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
Cottage in Kissimmee
4.98 out of 5 average rating, 140 reviewsRunaway Beach Resort Pet Friendly: Magic Kingdom
20–27 Nov
$187 SGD per night
Guest favourite
Flat in Kissimmee
4.95 out of 5 average rating, 134 reviewsLovely one bedroom apartment.
28 Sep – 5 Oct
$124 SGD per night
Guest favourite
Cottage in Davenport
4.92 out of 5 average rating, 130 reviews$79! Cozy Cottage + Outdoor Fun -Close to Disney!
19–26 Jul
$131 SGD per night
Guest favourite
Home in Kissimmee
4.9 out of 5 average rating, 294 reviewsFamily Home minutes from Disney!
26 Oct – 2 Nov
$166 SGD per night
Guest favourite
Apartment in Kissimmee
4.95 out of 5 average rating, 19 reviewsDisney Retreat
22–29 Sep
$126 SGD per night
Guest favourite
Apartment in Kissimmee
4.91 out of 5 average rating, 79 reviews2BD/2BA Brand-new condo near Disney World #119
27 Sep – 4 Oct
$164 SGD per night
Guest favourite
Tiny home in Orlando
5.0 out of 5 average rating, 17 reviews3D Printed Micro House - *20 mins EAST of airport*
12–19 Aug
$114 SGD per night
Guest favourite
Flat in Orlando
4.89 out of 5 average rating, 9 reviewsElegant Dreamscape | Sea World. Fitness Room
22–29 Aug
$119 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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- Sarasota Holiday rentals
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- 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
- Waterfront rentals Kissimmee
- Rentals with a kayak Kissimmee
- Villa rentals Kissimmee
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- Private suite rentals Kissimmee
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- Flat rentals Kissimmee
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- Tiny house rentals Kissimmee
- Serviced apartment rentals Kissimmee
- Rentals with lake access Kissimmee
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- Hotel rentals Kissimmee
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