
Holiday rentals in Kissimmee
Find and book unique accommodation on Airbnb
Top-rated holiday rentals in Kissimmee
Guests agree: these stays are highly rated for location, cleanliness and more.
0 of 0 items showing
1 of 3 pages
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 Kissimmee
4.96 out of 5 average rating, 46 reviews2545 - 5 Bedrooms w/ Pool & Water Park included
Top guest favourite

Flat in Orlando
5 out of 5 average rating, 42 reviewsCharming King Suite, Near Universal & Pet-Friendly
Top guest favourite

Guest house in Kissimmee
5 out of 5 average rating, 17 reviewsOrlando Private Tiny Guest House
Top guest favourite

Home in Kissimmee
4.95 out of 5 average rating, 37 reviews"Wish"Lake House-Gameroom, Theater, and Disney
Guest favourite

Home in Kissimmee
5 out of 5 average rating, 12 reviewsMagical Cozy Mickey Dream Villa with Pool
Top guest favourite

Home in Kissimmee
5 out of 5 average rating, 18 reviewsKissimmee, Heated pool, Luxury
Top guest favourite

Home in Four Corners
5 out of 5 average rating, 86 reviews*NEW* Space Odyssey: Pool, Spa, Cinema, Games+PS5
Guest favourite

Home in Kissimmee
4.93 out of 5 average rating, 30 reviewsLakefront 9BR Resort Pool Home Near Disney World
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
- Seminole Holiday rentals
- Central Florida Holiday rentals
- Miami Holiday rentals
- Saint Johns River Holiday rentals
- Orlando Holiday rentals
- Gold Coast Holiday rentals
- Miami Beach Holiday rentals
- Fort Lauderdale Holiday rentals
- Tampa Holiday rentals
- Four Corners Holiday rentals
- Key West Holiday rentals
- Tampa Bay Holiday rentals
- Beachfront rentals Kissimmee
- House rentals Kissimmee
- Mansion rentals Kissimmee
- Waterfront rentals Kissimmee
- Rentals with a fireplace Kissimmee
- Rentals with breakfast Kissimmee
- Rentals with a cinema Kissimmee
- Serviced apartment rentals Kissimmee
- Flat rentals Kissimmee
- Hotel rentals Kissimmee
- Cabin rentals Kissimmee
- Tiny house rentals Kissimmee
- Rentals with a washing machine and dryer Kissimmee
- Rentals with an EV charger Kissimmee
- Rentals with an accessible-height toilet Kissimmee
- Lakehouse rentals Kissimmee
- Apartment rentals Kissimmee
- Rentals with pools Kissimmee
- Family-friendly rentals Kissimmee
- Rentals with an accessible-height bed Kissimmee
- Villa rentals Kissimmee
- Rentals with a sauna Kissimmee
- Ski-in/ski-out rentals Kissimmee
- Rentals with a kayak Kissimmee
- Rentals with a patio Kissimmee
- Smoking-friendly rentals Kissimmee
- Rentals with a firepit Kissimmee
- Townhouse rentals Kissimmee
- Rentals with lake access Kissimmee
- Cottage rentals Kissimmee
- Rentals with beach access Kissimmee
- Private suite rentals Kissimmee
- Fitness-friendly rentals Kissimmee
- Holiday home rentals Kissimmee
- Rentals with a hot tub Kissimmee
- Guest house rentals Kissimmee
- Pet-friendly rentals Kissimmee
- Resort rentals Kissimmee
- Rentals with outdoor seating Kissimmee
- Universal Studios Florida
- Orange County Convention Center
- Universal Orlando Resort
- Universal's Volcano Bay
- Old Town Kissimmee
- SeaWorld Orlando
- Discovery Cove
- Disney Springs
- Disney's Animal Kingdom Theme Park
- ESPN Wide World of Sports
- Magic Kingdom Park
- Epcot
- Amway Center
- Aquatica
- Island H2O Water Park
- Walt Disney World Resort Golf
- Disney's Hollywood Studios
- ChampionsGate Golf Club
- ICON Park
- Universal CityWalk
- Kissimmee Lakefront Park
- Southern Dunes Golf and Country Club
- Universal's Islands of Adventure
- Crayola Experience