House holiday rentals in Kissimmee
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Top-rated house rentals in Kissimmee
Guests agree: These houses are highly rated for location, cleanliness and more.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for Kissimmee house rentals
House rentals with a pool
Home in Kissimmee
4.82 out of 5 average rating, 130 reviewsAvailable May 25th - 31th Resort access
Home in Davenport
4.95 out of 5 average rating, 217 reviews💚The Lazy Lime🍈 Hidden Mickey House near Disney
Home in Kissimmee
4.82 out of 5 average rating, 123 reviewsNice house, private community, with pool
Home in Kissimmee
4.83 out of 5 average rating, 253 reviewsNew Home Next To Disney!
Home in Kissimmee
4.82 out of 5 average rating, 104 reviewsPool House in Kissimmee
Home in Kissimmee
4.8 out of 5 average rating, 172 reviews4 Bedroom House Heated Pool 20 min From All Parks
Home in Kissimmee
4.93 out of 5 average rating, 124 reviewsOrlando/Disney, 4Bd, 3 Baths, Wi-Fi, Private Pool
Home in Davenport
4.87 out of 5 average rating, 124 reviewsDisney getaway
Weekly house rentals
Home in Winter Garden
4.92 out of 5 average rating, 170 reviewsCozy Winter Garden Home 20 MINUTES FROM DISNEY
Home in Kissimmee
4.88 out of 5 average rating, 176 reviewsCozy 3-Bedroom Retreat - Only 25 Mins from Disney!
Home in Clermont
4.93 out of 5 average rating, 189 reviewsLake Front Home with private Dock on Lake Louisa
Home in St. Cloud
4.98 out of 5 average rating, 160 reviewsCozy and Quiet studio Miles from Major attractions
Home in Kissimmee
4.96 out of 5 average rating, 25 reviewsEntire home near theme parks, restaurants & more!
Home in Kissimmee
4.91 out of 5 average rating, 35 reviewsKissimmee cottage *15mi to WDW*
Home in Orlando
4.92 out of 5 average rating, 73 reviews𝔹𝕠𝕙𝕠 𝕁𝕦𝕟𝕘𝕒𝕝𝕠𝕨- 𝟏/𝟏 𝐏𝐫𝐢𝐯𝐚𝐭𝐞 𝐇𝐨𝐦𝐞, 𝐃𝐨𝐰𝐧𝐭𝐨𝐰𝐧
Home in Kissimmee
4.91 out of 5 average rating, 45 reviewsNew Listing! Casita Bonita Pool House
Private house rentals
Home in Kissimmee
5.0 out of 5 average rating, 75 reviewsVilla by the Lakes
Home in St. Cloud
5.0 out of 5 average rating, 23 reviewsUpdated Pool Home 25 Mins To Theme Parks!
Home in Clermont
5.0 out of 5 average rating, 18 reviewsLakefront home - country setting
Home in Kissimmee
4.97 out of 5 average rating, 39 reviewsNewly renovated Resort themed home near Disney
Home in Kissimmee
4.9 out of 5 average rating, 40 reviewsParadise Dream Home Near All Attractions
Home in Davenport
4.92 out of 5 average rating, 25 reviewsPeaceful Hideaway, Near Disney
Home in Clermont
5.0 out of 5 average rating, 6 reviewsArtisan's Retreat - Poolside Paradise near Disney
Home in Kissimmee
4.95 out of 5 average rating, 80 reviewsVilla near Disney with heated pool
Quick stats about house rentals in Kissimmee
Total rentals
3.3K properties
Rentals with dedicated workspaces
1.6K properties have a dedicated workspace
Rentals with a pool
3K properties have a pool
Pet-friendly rentals
540 properties allow pets
Family-friendly rentals
2.9K properties are a good fit for families
Total number of reviews
73K reviews
Destinations to explore
- St Petersburg Accommodation & holiday rentals
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