Dog Walking Osprey

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Osprey, Find top rated dog walking

Prices are estimates per walk. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.

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Sitter Profile Image: Carmen B.
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Carmen B.
from
$19
per walk
5.0 out of 5 stars
• 67 reviews
14 repeat clients
28 years of experience
Osprey, FL, 34229

“We are so pleased with Carmen! She communicates well, is on time, and treats our sweet pepper with care. We especially appreciated that she rescued us when we were in a pinch on short notice. Thank you Carmen!”

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Suzanne S.
Sitter Profile Image: Noelle C.
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Noelle C.
from
$30
per walk
5.0 out of 5 stars
• 11 reviews
6 repeat clients
20 years of experience
Osprey, FL, 34229

“Noelle is great .She is very cheerful and enthusiastic . Elsa looks forward to her walks with her.”

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Beryl N.
Sitter Profile Image: Abbigail N.
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Abbigail N.
from
$18
per walk
5.0 out of 5 stars
• 14 reviews
4 repeat clients
12 years of experience
Sarasota, FL, 34238

About: I have had a dog my whole life, they have become apart of me. I have dog sat and dog walked for friends and family. Your dog will be like family to me and so loved they won't know what to do with it. I am have a typical Monday-Friday 9-5 job. I work at Brookdale Belle Meade in Belle Meade, TN as the Clare Bridge Program Manager for the Memory Care. I would love to sit down with you and your fur baby to see what you need and how I can help you. My dogs were my best friend and your dog will soon fall in love with the care that I can give whether that is walking or sitting with them. I have one cat but she stays in my room while I have a dog over. Reach out to me if you want the best sitter. I live right next door to my work so I'm only 2 minutes from my apartment so I can drop in if need be to check on your loved animal if they can't handle an 8 hour work day. Your loved animal becomes my animal while I watch them and they can sleep on furniture or with me. What ever their preference is. They have free range of my apartment

Sitter Profile Image: Shaylynn E.
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Shaylynn E.
from
$18
per walk
5.0 out of 5 stars
• 10 reviews
2 repeat clients
10 years of experience
Sarasota, FL, 34231

“So helpful and hands on. Truly went above and beyond! She gave me such peace of mind”

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Alexis M.
Sitter Profile Image: Ying C.
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Ying C.
Star Sitter
from
$30
per walk
5.0 out of 5 stars
• 60 reviews
11 repeat clients
35 years of experience
Sarasota, FL, 34238

About: I truly believe every pet deserves patience, love, and full attention—especially when their humans are away. What sets me apart is the care I put into making sure your pet feels safe, happy, and loved at all times. I take the time to understand each pet’s unique personality and needs. Whether it’s extra cuddles, longer walks, or fun playtime, I make sure that they’re getting not just the basics, but real companionship. Your pet won’t just be looked after—they’ll be genuinely cared for. I work part-time and remotely from home, which gives me a very flexible schedule and plenty of time to focus on pet care. Since I’m home most of the day, I’m able to give pets the attention they need—whether that’s regular walks, playtime, feeding, or just being there to keep them company. My lifestyle allows me to stick to their routines and provide consistent, reliable care without rushing. Pets aren’t just a side task in my day—they’re a priority. At my home, your pet will be treated like family. I have two sweet and friendly cats who love the company of other animals and are happy to play or simply share their space. I provide a calm, cozy environment where your pet can feel safe and loved. If you prefer care in your own home, I’m happy to come to you and follow your pet’s usual routine. I’ll make sure they’re fed, walked, played with, and given plenty of attention—whatever they need to feel happy and relaxed while you’re away.

Sitter Profile Image: Anna B.
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Anna B.
from
$15
per walk
5.0 out of 5 stars
• 9 reviews
3 repeat clients
30 years of experience
Nokomis, FL, 34275

“Anna did a fabulous job. I will be sure to call her the next time I am away!”

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Teri B.
Sitter Profile Image: Kari V.
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Kari V.
from
$25
per walk
5.0 out of 5 stars
• 19 reviews
5 repeat clients
25 years of experience
Nokomis, FL, 34275

“So kind and flexible. Love the updates and pics. Kari is amazing!”

