House vacation rentals in Osceola County
Find and book unique houses on Airbnb
Top-rated house rentals in Osceola County
Guests agree: these houses are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Osceola County house rentals
House rentals with a pool
Home in Davenport
4.95 out of 5 average rating, 164 reviewsDOLPHIN COVE NEAR DISNEY
Home in Kissimmee
4.91 out of 5 average rating, 297 reviewsFamily Home minutes from Disney!
Home in Kissimmee
4.92 out of 5 average rating, 129 reviewsSouth Facing Pool Home! 5 Miles from Disney
Home in Kissimmee
4.9 out of 5 average rating, 102 reviewsCountry Creek Villas LLC
Home in Kissimmee
4.82 out of 5 average rating, 163 reviews*Magical Ears Villa* Dog friendly w/Pool by Disney
Home in Kissimmee
5.0 out of 5 average rating, 176 reviewsWindsor Orlando Private Arcades,Theater,Pool-Spa
Home in Kissimmee
5.0 out of 5 average rating, 3 reviewsCarpe-D Lake Marion Resort Vacation Villa
Home in Kissimmee
4.81 out of 5 average rating, 52 reviewsHome in Lake Resort community with Beautiful Pools
Weekly house rentals
Home in Kissimmee
4.84 out of 5 average rating, 45 reviewsNewly Renovated Kissimmee Duplex
Home in St. Cloud
5.0 out of 5 average rating, 5 reviewsPet friendly + in Dwtn + 20mi to Disney & Parks!
Home in St. Cloud
5.0 out of 5 average rating, 27 reviewsLakefront home near Disney/Beach
Home in Lake Wales
4.9 out of 5 average rating, 80 reviews"Cutty Shack" Waterfront Kissimmee River House 3/3
Home in Lake Wales
4.95 out of 5 average rating, 20 reviewsLake Rosalie Getaway
Home in Kissimmee
5.0 out of 5 average rating, 13 reviewstu casa /3-BR HOME/15 min from MCO/DW
Home in Kissimmee
4.96 out of 5 average rating, 26 reviewsCheerful, 3 bedroom home with pool
Home in Lake Wales
4.94 out of 5 average rating, 17 reviewsCozy House near to Legoland FL
Private house rentals
Home in Kissimmee
4.96 out of 5 average rating, 25 reviewsEntire home near theme parks, restaurants & more!
Home in Kissimmee
5.0 out of 5 average rating, 10 reviewsUniquely Chic home near Disney!
Home in St. Cloud
5.0 out of 5 average rating, 25 reviewsUpdated Pool Home 25 Mins To Theme Parks!
Home in Frostproof
4.89 out of 5 average rating, 9 reviewsLake Reedy Living Winter Season 24-25 Now Avail.
Home in Kissimmee
4.93 out of 5 average rating, 55 reviewsSpacious 4/2 getaway! Near Theme Parks!
Home in Kissimmee
5.0 out of 5 average rating, 27 reviewsSunny Family Fun Home @ Disney!
Home in Lake Wales
4.92 out of 5 average rating, 90 reviewsLake house 3/2 Fish 4 Monster Bass! Kayak & Canoe
Home in St. Cloud
5.0 out of 5 average rating, 3 reviewsBeautiful off-grid Lake House!
Destinations to explore
- Guesthouse rentals United States
- Earth house rentals United States
- Townhouse rentals United States
- Lighthouse rentals United States
- House rentals United States
- House rentals Orlando
- Townhouse rentals Orlando
- Tiny house rentals Orlando
- Guesthouse rentals Orlando
- Lakehouse rentals Florida
- Tiny house rentals Florida
- Beach house rentals Florida
- Guesthouse rentals Florida
- Townhouse rentals Florida
- House rentals Florida
- Lakehouse rentals Florida
- Tiny house rentals Florida
- Beach house rentals Florida
- Guesthouse rentals Florida
- Townhouse rentals Florida
- House rentals Florida
- House rentals Kissimmee
- Townhouse rentals Kissimmee
- Guesthouse rentals Kissimmee
- Tiny house rentals Kissimmee
- Fitness-friendly rentals Osceola County
- Monthly Rentals Osceola County
- Family-friendly rentals Osceola County
- Boutique hotel rentals Osceola County
- Private suite rentals Osceola County
- Luxury rentals Osceola County
- Cottage rentals Osceola County
- Rentals with beach access Osceola County
- Smoking-friendly rentals Osceola County
- Tiny house rentals Osceola County
- Hotel rentals Osceola County
- Waterfront rentals Osceola County
- Rentals with a patio Osceola County
- Rentals with a home theater Osceola County
- Rentals with a sauna Osceola County
- Townhouse rentals Osceola County
- Condo rentals Osceola County
- Rentals with lake access Osceola County
- Rentals with an accessible height bed Osceola County
- Rentals with a fireplace Osceola County
- Cabin rentals Osceola County
- Apartment rentals Osceola County
- Rentals with a washer and dryer Osceola County
- Rentals with a kayak Osceola County
- Kid-friendly rentals Osceola County
- Rentals with breakfast Osceola County
- Pet-friendly rentals Osceola County
- Rentals with outdoor seating Osceola County
- Serviced apartment rentals Osceola County
- Wheelchair accessible rentals Osceola County
- Rentals with an accessible height toilet Osceola County
- Rentals with a fire pit Osceola County
- Villa rentals Osceola County
- Rentals with a hot tub Osceola County
- Rentals with pools Osceola County
- Rentals with an EV charger Osceola County
- Resort rentals Osceola County
- Cabins United States
- Treehouses United States
- Glamping United States
- Tiny Houses United States
- Beach Houses United States
- Campers and RVs United States
- Lakehouses 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
- Family travel hub Tips and inspiration
- Family budget travel Get there for less
- Vacation ideas for any budget Make it special without making it spendy
- Travel Europe on a budget How to take the kids to Europe for less
- Outdoor adventure Explore nature with the family
- Bucket list national parks Must-see parks for family travel
- Kid-friendly state parks Check out these family-friendly hikes