Dog Sitting Osprey

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Over 61
pet parents in Osprey have booked dog sitting

Osprey, Find top rated dog sitting

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

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Sitter Profile Image: Casey L.
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Casey L.
from
$35
per visit
5.0 out of 5 stars
• 26 reviews
13 repeat clients
30 years of experience
Siesta Key, FL, 34242

“Casey’s awesome, came and met Maxx before she had to come walk him. You can tell she likes dogs and Maxx took right to her. So happy we found her and could trust her while we were away for the day!”

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Susan A.
Sitter Profile Image: kalin e.
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kalin e.
from
$13
per visit
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: Olivia S.
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Olivia S.
from
$25
per visit
20 years of experience
Sarasota, FL, 34240

About: Hi! My name is Olivia! I am a 26 year old owner of 3 beautiful pups. I am able to create a very fun and safe environment for your fur babies while you are away! I have experience in both dog handling and training! Currently working as a full time stylist looking to fit some pet sitting in my free time schedule. I’d love to include pet sitting as well as exercise for all parties involved during pet walks. I am able to provide and follow exact care routines left for each animal to make sure their routines are consistent as if you were there with them. I take extra time and care to make sure the animals are acclimated with me and feel safe and loved. I have experience in dog handling as well training.

Sitter Profile Image: Claire S.
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Claire S.
from
$25
per visit
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: Dennis S.
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Dennis S.
from
$25
per visit
55 years of experience
Osprey, FL, 34229

About: I've owned and cared for dogs for many years from min pins to Great Danes. I've trained and shown my dogs in confirmation and working dogs in utility. I've owned and hunted sporting dogs so my breed understanding is extensive. I'm a retired guy so very flexible regarding my hours of availability. I have reliable transportation and familiar with the area from North Port to Manatee county. I'm punctual and very detail orientated. I currently own 2 dogs a Goldendoodle named Keegan and a Aus. Shephers I currently own two dogs a male Goldendoodle named Keegan and a female Aus .Shepherd/Cattledog named Gracie. I use Jacaranda Animal clinic and Dr Garner.

Sitter Profile Image: Cherolyn M.
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Cherolyn M.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
• 36 reviews
13 repeat clients
35 years of experience
VENICE, FL, 34293

About: My home is located in south venice with a secure fenced in yard. I adopted a little girl Ellie who is 6 yrs old and a mix of datsun/?. She loves everyone and everyone loves her. My 2 kitties are both females and reaching ole age of 15 yrs. Golden G stands for the Golden Girls!!! But we luv boy doggies too. I pet sit for my neighbors and they are the ones who suggested I offer my services out. They will be my best references. I cared for fish, hamsters, bunny's and even pet chickens. Luv them all. Can't watch animal kingdom, even though its nature, breaks my heart. I love furry babies and could not even imagine life without them. Luv luv 💓

Sitter Profile Image: Kiersten L.
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Kiersten L.
from
$25
per visit
5.0 out of 5 stars
• 21 reviews
11 repeat clients
8 years of experience
sarasota, FL, 34240

About: I have experience in taking care of the smallest of critters to large beasts. I grew up on multiple acres and had the chance to take care of cats, dogs, horses, chickens, everything and anything. I am a kind soul who will do anything I can for any furry guests. I have watched dogs and cats all over the states. I watch them in my home and also don't mind being mobile if needed. I am currently working from home. I am able to take care of animals needs throughout the day or night. I am able to engage all hours of the day. I am on an .50 acre. I have a very large front yard. That includes some grass and some shell. I am a street away from the celery fields.` I am open to having animals in my house and traveling to others if needed.

Sitter Profile Image: Stormy W.
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Stormy W.
from
$13
per visit
5.0 out of 5 stars
• 12 reviews
3 repeat clients
5 years of experience
Amaryllis Park, Sarasota, FL, 34231

“She is so sweet, she is responsible, communicommunicative, and my animals felt safe with her since she met them. My house was clean, no mess.”

