House vacation 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.
Vacation 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
4.79 out of 5 average rating, 184 reviews4 Bedroom House Heated Pool 20 min From All Parks
Home in Four Corners
5 out of 5 average rating, 105 reviewsLuxurious Home near Disney with Resort Amenities
Home in Kissimmee
4.85 out of 5 average rating, 71 reviewsSouth facing Pool 8 mi to Disney, 0.3 mi to GKTW!
Home in Kissimmee
4.91 out of 5 average rating, 11 reviewsMagical 3bd Townhome near Disney
Home in Kissimmee
4.79 out of 5 average rating, 119 reviewsStunning Lake View w/Pool -Disney Area -No Carpet
Home in Davenport
4.93 out of 5 average rating, 104 reviewsBeautiful Pool Home With Rear Conservation Views
Home in Kissimmee
4.88 out of 5 average rating, 149 reviews15 mi to Disney, KING Bed,Heated Pool & Fire Pit
Home in Kissimmee
4.79 out of 5 average rating, 53 reviewsIsland 1
Weekly house rentals
Home in Clermont
5 out of 5 average rating, 26 reviewsLakefront home - country setting
Home in Kissimmee
5 out of 5 average rating, 12 reviewsSpacious 3BR 2BA Disney Retreat
Home in Orlando
5 out of 5 average rating, 74 reviewsOrlando Cactus House! 5min from Universal Studios
Home in Kissimmee
5 out of 5 average rating, 4 reviewsJacaranda Cottage
Home in Kissimmee
5 out of 5 average rating, 14 reviewsElegant 15 bedroom-15 bath, Sleeps 40,Private Pool
Home in Kissimmee
4.93 out of 5 average rating, 68 reviewsNew 3BR/2BA, 15 min. to Disney, close to parks
Home in Kissimmee
5 out of 5 average rating, 21 reviewsBeautiful, Private, Conviniently Located!
Home in Kissimmee
4.91 out of 5 average rating, 43 reviewsModern 3BR Farmhouse Near Attractions Parks & More
Private house rentals
Home in Kissimmee
4.9 out of 5 average rating, 51 reviewsResort 2 bedroom Townhome near Disney World
Home in Baldwin Park
5 out of 5 average rating, 42 reviewsStunning Luxury Oasis + Nintendo-themed Game Room
Home in Kissimmee
4.96 out of 5 average rating, 93 reviewsSUPER DOPE- FUN/Electric Home W/POOL & AMENITIEs!
Home in Kissimmee
5 out of 5 average rating, 29 reviewsReunion Resort Theme Home, Pool, Arcade, Golf View
Home in Kissimmee
4.95 out of 5 average rating, 63 reviewsKissimmee/20 min to Disney/Private Heated Pool
Home in Kissimmee
4.9 out of 5 average rating, 20 reviewsThe Denmark
Home in Kissimmee
5 out of 5 average rating, 12 reviewsSpacious Cozy Family Waterfront 3 bed Heated pool
Home in Four Corners
5 out of 5 average rating, 54 reviews*NEW* Space Odyssey: Pool, Spa, Cinema, Games+PS5
Quick stats about house rentals in Kissimmee
Total rentals
3.4K properties
Total number of reviews
85K reviews
Family-friendly rentals
3K properties are a good fit for families
Pet-friendly rentals
600 properties allow pets
Rentals with a pool
3.1K properties have a pool
Rentals with dedicated workspaces
1.8K properties have a dedicated workspace
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- Family travel hub Tips and inspiration
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- Kid-friendly state parks Check out these family-friendly hikes