Holiday rentals in Kissimmee
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Top-rated holiday rentals in Kissimmee
Guests agree: these stays are highly rated for location, cleanliness and more.
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Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for Kissimmee holiday rentals
Other great holiday rentals in Kissimmee
Guest favourite
Cabin in Davenport
4.92 out of 5 average rating, 169 reviews$89! Cozy Cabin- Disney 20 Miles Away!
6–13 Jun
$147 SGD per night
Guest favourite
Townhouse in Kissimmee
4.87 out of 5 average rating, 134 reviewsRelax water view with Hammock near Disney 4736
3–10 May
$170 SGD per night
Guest favourite
Guest house in Four Corners
4.98 out of 5 average rating, 425 reviewsQuiet Room Close to Disney and Attractions
23–30 Nov
$130 SGD per night
Guest favourite
Townhouse in Kissimmee
4.96 out of 5 average rating, 160 reviewsBE OUR GUEST! Close to Disney and Universal - Pool
25 Sep – 2 Oct
$163 SGD per night
Guest favourite
Apartment in Kissimmee
4.9 out of 5 average rating, 202 reviewsAmazing 2 Bed, 2 Bath condo only 10 min to Disney
18–25 Apr
$123 SGD per night
Guest favourite
Tiny home in Kissimmee
4.89 out of 5 average rating, 234 reviewsShells Cottage, beautiful decor, for 2 near Disney
4–11 Aug
$167 SGD per night
Guest favourite
Home in Kissimmee
4.85 out of 5 average rating, 74 reviewsPrívate Pool with a breathtaking lake view
$244 SGD per night
Guest favourite
Guest suite in Kissimmee
4.93 out of 5 average rating, 15 reviewsCharming One Bedroom Efficiency
31 Aug – 7 Sep
$94 SGD per night
Quick stats about holiday rentals in Kissimmee
Total rentals
7.3K properties
Rentals with dedicated workspaces
3.6K properties have a dedicated workspace
Rentals with a pool
6.6K properties have a pool
Pet-friendly rentals
1K properties allow pets
Family-friendly rentals
6.3K properties are a good fit for families
Total number of reviews
206K reviews
Destinations to explore
- St Petersburg Holiday rentals
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- Guest house rentals Kissimmee
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- Rentals with pools Kissimmee
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- Private suite rentals Kissimmee
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- Rentals with outdoor seating Kissimmee
- Rentals with a fireplace Kissimmee
- Rentals with an accessible-height toilet Kissimmee
- Tiny house rentals Kissimmee
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