
Holiday rentals in Kissimmee
Find and book unique accommodation on Airbnb
Top-rated holiday rentals in Kissimmee
Guests agree: these stays are highly rated for location, cleanliness and more.
0 of 0 items showing
1 of 3 pages
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for Kissimmee holiday rentals
Other great holiday rentals in Kissimmee
Top guest favourite

Home in Orlando
5 out of 5 average rating, 40 reviews20% OFF| Brand New 6BR (5 EN-SUITE) Luxury Villa

Apartment in Kissimmee
4.85 out of 5 average rating, 126 reviewsStorey Lake 3 BR, CLOSE TO DISNEY. NO RESORT FEES!
Guest favourite

Home in Kissimmee
4.86 out of 5 average rating, 43 reviewsMagical Mansion - 15 Min to Disney - Storey Lake
Guest favourite

Home in Kissimmee
5 out of 5 average rating, 10 reviewsModern 4 bedrooms House with private jacuzzi
Guest favourite

Home in Kissimmee
5 out of 5 average rating, 6 reviewsX-Magnificent 9BR-Sleeps 23-w/Pool 5mile to Disney
Guest favourite

Home in Kissimmee
5 out of 5 average rating, 10 reviewsWonderful House Close to Disney
Top guest favourite

Townhouse in Davenport
5 out of 5 average rating, 21 reviewsNo Airbnb Fees! Themed House Game Room/Pool 274751
Top guest favourite

Home in Osceola County
4.97 out of 5 average rating, 59 reviewsLarge Private Home on Golf course by Disney
Quick stats about holiday rentals in Kissimmee
Total rentals
7.2K properties
Total number of reviews
2.4L reviews
Family-friendly rentals
6.1K properties are a good fit for families
Pet-friendly rentals
1.1K properties allow pets
Rentals with a pool
6.5K properties have a pool
Rentals with dedicated workspaces
3.9K 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
- Private suite rentals Kissimmee
- Beachfront rentals Kissimmee
- Apartment rentals Kissimmee
- Villa rentals Kissimmee
- Hotel rentals Kissimmee
- Rentals with an accessible-height bed Kissimmee
- Family-friendly rentals Kissimmee
- Rentals with a kayak Kissimmee
- Rentals with breakfast Kissimmee
- Waterfront rentals Kissimmee
- Rentals with pools Kissimmee
- Rentals with a firepit Kissimmee
- Townhouse rentals Kissimmee
- Mansion rentals Kissimmee
- Rentals with an EV charger Kissimmee
- Pet-friendly rentals Kissimmee
- Rentals with beach access Kissimmee
- Ski-in/ski-out rentals Kissimmee
- Rentals with a patio Kissimmee
- Smoking-friendly rentals Kissimmee
- Rentals with a fireplace Kissimmee
- Resort rentals Kissimmee
- Rentals with lake access Kissimmee
- Cabin rentals Kissimmee
- Lakehouse rentals Kissimmee
- Rentals with a cinema Kissimmee
- Rentals with outdoor seating Kissimmee
- Cottage rentals Kissimmee
- Rentals with an accessible-height toilet Kissimmee
- Rentals with a hot tub Kissimmee
- House rentals Kissimmee
- Flat rentals Kissimmee
- Rentals with a sauna Kissimmee
- Family-friendly rentals Kissimmee
- Fitness-friendly rentals Kissimmee
- Rentals with a washing machine and dryer Kissimmee
- Serviced apartment rentals Kissimmee
- Guest house rentals Kissimmee
- Tiny house rentals Kissimmee
- 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
- 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
- Epcot
- Magic Kingdom Park
- Reunion West
- Aquatica
- Walt Disney World Resort Golf
- ChampionsGate Golf Club
- Disney's Hollywood Studios
- Kissimmee Lakefront Park
- Island H2O Water Park
- Blue Spring State Park
- ICON Park
- Universal CityWalk
- Universal's Islands of Adventure