Sittercity home

Find a Babysitting Job in Winter Garden, FL

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

74 Babysitting Jobs Found

  • $20–24/hr
  • Kissimmee, FL • 19 miles away

Seek caring babysitter with special needs...

  • 1 child
  • Babysitting
  • M

One-time

Start date: 12/15

12:00am - 3:00am (flexible)

We are looking for a reliable babysitter to care for our elementary-aged child starting on December 15, 2025, at 5:30 PM. You will spend time with our child, ensuring their safety and enjoyment. You should have experience with special needs children and be comfortable with pets. Please apply if you... More

  • $20–21/hr
  • Clermont, FL • 17 miles away

Babysitter Needed for Toddler Starting...

  • 1 child
  • Babysitting

Occasional

On an as-needed basis

We want a reliable babysitter to help with our toddler. The job starts on December 15, 2025, but we can be flexible with the start date. You'll watch over one child, keeping them safe and engaged. Daily tasks include playing, preparing snacks, and helping with nap time. You should have experience... More

  • $21–25/hr
  • Windermere, FL • 4 miles away

Flexible Babysitter Needed for Elementary...

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

Weekly

4:00pm - 5:00pm (flexible)

We’re looking for help to watch our elementary-aged child. The start date is flexible but will be around December 22, 2025. The schedule includes Monday to Thursday, from 4:00 PM to 5:00 PM. You will supervise and engage our child in activities, ensuring a safe environment. Homework assistance may... More

  • $10–15/hr
  • Winter Park, FL • 18 miles away

Seeking Reliable Babysitter for One...

  • 1 child
  • Babysitting
  • W
  • T

Weekly

6:30pm - 10:30pm (flexible)

I am needing a reliable babysitter for my elementary-aged child. The role starts on Jan 1,2026, with some flexibility. You will primarily work on Wednesdays and Thursdays from 6:30 PM to 10:30 PM. There may be some nights I will be forced to stay at work until midnight, if so I would need someone... More

  • $16–22/hr
  • Kissimmee, FL • 19 miles away

Babysitter Needed for Two Children in...

  • 2 children
  • Babysitting
  • T
  • W
  • T

Weekly

3:30pm - 6:30pm

Hi there! We’re looking for a reliable babysitter for our two children, one in preschool and the other in middle school. You start on January 12, 2026, from 3:30 PM to 7:00 PM, Monday through Thursday. You'll help with homework, play games, and prepare simple snacks. A valid driver’s license and... More

  • $20–22/hr
  • Winter Garden, FL • Less than a mile

Looking for Occasional Babysitter with Car...

  • 2 children
  • Babysitting

Occasional

On an as-needed basis

Hello! We’re looking for an energetic and responsible babysitter for our two children, ages 4 and 10.

The start date is January 7th, 2026, but it can be flexible. You’ll need to have a car for transportation, as you may take our kids to activities or playdates.

Your main duties include playing... More

  • $18–25/hr
  • Orlando, FL • 18 miles away

Babysitter needed for toddler, Monday to...

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

Weekly

10:00am - 4:00pm

Hello,

We need a babysitter for our toddler. The job starts on May 4, 2026, from 9:00 AM to 3:00 PM, Monday to Friday. You will play, read, and help with meals. Speaking Spanish is a requirement, so please be comfortable with that.

You must have a car for any outings. Your main focus will be... More

  • $13–18/hr
  • Clermont, FL • 11 miles away

Seeking Babysitter for One Preschool Child...

  • 1 child
  • Babysitting

Occasional

On an as-needed basis

We are looking for a reliable babysitter to care for our pre-school child starting on December 22, 2025, at 7:00 am. You will be responsible for engaging our child in fun and educational activities, ensuring their safety, and providing snacks. You must be comfortable with pets as we have a 2 dogs.... More

  • $17–20/hr
  • Winter Springs, FL • 21 miles away

Babysitter - 2 Kids, Middle School /...

  • 2 children
  • Babysitting
  • T
  • W
  • T

Weekly

3:30pm - 5:30pm

Winter Springs/Ovideo area

We’re looking for someone to help with our two children, who are in elementary school and middle school. The job starts on
January 5, 2026
3:30 PM to 5:30 PM on Tuesday, Thursday
Wednesday from 2:30 PM - 5:30 PM.

Middle schooler will be home at 4:30 or may have... More

  • $20–21/hr
  • Orlando, FL • 13 miles away

Seeking Babysitter for Infant with...

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

Weekly

9:00am - 4:00pm (flexible)

Hello, we’re looking for help with our infant. The job starts on February 10, 2026, but we can be flexible with the start date. You will work Monday through Friday from 9:00 AM to 4:00 PM.

We need someone with multiple experiences in childcare. Your main tasks will include feeding, changing, and... More

  • $20–21/hr
  • Kissimmee, FL • 19 miles away

Seeking flexible babysitter with own car...

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

Weekly

2:30am - 3:30am (flexible)

We need a caring and reliable babysitter for our preschool child. The start date is flexible, with a regular schedule on Tuesday, Thursday, Monday, Wednesday, and Friday. You will be responsible for engaging our child in fun activities, preparing snacks, and ensuring their safety. A valid driver's... More

  • $10–16/hr
  • Mount Dora, FL • 17 miles away

Reliable Babysitter Needed for Two...

  • 2 children
  • Babysitting

Occasional

On an as-needed basis

Help our family by watching two elementary school children. You will engage them in fun activities, help with homework, and prepare light snacks. We need someone who has a reliable car to get to our home starting December 23, 24, 26 as well as December 30, 31, and January 2. Your role includes... More

  • $21–22/hr
  • Orlando, FL • 18 miles away

Reliable sitter needed for toddler with a...

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

Weekly

8:30am - 7:30pm

We’re looking for a babysitter for our toddler. Your main job is to supervise and engage with our child during the day. You will prepare meals, change diapers, and help with naptime routines.

This position requires you to have a car for any outings or emergencies. The schedule starts on December... More

  • $20–24/hr
  • Kissimmee, FL • 16 miles away

Seeking Experienced Babysitter for Two...

  • 2 children
  • Babysitting

Occasional

On an as-needed basis

We are looking for a caring and responsible babysitter for our two preschool-aged children. The sitter must have experience with special needs and caring for multiple children. A valid driver's license and a reliable car are required. The role includes playing, engaging in educational activities,... More

  • $15–20/hr
  • Orlando, FL • 7 miles away

To watch the kids after school, until I...

  • 2 children
  • Babysitting
  • M
  • T
  • W
  • T
  • F

Weekly

3:00pm - 6:00pm

Hello, we need a babysitter for two children aged preschool and elementary. The job starts on December 15, 2025, from 3:00 PM to 6:00 PM, Monday through Friday.

You'll keep kids safe and engaged, ensuring they follow routines and house rules.

If you’re dependable and enjoy working with children,... More

Babysitting FAQ

Jump to Top

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

Register now