House vacation rentals in Osceola County
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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
4.97 out of 5 average rating, 266 reviewsUpscale Contemporary Waterfront 3/2 Heated Pool
Home in Davenport
4.87 out of 5 average rating, 124 reviewsDisney getaway
Home in Kissimmee
4.8 out of 5 average rating, 171 reviews4 Bedroom House Heated Pool 20 min From All Parks
Home in Haines City
4.82 out of 5 average rating, 107 reviewsSouthern Dunes Golf Vacation Villa
Home in Kissimmee
4.9 out of 5 average rating, 101 reviewsCountry Creek Villas LLC
Home in Kissimmee
5.0 out of 5 average rating, 3 reviewsCarpe-D Lake Marion Resort Vacation Villa
Home in Poinciana
5.0 out of 5 average rating, 18 reviewsLuxury and tranquility, just 30 min from Disney!
Home in Kissimmee
5.0 out of 5 average rating, 12 reviewsQuiet 2bd Oasis with King bed and Pool
Weekly house rentals
Home in St. Cloud
5.0 out of 5 average rating, 24 reviewsLakefront home near Disney/Beach
Home in Kissimmee
4.96 out of 5 average rating, 25 reviewsEntire home near theme parks, restaurants & more!
Home in Saint Cloud
5.0 out of 5 average rating, 12 reviewsHarmony Golf Villa
Home in Davenport
5.0 out of 5 average rating, 7 reviewsHome near Disney
Home in Lake Wales
4.97 out of 5 average rating, 31 reviewsLa Casita Redonda
Home in Lake Wales
4.92 out of 5 average rating, 89 reviewsLake house 3/2 Fish 4 Monster Bass! Kayak & Canoe
Home in Kissimmee
5.0 out of 5 average rating, 30 reviewsHome Sweet Cottage
Home in Osceola County
5.0 out of 5 average rating, 22 reviewsCozy & Spacious Luxury Home
Private house rentals
Home in Kissimmee
4.96 out of 5 average rating, 24 reviewsCheerful, 3 bedroom home with pool
Home in Kissimmee
4.81 out of 5 average rating, 52 reviewsRelaxing home*King Bed*Pool*Lake*Parks 25 min away
Home in Kissimmee
5.0 out of 5 average rating, 5 reviewsFlip Flop Getaway at Runaway Beach Club *Disney*
Home in Kissimmee
5.0 out of 5 average rating, 31 reviewsTraveler's Dream - King Bed, Pool, Games, Disney+
Home in Davenport
4.93 out of 5 average rating, 61 reviewsSweet vacation home.
Home in Kissimmee
4.87 out of 5 average rating, 15 reviewsCozy Home w/ Heated Pool Kissimmee, Fl.
Home in St. Cloud
5.0 out of 5 average rating, 22 reviewsUpdated Pool Home 25 Mins To Theme Parks!
Home in Kissimmee
4.92 out of 5 average rating, 12 reviewsSpacious 3bd close to legoland. Furry friends ok
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