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
Home in Davenport
4.98 out of 5 average rating, 107 reviewsSunset Villa
Home in Kissimmee
4.97 out of 5 average rating, 105 reviewsCozy Cove on the Lake
Home in Davenport
4.95 out of 5 average rating, 219 reviews💚The Lazy Lime🍈 Hidden Mickey House near Disney
Home in Kissimmee
4.9 out of 5 average rating, 117 reviewsBeautiful big pool close to Disney
Home in Orlando
4.92 out of 5 average rating, 126 reviewsLakefront presidential suite / resort pool
Home in Kissimmee
4.82 out of 5 average rating, 163 reviews*Magical Ears Villa* Dog friendly w/Pool by Disney
Home in Kissimmee
4.97 out of 5 average rating, 268 reviewsUpscale Contemporary Waterfront 3/2 Heated Pool
Home in Kissimmee
4.93 out of 5 average rating, 124 reviewsOrlando/Disney, 4Bd, 3 Baths, Wi-Fi, Private Pool
Weekly house rentals
Home in Kissimmee
4.91 out of 5 average rating, 116 reviewsCozy Home Near Orlando International Airport (MCO)
Home in Kissimmee
4.92 out of 5 average rating, 38 reviewsKissimmee cottage *15mi to WDW*
Home in Kissimmee
4.96 out of 5 average rating, 25 reviewsEntire home near theme parks, restaurants & more!
Home in Clermont
4.98 out of 5 average rating, 63 reviews3.5 Acre Modern Country Farmhouse |23 mi to Disney
Home in Orlando
5.0 out of 5 average rating, 3 reviewsBoho-Chic Poolside Haven
Home in Davenport
5.0 out of 5 average rating, 17 reviewsHome 4-Bdrm w/Pool, Boat Ramp ,15 mins from Disney
Home in Kissimmee
4.96 out of 5 average rating, 74 reviewsVacation Home 3 bedroom/2 full bath/private pool
Home in Kissimmee
4.96 out of 5 average rating, 27 reviewsCheerful, 3 bedroom home with pool
Private house rentals
Home in Kissimmee
5.0 out of 5 average rating, 13 reviewstu casa /3-BR HOME/15 min from MCO/DW
Home in Kissimmee
5.0 out of 5 average rating, 24 reviewsTownhouse-3 Bd-2B Near to Disney
Home in Clermont
5.0 out of 5 average rating, 20 reviewsLakefront home - country setting
Home in Kissimmee
5.0 out of 5 average rating, 3 reviewsElegant 15 bedroom-15 bath, Sleeps 40,Private Pool
Home in Kissimmee
5.0 out of 5 average rating, 37 reviewsDream Vacation w/Avengers, Star Wars, & Mario Kart
Home in Kissimmee
4.83 out of 5 average rating, 46 reviewsNewly Renovated Kissimmee Duplex
Home in Kissimmee
4.95 out of 5 average rating, 21 reviewsHome Away from Home in Disney!
Home in Clermont
5.0 out of 5 average rating, 10 reviewsArtisan's Retreat - Poolside Paradise near Disney
Quick stats about house rentals in Kissimmee
Total rentals
3.3K properties
Rentals with dedicated workspaces
1.6K properties have a dedicated workspace
Rentals with a pool
3K properties have a pool
Pet-friendly rentals
540 properties allow pets
Family-friendly rentals
2.9K properties are a good fit for families
Total number of reviews
73K reviews
Destinations to explore
- St Petersburg Holiday rentals
- Sarasota Holiday rentals
- Anna Maria Island Holiday rentals
- Tampa Holiday rentals
- Key West Holiday rentals
- Naples Holiday rentals
- Miami Holiday rentals
- Miami Beach Holiday rentals
- Fort Lauderdale Holiday rentals
- Boca Raton Holiday rentals
- West Palm Beach Holiday rentals
- Orlando Holiday rentals
- Earth house rentals United States
- Lighthouse rentals United States
- Guest house rentals United States
- House rentals United States
- Townhouse rentals United States
- Guest house rentals Orlando
- House rentals Orlando
- Townhouse rentals Orlando
- Tiny house rentals Orlando
- Rentals with a kayak Kissimmee
- Waterfront rentals Kissimmee
- Family-friendly rentals Kissimmee
- Resort rentals Kissimmee
- Rentals with a firepit Kissimmee
- Townhouse rentals Kissimmee
- Cabin rentals Kissimmee
- Rentals with breakfast Kissimmee
- Rentals with a cinema Kissimmee
- Rentals with pools Kissimmee
- Monthly Rentals Kissimmee
- Rentals with a hot tub Kissimmee
- Beachfront rentals Kissimmee
- Flat rentals Kissimmee
- Cottage rentals Kissimmee
- Rentals with a patio Kissimmee
- Smoking-friendly rentals Kissimmee
- Rentals with lake access Kissimmee
- Serviced apartment rentals Kissimmee
- Rentals with an accessible-height toilet Kissimmee
- Fitness-friendly rentals Kissimmee
- Rentals with an accessible-height bed Kissimmee
- Rentals with a sauna Kissimmee
- Family-friendly rentals Kissimmee
- Rentals with a fireplace Kissimmee
- Villa rentals Kissimmee
- Tiny house rentals Kissimmee
- Hotel rentals Kissimmee
- Wheelchair-accessible rentals Kissimmee
- Private suite rentals Kissimmee
- Rentals with an EV charger Kissimmee
- Pet-friendly rentals Kissimmee
- Guest house rentals Kissimmee
- Rentals with a washing machine and dryer Kissimmee
- Apartment rentals Kissimmee
- Rentals with outdoor seating Kissimmee
- Rentals with beach access Kissimmee
- Lakehouse rentals Florida
- Beach house rentals Florida
- House rentals Florida
- Tiny house rentals Florida
- Townhouse rentals Florida
- Guest house rentals Florida
- Lakehouse rentals Florida
- Beach house rentals Florida
- House rentals Florida
- Tiny house rentals Florida
- Townhouse rentals Florida
- Guest house rentals Florida
- Guest house rentals Tampa
- Townhouse rentals Tampa
- House rentals Tampa
- Beach house rentals Tampa
- Tiny house rentals Tampa
- Townhouse rentals Osceola County
- House rentals Osceola County
- Tiny house rentals Osceola County
- 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