
House holiday rentals in Kissimmee
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Top-rated house rentals in Kissimmee
Guests agree: these houses are highly rated for location, cleanliness and more.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for house rentals in Kissimmee
House rentals with a pool

Amazing Water View and Theme rooms Storey Lake

5BD/ 5 BA Sleeps 14! Sonoma Resort (2677 CA)

7 Bd/ 5.5 Ba Sleeps 15! Windsor Cay (16202TW)

NEW Luxury 8 Bedrooms/Sleep 28/Themed Room

Ultimate Adventure Villa Top Rated 5 Star Disney m

Entire Private Vacation Pool Home Near Disney

8993-WW 5 Bedroom ALL Suites Pool Home

"Vista Lago"Hotel Amenities/lake view,private pool
Weekly house rentals

2774 - 5BD-5BA - Storey Lake - Cozy Familiar Home

Charming vacation villa on resort w/private pool

Mickey's Lakefront Villa at Sunset Lakes

“Casa Del Sol”

Themed Pool Home Near Disney

Wonderful House Close to Disney

*Modern condo on resort. No fees 15-Min to Disney*

Dreamy Waterside Villa | Heated Pool & Near Disney
Private house rentals

5BR Home w/ Game & Themed Rooms at Champions Gate

10 Min to Disney |Themed | Sauna | Pool | Golf Sim

7462 Magic Village new 4 suites near Disney/ 192

Moana-Theme| Pet Friendly| Hotub | Disney |Sleep12

Private Ranch Style Home on Lake

X-Magnificent 9BR-Sleeps 23-w/Pool 5mile to Disney

Cozy Davenport Escape

Minutes to Disney! Pvt Heated Pool. Sleeps 10
Quick stats about house rentals in Kissimmee
Total rentals
3.5K properties
Total number of reviews
91K reviews
Family-friendly rentals
3K properties are a good fit for families
Pet-friendly rentals
580 properties allow pets
Rentals with a pool
3.1K properties have a pool
Rentals with dedicated workspaces
1.8K 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
- Rentals with a kayak Kissimmee
- Rentals with an accessible-height toilet Kissimmee
- Family-friendly rentals Kissimmee
- Rentals with a cinema Kissimmee
- Cottage rentals Kissimmee
- Rentals with pools Kissimmee
- Waterfront rentals Kissimmee
- Apartment rentals Kissimmee
- Beachfront rentals Kissimmee
- Resort rentals Kissimmee
- Rentals with an EV charger Kissimmee
- Rentals with breakfast Kissimmee
- Fitness-friendly rentals Kissimmee
- Rentals with lake access Kissimmee
- Villa rentals Kissimmee
- Cabin rentals Kissimmee
- Family-friendly rentals Kissimmee
- Rentals with a patio Kissimmee
- Smoking-friendly rentals Kissimmee
- Private suite rentals Kissimmee
- Rentals with beach access Kissimmee
- Ski-in/ski-out rentals Kissimmee
- Pet-friendly rentals Kissimmee
- Flat rentals Kissimmee
- Lakehouse rentals Kissimmee
- Hotel rentals Kissimmee
- Mansion rentals Kissimmee
- Guest house rentals Kissimmee
- Rentals with a sauna Kissimmee
- Rentals with a washing machine and dryer Kissimmee
- Rentals with a firepit Kissimmee
- Townhouse rentals Kissimmee
- Rentals with a hot tub Kissimmee
- Rentals with a fireplace Kissimmee
- Rentals with an accessible-height bed Kissimmee
- Tiny house rentals Kissimmee
- Rentals with outdoor seating Kissimmee
- Serviced apartment rentals Kissimmee
- House rentals Osceola County
- House rentals Florida
- House rentals United States
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- Houseboats United States
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- Farm Houses United States
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- Luxury Cabins United Kingdom
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- Holiday Chalets United Kingdom
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- Holiday Apartments Australia
- Holiday Houses United States
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- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
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- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
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- Beach Cabins United States
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- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom
- 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
- Epcot
- Magic Kingdom Park
- Aquatica
- Reunion West
- Walt Disney World Resort Golf
- ChampionsGate Golf Club
- Island H2O Water Park
- Kissimmee Lakefront Park
- Disney's Hollywood Studios
- Blue Spring State Park
- ICON Park
- Universal CityWalk
- Universal's Islands of Adventure