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Corie N.
Sitter Profile Image: Dorothy B.
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Dorothy B.
from
$25
per walk
5.0 out of 5 stars
• 3 reviews
10 years of experience
Sarasota, FL, 34238

About: I love animals and will take extra special care of them. I can provide a safe and loving environment for your precious pets. I’m new on rover but have extensive experience with pet care in the state of Maine and Florida. I look forward to offering services here in Windham I took an early retirement so I have plenty of time to spend with your pets. I like to stay busy and find pet care very rewarding. I could do drop in for walks and play time or overnights in my home. I love having pets around and feel that I can provide a safe area.

Sitter Profile Image: Courtney W.
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Courtney W.
from
$30
per walk
4.5 out of 5 stars
• 4 reviews
1 repeat client
10 years of experience
Sarasota, FL, 34238

About: With over 10 years caring for pets, I am very excited to meet your best friend!! I have 2 pups whom are very friendly with other pets and would be so pumped to have a play mate! Dog walks, playing in the dog park, feedings and unlimited attention is what I am here to provide! I have always had a passion for caring for pets. I am more than happy to meet you and your furry friend! There are no restrictions here (breed, age, fixed/unfixed) so be ready to send them right on over! (Please send me a message if you have any questions or concerns!) Let me know if there are any things you want to enforce (leash walking, playing with other dogs, etc) and I will try my very best to make it happen! I am an entrepreneur so I’ll be home (or out!) with your furry friend all day! They’ll have 24 hour attention so no need to worry! I have a huge fenced dog park and can be accessible by phone anytime! Whatever you need to make your pup safe and comfortable, just let me know!

Sitter Profile Image: Morgan C.
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Morgan C.
Star Sitter
from
$20
per walk
5.0 out of 5 stars
• 82 reviews
22 repeat clients
20 years of experience
Nokomis, FL, 34275

About: Hello! My name is Morgan. I am a mom of 3 wonderful boys. We have been fostering and pet sitting for many years. I love animals and I will love your fur baby like it’s my own! I work full time from home. We also have a large property where your fur baby will have plenty of space to be very comfortable! And we go on frequent walks. We have a fenced in yard and patio area. We also have a large screened area for cooler days. And plenty of room for roaming.

Sitter Profile Image: Aimee S.
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Aimee S.
from
$25
per walk
5.0 out of 5 stars
• 3 reviews
1 repeat client
40 years of experience
Nokomis, FL, 34275

About: I have worked as an office coordinator in a veterinary clinic when I was younger and have always had a extreme LOVE for animals. We have always had pets in our family and would love to show some love to yours, while bringing you peace of mind. I am not currently working, so very flexible when it comes to schedules. I can do a last minute pop in, if need be. Happy to help out in what ever manner you might need. We live in a townhouse, so if your fur baby is here, I will have them on a leash at all times. I love walking, so if they need lots of excersize, that is what I would do with them. We do have a dog and a cat in our home.

Sitter Profile Image: Teagan C.
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Teagan C.
from
$25
per walk
5.0 out of 5 stars
• 13 reviews
3 repeat clients
16 years of experience
Sarasota, FL, 34231

“Thank you for the last minute booking!! Teagan was on time&friendly. I would definitely recommend!!”

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Michael V.
Sitter Profile Image: Brody K.
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Brody K.
from
$17
per walk
5.0 out of 5 stars
• 3 reviews
3 repeat clients
5 years of experience
Sarasota, FL, 34232

“My dogs love Brody! He is so sweet to them and they behave very well for him.”

