Holiday houses 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 Davenport
4.78 out of 5 average rating, 23 reviewsSolterra discount slps 18/7 bdm/GR/pool/spa5485
Guest favourite
Townhouse in Kissimmee
4.94 out of 5 average rating, 113 reviewsMeriggiare! Perfect for Disney Vacation! FREE WiFi
Superhost
Home in Davenport
5 out of 5 average rating, 4 reviewsNew! Windsor Island Resort with pool by Disney 03
Guest favourite
Townhouse in Kissimmee
4.93 out of 5 average rating, 182 reviewsBeautiful family home near all attractions.
Superhost
Home in Kissimmee
4.8 out of 5 average rating, 20 reviewsVacation Home with Pool & Spa near Disney
Superhost
Home in Kissimmee
5 out of 5 average rating, 7 reviewsAmazing townhouse in Champions Gate
Guest favourite
Home in Kissimmee
4.81 out of 5 average rating, 32 reviews2611-VP Beautiful 4 Bd Home, Lake View & Pool
Guest favourite
Home in Kissimmee
4.77 out of 5 average rating, 110 reviewsLovely T/H near Disney & Universal, Fits 8 people
Quick stats about holiday rentals in Kissimmee
Total rentals
7.3K properties
Total number of reviews
230K reviews
Family-friendly rentals
6.2K properties are a good fit for families
Pet-friendly rentals
1.1K properties allow pets
Rentals with a pool
6.6K properties have a pool
Rentals with dedicated workspaces
4K properties have a dedicated workspace
Destinations to explore
- St Petersburg Holiday rentals
- Daytona Beach Holiday rentals
- Siesta Key Holiday rentals
- Anna Maria Island Holiday rentals
- Sarasota Holiday rentals
- Tampa Holiday rentals
- Key West Holiday rentals
- Naples Holiday rentals
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- Miami Beach Holiday rentals
- Fort Lauderdale Holiday rentals
- Orlando Holiday rentals
- Resort rentals Kissimmee
- Rentals with a sauna Kissimmee
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- Smoking-friendly rentals Kissimmee
- Rentals with a fire pit Kissimmee
- Townhouse rentals Kissimmee
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- Rentals with a washing machine and dryer Kissimmee
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- Rentals with an accessible height bed Kissimmee
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- Rentals with beach access Kissimmee
- Rentals with an EV charger Kissimmee
- Rentals with an accessible height toilet Kissimmee
- Rentals with a fireplace Kissimmee
- Rentals with a kayak Kissimmee
- Guesthouse rentals Kissimmee
- Rentals with a home theatre Kissimmee
- Rentals with lake access Kissimmee
- Rentals with pools Kissimmee
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