Top Holiday rentals in Kissimmee
Find the Top Holiday rentals in Kissimmee – 20+ Quality Options from Leading Providers
1-20 out of 28 holiday rentals
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6 adults
3 bedrooms
3 beds
MapView on map6.8 km from City Centre500 m from Capone's Dinner and Show
From
US$ 108
/night
- Family-friendly with picnic area
- On-site activities like fishing and tennis
- Relaxing garden views throughout property
10 adults
4 bedrooms
5 beds
MapView on map20.7 km from City Centre
From
US$ 10
/night
- On-site H2O waterpark for families
- Outdoor swimming pool with bar
- Full-service on-site spa facilities
Apartment
- Heated Pool
- Fitness Centre
- Outdoor Spa
24.4 km from City Centre
From
US$ 125
/night
- Family-friendly villa accommodations
- Outdoor heated pool with scenic view
- On-site fishing and hiking activities
Apartment
- Fitness centre
- Jacuzzi
- Fishing
7.9 km from City Centre1.4 km from Kissimmee Go-Karts
From
US$ 75
/night
- Heated outdoor swimming pool
- On-site tennis court
- Hot tub and sauna facilities
Villa
- Outdoor pool
- Tennis court
- Fitness center
4.2 km from City Centre
From
US$ 90
/night
- Heated outdoor pools and kids' pool
- On-site tennis court and fitness center
- Private hot tub and garden views
Villa
- Tennis Courts
- Children's Play Area
- Private Garage
9.7 km from City Centre1000 m from Fantasy Surf
From
US$ 119
/night
- Self-catering villas with private pools
- Community clubhouse with tennis courts
- Lakeside pool with sun loungers
Apartment
- Hot tub
- Game area
- Sun loungers
25.2 km from City Centre
From
US$ 139
/night
- Private entrance with full-day security
- Outdoor swimming pool with sun loungers
- Hot tub and picnic area available
- Hot tub
- Sauna
- Tennis court
25.1 km from City Centre
From
US$ 169
/night
- Heated outdoor pool with views
- Wellness amenities including yoga classes
- 3 living rooms for entertainment
- Game Room
- Fitness Centre
- Outdoor Pool
9.6 km from City Centre700 m from Fantasy Surf
From
US$ 317
/night
- Four bedrooms with dedicated game room
- Private entrance for added privacy
- Outdoor swimming pool with garden views
Holiday home
- Outdoor Pool
- Golf Course
- Family Rooms
23.2 km from City Centre
From
US$ 153
/night
- Year-round outdoor swimming pool
- Fully equipped kitchen in each unit
- On-site golf course available
Villa
- Private Pool
- Outdoor Dining
- Heated Pool
26.2 km from City Centre
From
US$ 165
/night
- Private pool for exclusive relaxation
- Four bedrooms for family gatherings
- Heated outdoor pool year-round
- Private pool
- Spa centre
- Kids' play
6.8 km from City Centre600 m from Capone's Dinner and Show
From
US$ 195
/night
- Private pool and garden
- On-site spa and wellness centre
- Kids pool and play area
Holiday home
- Outdoor Pool
- Golf Course
- Electric Kettle
10.1 km from City Centre500 m from Orange World
From
US$ 144
/night
- Heated outdoor swimming pool
- On-site golf course availability
- Outdoor dining area for guests
- Private Pool
- Fitness Centre
- Kids Play Area
6.9 km from City Centre500 m from Capone's Dinner and Show
From
US$ 95
/night
- Private pool with stunning garden views
- Fitness center with various activities
- Kids pool and play area available
Apartment
- Fitness Centre
- Mini Golf
- Kids Pool
8.5 km from City Centre1.4 km from Fantasy Surf
From
US$ 185
/night
- Outdoor swimming pool with kids area
- Mini golf and water park access
- Fully equipped kitchen for families
Holiday home
- Private Pool
- Fitness Centre
- Snack Bar
8.2 km from City Centre1.2 km from Fantasy Surf
From
US$ 308
/night
- Private pool with outdoor jacuzzi
- On-site water park for families
- Fitness centre for active guests
Holiday home
- Fitness centre
- Private entrance
- Fully equipped kitchen
10.1 km from City Centre200 m from Orange World
From
US$ 204
/night
- Air-conditioned holiday home with privacy
- Fully equipped kitchen and laundry facilities
- Fitness centre on-site for guests
Holiday home
- Fitness Centre
- Outdoor Pool
- Spa Centre
9.7 km from City Centre800 m from Fantasy Surf
From
US$ 89
/night
- Four bedrooms with private entrance
- On-site fitness centre and spa
- Outdoor swimming pool open year-round
Holiday home
8.3 km from City Centre800 m from Fantasy Surf
From
US$ 178
/night
This villa is located 4 km from Give Kids The World Village and offers 4 bedrooms together with an outdoor swimming pool.
- Private Pool
- Spa Centre
- Game Room
6.3 km from City Centre
From
US$ 182
/night
- Private pool with lake view
- On-site water park access
- Two outdoor swimming pools
- 1
- 2
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