Kissimmee holiday lettings
We found 30,608 holiday rentals — enter your dates for availability
Find the perfect place for you stay in Kissimmee by choosing from 19272 houses, 2026 apartments and other holiday rentals. Holiday homes provide the best amenities for you and your friends, family or even pets, such as Wi-Fi and a washer and dryer. No matter what you're looking for, you'll find a property to rent for everyone's needs, including a place that's non-smoking or offers accessibility.
Find the best place to stay - Kissimmee
Lovely Condo Just 1 Mile From Disney w/ Resort Pool, WiFi & More
Sleeps 6 · 2 bedrooms · 2 bathrooms
Find spaces that suit your style
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Top rated rentals - Kissimmee
Photo gallery for Private Heated Pool! Only 8 miles to Disney! Gated Community
Clean and well located
- Peace of mindOur Book with Confidence Guarantee gives you 24/7 support
- More quality timeFrom booking to staying, the whole process is simple and enjoyable
- All the privacy of homeEnjoy full kitchens, pools, gardens and more
- More for lessMore space, more privacy, more amenities — more value