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
Townhouse in Kissimmee
4.92 out of 5 average rating, 229 reviewsBeautiful Farm House Decor near Disney, Sleeps 6
Guest favourite
Townhouse in Kissimmee
4.97 out of 5 average rating, 177 reviewsResort-style home close to Disney with jacuzzi
Guest favourite
Guest suite in Orlando
4.99 out of 5 average rating, 126 reviewsBeautiful studio with pool & close to attractions!
Guest favourite
Guest suite in Orlando
4.97 out of 5 average rating, 385 reviewsVacation & Oasis Mood with #1 location - Pool
Guest favourite
Tiny home in Kissimmee
4.89 out of 5 average rating, 234 reviewsShells Cottage, beautiful decor, for 2 near Disney
Superhost
Apartment in Kissimmee
4.92 out of 5 average rating, 12 reviewsLuxury 2BR Condo W/ Console & Waterpark
Superhost
Tiny home in Kissimmee
5.0 out of 5 average rating, 4 reviewsSunny Cozy Fun Home @ Disney!
Guest favourite
Apartment in Kissimmee
5.0 out of 5 average rating, 13 reviewsResort Oasis Near Disney World
Quick stats about holiday rentals in Kissimmee
Total rentals
7.3T properties
Rentals with dedicated workspaces
3.6T properties have a dedicated workspace
Rentals with a pool
6.6T properties have a pool
Pet-friendly rentals
1T properties allow pets
Family-friendly rentals
6.3T properties are a good fit for families
Total number of reviews
2.1L 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
- House rentals Kissimmee
- Cottage rentals Kissimmee
- Resort rentals Kissimmee
- Rentals with a cinema Kissimmee
- Rentals with an EV charger Kissimmee
- Rentals with a patio Kissimmee
- Smoking-friendly rentals Kissimmee
- Rentals with a hot tub Kissimmee
- Beachfront rentals Kissimmee
- Rentals with a firepit Kissimmee
- Townhouse rentals Kissimmee
- Flat rentals Kissimmee
- Family-friendly rentals Kissimmee
- Villa rentals Kissimmee
- Cabin rentals Kissimmee
- Rentals with breakfast Kissimmee
- Tiny house rentals Kissimmee
- Rentals with a sauna Kissimmee
- Waterfront rentals Kissimmee
- Rentals with a kayak Kissimmee
- Serviced apartment rentals Kissimmee
- Rentals with pools Kissimmee
- Rentals with a fireplace Kissimmee
- Rentals with beach access Kissimmee
- Rentals with outdoor seating Kissimmee
- Pet-friendly rentals Kissimmee
- Private suite rentals Kissimmee
- Monthly Rentals Kissimmee
- Rentals with a washing machine and dryer Kissimmee
- Guest house rentals Kissimmee
- Rentals with an accessible-height bed Kissimmee
- Apartment rentals Kissimmee
- Rentals with an accessible-height toilet Kissimmee
- Family-friendly rentals Kissimmee
- Hotel rentals Kissimmee
- Fitness-friendly rentals Kissimmee
- Rentals with lake access Kissimmee
- Wheelchair-accessible rentals Kissimmee
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