
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 Kissimmee house rentals
House rentals with a pool

Gorgeous 5BR @Encore next to Disney - 7710

No Airbnb Fees! Home Pvt Pool/SPA in Resort 244381

NEW Luxury 8 Bedrooms/Sleep 28/Themed Room

Paradise Suite

Luxury Sanctuary❤ Heated Pool ❤ 15 min to Disney

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

Modern House. Great location in Kissimmee/Orlando.

10 Minutes to Disney - King Bed, BBQ, Pool, Arcade
Weekly house rentals

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

Blissful Pool Villa • Bears Den • 6mi to Disney

4561 Majestic 9BD Kingdom Retreat Near Disney

TropicalGetaway*NearDisney*Pool

Tropical Private Oasis | Private pool

Luxury Home w/ Pool & 6 Beds near Disney

Enchanted Oasis

Once Upon A DreamStay: *Luxury *Lakeview *Disney
Private house rentals

Near Disney Fun: Golf Retreat, Pool & Private Spa

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

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

The Family Fun House Kissimmee

Private Ranch Style Home on Lake

ReDesigned | Windsor Hills | Location | Water Park

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

Modern 7BR Villa w/ Themed Rooms 20min from Disney
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
- 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
- Beachfront rentals Kissimmee
- Condo rentals Kissimmee
- Villa rentals Kissimmee
- Rentals with a fireplace Kissimmee
- Rentals with an accessible height toilet Kissimmee
- Tiny house rentals Kissimmee
- Rentals with a washing machine and dryer Kissimmee
- Cabin rentals Kissimmee
- Rentals with beach access Kissimmee
- Apartment rentals Kissimmee
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- Kid-friendly rentals Kissimmee
- Rentals with an EV charger Kissimmee
- Rentals with a kayak Kissimmee
- Rentals with pools Kissimmee
- Rentals with lake access Kissimmee
- Hotel rentals Kissimmee
- Guesthouse rentals Kissimmee
- Cottage rentals Kissimmee
- Rentals with a patio Kissimmee
- Smoking-friendly rentals Kissimmee
- Rentals with breakfast Kissimmee
- Resort rentals Kissimmee
- Rentals with a sauna Kissimmee
- Family-friendly rentals Kissimmee
- Private suite rentals Kissimmee
- Rentals with a home theatre Kissimmee
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- Townhouse rentals Kissimmee
- Ski-in/ski-out rentals Kissimmee
- Rentals with a hot tub Kissimmee
- Lakehouse rentals Kissimmee
- Rentals with outdoor seating Kissimmee
- Fitness-friendly rentals Kissimmee
- Mansion rentals Kissimmee
- Rentals with an accessible height bed Kissimmee
- Serviced apartment rentals Kissimmee
- Pet-friendly rentals Kissimmee
- House rentals Osceola County
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- 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
- Magic Kingdom Park
- Epcot
- Aquatica
- Reunion West
- Walt Disney World Resort Golf
- Island H2O Water Park
- ChampionsGate Golf Club
- Blue Spring State Park
- Disney's Hollywood Studios
- Kissimmee Lakefront Park
- ICON Park
- Universal CityWalk
- Universal's Islands of Adventure