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Elizabeth Y.
Sitter Profile Image: Britney M.
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Britney M.
Star Sitter
from
$45
per walk
5.0 out of 5 stars
• 8 reviews
2 repeat clients
20 years of experience
Sarasota, FL, 34231

About: I’m a counselor during the school year and have side jobs to supplement my income. Kids and animals love me as I love them even more! ;) For the pets that I fall in love with, I will maintain those services. I have a therapy dog that works along side me. I’ve given medicine, bathe, love on them and will be their fill in mommy/daddy until you return. ;) I’m also open to discussing the costs. ***Currently I don’t have any pets of my own so I have a lot of flexibility. The therapy dog is a volunteer. I have a lot of flexibility. I am off during the summers, holidays, weekends, spring breaks, etc. I enjoy working with animals. During the school year I’m a school counselor. I have flexibility with the job as I’m able to leave for a lunch break/check on your pup. Also, my school counselor hours are 8:15-3:30. I am in early and off early to be able to check on your animals. *** I will be in town for ALL holidays, weekends, and last minute availability:) I feed them, provide love, walks, and play with them. I am happy to have your kennel here for them if it helps them feel more comfortable. That is not a requirement though. I prefer going to your home only because the animals tend to do better in their own house.

Sitter Profile Image: Kailea K.
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Kailea K.
Star Sitter
from
$30
per walk
5.0 out of 5 stars
• 32 reviews
9 repeat clients
20 years of experience
Sarasota, FL, 34232

“Kailea has been amazing!”

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David J.
Sitter Profile Image: Jill E.
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Jill E.
from
$30
per walk
5.0 out of 5 stars
• 5 reviews
25 years of experience
Sarasota, FL, 34233

About: I grew up in a small town in Wisconsin on a farm which allowed me to have pets like cows and horses as well as cats, dogs, and fish. From an early age, animals have always been a large park of my life. In college I earned a Bachelor's of Science in Wildlife Ecology. This grew my love for animals to include the wild creatures that live in our back yards. At home, my husband and I have two rescue dogs who have made our house feel like a home. They have travelled the country with us in our camper and I cannot imagine life without our two pups. Sea turtle biologist by morning, animal lover all day long! I am currently working with the local nesting turtles for the summer but also love to provide quality pet care after. I am available for pet sitting as long as pets can go 5-8 hours alone. Daily work schedule varies based on the season but typically won't be longer than 8-10 hours. Afternoon/early evening drop ins or walks can be accommodated most days. I will treat your pets and home as if they were my own. If directions are left by parents, I will follow them and ask any clarifying questions that are needed. I will respect your pets boundaries and ensure they are well cared for.

Sitter Profile Image: Allison H.
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Allison H.
from
$30
per walk
5.0 out of 5 stars
• 5 reviews
3 repeat clients
10 years of experience
Sarasota, FL, 34233

“Took great care of my dogs during their walks”

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Jeffery A.
Sitter Profile Image: kalin e.
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kalin e.
from
$15
per walk
5.0 out of 5 stars
• 1 review
5 years of experience
Sarasota, FL, 34233

About: What sets me apart is that I genuinely treat every pet like they’re my own. I understand that every animal has a unique personality and routine, so I take the time to make them feel comfortable, safe, and loved while you’re away. I’m patient with puppies who are still learning and can help reinforce basic training, potty routines, and good manners. I’m also attentive to senior pets who may need extra care, slower walks, medication, or simply a little more patience and comfort. My goal is to provide reliable, personalized care so you can have peace of mind knowing your pet is happy and well cared for. im currently a working part time mom who is pregnant with a 3 year old as well but my 3 yr old is in school so im available during the day after 1 and at night time i have a fenced yard! but with my 3 year old id prefer if i was able to have your babies in my home to make things easier

Sitter Profile Image: Claire S.
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Claire S.
from
$15
per walk
7 years of experience
Laurel Park, Sarasota, FL, 34236

About: I grew up with big dogs and cats, so caring for animals has always been a natural part of my life. I have experience pet sitting both during the day and for overnight stays, and I’m comfortable caring for dogs of all sizes—from small pups to big dogs—as well as cats. I don’t currently have pets of my own, which means I have lots of love, attention, and care to give yours! I genuinely enjoy the companionship of animals and would love to make your pet feel safe, comfortable, and cared for while you’re away. I teach at an outdoor school from 8:30–2:30 and am typically home by 3:00 every day, giving me plenty of afternoon and evening availability for walks, feeding, playtime, and companionship. My schedule is consistent and predictable, so it’s easy for me to build your pet’s routine into my day. I’m also available for overnight care and weekends! I want pets to feel as comfortable and at home with me as possible! I follow each pet’s normal routine for feeding, walks, playtime, litter care, medications, and downtime, while giving them plenty of love and attention. In a client’s home, I’m respectful of both your space and your pet’s routine, and I’m happy to send photos and updates so you know they’re safe, happy, and well cared for.

