
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
Top guest favourite

Home in Kissimmee
4.94 out of 5 average rating, 16 reviewsGorgeous 5BR @Encore next to Disney - 7710
Top guest favourite

Home in Kissimmee
4.91 out of 5 average rating, 34 reviewsVilla Resort Club
Guest favourite

Home in Kissimmee
5 out of 5 average rating, 9 reviews4561 Enchanted 9BD Kingdom Ideal for Large Groups
Guest favourite

Home in Kissimmee
5 out of 5 average rating, 7 reviewsNEW Luxury Villa Near Disney w/ Pool & Spa!
Guest favourite

Home in Kissimmee
4.92 out of 5 average rating, 26 reviews9148 Amazing house 6/5 W/Pool Solara Resort
Top guest favourite

Home in Kissimmee
5 out of 5 average rating, 11 reviewsLux 8BR@Encore Sleeps 20! Disney/Pool/Theater/Game
Superhost

Apartment in Kissimmee
4.83 out of 5 average rating, 6 reviewsModern resort condo close to amusement parks
Top guest favourite

Home in Kissimmee
5 out of 5 average rating, 33 reviewsImmersive Star Wars Experience | Private Pool
Quick stats about holiday rentals in Kissimmee
Total rentals
7.3K properties
Total number of reviews
251K reviews
Family-friendly rentals
6.1K 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
- Four Corners Holiday rentals
- Orlando Holiday rentals
- Central Florida Holiday rentals
- Saint Johns River Holiday rentals
- Tampa Holiday rentals
- Tampa Bay Holiday rentals
- St Petersburg Holiday rentals
- Seminole Holiday rentals
- Fort Lauderdale Holiday rentals
- Gold Coast Holiday rentals
- Miami Beach Holiday rentals
- Miami Holiday rentals
- Mansion rentals Kissimmee
- Rentals with a sauna Kissimmee
- Rentals with a fireplace Kissimmee
- Lakehouse rentals Kissimmee
- Rentals with pools Kissimmee
- Rentals with breakfast Kissimmee
- Rentals with lake access Kissimmee
- Cabin rentals Kissimmee
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- Hotel rentals Kissimmee
- Resort rentals Kissimmee
- Rentals with a cinema Kissimmee
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- Rentals with an accessible-height bed Kissimmee
- Rentals with a kayak Kissimmee
- Guest house rentals Kissimmee
- Villa rentals Kissimmee
- Flat rentals Kissimmee
- Tiny house rentals Kissimmee
- Private suite rentals Kissimmee
- Pet-friendly rentals Kissimmee
- Rentals with a patio Kissimmee
- Smoking-friendly rentals Kissimmee
- Family-friendly rentals Kissimmee
- Waterfront rentals Kissimmee
- Family-friendly rentals Kissimmee
- Rentals with an EV charger Kissimmee
- Rentals with an accessible-height toilet Kissimmee
- Rentals with a firepit Kissimmee
- Townhouse rentals Kissimmee
- Ski-in/ski-out rentals Kissimmee
- Rentals with a hot tub Kissimmee
- Fitness-friendly rentals Kissimmee
- Rentals with a washing machine and dryer Kissimmee
- Rentals with outdoor seating Kissimmee
- Rentals with beach access Kissimmee
- Serviced apartment rentals Kissimmee
- Apartment rentals Kissimmee
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- Universal Studios Florida
- Orange County Convention Center
- Universal's Volcano Bay
- Old Town Kissimmee
- Universal Orlando Resort
- Discovery Cove
- SeaWorld Orlando
- Disney's Animal Kingdom Theme Park
- Disney Springs
- ESPN Wide World of Sports
- Amway Center
- Magic Kingdom Park
- Epcot
- Aquatica
- Reunion West
- Walt Disney World Resort Golf
- Island H2O Water Park
- ChampionsGate Golf Club
- Blue Spring State Park
- Disney's Hollywood Studios
- Kissimmee Lakefront Park
- ICON Park
- Universal CityWalk
- Universal's Islands of Adventure