Top Vacation rentals in Kissimmee
Find the Top Vacation rentals in Kissimmee – 60+ Quality Options from Leading Providers
1-20 out of 61 vacation rentals
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10 adults
4 bedrooms
5 beds
MapView on map12.9 mi from City Center
From
US$ 10
/night
- On-site H2O water park
- Full-service spa and wellness center
- Family-friendly restaurant on-site
Holiday home
MapView on map11.6 mi from City Center
From
US$ 1 160
/night
- Infinity pool with stunning views
- Family-friendly restaurant with seafood
- On-site water park for kids
- Private Pool
- Fitness Room
- Kids' Club
4.2 mi from City Center800 yd from Kissimmee Value Outlet Shops
From
US$ 194
/night
- Private villa with hot tub
- Multiple outdoor heated pools
- On-site spa and wellness center
Holiday home
- Private Pool
- Fitness Centre
- Game Room
3.7 mi from City Center1100 yd from Kissimmee Value Outlet Shops
From
US$ 331
/night
- 8 bedrooms with private pool access
- Indoor and outdoor swimming pools available
- Fully equipped kitchen with modern appliances
Holiday home
- Fitness centre
- Air conditioning
- Private entrance
6.2 mi from City Center1.0 mi from Fun Spot America Kissimmee
From
US$ 182
/night
- Private entrance for enhanced privacy
- Fully equipped kitchen for home cooking
- On-site fitness centre for workouts
Holiday home
- Private Pool
- Fitness Center
- Patio Garden
14.7 mi from City Center
From
US$ 697
/night
- Private pool with spa amenities
- Spacious 9-bedroom accommodation
- On-site fitness center available
- Snack bar
- Jacuzzi
- Game room
4.2 mi from City Center800 yd from Kissimmee Value Outlet Shops
From
US$ 108
/night
- Billiards and tennis courts available
- On-site hot tub for relaxation
- Picnic area with outdoor dining
Holiday home
- Outdoor pool
- Spa centre
- Mini-golf
5.4 mi from City Center
From
US$ 244
/night
- Private outdoor pool for relaxation
- On-site spa facilities for wellness
- Activities like fishing and mini-golf
Villa
- Private Pool
- Fitness Centre
- Kids Club
14.8 mi from City Center
From
US$ 450
/night
- Private pool with wellness packages
- Indoor play area and kids club
- Jacuzzi and fitness centre
Holiday home
3.5 mi from City Center600 yd from Give Kids The World Village
From
US$ 210
/night
Holiday home
3.5 mi from City Center1100 yd from Kissimmee Value Outlet Shops
From
US$ 768
/night
Holiday home
- Fitness center
- Heated pool
- Free parking
14.7 mi from City Center
From
US$ 813
/night
- Heated swimming pool for relaxation
- Fitness center for active guests
- Spacious 9-bedroom holiday home
Holiday home
- Outdoor pool
- Flat-screen TV
- Air conditioning
6.0 mi from City Center1.2 mi from Fun Spot America Kissimmee
From
US$ 517
/night
- Outdoor swimming pool open all year
- Fully equipped kitchen for family meals
- Air conditioning ensures comfort
Holiday home
- Private Pool
- Tennis Court
- Game Room
14.8 mi from City Center
From
US$ 552
/night
- Private pool for relaxation
- Tennis court for activities
- Children's playground for families
Apartment
- Heated Pool
- Fitness Center
- Private Balcony
15.1 mi from City Center
From
US$ 96
/night
- Two- and three-bedroom villas available
- Lakeside heated outdoor pool
- 24-hour fitness center and sauna
Apartment
- Game Room
- Fitness Centre
- Private Balconies
15.6 mi from City Center
From
US$ 88
/night
- Multiple pools open late
- Family-friendly community activities
- On-site dining with affordable meals
Holiday home
- Private Pools
- Water Park
- Fitness Centre
400 yd from City Center500 yd from Kissimmee Station
From
US$ 178
/night
- Private pools in select accommodations
- On-site water park for families
- Diverse dining options available
- Private Pool
- Hot Tub
- Game Room
4.0 mi from City Center
From
US$ 276
/night
- Private pool and hot tub
- On-site water park access
- Five spacious bedrooms
- 4 Bedrooms
- Game Room
- Pet Friendly
3.1 mi from City Center1.1 mi from Osceola County Stadium
From
US$ 438
/night
- Private entrance for added privacy
- Year-round outdoor swimming pool
- Child-friendly play area available
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
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