Top Vacation rentals in Kissimmee

Find the Top Vacation rentals in Kissimmee – 60+ Quality Options from Leading Providers

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22 Guests, 1 Room
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21-40 out of 61 vacation rentals
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MapView on map12.6 mi from City Center
From   US$ 312 /nightSelect
  • Private pool with outdoor dining area
  • On-site hot tub and fitness centre
  • Kids playground for family fun
Apartment
MapView on map5.5 mi from City Center1.0 mi from Kissimmee Go-Karts
From   US$ 188 /nightSelect
  • Outdoor swimming pool and sauna
  • Air-conditioned apartment with garden views
  • Free parking on-site
  • Private Pool
  • Tennis Courts
  • Children's Play Area
6.0 mi from City Center
From   US$ 119 /nightSelect
  • 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$ 144 /nightSelect
  • Heated outdoor pool with garden views
  • Wellness spa with yoga classes available
  • Two bathrooms with hot tub amenities
  • Water park
  • Outdoor pools
  • Fitness center
5.0 mi from City Center1.2 mi from Kissimmee Go-Karts
From   US$ 378 /nightSelect
  • On-site water park for family fun
  • Multiple outdoor pools with slides
  • Fitness center with diverse activities
Holiday home
  • Private pool
  • Game room
  • Fitness centre
15.0 mi from City Center
From   US$ 245 /nightSelect
  • Private pool with patio and views
  • On-site billiards and table tennis games
  • Full day security and 24-hour reception
  • Hot Tub
  • Outdoor Pool
  • Billiards
15.6 mi from City Center
From   US$ 139 /nightSelect
  • Private entrance with 24-hour security
  • Hot tub and outdoor pool available
  • Billiards and fishing on-site
  • Air Conditioning
  • Private Balcony
  • Washing Machine
11.6 mi from City Center
From   US$ 188 /nightSelect
  • Fully equipped kitchen with dishwasher
  • Private entrance for added privacy
  • Three bathrooms for convenience
Holiday home
  • Private Pool
  • Game Room
  • Children's Playground
14.9 mi from City Center
From   US$ 282 /nightSelect
  • 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 /nightSelect
  • 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 Center900 yd from Kissimmee Go-Karts
From   US$ 95 /nightSelect
  • Private hot tub with garden views
  • Fun kids' pool and play areas
  • On-site fitness center and activities
  • Private Pool
  • Fitness Centre
  • Outdoor Pool
5.2 mi from City Center1.1 mi from Kissimmee Go-Karts
From   US$ 419 /nightSelect
  • Private pool for exclusive enjoyment
  • Four spacious bedrooms for families
  • Fitness centre for active lifestyle
  • Private Pool
  • Kids' Club
  • On-site Spa
400 yd from City Center500 yd from Kissimmee Station
From   US$ 241 /nightSelect
  • Private pool with hot tub
  • Access to kids' club and playground
  • On-site spa and fitness center
  • Swimming Pool
  • Hot Tub
  • Outdoor Kitchen
12.7 mi from City Center
From   US$ 124 /nightSelect
  • Outdoor pool and hot tub
  • Fully equipped kitchen for convenience
  • Outdoor dining area for relaxation
  • Private Pool
  • Fitness Centre
  • Water Park
3.7 mi from City Center400 yd from Medieval Times
From   US$ 203 /nightSelect
  • Private pool with garden views
  • Fitness centre and water park access
  • Four spacious bedrooms available
  • Hot tub
  • Kids' pool
  • Tennis court
2.6 mi from City Center
From   US$ 88 /nightSelect
  • Private hot tub and sauna
  • Access to kids' play area
  • Multiple outdoor pools
  • Private Pool
  • Spa Centre
  • Water Park
5.3 mi from City Center1.1 mi from Kissimmee Go-Karts
From   US$ 274 /nightSelect
  • Private pool with garden views
  • Four comfortable bedrooms for families
  • On-site water park for entertainment
  • Private Pool
  • Fitness Centre
  • Aqua Park
5.4 mi from City Center
From   US$ 232 /nightSelect
  • Private pool with garden views
  • Fitness centre for active stays
  • On-site water park access
  • Private Pool
  • On-site Spa
  • Game Room
5.1 mi from City Center1800 yd from Kissimmee Go-Karts
From   US$ 178 /nightSelect
  • Private pool with lake view
  • On-site spa and fitness centre
  • Proximity to Orlando attractions
  • Private Pool
  • Heated Pool
  • Golf Course
16.3 mi from City Center
From   US$ 165 /nightSelect
  • Private pool with outdoor dining area
  • Fully equipped kitchen for convenience
  • Heated pool available year-round