popularity: high to low
MapView on map4.0 mi from City Center1.2 mi from Capone's Dinner and Show
From
US$ 276
/night
- Private pool and hot tub
- On-site water park access
- Five spacious bedrooms
MapView on map3.1 mi from City Center1.1 mi from Osceola County Stadium
From
US$ 244
/night
- Private entrance for added privacy
- Year-round outdoor swimming pool
- Child-friendly play area available
Holiday home
- Heated Pool
- Outdoor Dining
- Golf Course
6.3 mi from City Center1.1 mi from Fun Spot America Kissimmee
From
US$ 144
/night
- Outdoor heated swimming pool
- Full golf course on-site
- Family-friendly outdoor dining area
- Private Pool
- Hot Tub
- Kids Playground
12.6 mi from City Center
From
US$ 175
/night
- Private pool with outdoor dining area
- On-site hot tub and fitness centre
- Kids playground for family fun
Villa
- Private Pool
- Tennis Courts
- Children's Play Area
6.0 mi from City Center
From
US$ 119
/night
- Community lakeside pool access
- Private pool options available
- On-site tennis courts available
- Heated Pool
- Wellness Spa
- Outdoor Dining
15.6 mi from City Center
From
US$ 178
/night
- Heated outdoor pool with garden views
- Wellness spa with yoga classes available
- Two bathrooms with hot tub amenities
Apartment
- Outdoor pool
- Sauna
- Air conditioning
5.5 mi from City Center1.0 mi from Kissimmee Go-Karts
From
US$ 134
/night
- Outdoor swimming pool and sauna
- Air-conditioned apartment with garden views
- Free parking on-site
Apartment
- Private Pool
- Hot Tub
- Game Room
4.0 mi from City Center
From
US$ 297
/night
- Private pool with lake views
- Six-bedroom accommodation for families
- On-site massage and spa services
- Water park
- Outdoor pools
- Fitness center
5.0 mi from City Center1700 yd from Capone's Dinner and Show
From
US$ 378
/night
- On-site water park for family fun
- Multiple outdoor pools with slides
- Fitness center with diverse activities
- Air Conditioning
- Private Balcony
- Washing Machine
11.6 mi from City Center
From
US$ 170
/night
- Fully equipped kitchen with dishwasher
- Private entrance for added privacy
- Three bathrooms for convenience
Holiday home
- Private pool
- Game room
- Fitness centre
15.0 mi from City Center
From
US$ 152
/night
- Private pool with patio and views
- On-site billiards and table tennis games
- Full day security and 24-hour reception
Holiday home
- Private Pool
- Game Room
- Children's Playground
14.9 mi from City Center
From
US$ 282
/night
- Private pool for relaxation and fun
- Fully equipped kitchen for family meals
- Children's playground for family entertainment
Holiday home
- Rooftop Pool
- Kids Club
- Spa Centre
14.8 mi from City Center
From
US$ 146
/night
- Rooftop pool with pool views
- On-site spa and wellness centre
- Kids club and playground
- Hot Tub
- Kids' Pool
- Fitness Center
4.3 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
Apartment
- Hot Tub
- Outdoor Pool
- Billiards
15.6 mi from City Center
From
US$ 139
/night
- Private entrance with 24-hour security
- Hot tub and outdoor pool available
- Billiards and fishing on-site
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
Villa
- Hot tub
- Kids' pool
- Tennis court
2.6 mi from City Center
From
US$ 90
/night
- Private hot tub and sauna
- Access to kids' play area
- Multiple outdoor pools
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
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
Saved
Save