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Yolanda H.
Sitter Profile Image: Jessica M.
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Jessica M.
from
$25
per visit
5.0 out of 5 stars
• 6 reviews
1 repeat client
10 years of experience
Venice, FL, 34293

“Jessica was amazing with our girl Dannie! 10/10 would highly recommend”

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Angela M.
Sitter Profile Image: Jamie R.
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Jamie R.
from
$20
per visit
7 years of experience
Venice, FL, 34293

About: Hello! My name is Jamie and I have been caring for dogs and cats for over 7 years. I have a graduate degree and I have always believed that my pets complete my family. I have 2 cats and a small dog of my own and they have been by my side for years. I look forward to getting to know your fur baby and feel free to reach out if you have any questions! All questions are welcomed! So come, stay, and play! I’ll keep their tails wagging. Thank you! I make my own schedule so that it does not take away from your pet time! I look forward to it and reach out! :) I have a fenced yard and will make sure there are all the necessities and more for your pet. We will bond through play! :)

Sitter Profile Image: Roxana D.
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Roxana D.
from
$15
per visit
6 years of experience
Sarasota, FL, 34210

About: Hello! My name is Roxana, I am a huge animal lover. I love and truly enjoy spending time with animals. I have volunteer expierence working with animal shelters. I truly believe every animal deserves the best and all the love! I have a 4 year old black Labrador retriever, so I know how important it is to find the right care for your furry friend! I have been around animals my whole life and care for them as if they were my own! If you have any question please feel free to message me! :) I do work a full time job about 4-5 days a week. However, I can be flexible at times, and work with your schedule as well ! I have a 4 year old black lab and I always want to make sure he feels safe, cared for and loved. I enjoy keeping him active, giving him attention and keep his tail wagging! For my clients pet I would do them same thing, but always follow their routine. Whether that’s medication, feeding schedules, walks, playtime etc. Also, I believe communication is key, and will love to keep my clients updated with messages and pictures of their furry friend!

Sitter Profile Image: Melissa R.
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Melissa R.
from
$35
per visit
5.0 out of 5 stars
• 23 reviews
9 repeat clients
30 years of experience
Sarasota, FL, 34232

About: I am a big dog fan I have owned one my whole life couldn’t live without them, they bring a happiness to the home and always happy to see you and I would take care of yours as if there my own and make sure they had plenty of play time outside since I work from home and I would also take them on walks around my neighborhood. I’m very flexiable on the times you would need and very understanding on the needs of the dog, I can also provide bathing if you need your puppy washed just let me know your request, also have a pool if the dog loves to swim , so if your interested pls let me know and we can work out a time and schedule a meeting w all of us

Sitter Profile Image: Sara H.
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Sara H.
from
$35
per visit
30 years of experience
Venice, FL, 34292

About: Patient loving and kind. Following all instruction owner leaves have had dogs for many many years and always cared for them like a member of the family Retired and lots of free pet time Safety of pets most important available on short notice day or night. Can take last minute requests very good with animals I will follow pet owners instructions and never leave pet unattended. Also take great care to lock and secure owner home. Lots of love and care

Sitter Profile Image: Jade N.
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Jade N.
from
$40
per visit
5.0 out of 5 stars
• 8 reviews
3 years of experience
Venice, FL, 34293

“Dependable and good with our kitty! Will definitely use her services again!”

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Anna T.
Sitter Profile Image: Channing C.
Verified Enhanced Background Check
Channing C.
Star Sitter
from
$15
per visit
5.0 out of 5 stars
• 338 reviews
110 repeat clients
15 years of experience
North port, FL, 34286

“This is the second time Channing has looked after our animals while we were out of town. It’s hard to leave your pets at home but she is the best! Always responds quickly, makes you feel like your animals are her own! We won the Rover lottery!!”

