
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 Kissimmee house rentals
House rentals with a pool

South Facing Pool Home! 5 Miles from Disney

NEW| Disney Theme | Heated Pool

Luxury Sanctuary❤ Heated Pool ❤ 15 min to Disney

3 Arcade Systems, Minutes to Theme Parks, Hot Tub

Kissimmee/20 min to Disney/Private Heated Pool

2841ST-Amazing home in the BEST resort near Disney

4420 Le Reve 4BDRM townhouse close to Disney

Serenity W/ a splash of Disney!Short drive 10Mile
Weekly house rentals

Bowser’s Castle Retreat: Ultimate Vacation Stay

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

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

7462 Magic Village new 4 suites near Disney/ 192

Private Ranch Style Home on Lake

"Relax in Oasis with 5 BR, Game Room & Heated Pool

3BR 3BA - Modern Home closet to Disney | No Carpet

The Lake House / Near Disney
Private house rentals

Epic Luxe Home W/Free Water Park/ 10 Miles Disney!

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

Serene Pool Home in Storey Lakes Resort

Gorgeous 5BR @ Encore Next to Disney - 305

Magnific w/pool & crib-FREE Water Park near Disney

Luxurious 9BR Home with Spa at Storey Lake Resort

Ultimate Adventure Villa Top Rated 5 Star Disney m

Mickey’s Lakeside Villa w/ pool near Disney!
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
- Apartment rentals Kissimmee
- Rentals with pools Kissimmee
- Kid-friendly rentals Kissimmee
- Rentals with a patio Kissimmee
- Smoking-friendly rentals Kissimmee
- Rentals with a home theatre Kissimmee
- Private suite rentals Kissimmee
- Pet-friendly rentals Kissimmee
- Ski-in/ski-out rentals Kissimmee
- Condo rentals Kissimmee
- Hotel rentals Kissimmee
- Rentals with outdoor seating Kissimmee
- Fitness-friendly rentals Kissimmee
- Rentals with a fire pit Kissimmee
- Townhouse rentals Kissimmee
- Villa rentals Kissimmee
- Rentals with an EV charger Kissimmee
- Family-friendly rentals Kissimmee
- Tiny house rentals Kissimmee
- Cabin rentals Kissimmee
- Rentals with a kayak Kissimmee
- Rentals with a hot tub Kissimmee
- Cottage rentals Kissimmee
- Beachfront rentals Kissimmee
- Rentals with breakfast Kissimmee
- Serviced apartment rentals Kissimmee
- Lakehouse rentals Kissimmee
- Rentals with an accessible height bed Kissimmee
- Mansion rentals Kissimmee
- Rentals with an accessible height toilet Kissimmee
- Resort rentals Kissimmee
- Rentals with a sauna Kissimmee
- Rentals with beach access Kissimmee
- Rentals with a washing machine and dryer Kissimmee
- Rentals with lake access Kissimmee
- Waterfront rentals Kissimmee
- Rentals with a fireplace Kissimmee
- House rentals Osceola County
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- House Rentals with a Pool United States
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- Universal Studios Florida
- Orange County Convention Center
- Universal's Volcano Bay
- Old Town Kissimmee
- Discovery Cove
- Universal Orlando Resort
- SeaWorld Orlando
- Disney's Animal Kingdom Theme Park
- Disney Springs
- ESPN Wide World of Sports
- Amway Center
- Epcot
- Magic Kingdom Park
- Reunion West
- Aquatica
- ChampionsGate Golf Club
- Disney's Hollywood Studios
- Kissimmee Lakefront Park
- Walt Disney World Resort Golf
- Island H2O Water Park
- Blue Spring State Park
- ICON Park
- Universal CityWalk
- Universal's Islands of Adventure