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
Home in Kissimmee
4.84 out of 5 average rating, 205 reviews3 bedroom Villa in Kissimmee
6–13 Mar
₹10,008 per night
Guest favourite
Guest house in Orlando
5.0 out of 5 average rating, 162 reviewsTreehouse Inn Downtown Orlando, 2 bedrooms 2 bath
3–10 Jul
₹10,084 per night
Guest favourite
Home in Kissimmee
4.9 out of 5 average rating, 294 reviewsFamily Home minutes from Disney!
18–25 Sep
₹9,717 per night
Guest favourite
Home in Winter Garden
4.92 out of 5 average rating, 166 reviewsCozy Winter Garden Home 20 MINUTES FROM DISNEY
12–19 Aug
₹8,936 per night
Guest favourite
Guest suite in Orlando
4.99 out of 5 average rating, 339 reviewsSunny Resort Style - Pool & central location ☀️
26 Sep – 3 Oct
₹10,050 per night
Guest favourite
Home in Kissimmee
4.86 out of 5 average rating, 73 reviewsPrívate Pool with a breathtaking lake view
2–7 Jun
₹14,451 per night
Superhost
Flat in Kissimmee
4.76 out of 5 average rating, 134 reviews1BR w/Kitchenette near AdventHealth Orlando
7–14 Nov
₹10,576 per night
Guest favourite
Tiny home in Kissimmee
4.98 out of 5 average rating, 48 reviewsLuxury Tiny Cottage. Only 5 miles from Disney!
20–27 Mar
₹8,632 per night
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
- Rentals with pools Kissimmee
- Rentals with a kayak Kissimmee
- Rentals with a sauna Kissimmee
- Rentals with an accessible-height toilet Kissimmee
- Guest house rentals Kissimmee
- Townhouse rentals Kissimmee
- Private suite rentals Kissimmee
- Waterfront rentals Kissimmee
- Fitness-friendly rentals Kissimmee
- Cabin rentals Kissimmee
- Pet-friendly rentals Kissimmee
- Family-friendly rentals Kissimmee
- Hotel rentals Kissimmee
- Flat rentals Kissimmee
- Rentals with beach access Kissimmee
- Rentals with a cinema Kissimmee
- Wheelchair-accessible rentals Kissimmee
- Rentals with a fireplace Kissimmee
- Apartment rentals Kissimmee
- Rentals with outdoor seating Kissimmee
- Serviced apartment rentals Kissimmee
- Rentals with a patio Kissimmee
- Rentals with an EV charger Kissimmee
- House rentals Kissimmee
- Rentals with an accessible-height bed Kissimmee
- Cottage rentals Kissimmee
- Rentals with a firepit Kissimmee
- Resort rentals Kissimmee
- Beachfront rentals Kissimmee
- Rentals with lake access Kissimmee
- Villa rentals Kissimmee
- Rentals with a hot tub Kissimmee
- Tiny house rentals Kissimmee
- Family-friendly rentals Kissimmee
- Rentals with a washing machine and dryer Kissimmee
- Monthly Rentals Kissimmee
- Rentals with breakfast Kissimmee
- Smoking-friendly rentals Kissimmee
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