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Jessica h.
Sitter Profile Image: Hayley E.
Verified Enhanced Background Check
Hayley E.
from
$35
per visit
20 years of experience
Venice, FL, 34293

About: Growing up on 3 acres of land and having many animals as pets, I have always owned pets and have a passion for loving and caring for them. This is for ALL breeds and all sizes. Animals not only bring joy to our lives but count on us to give them the best life too! I am extremely reliable, very friendly and energetic so your pet will get lots of exercise and play time. I believe that a healthy pet is a happy pet. I have lots of excellent references too. I have 2 sweet Pit Bulls of my own and absolutely love this breed of dogs, despite there terrible reputation that we as people have given them. I am used to strong, determined dogs that love to chase anything with a tail!! I also love cats, little dogs and ones that just want some love and cuddles on the couch!! I recently staryed my own pet transportation company and am taking a break from being on the road for the last 6 months to be home for the holidays! Please consider me when you need loving care for your pets!! I will send you updates and lots of pictures to put your mind at ease while you are away! I have pretty flexible hours but usually available mornings, evenings and weekends and am able to accept last minute bookings to accommodate your specific needs I have a fenced in backyard and 2 dogs at home. One loves other dogs and the other will be crated when other dogs are around.

Sitter Profile Image: Amanda W.
Verified Enhanced Background Check
Amanda W.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
• 77 reviews
31 repeat clients
30 years of experience
North Port, FL, 34286

“Absolutely wonderful! Lots of pictures, updates, and little stories of their time together. Couldn't be happier with the care our kitty was given.”

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Kristen F.
Sitter Profile Image: Alex R.
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Alex R.
from
$35
per visit
5.0 out of 5 stars
• 34 reviews
17 repeat clients
15 years of experience
Sarasota, FL, 34243

About: Hello! Super cool story! Before I had my daughter I reduced stress, spent a large amount of time around animals, logged a ton of animal TLC, and was able to save for my daughter’s arrival all while doing this!! I’m right back in the same position! I quit my job as a nurse to prepare to get pregnant so I’ve decided to pick right back up where I left off! Just not in Texas but Florida! Making some money is a plus but doing what I love is even better! Our family adores animals but travel way too much with family all over the map so it wouldn’t be fair to have our own in this chapter of our lives! So please let me love on yours! I have a very open schedule! A super kind heart! And a need to slow life down and love on your sweet babies! I am currently not working so I have an open schedule with lots of flexibility! I have a daughter I drop off to school in the morning but am free other than that! We currently don’t have a backyard. We live on the golf course so I don’t have the ability to host an animal long term but would be open to a short stay!

Sitter Profile Image: Grace A.
Verified Enhanced Background Check
Grace A.
from
$30
per visit
5.0 out of 5 stars
• 4 reviews
15 years of experience
Bradenton, FL, 34202

About: I have been a pet owner for about 15 years. I love walking dogs and caring for cats and fish. I am passionate about ensuring that pets are well cared for and just as happy when their owners return home as when they left. I am a second year dental student and have a fairly open schedule. I only have class for a few hours in the morning and some afternoons during the week days. I am available for dog walking and for general pet sitting responsibilities If I am caring for a dog then I make sure that they get plenty of exercise with a walk and being let outside. I also follow the directions of the client if they need to be crated or if a portion of the house is off limits to the pet. For cats I will make sure that they are fed and that the litter box is clean and anything additional the client is looking for.

Sitter Profile Image: Alana L.
Verified Background Check
Alana L.
from
$18
per visit
5.0 out of 5 stars
• 15 reviews
6 repeat clients
8 years of experience
Bradenton, FL, 34211

“We can leave our cat Charlie knowing he will receive great care from Alana. She is responsible, always shows up on time and stays and plays with Charlie. She administers medication and is responsive to my concerns. We couldn’t get back due to the hurricane, no worries, Alana just extended her time caring for Charlie . Charlie is a shy cat and is reticent of people outside our family. Alana has built up trust and can easily pet and play with Charlie. A five star rating doesn’t cover her passion or dedication!”

