
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-Private Pool-Spa*-Fully Remodeled

Lake Vista Getaway
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!

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

5 ⭐️Gorgeous*Gated*15 Min.Disney*Wi-Fi*GameRoom
Private house rentals

3840 Supreme Trendy Place

Vacation home

Jas 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
- Rentals with pools Kissimmee
- Mansion rentals Kissimmee
- Rentals with lake access Kissimmee
- Rentals with a sauna Kissimmee
- Rentals with an accessible-height toilet Kissimmee
- Serviced apartment rentals Kissimmee
- Rentals with outdoor seating Kissimmee
- Cottage rentals Kissimmee
- Rentals with beach access Kissimmee
- Resort rentals Kissimmee
- Villa rentals Kissimmee
- Beachfront rentals Kissimmee
- Rentals with a fireplace Kissimmee
- Ski-in/ski-out rentals Kissimmee
- Fitness-friendly rentals Kissimmee
- Private suite rentals Kissimmee
- Rentals with breakfast Kissimmee
- Tiny house rentals Kissimmee
- Hotel rentals Kissimmee
- Apartment rentals Kissimmee
- Rentals with a hot tub Kissimmee
- Family-friendly rentals Kissimmee
- Rentals with an accessible-height bed Kissimmee
- Rentals with a patio Kissimmee
- Smoking-friendly rentals Kissimmee
- Rentals with a washing machine and dryer Kissimmee
- Rentals with a cinema Kissimmee
- Waterfront rentals Kissimmee
- Cabin rentals Kissimmee
- Flat rentals Kissimmee
- Family-friendly rentals Kissimmee
- Rentals with a kayak Kissimmee
- Rentals with a firepit Kissimmee
- Townhouse rentals Kissimmee
- Pet-friendly rentals Kissimmee
- Rentals with an EV charger Kissimmee
- House rentals Osceola County
- House rentals Florida
- House rentals United States
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom
- Universal Studios Florida
- Orange County Convention Center
- Old Town Kissimmee
- Universal's Volcano Bay
- Reunion Resort Golf Courses - Palmer & Watson
- Discovery Cove
- Disney's Animal Kingdom Theme Park
- Disney Springs
- SeaWorld Orlando
- Cocoa Beach Pier
- ESPN Wide World of Sports
- Reunion West
- Universal Orlando Resort
- Amway Center
- Kissimmee Lakefront Park
- ChampionsGate Golf Club
- Epcot
- Universal's Islands of Adventure
- Disney's Hollywood Studios
- Blue Spring State Park
- Magic Kingdom Park
- Aquatica
- Island H2O Water Park
- ICON Park
- Things to do Kissimmee
- Food and drink Kissimmee
- Things to do Osceola County
- Food and drink Osceola County
- Things to do Florida
- Wellness Florida
- Tours Florida
- Nature and outdoors Florida
- Sightseeing Florida
- Art and culture Florida
- Entertainment Florida
- Food and drink Florida
- Sports activities Florida
- Things to do United States
- Food and drink United States
- Entertainment United States
- Sightseeing United States
- Sports activities United States
- Art and culture United States
- Nature and outdoors United States
- Wellness United States
- Tours United States