Holiday houses in Kissimmee
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Top-rated holiday rentals in Kissimmee
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Holiday rentals for every style
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Popular amenities for Kissimmee holiday rentals
Other great holiday rentals in Kissimmee
Condo in Kissimmee
4.97 out of 5 average rating, 160 reviewsNew Lovely 3-bedroom Condo 5 minutes from Disney’s
23 – 30 Sept
Home in Kissimmee
4.9 out of 5 average rating, 294 reviewsFamily Home minutes from Disney!
5 – 12 Sept
Cottage in Davenport
4.92 out of 5 average rating, 129 reviews$79! Cozy Cottage + Outdoor Fun -Close to Disney!
3 – 10 June
Condo in Kissimmee
4.91 out of 5 average rating, 371 reviewsNewly Renovated 3/2 close to Disney parks
1 – 8 Dec
Home in Kissimmee
4.86 out of 5 average rating, 73 reviewsPrívate Pool with a breathtaking lake view
2 – 7 June
Tiny home in Kissimmee
4.98 out of 5 average rating, 48 reviewsLuxury Tiny Cottage. Only 5 miles from Disney!
25 Mar – 1 Apr
Condo in Kissimmee
4.95 out of 5 average rating, 20 reviewsLuxury Condo near Disney & Universal with King Bed
22 – 29 May
Guest suite in Kissimmee
4.93 out of 5 average rating, 15 reviewsCharming One Bedroom Efficiency
25 June – 2 July
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 Accommodation & holiday rentals
- Anna Maria Island Accommodation & holiday rentals
- Sarasota Holiday rentals
- Tampa Holiday rentals
- Key West Holiday rentals
- Naples Accommodation & holiday rentals
- Miami Holiday rentals
- Miami Beach Accommodation & holiday rentals
- Fort Lauderdale Accommodation & holiday rentals
- Boca Raton Accommodation & holiday rentals
- West Palm Beach Holiday rentals
- Orlando Holiday rentals
- Pet-friendly rentals Kissimmee
- Family-friendly rentals Kissimmee
- Rentals with a kayak Kissimmee
- Villa rentals Kissimmee
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- Kid-friendly rentals Kissimmee
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- Hotel rentals Kissimmee
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- Wheelchair accessible rentals Kissimmee
- Rentals with a fire pit Kissimmee
- Rentals with beach access Kissimmee
- Rentals with a home theatre Kissimmee
- Tiny house rentals Kissimmee
- Rentals with pools Kissimmee
- Rentals with a washing machine and dryer Kissimmee
- Cottage rentals Kissimmee
- Rentals with a fireplace Kissimmee
- Rentals with an accessible height toilet Kissimmee
- Rentals with an accessible height bed Kissimmee
- Rentals with a hot tub Kissimmee
- Apartment rentals Kissimmee
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- Rentals with a patio Kissimmee
- Guesthouse rentals Kissimmee
- Condo rentals Kissimmee
- Rentals with outdoor seating Kissimmee
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- Serviced apartment rentals Kissimmee
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