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 Osceola County
4.86 out of 5 average rating, 138 reviewsOpen dates for May - Near Disney
Jul 15 – 22
Home in Davenport
4.92 out of 5 average rating, 179 reviewsBeautiful 5BD/5BA & Pool 20 min to Disney Orlando
May 5 – 12
Home in Kissimmee
4.97 out of 5 average rating, 262 reviewsUpscale Contemporary Waterfront 3/2 Heated Pool
Jul 22 – 29
Home in Kissimmee
4.81 out of 5 average rating, 125 reviewsBeautiful private home with pool and lake
Jul 10 – 17
Home in Haines City
4.82 out of 5 average rating, 106 reviewsSouthern Dunes Golf Vacation Villa
Oct 7 – 14
Home in Kissimmee
4.92 out of 5 average rating, 150 reviewsHome Away From Home
May 9 – 16
Home in St. Cloud
5.0 out of 5 average rating, 20 reviewsUpdated Pool Home 25 Mins To Theme Parks!
Aug 10 – 17
Home in Kissimmee
5.0 out of 5 average rating, 8 reviewsUniquely Chic home near Disney!
Nov 5 – 12
Weekly house rentals
Home in Kissimmee
4.82 out of 5 average rating, 39 reviewsNewly Renovated Kissimmee Duplex
May 12 – 17
Home in Lake Wales
4.96 out of 5 average rating, 28 reviewsLa Casita Redonda
Jul 25 – Aug 1
Home in Kissimmee
5.0 out of 5 average rating, 66 reviewsVilla by the Lakes
Dec 24 – 31
Home in Lake Wales
4.91 out of 5 average rating, 78 reviews"Cutty Shack" Waterfront Kissimmee River House 3/3
Aug 26 – Sep 2
Home in Kissimmee
5.0 out of 5 average rating, 11 reviewsQuiet 2bd Oasis with King bed and Pool
May 24 – 31
Home in Lake Wales
5.0 out of 5 average rating, 45 reviewsLake access, Canal front Crooked Lake Gem
Apr 13 – 20
Home in Lake Wales
4.92 out of 5 average rating, 88 reviewsLake house 3/2 Fish 4 Monster Bass! Kayak & Canoe
Nov 11 – 18
Home in Kissimmee
4.97 out of 5 average rating, 30 reviewsKissimmee cottage *15mi to WDW*
Nov 21 – 28
Private house rentals
Home in Haines City
4.81 out of 5 average rating, 16 reviewsVilla Blanca Villa Villa
Nov 19 – 26
Home in Osceola County
4.9 out of 5 average rating, 20 reviewsLarge Private Home on Golf course by Disney
Sep 27 – Oct 4
Home in Kissimmee
4.98 out of 5 average rating, 63 reviewsCasita Disney! Cute and Boho Townhouse near Disney
Nov 1 – 8
Home in Davenport
5.0 out of 5 average rating, 14 reviewsSpacious House Near Attractions
Dec 9 – 16
Home in Frostproof
5.0 out of 5 average rating, 77 reviewsRIVER RANCH Country Retreat- ATVing!
Feb 26 – Mar 5
Home in Kissimmee
4.94 out of 5 average rating, 54 reviewsNice Vacation Home with Pool
Oct 16 – 23
Home in Davenport
5.0 out of 5 average rating, 6 reviewsHome near Disney
Jul 24 – 31
Home in Haines City
5.0 out of 5 average rating, 3 reviewsGolf Course Retreat
Jul 14 – 21
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