House holiday 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.
Holiday rentals for every style
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Popular amenities for house rentals in Osceola County
House rentals with a pool
Home in Kissimmee
4.97 out of 5 average rating, 105 reviewsCozy Cove on the Lake
Home in Kissimmee
4.91 out of 5 average rating, 298 reviewsFamily Home minutes from Disney!
Home in Kissimmee
4.86 out of 5 average rating, 139 reviewsNew Disney Luxury Townhome (3BD 3BATH Pool)
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
4.93 out of 5 average rating, 29 reviewsSouthern Comfort
Home in Kissimmee
4.81 out of 5 average rating, 52 reviewsHome in Lake Resort community with Beautiful Pools
Home in Kissimmee
5 out of 5 average rating, 77 reviewsVilla by the Lakes
Weekly house rentals
Home in Lake Wales
4.94 out of 5 average rating, 17 reviewsCozy House near to Legoland FL
Home in Lake Wales
4.95 out of 5 average rating, 21 reviewsLake Rosalie Getaway
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
4.97 out of 5 average rating, 35 reviewsLa Casita Redonda
Home in Frostproof
4.9 out of 5 average rating, 10 reviewsLake Reedy Living Winter Season 24-25 Now Avail.
Home in Kissimmee
4.92 out of 5 average rating, 38 reviewsKissimmee cottage *15mi to WDW*
Home in Kissimmee
5 out of 5 average rating, 21 reviewsVacation studio kissimmee
Home in St. Cloud
5 out of 5 average rating, 25 reviewsUpdated Pool Home 25 Mins To Theme Parks!
Private house rentals
Home in Davenport
5 out of 5 average rating, 10 reviewsHome near Disney
Home in St. Cloud
4.97 out of 5 average rating, 30 reviewsA magical stay in Saint Cloud
Home in Kissimmee
4.83 out of 5 average rating, 46 reviewsNewly Renovated Kissimmee Duplex
Home in Kissimmee
5 out of 5 average rating, 13 reviewstu casa /3-BR HOME/15 min from MCO/DW
Home in Osceola County
4.92 out of 5 average rating, 24 reviewsLarge Private Home on Golf course by Disney
Home in Kissimmee
5 out of 5 average rating, 3 reviewsElegant 15 bedroom-15 bath, Sleeps 40,Private Pool
Home in Poinciana
5 out of 5 average rating, 19 reviewsLuxury and tranquility, just 30 min from Disney!
Home in Lake Wales
4.92 out of 5 average rating, 90 reviewsLake house 3/2 Fish 4 Monster Bass! Kayak & Canoe
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