Sitter Profile Image: Rae O.
Verified Enhanced Background Check
Rae O.
from
$25
per walk
5.0 out of 5 stars
• 21 reviews
6 repeat clients
12 years of experience
Venice, FL, 34292

About: I have had animals of my own since I was 8 and have loved them all. Fur babies are so important and become part of the family. I have also been a volunteer with the Cincinnati animal shelter for the past 3 years so I am knowledgable with training and behavior issues. I have had dogs, cats, snakes and hamsters so I can handle whatever is thrown my way. I am a remote employee so I can make almost anything work! I do some outside of work activities & bartend 2 nights a week, but my schedule is very flexible. I do live in an apartment, but there is an outside area for dogs that they can play in. I am also close to parks if they have lots of energy! If there are cats I have some things here they can play with. I also am not opposed to some couch cuddles while I read!

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The median cost per walk for dog walking in Osprey is $20

Dog parents share their Rover experiences - Osprey

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5.0 out of 5 stars

Katarina was absolutely amazing. She was always on time, was very dependable and did a great job walking Buck. I will absolutely book with her in the future.

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Theresa H.
Dog Walking
5.0 out of 5 stars

We highly recommend Taylor! Last minute travel left us in the lurch, and she was able to fit in some time with our fur-baby each day. She was easy to communicate with, reliable, and sent us pics from each visit (where we could see our boy was super happy to see her.) We will absolutely reach out to Taylor again in the future.

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Jaclyn S.
Dog Walking
5.0 out of 5 stars

Hadlee did such an amazing job with Bosley! He was happy and well taken care of while I was out of town. I would recommend her 1000 times over!

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Lisa E.
Dog Walking
5.0 out of 5 stars

Amy is terrific. Communicates well and is dependable. We will definitely use her again when we need a dog walker!

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Suzanne S.
Dog Walking
5.0 out of 5 stars

We are so pleased with Carmen! She communicates well, is on time, and treats our sweet pepper with care. We especially appreciated that she rescued us when we were in a pinch on short notice. Thank you Carmen!

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Suzanne S.
Dog Walking
5.0 out of 5 stars

Christine was awesome with our dogs. She was on time, pleasant, and had very good communication skills. She had a handful with 2 dogs on a leash and one in a stroller! Thanks again!

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Melissa M.
Dog Walking
5.0 out of 5 stars

Cynthia was punctual and friendly. She’s passionate about dogs and took good care of aurora and Loki. She can handle high energy dogs as well. Thank you

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Ductri N.
Dog Walking
5.0 out of 5 stars

Amazing! My dog cried like I’ve never heard when she left, he’s in love! He went on a long exhausting walk, he is passed the heck out. 10 out of 10!!!!

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Niffer N.
Dog Walking
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  • Every booking is backed by the Rover Guarantee, which includes up to $25,000 reimbursement for eligible vet care. Learn more
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    We’re friendly, knowledgable, and total pet fanatics. You can get in touch with us anytime.

How to book dog walking

  1. 1. Search

    Browse profiles of walkers near you who offer dog walking.
  2. 2. Meet In Person

    Schedule a free in-person Meet & Greet to find the perfect fit.
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Popular requests for dog walking - Osprey

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Sitters in Osprey average 3
repeat dog walking clients

FAQs for Dog Walking - Osprey

Frequently asked questions about Rover

The average cost of Dog Walking in Osprey is $21 per walk as of November 2026. Most bookings cost between $17 and $33 per walk. On Rover, walkers set their own rates based on factors such as their experience, the length of care, the number of pets, and your pet’s specific needs. As long as your booking dates and pet profiles are accurate, the price shown before you confirm is the total, including any booking fee.

