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
Apartment in Kissimmee
4.97 out of 5 average rating, 160 reviewsNew Lovely 3-bedroom Condo 5 minutes from Disney’s
23–30 Sep
$150 SGD per night
Guest favourite
Home in Kissimmee
4.9 out of 5 average rating, 294 reviewsFamily Home minutes from Disney!
5–12 Sep
$159 SGD per night
Guest favourite
Cottage in Davenport
4.92 out of 5 average rating, 129 reviews$79! Cozy Cottage + Outdoor Fun -Close to Disney!
3–10 Jun
$129 SGD per night
Guest favourite
Apartment in Kissimmee
4.91 out of 5 average rating, 371 reviewsNewly Renovated 3/2 close to Disney parks
1–8 Dec
$146 SGD 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
$236 SGD per night
Guest favourite
Tiny home in Kissimmee
4.98 out of 5 average rating, 48 reviewsLuxury Tiny Cottage. Only 5 miles from Disney!
25 Mar – 1 Apr
$139 SGD per night
Guest favourite
Apartment in Kissimmee
4.95 out of 5 average rating, 20 reviewsLuxury Condo near Disney & Universal with King Bed
22–29 May
$162 SGD per night
Guest favourite
Guest suite in Kissimmee
4.93 out of 5 average rating, 14 reviewsCharming One Bedroom Efficiency
25 Jun – 2 Jul
$92 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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- Miami Beach Holiday rentals
- Fort Lauderdale Holiday rentals
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- 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
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- 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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