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Valentine's Day Babysitters Milton, FL (Contact for Free)

Secure your Valentine's Day babysitter early for this very popular babysitting date. See our Pay Rates.

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Chloe Lynn Winkleman

Chloe Lynn Winkleman
Milton, FL

Activity summary

Member since: Oct 2026

Responsible Babysitter Available for Evenings & Weekends

Hi! My name is Chloe. I am a responsible, energetic individual looking to provide great care for your little ones. While I am newer to professional babysitting, I have plenty of hands-on experience caring for kids. I also have been handling and caring for animals practically my entire life. I live with my 2 dogs and 1 cat as well as having multiple pet rats throughout my lifetime! I am a people person and an animal lover, and i'd love to help you out. Feel free to contact me.

Valentine's Day Babysitter, Babysitter $14/hour

Child ages I'm comfortable caring for:

  • Small school kids (5 - 8 years)
  • Tweens (9 - 12 years)
  • Teenagers (13+ years)
  • Up to 4 children at once

Childcare duties I can do:

  • Light meals
  • Cooking with kids
  • Supervising swimming / water play
  • Preparing kids for bed / sleep routines

Household duties I can do:

  • Housekeeping
  • Laundry / washing

Pet sitting $14 / hour

Pets I'm comfortable caring for:

  • Dogs
  • Cats
  • Birds
  • Fish
  • Small animals (rabbits, ferrets, etc.)

Other pet duties I can do:

  • Feeding
  • Pet playtime
  • Daily exercise for your pet
  • Cleaning litter boxes
  • Cleaning cages / bedding

Dog walking $10 / hour

  • Small dogs (0—22lbs / 0—10kg)
  • Medium dogs (22—44lbs / 10—20kg)
  • Large dogs (44—88lbs / 20—40kg)

Other pet services I can provide

  • Pet checker (home visits to check on pets)
  • Pet grooming

Other services I can provide

  • Yard work
  • Cleaning
  • Car washing / cleaning

My availability

I'm looking for Casual/temporary, Part-time employment.

I can travel to neighboring suburbs/towns of Milton for work.

Here's my weekly availability:

M T W T F S S

Morn

- - - - - ✓ ✓

Day

- - - - - ✓ ✓

Arvo

- - - - ✓ ✓ ✓

Eve.

- - - - ✓ ✓ ✓

Nite

- - - - - ✓ ✓

I'm available for:

  • School holidays
  • Public holidays
  • New Year's Eve
  • Valentine's Day

My credentials

I'm happy to provide written documentation of my qualifications and credentials:

  • 11 years experience working with pets
    • I'm comfortable with pets
    • I have pets
    • Pet owner references
  • General credentials:
    • Email verified
    • 17 years old
    • Non-smoker / non-vaper
    • Languages I can speak: English

Currently an 11th-grade high school student.

• I am great at keeping kids entertained with creative activities and helping with basic tasks. I do not have official CPR/First Aid certifications yet, but I have a strong foundation in safety, time management, and routine care from years of managing household responsibilities. I am fully willing to learn any specific household or safety rules your family requires.

• I am a passionate animal lover with a lifetime of experience caring for pets of all sizes. I share my home with two dogs and a cat, so I am completely comfortable feeding, walking, playing with, and managing dogs and cats. Additionally, I have raised many rats throughout my life, which has taught me how to care for smaller, more delicate animals, manage cage cleaning, and follow specific feeding guidelines.

My skills and interests:

  • Reading / storytelling
  • Drawing / painting
  • Arts / crafts
  • Games
  • Nature
  • Animals
  • Gardening
  • Cooking
  • Design
  • Writing

Contact Chloe For Free

Your job requirements will be sent with your message.

Select the services you need:

Childcare

How many kids need care?

Pet sitting

Other pet services you need:

Dog walking

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Mark Louis
Pensacola, FL

Activity summary

Member since: Feb 2025

Affordable tween and teen sitter

Very affordable, fun and responsible sitter for kids. Just shoot me an email if interested :)

Valentine's Day Babysitter, Babysitter $5/hour

Child ages I'm comfortable caring for:

  • Tweens (9 - 12 years)
  • Teenagers (13+ years)
  • Up to 1 child at once

Childcare duties I can do:

  • Full meals

I'm available for events

  • Special event babysitting

Household duties I can do:

  • Housekeeping
  • Laundry / washing

Dog sitting

Pets I'm comfortable caring for:

  • Dogs

Dog walking

  • Small dogs (0—22lbs / 0—10kg)
  • Medium dogs (22—44lbs / 10—20kg)
  • Large dogs (44—88lbs / 20—40kg)

My availability

I'm looking for Casual/temporary, Part-time employment.

I can travel within Pensacola for work.

Here's my weekly availability:

M T W T F S S

Morn

- ✓ - ✓ - ✓ -

Day

- - - - - - -

Arvo

- - - - - - -

Eve.

- - - - - - -

Nite

✓ - ✓ ✓ ✓ - ✓

I'm available for:

  • Last minute bookings
  • School holidays
  • Public holidays
  • Valentine's Day
  • Overnight jobs
  • Full weekends

My credentials

I'm happy to provide written documentation of my qualifications and credentials:

  • 5 years experience working with children
  • 10 years experience working with pets
    • I'm comfortable with pets
    • Pet owner references
  • General credentials:
    • Email verified
    • 39 years old
    • Driver's license
    • Non-smoker / non-vaper
    • Permanent resident
    • Languages I can speak: English

Babysat my niece before a few times. I also love animals. Very easy going and love working with kids. Mostly teens and preteens. I'm pretty affordable being that I could use some extra money to survive on, so I thought I'd try this out see how it goes.

