Holiday houses in Kissimmee
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Top-rated holiday rentals in Kissimmee
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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
Townhouse in Kissimmee
4.78 out of 5 average rating, 277 reviewsDisney on a Budget Townhome
Guest favourite
Cottage in Kissimmee
4.98 out of 5 average rating, 142 reviewsRunaway Beach Resort Pet Friendly: Magic Kingdom
Superhost
Apartment in Kissimmee
4.78 out of 5 average rating, 170 reviews1BR w/Kitchenette near AdventHealth Orlando
Guest favourite
Condo in Kissimmee
4.95 out of 5 average rating, 19 reviewsDisney Retreat
Guest favourite
Condo in Kissimmee
5.0 out of 5 average rating, 13 reviewsResort Oasis Near Disney World
Guest favourite
Tiny home in Kissimmee
4.98 out of 5 average rating, 51 reviewsLuxury Tiny Cottage. Only 5 miles from Disney!
Guest favourite
Townhouse in Kissimmee
5.0 out of 5 average rating, 22 reviewsAutumn Studio at Kissimmee
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 Holiday rentals
- Anna Maria Island Holiday rentals
- Sarasota Holiday rentals
- Tampa Holiday rentals
- Key West Holiday rentals
- Naples Holiday rentals
- Miami Holiday rentals
- Miami Beach Holiday rentals
- Fort Lauderdale Holiday rentals
- Boca Raton Holiday rentals
- West Palm Beach Holiday rentals
- Orlando Holiday rentals
- Rentals with a patio Kissimmee
- Smoking-friendly rentals Kissimmee
- Wheelchair accessible rentals Kissimmee
- Rentals with a sauna Kissimmee
- Waterfront rentals Kissimmee
- Rentals with beach access Kissimmee
- Rentals with a kayak Kissimmee
- Fitness-friendly rentals Kissimmee
- House rentals Kissimmee
- Kid-friendly rentals Kissimmee
- Condo rentals Kissimmee
- Apartment rentals Kissimmee
- Family-friendly rentals Kissimmee
- Private suite rentals Kissimmee
- Tiny house rentals Kissimmee
- Rentals with breakfast Kissimmee
- Beachfront rentals Kissimmee
- Cottage rentals Kissimmee
- Villa rentals Kissimmee
- Hotel rentals Kissimmee
- Rentals with an EV charger Kissimmee
- Rentals with a fireplace Kissimmee
- Rentals with outdoor seating Kissimmee
- Rentals with a fire pit Kissimmee
- Townhouse rentals Kissimmee
- Cabin rentals Kissimmee
- Monthly Rentals Kissimmee
- Serviced apartment rentals Kissimmee
- Rentals with a hot tub Kissimmee
- Rentals with a washing machine and dryer Kissimmee
- Rentals with an accessible height toilet Kissimmee
- Resort rentals Kissimmee
- Pet-friendly rentals Kissimmee
- Rentals with an accessible height bed Kissimmee
- Rentals with a home theatre Kissimmee
- Rentals with lake access Kissimmee
- Guesthouse rentals Kissimmee
- Rentals with pools Kissimmee
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