
House holiday rentals in Kissimmee
Find and book unique houses on Airbnb
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

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

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

Beautiful stylish Home in Davenport

Disney Beautiful Home Pool and Spa

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

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!

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

Jas Vacation Home

Themed rooms/ private pool Mins to attractions

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

Quiet Cozy Haven

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
- Rentals with a cinema Kissimmee
- Rentals with a washing machine and dryer Kissimmee
- Beachfront rentals Kissimmee
- Family-friendly rentals Kissimmee
- Mansion rentals Kissimmee
- Waterfront rentals Kissimmee
- Rentals with breakfast Kissimmee
- Rentals with an accessible-height toilet Kissimmee
- Rentals with a sauna Kissimmee
- Ski-in/ski-out rentals Kissimmee
- Rentals with a hot tub Kissimmee
- Rentals with lake access Kissimmee
- Rentals with pools Kissimmee
- Rentals with a firepit Kissimmee
- Townhouse rentals Kissimmee
- Rentals with a patio Kissimmee
- Smoking-friendly rentals Kissimmee
- Rentals with an accessible-height bed Kissimmee
- Apartment rentals Kissimmee
- Resort rentals Kissimmee
- Rentals with outdoor seating Kissimmee
- Serviced apartment rentals Kissimmee
- Fitness-friendly rentals Kissimmee
- Pet-friendly rentals Kissimmee
- Rentals with beach access Kissimmee
- Flat rentals Kissimmee
- Hotel rentals Kissimmee
- Tiny house rentals Kissimmee
- Villa rentals Kissimmee
- Cabin rentals Kissimmee
- Family-friendly rentals Kissimmee
- Rentals with a fireplace Kissimmee
- Private suite rentals Kissimmee
- Rentals with an EV charger Kissimmee
- Rentals with a kayak Kissimmee
- Cottage rentals 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
- 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
- Tours Florida
- Nature and outdoors Florida
- Entertainment Florida
- Art and culture Florida
- Wellness Florida
- Food and drink Florida
- Sports activities Florida
- Sightseeing Florida
- Things to do United States
- Tours United States
- Food and drink United States
- Sports activities United States
- Sightseeing United States
- Nature and outdoors United States
- Art and culture United States
- Wellness United States
- Entertainment United States