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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41-60 out of 61 vacation rentals
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7 adults
3 bedrooms
4 beds
MapView on map12.6 mi from City Center
From   US$ 325 /nightSelect
  • On-site fitness centre with hot tub
  • Family-friendly restaurant with diverse options
  • Heated saltwater swimming pool
8 adults
4 bedrooms
4 beds
MapView on map6.0 mi from City Center
From   US$ 130 /nightSelect
  • Game room with entertainment options
  • Outdoor swimming pool and kids' area
  • Fully equipped kitchen for family meals
  • Heated Pool
  • Private Entrance
  • Flat-screen TV
15.5 mi from City Center
From   US$ 114 /nightSelect
  • Heated outdoor swimming pool
  • 3-bedroom apartment with kitchen
  • On-site bar and lounge area
  • Private Pool
  • Spa Centre
  • Fitness Centre
3.9 mi from City Center
From   US$ 182 /nightSelect
  • Private pool with lake view
  • On-site water park access
  • Fully equipped kitchen
  • Lake View
  • Water Park
  • Outdoor Pool
5.2 mi from City Center
From   US$ 203 /nightSelect
  • Private balcony with lake views
  • On-site water park access
  • Extra amenities for families
Holiday home
  • Private Pool
  • Fitness Centre
  • Snack Bar
5.1 mi from City Center1.1 mi from Kissimmee Go-Karts
From   US$ 223 /nightSelect
  • Private pool for exclusive enjoyment
  • On-site fitness centre for active guests
  • Water park for family entertainment
  • Fitness Centre
  • Outdoor Pool
  • Spa Centre
6.0 mi from City Center
From   US$ 89 /nightSelect
  • Private entrance for added privacy
  • Fully equipped kitchen for convenience
  • On-site fitness centre and spa
  • Outdoor Pool
  • Children's Playground
  • Fitness Centre
4.0 mi from City Center1000 yd from Medieval Times
From   US$ 173 /nightSelect
  • Outdoor pool and children's playground
  • Fully equipped kitchen with dishwasher
  • Flat-screen TV with streaming services
  • Private Pool
  • Hot Tub
  • Game Room
3.9 mi from City Center800 yd from Medieval Times
From   US$ 322 /nightSelect
  • Private pool with lake views
  • Six bedrooms with four masters
  • Heated swimming pool available
  • Fitness centre
  • Outdoor pool
  • Kids pool
5.3 mi from City Center
From   US$ 185 /nightSelect
  • Mini golf and water park access
  • Spacious 3-bedroom apartment layout
  • Outdoor swimming pool available
  • Heated pool
  • Fitness centre
  • Barbecue area
4.9 mi from City Center1600 yd from Kissimmee Go-Karts
From   US$ 75 /nightSelect
  • Heated outdoor swimming pool
  • On-site hot tub and sauna
  • Tennis court and fishing opportunities
  • Outdoor Pool
  • Family Rooms
  • Golf Course
14.4 mi from City Center
From   US$ 162 /nightSelect
  • Year-round outdoor swimming pool
  • Fully equipped kitchens available
  • Family-friendly accommodations offered
Holiday home
  • Private pool
  • Hot tub
  • Children's playground
3.7 mi from City Center800 yd from Medieval Times
From   US$ 178 /nightSelect
  • Private pool with lake views
  • Hot tub and outdoor dining area
  • Children's playground on-site
  • Private entrance
  • Game room
  • Heated pool
3.8 mi from City Center1100 yd from Give Kids The World Village
From   US$ 302 /nightSelect
  • Private pool with sun terrace
  • On-site activities for families
  • Fully equipped kitchen facilities
  • Outdoor Pool
  • Bowling Alley
  • Kids Play Area
12.6 mi from City Center
From   US$ 121 /nightSelect
  • Family-friendly playground on-site
  • Private entrance for added privacy
  • Outdoor dining area on patio
  • Children's Playground
  • Mini Golf
  • Pool View
5.2 mi from City Center
From   US$ 180 /nightSelect
  • Magically themed kids' playground
  • Air-conditioned rooms with balcony
  • Mini golf on-site activities
  • Private Pool
  • Game Room
  • Eco-friendly Features
400 yd from City Center500 yd from Kissimmee Station
From   US$ 501 /nightSelect
  • Private pool and spa
  • Five spacious bedrooms
  • Entertainment game room
  • Outdoor pool
  • Spa centre
  • Mini-golf
3.9 mi from City Center1400 yd from Give Kids The World Village
From   US$ 309 /nightSelect
  • Outdoor swimming pool with pool bar
  • On-site mini-golf and fishing activities
  • Full-service spa and wellness centre
  • Private Pool
  • Children's Playground
  • Fully Equipped Kitchen
5.1 mi from City Center1.0 mi from Kissimmee Go-Karts
From   US$ 713 /nightSelect
  • Private pool for exclusive enjoyment
  • Fully equipped kitchen for convenient dining
  • Children's playground for family fun
  • Private Pool
  • Game Room
  • Outdoor Dining
3.6 mi from City Center1000 yd from Give Kids The World Village
From   US$ 265 /nightSelect
  • Private pool with patio views
  • Six-bedroom spacious holiday home
  • Outdoor dining area available