As of November 2026, there are 1,677 sitters on Rover offering Dog Walking across Osprey. Enter your ZIP code to see which available sitters are closest to your home.

Whether you want a solo or group walk depends on your dog's personality. Solo walks can be beneficial for dog parents with reactive dogs, puppies, or dogs who are anxious around unfamiliar animals. Many dog walkers on Rover offer private, one-on-one walking services.

Group walks are a good fit for social dogs who enjoy structured walks. If your dog prefers the energy of a group stroll, ask your dog walker about group walks in Osprey. Since all dog walkers are local, they may have a neighborhood dog who is a good walking companion to yours.

For dog walking bookings, your dog walker can send a Rover Card with details about your dog’s walk. Rover Cards require at least one photo and may include a map of the walking route, the total walk time and distance, and any pee or poop breaks recorded by the walker.

The route map lets you review where your dog was walked in Osprey after the booking. It is not live GPS tracking.

Have specific details you would like included? Message your dog walker in the app before the walk begins.

The Rover Guarantee is Rover’s commitment to your peace of mind every time you book. It includes 24/7 customer support, sitter access to advice from qualified veterinary professionals for diagnostic issues, and a reimbursement program for eligible veterinary care in the rare event something goes wrong.

All bookings are backed by the Rover Guarantee, which provides up to $25,000 in eligible veterinary care reimbursement.

Every walker on Rover is required to pass a background check before listing their services. This process confirms their identity and indicates they are not on the Department of Justice’s National Sex Offender Public Website or have any disqualifying offenses.

Beyond ID checks, you can review each sitter's star rating, read verified reviews from other pet parents, and see how many repeat clients they have. Every booking is backed by the Rover Guarantee, which includes up to $25,000 in eligible veterinary care. For more details, visit Rover's Trust & Safety page.

Yes, you can find walkers who have experience with handling special pet needs in Osprey. On Rover:

  • 91% of walkers can help with special care needs
  • 94% can help with giving oral medications or injections
  • 96% can help with daily exercise

You can also find pet sitters on Rover who accept only one pet at a time, which is ideal for anxious puppies, kittens, or senior pets who move at a gentler pace. Some sitters will also list availability for 24/7 care, also known as constant care, in their profiles.

Use the search filters to narrow down sitters whose specific experience or environment meets your pet's needs. When reaching out to your sitter, outline your pet's care routine and use the Meet & Greet to walk your sitter through your expectations.

A Meet & Greet is a casual meeting to vet potential sitters and communicate care needs for peace of mind before a booking begins. Only sitters who have never booked with you before can schedule a Meet & Greet on Rover; however, you are welcome to coordinate one in Rover messages with sitters you have previously booked. This can be helpful if you have a new pet or routine you want to go over with your sitter.

Meet & Greets can take place in person or virtually. If you are booking with a sitter for the first time, we recommend in-person Meet & Greets to get a clearer sense of how your walker interacts with your pet or the new environment.

During the Meet & Greet, you will have a chance to walk through your pet's routine, medical needs, and unique quirks. Take the time to ask your walker questions about their skills and expertise, and make sure the fit feels right for everyone. Meet & Greets are a great way to prepare your pet and walker for longer stays or first-time bookings. Read our tips for your first Meet & Greet.

walkers on Rover set their own cancellation policy, which you can find on their profile under their contact information. Sitters may set a same-day, one-, three-, or seven-day cancellation policy. Cancelling within your sitter’s cancellation policy qualifies you for a full refund.

Same-day cancellations for recurring services, which include walks, drop-ins, and day care, follow the full refund policy. Otherwise, for pet boarding and house sitting, if you cancel after 12 pm on the applicable cancellation deadline, you’ll receive a 50% refund for the first seven days of the booking and a 100% refund for any remaining days.

If your sitter needs to cancel within seven days of the booking's start date, then our reservation protection will kick in. This means you will get a full refund and our support team will work with you to find a replacement walker.

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