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 Kissimmee
4.8 out of 5 average rating, 174 reviews4 Bedroom House Heated Pool 20 min From All Parks
Home in Kissimmee
4.91 out of 5 average rating, 228 reviewsStunning 6BR Lakeview @Storey Lake | Disney - 2929
Home in Kissimmee
4.81 out of 5 average rating, 127 reviewsBeautiful private home with pool and lake
Home in Kissimmee
4.9 out of 5 average rating, 102 reviewsCountry Creek Villas LLC
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 Osceola County
5.0 out of 5 average rating, 22 reviewsCozy & Spacious Luxury Home
Home in Kissimmee
5.0 out of 5 average rating, 14 reviewsQuiet 2bd Oasis with King bed and Pool
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, 26 reviewsLakefront home near Disney/Beach
Home in Kissimmee
4.92 out of 5 average rating, 36 reviewsKissimmee cottage *15mi to WDW*
Home in Kissimmee
4.93 out of 5 average rating, 29 reviewsSouthern Comfort
Home in Lake Wales
4.95 out of 5 average rating, 19 reviewsLake Rosalie Getaway
Home in Kissimmee
4.96 out of 5 average rating, 25 reviewsCheerful, 3 bedroom home with pool
Home in Lake Wales
4.94 out of 5 average rating, 16 reviewsCozy House near to Legoland FL
Home in Lake Wales
4.97 out of 5 average rating, 33 reviewsLa Casita Redonda
Private house rentals
Home in Haines City
4.82 out of 5 average rating, 22 reviewsVilla Blanca Villa Villa
Home in Lake Wales
5.0 out of 5 average rating, 48 reviewsLake access, Canal front Crooked Lake Gem
Home in Lake Wales
4.92 out of 5 average rating, 90 reviewsLake house 3/2 Fish 4 Monster Bass! Kayak & Canoe
Home in Osceola County
4.92 out of 5 average rating, 24 reviewsLarge Private Home on Golf course by Disney
Home in Kissimmee
4.96 out of 5 average rating, 25 reviewsEntire home near theme parks, restaurants & more!
Home in Davenport
4.96 out of 5 average rating, 67 reviewsNEW Cozy studio w/ Queen bed close to Disney!
Home in Lake Wales
4.9 out of 5 average rating, 80 reviews"Cutty Shack" Waterfront Kissimmee River House 3/3
Home in Haines City
5.0 out of 5 average rating, 12 reviewsLake Hatchineha Fishing Paradise w/private ramp
Destinations to explore
- Earth house rentals United States
- Lighthouse rentals United States
- Guesthouse rentals United States
- Townhouse rentals United States
- House rentals United States
- House rentals Orlando
- Guesthouse rentals Orlando
- Townhouse rentals Orlando
- Tiny house rentals Orlando
- Lakehouse rentals Florida
- House rentals Florida
- Townhouse rentals Florida
- Beach house rentals Florida
- Tiny house rentals Florida
- Guesthouse rentals Florida
- Lakehouse rentals Florida
- House rentals Florida
- Townhouse rentals Florida
- Beach house rentals Florida
- Tiny house rentals Florida
- Guesthouse rentals Florida
- House rentals Kissimmee
- Townhouse rentals Kissimmee
- Guesthouse rentals Kissimmee
- Tiny house rentals Kissimmee
- Rentals with beach access Osceola County
- Luxury rentals Osceola County
- Rentals with a kayak Osceola County
- Kid-friendly rentals Osceola County
- Rentals with a hot tub Osceola County
- Waterfront rentals Osceola County
- Rentals with breakfast Osceola County
- Pet-friendly rentals Osceola County
- Cabin rentals Osceola County
- Boutique hotel rentals Osceola County
- Smoking-friendly rentals Osceola County
- Private suite rentals Osceola County
- Rentals with a fire pit Osceola County
- Rentals with an accessible height toilet Osceola County
- Family-friendly rentals Osceola County
- Rentals with an EV charger Osceola County
- Rentals with a patio Osceola County
- Rentals with outdoor seating Osceola County
- Rentals with an accessible height bed Osceola County
- Apartment rentals Osceola County
- Rentals with a washer and dryer Osceola County
- Fitness-friendly rentals Osceola County
- Condo rentals Osceola County
- Cottage rentals Osceola County
- Rentals with a home theater Osceola County
- Resort rentals Osceola County
- Serviced apartment rentals Osceola County
- Wheelchair accessible rentals Osceola County
- Rentals with pools Osceola County
- Hotel rentals Osceola County
- Rentals with a fireplace Osceola County
- Monthly Rentals Osceola County
- Villa rentals Osceola County
- Tiny house rentals Osceola County
- Rentals with lake access Osceola County
- Rentals with a sauna Osceola County
- Townhouse 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