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 house rentals in Kissimmee
House rentals with a pool
Home in Kissimmee
4.81 out of 5 average rating, 125 reviewsBeautiful private home with pool and lake
17–24 Sep
Home in Davenport
4.98 out of 5 average rating, 104 reviewsSunset Villa
3–10 Nov
Home in Kissimmee
4.81 out of 5 average rating, 102 reviewsPool House in Kissimmee
30 Aug – 6 Sep
Home in Kissimmee
4.79 out of 5 average rating, 109 reviews4 Bedroom Kissimmee Vacation Home
13–20 Jun
Home in Kissimmee
4.84 out of 5 average rating, 108 reviews4BD 2BA House with Private Pool, Near Disney
3–10 Sep
Home in Davenport
4.87 out of 5 average rating, 135 reviewsInsta-worthy getaway near Disney w/ free parking!💎
27 Sep – 4 Oct
Home in Davenport
4.95 out of 5 average rating, 161 reviewsDOLPHIN COVE NEAR DISNEY
23–30 Apr
Home in Davenport
4.93 out of 5 average rating, 60 reviewsSweet vacation home.
15–22 May
Weekly house rentals
Home in Kissimmee
4.91 out of 5 average rating, 11 reviews"Casa Kiwi" Margaritaville Cottage 5 min to Disney
9–16 Oct
Home in Kissimmee
5.0 out of 5 average rating, 28 reviewsHome Sweet Cottage
25 Aug – 1 Sep
Home in Kissimmee
4.98 out of 5 average rating, 63 reviewsCasita Disney! Cute and Boho Townhouse near Disney
1–8 Nov
Home in Kissimmee
4.97 out of 5 average rating, 31 reviewsContemporary 3-Bedroom/2-Bath Home with pool
11–18 May
Home in Kissimmee
4.83 out of 5 average rating, 64 reviewsCharming 3-bedroom residential home in Kissimmee
24–31 Oct
Home in Kissimmee
4.93 out of 5 average rating, 41 reviewsNew Listing! Casita Bonita Pool House
26 Jan – 2 Feb
Home in Kissimmee
5.0 out of 5 average rating, 18 reviewsPerfect location! Remodeled & gated
21–28 May
Home in Kissimmee
4.94 out of 5 average rating, 16 reviewsSerenity w/ a Splash of Disney 9Mi. POOL w/ aVIEW!
12–19 Apr
Private house rentals
Home in Kissimmee
4.87 out of 5 average rating, 71 reviewsGreat home near Disney World for affordable rentals
21–28 Apr
Home in Kissimmee
4.88 out of 5 average rating, 73 reviewsDisney New Neighbor
14–21 Mar
Home in Kissimmee
4.97 out of 5 average rating, 64 reviewsResort Style 3Br/2.5Ba w/ Private Jacuzzi, and BBQ
9–16 May
Home in Kissimmee
5.0 out of 5 average rating, 21 reviewsSunny Family Fun Home @ Disney!
16–23 Sep
Home in Kissimmee
5.0 out of 5 average rating, 11 reviewsTwist of Lime Cottage in Margaritaville nr Disney
29 May – 5 Jun
Home in Kissimmee
4.93 out of 5 average rating, 14 reviewsBeautiful 2 bedroom for you
15–22 Sep
Home in Kissimmee
5.0 out of 5 average rating, 23 reviewsEntire home near theme parks, restaurants & more!
26 Jun – 3 Jul
Home in Kissimmee
4.89 out of 5 average rating, 95 reviewsTropical Lagoon at Runaway Beach Club *Disney*
13–20 Dec
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 Holiday rentals
- Anna Maria Island Holiday rentals
- Sarasota Holiday rentals
- Tampa Holiday rentals
- Key West Holiday rentals
- Naples Holiday rentals
- Miami Holiday rentals
- Miami Beach Holiday rentals
- Fort Lauderdale Holiday rentals
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- Rentals with a hot tub Kissimmee
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- Rentals with pools Kissimmee
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