
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

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

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

Beautiful stylish Home in Davenport

Stylish Villa Private Pool-SPA Near Parks Disney!

Pool House in Kissimmee

Retreat Race

4BR-2KingMasters-SPA-Private Pool-Remodeled

Family Home Gated 10 Beds Pool Disney 7 miles.
Weekly house rentals

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

9001-WW 5 Bedroom ALL Suites Pool Home

SUPER WOW- 8BDR|6BAs w/POOL & SICK LAKE VIEWs!

Brand NEW 10Bdrms/7Bath At Windsor Island

LARGE 6 BDR Home | Private Pool | Close to Disney

5BD Windsor Westside Private Pool (WW 9025)

3/2 Family Home, climatized Pool and Sunset Views

BRAND NEW 10Bedrms/Sleeps22 At Windsor Island
Private house rentals

3840 Supreme Trendy Place

Dream vacation, near Disney

Vacation home

Themed rooms/ private pool Mins to attractions

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

Pelican House

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

Quiet Cozy Haven
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
- Family-friendly rentals Kissimmee
- Rentals with a firepit Kissimmee
- Townhouse rentals Kissimmee
- Rentals with a fireplace Kissimmee
- Rentals with beach access Kissimmee
- Cabin rentals Kissimmee
- Serviced apartment rentals Kissimmee
- Waterfront rentals Kissimmee
- Villa rentals Kissimmee
- Hotel rentals Kissimmee
- Mansion rentals Kissimmee
- Rentals with a washing machine and dryer Kissimmee
- Rentals with an accessible-height bed Kissimmee
- Fitness-friendly rentals Kissimmee
- Flat rentals Kissimmee
- Rentals with pools Kissimmee
- Rentals with a kayak Kissimmee
- Resort rentals Kissimmee
- Rentals with an EV charger Kissimmee
- Rentals with outdoor seating Kissimmee
- Rentals with a cinema Kissimmee
- Ski-in/ski-out rentals Kissimmee
- Apartment rentals Kissimmee
- Rentals with breakfast Kissimmee
- Family-friendly rentals Kissimmee
- Rentals with a sauna Kissimmee
- Rentals with an accessible-height toilet Kissimmee
- Private suite rentals Kissimmee
- Tiny house rentals Kissimmee
- Rentals with a hot tub Kissimmee
- Beachfront rentals Kissimmee
- Pet-friendly rentals Kissimmee
- Rentals with lake access Kissimmee
- Cottage rentals Kissimmee
- Rentals with a patio Kissimmee
- Smoking-friendly rentals Kissimmee
- House rentals Osceola County
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- House Rentals with a Pool United States
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- Apartments with a Hot Tub United States
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- 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
- Discovery Cove
- Disney's Animal Kingdom Theme Park
- Reunion Resort Golf Courses - Palmer & Watson
- SeaWorld Orlando
- Disney Springs
- Universal Orlando Resort
- ESPN Wide World of Sports
- Amway Center
- Reunion West
- Epcot
- ChampionsGate Golf Club
- Kissimmee Lakefront Park
- Magic Kingdom Park
- Disney's Hollywood Studios
- Aquatica
- Universal's Islands of Adventure
- Blue Spring State Park
- Island H2O Water Park
- ICON Park
- Walt Disney World Resort Golf
- Things to do Kissimmee
- Things to do Osceola County
- Things to do Florida
- Art and culture Florida
- Sports activities Florida
- Entertainment Florida
- Nature and outdoors Florida
- Tours Florida
- Wellness Florida
- Food and drink Florida
- Sightseeing Florida
- Things to do United States
- Sightseeing United States
- Art and culture United States
- Entertainment United States
- Sports activities United States
- Food and drink United States
- Tours United States
- Nature and outdoors United States
- Wellness United States