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

2025 NEW Home 04 Bedrooms At Storey Lake

15BR Disney Villa, Pool, Game Room, sleeps 34

Modern Orlando Lake House! POOL-SPA & Game Room!

2025 NEWThemed 08 Bedrooms At Windsor Cay

Awesome Vacation Home w/ Private Heated Pool/Spa

2362 SW 6BD - Amazing Sunny Pool - Near Disney

Adult Luxury - Magic for Families!

Island 1
Weekly house rentals

contemporary home w/ private pool, near parks

Magical Getaway-Your Home Away from Home!

NEW Luxury Villa Near Disney w/ Pool & Spa!

Cozy Spacious Pool Home Oasis - Pride of Ownership

Jeremy’s Windsor Hills Resort Home near Disney

6 BD/ 5 BA Sleeps 15! Champions Gate! (8997 PT)

Your Dream Vacation—Disney Magic Brought to You!

3 BR Private Pool Home
Private house rentals

Amazing Water View and Theme rooms Storey Lake

Sweet vacation home.

Lakefront Villa-10min to Disney!

Serene 4BR Pool Home Near Disney

Cozy Home close to Disney with a Heated pool!

Lakeview 8BR Pool, Spa & Themed Rooms-Windsor West

Magical Orlando Getaway Awaits!

Family & Pet Friendly near Disney & Legoland. Pool
Quick stats about house rentals in Kissimmee
Total rentals
3.5K properties
Total number of reviews
95K reviews
Family-friendly rentals
3K properties are a good fit for families
Pet-friendly rentals
590 properties allow pets
Rentals with a pool
3.2K properties have a pool
Rentals with dedicated workspaces
1.9K properties have a dedicated workspace
Destinations to explore
- Seminole Vacation rentals
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- Mansion rentals Kissimmee
- Rentals with a hot tub Kissimmee
- Serviced apartment rentals Kissimmee
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- Townhouse rentals Kissimmee
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- Rentals with an accessible height bed Kissimmee
- Resort rentals Kissimmee
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- Rentals with a sauna Kissimmee
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- Family-friendly rentals Kissimmee
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- Ski-in/ski-out rentals Kissimmee
- Rentals with pools Kissimmee
- Cabin rentals Kissimmee
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- Cottage rentals Kissimmee
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- Rentals with a home theater Kissimmee
- Rentals with breakfast Kissimmee
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- Rentals with an EV charger Kissimmee
- Waterfront rentals Kissimmee
- Rentals with a patio Kissimmee
- Smoking-friendly rentals Kissimmee
- Condo rentals Kissimmee
- Hotel rentals Kissimmee
- Rentals with an accessible height toilet Kissimmee
- Rentals with lake access Kissimmee
- Private suite rentals Kissimmee
- Rentals with a kayak Kissimmee
- Pet-friendly rentals Kissimmee
- Beachfront rentals Kissimmee
- Rentals with a washer and dryer 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
- Old Town Kissimmee
- Discovery Cove
- Disney Springs
- Disney's Animal Kingdom Theme Park
- Magic Kingdom Park
- ESPN Wide World of Sports
- Epcot
- Amway Center
- Aquatica
- Walt Disney World Resort Golf
- Island H2O Water Park
- Disney's Hollywood Studios
- Universal CityWalk
- ChampionsGate Golf Club
- ICON Park
- Kissimmee Lakefront Park
- Southern Dunes Golf and Country Club
- Universal's Islands of Adventure
- Crayola Experience