Holiday houses 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
Cottage in Kissimmee
4.98 out of 5 average rating, 142 reviewsRunaway Beach Resort Pet Friendly: Magic Kingdom
Superhost
Home in Kissimmee
4.79 out of 5 average rating, 258 reviews3 bedroom Orlando Florida pool home
Guest favourite
Tiny home in Kissimmee
4.95 out of 5 average rating, 149 reviewsDisney Tiny House Getaway!
Guest favourite
Home in Kissimmee
4.97 out of 5 average rating, 113 reviewsMagical home! 15 minutes from all parks!
Superhost
Apartment in Kissimmee
4.78 out of 5 average rating, 178 reviews1BR w/Kitchenette near AdventHealth Orlando
Guest favourite
Cabin in Kissimmee
4.88 out of 5 average rating, 42 reviewsRomantic Cabin w/ Balcony + Tub + Hammock + Grill
Superhost
Condo in Kissimmee
4.8 out of 5 average rating, 15 reviewsLuxury 2BR Condo W/ Console & Waterpark
Superhost
Condo in Kissimmee
5.0 out of 5 average rating, 13 reviewsRESORT (02) NEAR DISNEY PARKS
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 Accommodation & holiday rentals
- Anna Maria Island Accommodation & holiday rentals
- Sarasota Holiday rentals
- Tampa Holiday rentals
- Key West Holiday rentals
- Naples Accommodation & holiday rentals
- Miami Holiday rentals
- Miami Beach Accommodation & holiday rentals
- Fort Lauderdale Accommodation & holiday rentals
- Boca Raton Accommodation & holiday rentals
- West Palm Beach Holiday rentals
- Orlando Holiday rentals
- Monthly Rentals Kissimmee
- Kid-friendly rentals Kissimmee
- Villa rentals Kissimmee
- Rentals with lake access Kissimmee
- Apartment rentals Kissimmee
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- Waterfront rentals Kissimmee
- Rentals with a fireplace Kissimmee
- House rentals Kissimmee
- Hotel rentals Kissimmee
- Rentals with a hot tub Kissimmee
- Rentals with an EV charger Kissimmee
- Beachfront rentals Kissimmee
- Resort rentals Kissimmee
- Rentals with a washing machine and dryer Kissimmee
- Rentals with breakfast Kissimmee
- Rentals with outdoor seating Kissimmee
- Fitness-friendly rentals Kissimmee
- Rentals with beach access Kissimmee
- Tiny house rentals Kissimmee
- Rentals with a home theatre Kissimmee
- Rentals with an accessible height bed Kissimmee
- Pet-friendly rentals Kissimmee
- Cabin rentals Kissimmee
- Rentals with a sauna Kissimmee
- Serviced apartment rentals Kissimmee
- Rentals with an accessible height toilet Kissimmee
- Wheelchair accessible rentals Kissimmee
- Condo rentals Kissimmee
- Rentals with a patio Kissimmee
- Smoking-friendly rentals Kissimmee
- Rentals with pools Kissimmee
- Private suite rentals Kissimmee
- Rentals with a fire pit Kissimmee
- Townhouse rentals Kissimmee
- Rentals with a kayak Kissimmee
- Family-friendly rentals Kissimmee
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