
"Katrina watched our son while we were in town for a wedding. She was timely, so nice and sent great pictures throughout the evening. He looked like he was having more fun than we were!"
Madeleine B., parent

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Families in Osprey turn to UrbanSitter for wedding and special event babysitting.
3 available tonight | Avg hourly rate: $20.26/hr
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Hello my name is Sophie and I am 25 years old. I am a reliable and responsible caregiver. CPR and first aid certified. I have several years of experience nannying and have a passion for working with children. I look forward to connecting with you!
“Sophie was such a treat to have as a babysitter! I was home the whole time since k work from home and all I heard was tons of babbling and laughter from my 21 month old. Sophie was willing to help out with food prep, meal times, diaper changes and getting my active son who loves the outside out and about. I really appreciated how she thoughtfully engaged him and we look forward to having her back in the future! ”
Retired gentleman offers help with shopping, cleaning, driving. Household maintenance and repairs. Provide companionship, conversation , help with hobbies. Worked in healthcare for 35 years.
Hi! My name is Hailey, and I’m currently a college student at SCF. I am also CPR certified!!I’m offering childcare, pet care, and household services. I have been babysitting since I was 15 and have gained a lot of experience caring for children of different ages, from newborns through age 14. Growing up with several siblings also gave me experience with childcare from a young age. I’m comfortable caring for multiple children at once and have previously babysat for a family with six children. My childcare experience includes helping with homework, preparing meals and snacks, tidying up around the house, playing games and doing activities, taking children to the park or other activities, and following bedtime routines. I always strive to create a safe, positive, and comfortable environment where children can have fun while receiving the attention and care they need. I also have experience providing pet care and absolutely love animals. I have cared for pets through dog walking, drop-in visits, and overnight or extended pet sitting while families are away. I’m comfortable following individual pet routines and making sure pets receive the care, attention, exercise, and companionship they need. I understand how important it is to find someone you can trust with your children, pets, and home, and I would be happy to provide reliable care for your family!
Hi! I’m Trinity a current freshman at USF. I am offering childcare and pet care. I have been caring for children for many years now, as a sister and as an after care aid and camp counselor. My responsibilities included supervising approximately 30 students ages 9-11 during after-school hours, supporting homework completion, snack routines, and a structured transition.Monitored playground activity to maintain student safety and a positive after-school environment. I can also run errands and cook some food. I’m not allergic to any pets and am open to caring for pets as well!
Hi, I'm Katie! I have over five years of experience caring for children in both home and classroom settings. I hold a bachelor's degree in early childhood education and am CPR and first aid certified. I’m passionate about creating a safe, engaging, and nurturing environment where children can learn and grow. I look forward to supporting your family!

As of November 2026
Every babysitter on UrbanSitter completes an annual background check, and every profile is individually reviewed by our Trust and Safety team.
27 sitters background checked in Osprey, FL
4.9 average star rating from 64 reviews in Osprey, FL

"Katrina watched our son while we were in town for a wedding. She was timely, so nice and sent great pictures throughout the evening. He looked like he was having more fun than we were!"
Madeleine B., parent

"Caitlin was awesome and jumped right in to chaperone four girls (10, 9, 8 and 6) at a family wedding (they were bridesmaids) and she was very helpful with the event as well as taking them home and putting them to bed."
Lila P., parent

"McKenna was great with our 3 year old son! She came prepared with a box of fun activities and handled playing, dinner, and bedtime seamlessly... and it was all at our hotel while we were in town for a wedding. Thank you McKenna!"
Catherine B., parent

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Browse profiles and read parent reviews for free.
To sign up with Facebook, we need permission to use your email address.
Sharing your friends list is optional, and allows us to connect you with sitters they book and recommend. Nothing will be shared or posted.
Share the wedding date and babysitting details, then hear from available sitters. Review your options and hire only if you find the right fit.
Browse profiles, read reviews from other parents, and pick the babysitter you feel best about. No agency assignments.
Every babysitter completes an annual background check. See bookings, repeat families, and reviews from local parents.
Whether it is a hotel room, a kids' room at the venue, or late-night care, book one sitter or several to fit the plan.