Sittercity home

Find a Babysitting Job in Winter Park, FL

Search for jobs, message families, and build a career you love—all for free

86 Babysitting Jobs Found

  • $20–24/hr
  • Orlando, FL • 9 miles away

Reliable babysitter needed for two...

  • 2 children
  • Babysitting
  • S
  • S

Weekly

3:00pm - 6:00pm (flexible)

We are seeking a reliable babysitter for two children, an infant and a toddler. The start date is flexible, with regular weekend hours on Saturdays and Sundays from 10:00 AM to 6:00 PM. Responsibilities include caring for the children, preparing meals, and engaging in age-appropriate activities. The... More

  • $20–24/hr
  • Orlando, FL • 7 miles away

Looking for a sitter with a car and...

  • 1 child
  • Babysitting
  • M
  • W
  • F

Weekly

10:00am - 3:00pm (flexible)

Hello! We're looking for a babysitter for our preschool-aged child. The job starts on May 1st, but we can be flexible. You’ll work on Mondays, Wednesdays, and Fridays from 10:00 AM to 5:00 PM. It’s important that you have experience with special needs and have a car for transportation. Your main... More

  • $10–20/hr
  • Orlando, FL • 14 miles away

Babysitter needed for one toddler;...

  • 1 child
  • Babysitting
  • S
  • M
  • T
  • W
  • T
  • F
  • S

Weekly

1:00pm - 6:00pm (flexible)

Hello sitters! We need a babysitter for our toddler, starting around March 16th but flexible. The hours are from 1:00 PM to 6:00 PM, every day of the week(ever week is different) . We would love if you speak Spanish (but not 100% necessary) and be comfortable around our medium-sized Doberman... More

  • $10–15/hr
  • Christmas, FL • 20 miles away

Looking for a reliable babysitter for a...

  • 1 child
  • Babysitting

Occasional

On an as-needed basis

We are looking for a reliable babysitter for one preschool-aged child. The start date is flexible, beginning on or after March 13, 2026. The ideal candidate must have their own car for transportation. Responsibilities include ensuring the child's safety, engaging in play and activities, and... More

  • $17–26/hr
  • Winter Garden, FL • 18 miles away

Seeking Reliable Babysitter for One...

  • 1 child
  • Babysitting
  • S
  • T
  • W
  • F
  • S

Weekly

12:00am - Overnight

We are seeking a reliable babysitter for our elementary-aged child starting March 26, 2026. The schedule includes Wednesdays, Fridays, Saturdays, Tuesdays, and Sundays. The ideal candidate must have their own car and be comfortable with pets. Responsibilities include overseeing playtime, helping... More

  • $17–24/hr
  • Orlando, FL • 16 miles away

Seeking Experienced Babysitter for Three...

  • 3 children
  • Babysitting
  • F

One-time

Start date: 03/20

5:30pm - 11:30pm (flexible)

We are looking for a babysitter to care for three children, ages toddler and preschool. The start date is March 20, 2026, and the hours are flexible, starting around 5:30 PM and ending by midnight. Experience with multiple children is required. The sitter must have their own car for transportation.... More

  • $20–24/hr
  • Orlando, FL • 10 miles away

Experienced babysitter needed for one...

  • 1 child
  • Babysitting

Occasional

On an as-needed basis

Hi there! We're looking for help with our infant starting on April 6th. The ideal candidate has experience with young children and a reliable car for any outings.

Your main responsibilities include feeding, diaper changing, and playtime. You will ensure a safe environment while engaging our child... More

  • $10–20/hr
  • Orlando, FL • 6 miles away

Seeking Reliable Babysitter for 3...

  • 3 children
  • Babysitting

Occasional

On an as-needed basis

We are looking for a responsible babysitter to care for three children: one toddler and two in elementary school. Your main tasks will include supervising playtime, preparing light meals, engaging the children in educational activities, and ensuring their safety. The job starts on March 15, 2026,... More

  • $20–24/hr
  • Winter Park, FL • Less than a mile

Looking for a babysitter for one...

  • 1 child
  • Babysitting

Occasional

On an as-needed basis

We are looking for a caring and responsible babysitter for our preschool-aged child. The position starts on March 21, 2026, at 7:00 PM, but the start date can be flexible. You should have experience with young children and be comfortable around pets. Your main duties will include playing with our... More

  • $10–15/hr
  • Apopka, FL • 17 miles away

Reliable babysitter needed for one...

  • 1 child
  • Babysitting
  • M
  • T
  • W
  • T
  • F

Weekly

3:00pm - 10:00pm

We're looking for help with our elementary school child. This position starts on March 23rd and runs from 3:00 PM to 10:00 PM, Monday through Friday. The babysitter will engage our child in fun activities, assist with homework, and prepare simple meals. The role requires a reliable individual who... More

  • $15–20/hr
  • Deltona, FL • 21 miles away

Looking for a babysitter for my preschool...

  • 1 child
  • Babysitting
  • M
  • T
  • W
  • T
  • F

Weekly

3:00pm - 5:00pm

Help our family by babysitting our preschool child. The job starts on March 23rd and runs Monday through Friday, from 3:00 PM to 5:00 PM. We need someone who has a car and is comfortable around our large bull terrier. Your primary focus will be on engaging with our child in fun and educational... More

  • $16–22/hr
  • Orlando, FL • 10 miles away

Reliable babysitter needed for two...

  • 2 children
  • Babysitting
  • S

One-time

Start date: 03/14

2:00pm - 9:00pm (flexible)

Hello sitters! We need someone to help with our two children, ages elementary. The job begins on March 14th, starting at 2:00 PM and ending at 9:00 PM, with some flexibility in the start time.

You should have a car to help with school pickups and nearby activities. Your responsibilities include... More

  • $13–19/hr
  • Orlando, FL • 14 miles away

Flexible Babysitter Needed for Two Great...

  • 2 children
  • Babysitting
  • S
  • M
  • T
  • W
  • S

Weekly

10:00am - 7:00pm (flexible)

Hello! I’m looking for a reliable babysitter for my two children — one in middle school and one in preschool. I’m starting a new position and want to be proactive in finding someone dependable. The schedule may vary, so flexibility is important. Responsibilities may include picking up my preschooler... More

  • $21–25/hr
  • Orlando, FL • 14 miles away

Looking for a babysitter for my preschool...

  • 1 child
  • Babysitting
  • S

One-time

Start date: 04/26

8:00am - 4:00pm

We're looking for a reliable babysitter for our preschool child. The position starts on April 26th, and the schedule runs from 8:00 AM to 4:00 PM. You will supervise playtime, help with meals, and assist with nap times.

We want someone who can engage in fun activities, promote good behavior, and... More

  • $17–23/hr
  • Orange City, FL • 24 miles away

Help with two children, ages toddler and...

  • 2 children
  • Babysitting
  • W
  • T

Weekly

9:30am - 5:30pm (flexible)

We're looking for a responsible babysitter for two children ages toddler and preschool. The schedule is flexible, starting on April 6th. You will work from 9:30 AM to 5:30 PM on Tuesdays, Wednesdays, and Thursdays.

You need to be comfortable with our large labrador retriever, who does not need... More

Babysitting FAQ

Jump to Top

Today only! Save up to 50% on a
Sittercity Premium membership.

Register now