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Find a Babysitting Job in Winter Park, FL

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53 Babysitting Jobs Found

  • $20–24/hr
  • Orlando, FL • 17 miles away

Seeking Experienced Babysitter for 5...

  • 5+ children
  • Babysitting
  • W
  • T

One-time

Start date: 12/31 - 01/01

7:00pm - 2:00am (flexible)

We need a caring babysitter for five children, including an infant, a toddler, and three elementary-aged kids. The job starts on December 31, 2025, at 7 PM and ends at 2 AM on January 1, 2026. You should have experience with multiple children. Your role includes supervising playtime, preparing... More

  • $18–20/hr
  • Altamonte Springs, FL • 8 miles away

Seeking Babysitter with Car and Special...

  • 2 children
  • Babysitting

Occasional

On an as-needed basis

Hello sitters! We need someone to help with our two children, aged elementary and middle school. You’ll drive them to activities and help with homework.

The start date is December 31, 2025. A valid driver's license and your own reliable car are required.

We prefer someone with experience working... More

  • $15–22/hr
  • Saint Cloud, FL • 22 miles away

Babysitter needed for 2 preschool children...

  • 2 children
  • Babysitting
  • S

One-time

Start date: 01/04

4:00pm - 8:00pm

Hi there! We’re looking for someone to help us with our two preschool children. The job starts on January 4, 2026, from 4:00 PM to 8:00 PM.

Your main tasks will be to supervise playtime, assist with snacks, and engage them in fun activities. You’ll need to provide a safe environment and make sure... More

  • $21–25/hr
  • Apopka, FL • 13 miles away

Babysitter Needed for Middle School Child...

  • 1 child
  • Babysitting
  • W
  • T
  • F

Weekly

3:00pm - 5:00pm

Hi! We need a babysitter for our middle school child. This position starts on January 6, 2026, and the hours are from 3:00 PM to 4:30 PM on Wednesday, Thursday, and Friday.

You should have a car for pickups and drop-offs if needed. Your main responsibilities include supervising homework, engaging... More

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

Find a trusted babysitter for my toddler...

  • 1 child
  • Babysitting

Occasional

On an as-needed basis

We’re looking for help with our toddler. The start date is December 30, 2025, but we can be flexible. The babysitter plays with the child, helps with meals, and ensures safety during playtime. It is important to engage in creative activities and read stories together. Light tidying up is also part... More

  • $21–25/hr
  • Altamonte Springs, FL • 6 miles away

Seeking Babysitter with Car for Two Kids,...

  • 2 children
  • Babysitting
  • F

One-time

Start date: 01/02

8:30am - 2:30pm

I’m looking for a babysitter for two children in preschool and elementary school. The job starts on January second, 2026, from 8:30 AM to 2:30 PM. You must have a car to drive the kids to activities and appointments. I need someone with experience caring for multiple children and managing daily... More

  • $20–23/hr
  • Orlando, FL • 16 miles away

Babysitter Needed for Toddler Monday to...

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

Weekly

9:00am - 5:00pm

Hi there! We’re looking for help with our toddler starting January 11, 2026. The hours are from 9:00 AM to 5:00 PM, Monday through Friday. You will play with our child, read stories, and give our toddler food. We want someone who can engage our toddler in fun and educational activities while... More

  • $21–25/hr
  • Kissimmee, FL • 19 miles away

Looking for a sitter for 2 kids, speaks...

  • 2 children
  • Babysitting
  • W
  • T

One-time

Start date: 12/31 - 01/01

8:00pm - 6:00am

Hi there! We need a babysitter for two children, ages preschool and elementary. The job starts on December 31, 2025, from 8:00 PM to 6:00 AM. You’ll supervise and engage the kids in activities, prepare light meals, and ensure they follow bedtime routines. It’s important that you speak Spanish and... More

  • $10–24/hr
  • Orlando, FL • 14 miles away

Looking for sitter for family vacation

  • 4 children
  • Babysitting

Occasional

On an as-needed basis

We need a caring and reliable babysitter for our four children, ages 3 to 8. The schedule starts on December 29, 2025, and is flexible. The babysitter will engage the children in fun activities, ensure their safety, and help with basic needs such as meals and homework. Experience with preschool and... More

  • $10–24/hr
  • Orlando, FL • 14 miles away

Looking for a responsible babysitter for 4...

  • 4 children
  • Babysitting
  • S
  • M
  • T
  • W
  • T
  • F
  • S

Weekly

12:00am - 11:00am

We need a responsible babysitter to care for our four children, ages preschool and elementary. You will supervise activities, help with homework, and prepare snacks. The job starts on December 28, 2025, at 10:00 PM and continues until January 1, 2026, at 10:00 PM. You will work on a flexible... More

  • $20–24/hr
  • Kissimmee, FL • 21 miles away

Seeking Dependable Babysitter for 3...

  • 3 children
  • Babysitting

Occasional

On an as-needed basis

We are seeking a responsible babysitter to care for three children aged junior-high and elementary. Responsibilities include supervising playtime, preparing snacks, and helping with basic needs. The position is occasional, so availability would be the occasional weekend evening. Ideal candidates... More

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

Looking for a reliable sitter with a car...

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

Weekly

12:00am - 6:00am (flexible)

We are looking for a responsible and caring babysitter for our infant starting on December 29, 2025, at 4:30 PM, with a flexible start date. You will be needed primarily on Mondays, Tuesdays, Wednesdays, and Thursdays. The first shift will be on January 1, 2026, from 2:00 PM to 8:00 PM. You must... More

  • $20–21/hr
  • Lake Mary, FL • 12 miles away

Need babysitter for 2 preschool kids,...

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

Weekly

2:30pm - 4:30pm

Hi there! We’re looking for help with our two preschool children on Monday through Thursday from 2:30 PM to 4:30 PM, starting January 8, 2026. I will bring them home from school and get back to work until around 4PM. The assistance I need includes you to provide a snack and engage them in fun and... More

  • $21–25/hr
  • Kissimmee, FL • 22 miles away

Drive and support two preschool kids with...

  • 2 children
  • Babysitting
  • S

Weekly

5:30pm - 10:30pm

Hello! We want a responsible babysitter for our two preschool children on Sundays. The job starts on December 28, 2025, from 5:30 PM to 10:30 PM. You should have a car to get here, and experience with special needs is important. Your tasks include supervising playtime, preparing meals, and ensuring... More

  • $21–24/hr
  • Orlando, FL • 18 miles away

Seeking Responsible Babysitter for 3...

  • 3 children
  • Babysitting

Occasional

On an as-needed basis

We are looking for a responsible babysitter to care for our three children, including an infant, a toddler, and a preschooler, starting on December 24, 2025, at 8:00 PM. Your duties will include supervising the children, preparing snacks, engaging them in activities, and ensuring their safety.... More

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