
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

Luxury Poolside Escape w/ Pergola & Spacious Yard

Private pool home near Downtown

The Shire -Private Pool & Hot Tub, Close to parks!

Pool-Jacuzzi & Palm Trees/ 8 Universal/ 15 Disney

Beautiful stylish Home in Davenport

Retreat Race

4BR-2KingMasters-Private Pool-Spa*-Fully Remodeled

Lake Vista Getaway
Weekly house rentals

Pet-Friendly Bungalow Near Downtown Orlando

969T-Single Storey House 20 min from Disney 4 bed

Weekly Discount!8Br/6Ba Villa-Pool-Near Disney

9001-WW 5 Bedroom ALL Suites Pool Home

5BD Windsor Westside Private Pool (WW 9025)

Family-Friendly 3BR Home w/ Pool Beautiful Sunsets

BRAND NEW 10Bedrms/Sleeps22 At Windsor Island

Spacious 4BR Near All Florida Attractions!
Private house rentals

Jas Vacation Home

Family house w/free WiFi, near Disney & Champion G

Private Haven: Free Pool Heat & BBQ/5Bedroom/4.5Ba

Pelican House

Sleeps 10 * House + Apt *Pool*Near Disney*GolfView

GIVE DISNEY FLORIDA 3/2

318 BD - Disney Dream House

Entire House Davenport My Dream House
Quick stats about house rentals in Kissimmee
Total rentals
3.4K properties
Total number of reviews
88K reviews
Family-friendly rentals
3K properties are a good fit for families
Pet-friendly rentals
590 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
- Family-friendly rentals Kissimmee
- Flat rentals Kissimmee
- Rentals with a patio Kissimmee
- Smoking-friendly rentals Kissimmee
- Rentals with breakfast Kissimmee
- Serviced apartment rentals Kissimmee
- Fitness-friendly rentals Kissimmee
- Cottage rentals Kissimmee
- Rentals with a kayak Kissimmee
- Rentals with a fireplace Kissimmee
- Cabin rentals Kissimmee
- Pet-friendly rentals Kissimmee
- Rentals with a hot tub Kissimmee
- Rentals with an accessible-height toilet Kissimmee
- Rentals with a sauna Kissimmee
- Rentals with an EV charger Kissimmee
- Mansion rentals Kissimmee
- Family-friendly rentals Kissimmee
- Rentals with pools Kissimmee
- Rentals with lake access Kissimmee
- Resort rentals Kissimmee
- Hotel rentals Kissimmee
- Rentals with a washing machine and dryer Kissimmee
- Waterfront rentals Kissimmee
- Rentals with a firepit Kissimmee
- Townhouse rentals Kissimmee
- Tiny house rentals Kissimmee
- Rentals with an accessible-height bed Kissimmee
- Apartment rentals Kissimmee
- Private suite rentals Kissimmee
- Beachfront rentals Kissimmee
- Villa rentals Kissimmee
- Ski-in/ski-out rentals Kissimmee
- Rentals with a cinema Kissimmee
- Rentals with outdoor seating Kissimmee
- Rentals with beach access Kissimmee
- House rentals Osceola County
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- Universal Studios Florida
- Orange County Convention Center
- Old Town Kissimmee
- Universal's Volcano Bay
- Reunion Resort Golf Courses - Palmer & Watson
- Disney's Animal Kingdom Theme Park
- Discovery Cove
- Disney Springs
- SeaWorld Orlando
- Cocoa Beach Pier
- ESPN Wide World of Sports
- Reunion West
- Amway Center
- Kissimmee Lakefront Park
- Universal Orlando Resort
- ChampionsGate Golf Club
- Universal's Islands of Adventure
- Epcot
- Disney's Hollywood Studios
- Ventura Country Club
- Blue Spring State Park
- Magic Kingdom Park
- Harry Potter and the Escape from Gringotts™
- ICON Park
- Things to do Kissimmee
- Food and drink Kissimmee
- Things to do Osceola County
- Food and drink Osceola County
- Things to do Florida
- Sports activities Florida
- Sightseeing Florida
- Wellness Florida
- Entertainment Florida
- Art and culture Florida
- Tours Florida
- Food and drink Florida
- Nature and outdoors Florida
- Things to do United States
- Tours United States
- Entertainment United States
- Nature and outdoors United States
- Art and culture United States
- Sports activities United States
- Food and drink United States
- Wellness United States
- Sightseeing United States