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Marcia L.
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The median cost per visit for dog sitting in Osprey is $22

Dog parents share their Rover experiences - Osprey

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5.0 out of 5 stars

Aimee was very kind and professional! She showed up on time and did a meet and greet with me and our pets. You could tell she loves animals. She came on time for the visit and also stayed the whole time and sent updates. Will definitely be using her again in the future!

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Ashley S.
Drop-In Visits
5.0 out of 5 stars

Carmen is so wonderful! Dependable and communicates really well. We have used her numerous times now and wouldn’t choose anyone else!

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Suzanne S.
Drop-In Visits
5.0 out of 5 stars

Christine is a great pet sitter. She took care of Allie at our hotel in a professional manner. Christine is kind, caringsnd more than accommodating to Allie's needs. I highly recommend Christine

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Ann S.
Drop-In Visits
5.0 out of 5 stars

Alicia it’s truly a dog whisperer. She did such a great job with my difficult reactive Chihuahua taking her time and letting him warm up to her. She’s the first sitter I’ve been able to use for him. So grateful!

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Carolyn B.
Drop-In Visits
5.0 out of 5 stars

Dot was wonderful with my Goldendoodle, Charlie. From our first conversation throughout Charlie’s visit with Dot, her communication and the comfort she provided was exceptional. Great attention to detail, promptness and follow through with instructions. Dot has a kind and loving personality. That was a perfect match for my fur baby. I will be hiring her again.

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Marcy H.
Drop-In Visits
5.0 out of 5 stars

Thank you for taking such good care of them! It’s a relief knowing we can leave and not have to worry!!

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Amy C.
Drop-In Visits
5.0 out of 5 stars

Ying is terrific. On time, reported promptly and in appropriate detail. I appreciate having her available for Val.

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Art G.
Drop-In Visits
5.0 out of 5 stars

Cher is fantastic, she has stayed with our Doods and done a drop in and they love her! And so do we!! Great communication and would highly recommend

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Ashley R.
Drop-In Visits
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How to book dog sitting

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Sitters in Osprey average 5
repeat dog sitting clients

FAQs for Dog Sitting - Osprey

Frequently asked questions about Rover

The average cost of Dog Sitting in Osprey on Rover is $22 per visit as of October 2026. Most bookings cost between $20 and $37 per visit. sitters 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 October 2026, there are 1,669 sitters on Rover offering Dog Sitting across Osprey. Enter your ZIP code to see which available sitters are closest to your home.

You and your sitter can agree on a care schedule that fits your pet’s routine and the sitter’s availability. Pet Sitting can be booked as a one-time or recurring drop-in visit. If you need overnight care or dog walks, you may also be able to book House Sitting or Dog Walking through Rover with the same sitter, provided they offer those services.

Before booking, confirm:

  • the timing, length, and frequency of visits;
  • the care instructions the sitter should follow;
  • which parts of your pet’s usual routine should be prioritized;
  • how often you would like to receive messages, photos, or other updates.

Not every sitter offers the same services, availability, or booking options. Review their profile and discuss the care you need through Rover before booking each service.

Key handling is entirely up to you and your sitter to agree on during the Meet & Greet or in the Rover app. Most pet parents in Osprey choose to hand over a spare key or digital fob in person, while others arrange a lockbox or unique access code. Don't forget to discuss key returns as well!

Every sitter 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 .

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 , which provides up to 25,000 in eligible veterinary care reimbursement.

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 sitter 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 sitter 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 sitter for longer stays or first-time bookings. Read our tips for your first .

While Rover doesn’t offer traditional subscription services, some sitters offer recurring bookings for services like home visits and dog walking. Recurring services come with their own perks, such as flexibility to modify services (up to five weeks in advance), automatic billing, Rover Card updates, and same-day cancellations.

To find sitters in Osprey with recurring or weekly availability, select "Repeat Weekly" and which days you’d like them to care for your pet.

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

  • 92% of sitters 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.

sitters on Rover set their own , 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 sitter.

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