My skills and interests:

  • Music
  • Reading / storytelling
  • Drawing / painting
  • Fitness
  • Swimming
  • Cooking

Contact Mark For Free

Your job requirements will be sent with your message.

Select the services you need:

Childcare

How many kids need care?

Pet sitting

Other pet services you need:

Dog walking

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Brittany Owens
Pensacola, FL

Activity summary

Member since: Feb 2025

Valentine's Day Babysitter, Babysitter $10/hour

Child ages I'm comfortable caring for:

  • Newborns (0 - 2 months)
  • Babies (3 - 12 months)
  • Toddlers (1 - 2 years)
  • Preschoolers (3 - 4 years)
  • Small school kids (5 - 8 years)
  • Tweens (9 - 12 years)
  • Teenagers (13+ years)

My availability

I'm looking for Casual/temporary, Part-time, Full-time employment.

I can travel to neighboring suburbs/towns of Pensacola for work.

I'm available for:

  • Last minute bookings
  • School holidays
  • Public holidays
  • New Year's Eve
  • Valentine's Day
  • Overnight jobs
  • Full weekends
  • Vacations with the family
  • Live-in with the family

My credentials

I'm happy to provide written documentation of my qualifications and credentials:

  • General credentials:
    • Email verified
    • Languages I can speak: English

Contact Brittany For Free

Your job requirements will be sent with your message.

Select the services you need:

Childcare

How many kids need care?

Pet sitting

Other pet services you need:

Dog walking

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Select the Services You Need

Do you need childcare services?

How many kids need care?

Do you need pet sitting services?

Other pet services you need:

Do you need dog walking services?

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Babysitting Pay Rates Milton, FL, United States (Updated 19 Oct 2026)

Milton babysitters are paid an average of $15.64 per hour as of October 2026, which is 16.9% lower than the Florida average of $18.83, and 16.7% lower than the United States average of $18.78. A fair pay rate depends on babysitter credentials, specific job requirements, and local demand for babysitting services in Milton.
1 Kid 2 Kids 3+ Kids
Milton:
$14.22 $15.64 $17.06
Florida:
$17.12 $18.83 $20.54
United States:
$17.07 $18.78 $20.48

Rates are calculated weekly from our live member data. Prices are shown in United States dollars (USD). If you republish our rates please credit kidsit.com 😊

Don't know how much to pay? See our parents' guide to babysitting pay rates



Top 10 Tips For Hiring A Valentine's Day Babysitter

Follow these handy tips for hiring a Valentine's Day babysitter so you can enjoy a romantic evening while knowing your kids are in safe hands.

1. Book early

Valentine’s Day is a high-demand night for babysitters, so secure someone well in advance.

2. Expect holiday rates

Babysitters often charge extra for special occasions, so budget for a premium.

3. Choose someone trusted

Go with a sitter your kids already know, or someone with strong references if it’s their first time.

4. Confirm late-night availability

Make sure the sitter is comfortable staying until your return, even if it’s late.

5. Share bedtime routines

Provide clear instructions for dinner, storytime, and bedtime so the evening runs smoothly.

6. Leave fun activities

Stock up on games, crafts, or a movie to keep the kids entertained while you’re out.

7. Plan a simple dinner for kids

Prepare or order something easy the babysitter can serve without stress.

8. Leave emergency contacts

Give them your number, backup contacts, and any medical details they might need.

9. Set house rules

Be clear on snacks, screen time, and bedtime flexibility.

10. Show appreciation

Since they’re working on a date night, consider a bonus, chocolates, or a thank-you note.

See our parents' guide to Valentine's Day babysitting for more detailed information.


Valentine's Day Babysitter Interview Questions

Ask the following questions when interviewing Valentine's Day babysitter candidates so you can enjoy a stress-free date night knowing your kids are well cared for.

Experience & Background

  • Have you babysat on holidays or special occasions before (like Valentine’s Day)?
  • What ages of children do you have the most experience caring for?
  • Are you comfortable caring for multiple children at once?
  • How do you usually keep kids entertained in the evening?

Availability & Flexibility

  • Are you available to work late into the evening if needed?
  • Do you have reliable transportation to and from our home that night?
  • How do you feel about working on Valentine’s Day, when many sitters are in demand?

Care & Routines

  • How do you handle dinnertime and bedtime routines when parents are out late?
  • Are you comfortable preparing and serving a simple meal or snacks?
  • How do you keep kids calm and happy if they miss us while we’re out?
  • Would you plan activities (games, crafts, movie night) to make the evening fun?

Safety & Emergencies

  • Are you CPR and first aid certified?
  • How would you handle an emergency if we’re not immediately reachable?
  • What steps would you take if a child refuses to go to bed or becomes upset?

Communication & Reliability

  • How do you usually keep parents updated while babysitting (texts, calls, photos)?
  • What’s your backup plan if something prevents you from coming at the last minute?
  • Are you comfortable working later than planned if our evening runs long?

Personality & Fit

  • What do you enjoy most about babysitting on special occasions?
  • How do you balance keeping the night fun but still structured?
  • Why do you think you’d be a great fit for our family on Valentine’s Day?