
House holiday rentals in Kissimmee
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Top-rated house rentals in Kissimmee
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Holiday rentals for every style
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Popular amenities for house rentals in Kissimmee
House rentals with a pool

Pvt Pool/Grill - 2 Free Water Parks-15 Min Disney.

Kids Dream Themed Home! Near Disney/Universal ºoº

Minutes to Disney! Pvt Heated Pool. Sleeps 10

Kissimmee, Heated pool, Luxury

Large Private Home on Golf course by Disney

Star Wars Immersive Getaway | Unforgettable Stay

* Water View * Heated Pool * near Disney

Once Upon A DreamStay: *Luxury *Lakeview *Disney
Weekly house rentals

Modern Luxury 5BR Pool Movie+Game Rm @Encore 7770

2025 NEW 04BDR/Solara Resort /Near Disney

Josh & Megan’s Place

Your Dream Vacation—Disney Magic Brought to You!

vILLa wONDeRFUl | 12PpL| PooL | 15 MiN to Disney¡

Disney 6 bedroom Luxury Villa Arcade Pool Heat bbq

8Brdm, Game room, private pool, 9 miles to Disney

Ohana Lakeside Retreat
Private house rentals

Luxurious & Fun Family Gem: 10mi to Disney ~ Pool

Bowser’s Castle Retreat: Ultimate Vacation Stay

5Bd/ 5 Ba Sleeps 12! Storey Lake (4729 SH)

Private Ranch Style Home on Lake

The Magic Kingdom 9BR Resort Pool Home Near Disney

Luxury 4 Bedroom Home - Resort Access! Disney!

Magic Place | 15 Min Disney Park |Heated Pool |BBQ

2602SN - Stunning Home 5 Ensuites Near Disney
Quick stats about house rentals in Kissimmee
Total rentals
3.6K properties
Total number of reviews
99K reviews
Family-friendly rentals
3.1K properties are a good fit for families
Pet-friendly rentals
590 properties allow pets
Rentals with a pool
3.3K properties have a pool
Rentals with dedicated workspaces
1.8K properties have a dedicated workspace
Destinations to explore
- Seminole Holiday rentals
- Miami Holiday rentals
- Central Florida Holiday rentals
- Orlando Holiday rentals
- Saint Johns River Holiday rentals
- Gold Coast Holiday rentals
- Miami Beach Holiday rentals
- Fort Lauderdale Holiday rentals
- Tampa Holiday rentals
- Key West Holiday rentals
- Four Corners Holiday rentals
- Tampa Bay Holiday rentals
- Family-friendly rentals Kissimmee
- Apartment rentals Kissimmee
- Beach house rentals Kissimmee
- Rentals with breakfast Kissimmee
- Rentals with a sauna Kissimmee
- Rentals with an accessible-height toilet Kissimmee
- Rentals with a cinema Kissimmee
- Rentals with an accessible-height bed Kissimmee
- Rentals with lake access Kissimmee
- Pet-friendly rentals Kissimmee
- Fitness-friendly rentals Kissimmee
- Rentals with a washing machine and dryer Kissimmee
- Rentals with a hot tub Kissimmee
- Rentals with a fireplace Kissimmee
- Ski-in/ski-out rentals Kissimmee
- Rentals with a patio Kissimmee
- Smoking-friendly rentals Kissimmee
- Private suite rentals Kissimmee
- Guest house rentals Kissimmee
- Rentals with beach access Kissimmee
- Flat rentals Kissimmee
- Beachfront rentals Kissimmee
- Rentals with outdoor seating Kissimmee
- Rentals with pools Kissimmee
- Hotel rentals Kissimmee
- Tiny house rentals Kissimmee
- Resort rentals Kissimmee
- Mansion rentals Kissimmee
- Waterfront rentals Kissimmee
- Rentals with an EV charger Kissimmee
- Holiday home rentals Kissimmee
- Lakehouse rentals Kissimmee
- Rentals with a firepit Kissimmee
- Townhouse rentals Kissimmee
- Serviced apartment rentals Kissimmee
- Villa rentals Kissimmee
- Rentals with a kayak Kissimmee
- Cabin rentals Kissimmee
- Cottage rentals Kissimmee
- House rentals Osceola County
- House rentals Florida
- House rentals United States
- Universal Studios Florida
- Orange County Convention Center
- Universal Orlando Resort
- Universal's Volcano Bay
- SeaWorld Orlando
- Disney Springs
- Discovery Cove
- Old Town Kissimmee
- Disney's Animal Kingdom Theme Park
- Magic Kingdom Park
- Epcot
- ESPN Wide World of Sports
- Amway Center
- Reunion Resort Golf Courses - Palmer & Watson
- Aquatica
- Walt Disney World Resort Golf
- Island H2O Water Park
- Disney's Hollywood Studios
- Universal CityWalk
- ICON Park
- ChampionsGate Golf Club
- Southern Dunes Golf and Country Club
- Kissimmee Lakefront Park
- Universal's Islands of Adventure