Dog Sitting Osprey

Book a Osprey dog sitter to watch your dog in your sitter’s home or yours.

End
Search

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.

1 / 1
Sitter Profile Image: Tony B.
Verified Enhanced Background Check
Tony B.
from
$20
per visit
4.9 out of 5 stars
33 reviews
7 repeat clients
2 years of experience
Sarasota, FL, 34240

About: I owned a husky and let me tell you was he the biggest handful ive ever had to deal with. Thankfully growing up all my life with dogs and through my husky “Koda” I am more than capable of fulfilling all needs a dog/owner could ask for. Right now my schedule is virtually free. Best times to book with me are 9am-5pm. Can work outside those hours in some cases. I am flexible. At home i have always treated my animals with the upmost respect, making sure they feel loved, and giving them a sense of security at all times. At a client’s house it would be no different. I just love all pets.

Sitter Profile Image: Shaylynn E.
Verified Enhanced Background Check
Shaylynn E.
from
$25
per visit
5.0 out of 5 stars
8 reviews
2 repeat clients
10 years of experience
Sarasota, FL, 34231

About: Growing up will all kinds of pets taught me early on just how much I truly loved animals. I have experience not only from caring for my own pets in the past but also pet sitting for friends and family over the years. I understand how worrisome it is leaving your furry best friends behind when needing to travel and ensure you I will provide nothing but the best care and update you every step of the way. If you are a previous client and see my calendar shows as unavailable please feel free to message me - as sometimes I do block off dates of tentative plans and may in fact be available! I work remote from home M-F. Generally speaking my schedule is extremely flexible. I am home all day other than going to the occasional appointment or gym for about 1-2hrs. Weekends don’t have a schedule however I obviously will be around as needed when scheduled to care for you pets. I tend to think of animals more highly than people. I ensure their safety in any way possible from basic common sense to special requests from owners.

Sitter Profile Image: Paula G.
Verified Enhanced Background Check
Paula G.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
2 reviews
3 repeat clients
4 years of experience
Sarasota, FL, 34236

Helped us out in a pinch! And was attentive enough to refill their water bowl without being asked. Very nice to the doggos!

Profile image
Remi W.
Sitter Profile Image: Kari V.
Verified Background Check
Kari V.
from
$30
per visit
5.0 out of 5 stars
17 reviews
4 repeat clients
25 years of experience
Nokomis, FL, 34275

Kari is wonderful! She clearly loves animals and did an amazing job taking care of our cat Dakota! Love her enthusiasm and spirit. We will definitely book with a Kari again.

Profile image
Marilyn T.
Sitter Profile Image: Christopher S.
Verified Enhanced Background Check
Christopher S.
from
$23
per visit
5.0 out of 5 stars
7 reviews
2 repeat clients
22 years of experience
Sarasota, FL, 34231

Another great walk for our boy Roy, thanks Chris!!

Profile image
gary w.
Sitter Profile Image: hailey s.
Verified Enhanced Background Check
hailey s.
from
$14
per visit
1 repeat client
20 years of experience
Sarasota, FL, 34238

About: Hi! My name is Hailey, I’m 21 years old and currently in nursing school. I’ve been around animals my entire life and have always had a huge love for them. I currently have four cats and a Golden Retriever of my own, including a blind cat, so I also have personal experience caring for an animal with special needs and understanding the extra patience, attention, and consistency they may require. I also have experience watching and caring for my sister’s dog, along with taking care of my own pets every day. I understand how important it is to have someone dependable, patient, and loving looking after your pets while you’re away. I’m happy to help with feeding, walks, playtime, potty breaks, litter box care, companionship, and making sure your pets feel safe and comfortable. I’ll treat your pets with the same love and attention I give my own. I also have reliable transportation and my own car, which makes it easy for me to travel to your home for drop-in visits, walks, or other pet-care needs. I’m responsible, caring, and excited to meet you and your pets! Pet care fits well into my daily and weekly schedule. I am currently in nursing school and am available after 3:00 PM on weekdays once I get out of class. My weekends are open, giving me plenty of flexibility for walks, drop-in visits, and pet sitting. I also have my own reliable transportation, so I’m able to travel to clients and make sure their pets receive consistent and dependable care. In a client’s home, I would follow their pet’s normal routine as closely as possible so they feel comfortable and safe. I can provide feeding, fresh water, walks, potty breaks, playtime, litter box cleaning, and plenty of attention and companionship. I’m also comfortable caring for pets that may need extra patience, since I have a blind cat of my own. I would make sure to follow any specific instructions the owner leaves and keep their home and pet’s space clean and secure while they are away.

Sitter Profile Image: Britney M.
Verified Enhanced Background Check
Britney M.
from
$28
per visit
5.0 out of 5 stars
6 reviews
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 as this is my only job at the moment. I am off during the summers so 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 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 the holidays :) 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: Katarina J.
Verified Enhanced Background Check
Katarina J.
from
$31
per visit
5.0 out of 5 stars
6 reviews
15 years of experience
Osprey, FL, 34229

About: I love dogs - they are man’s best friend and very smart. I take would take wonderful care of your dog just like it’s my own. I used to have a dog and I miss him, yet at this time I cannot commit to get another one, so I give my love to yours. I am working from home, so I have plenty of time to spend with your furry friend. I am available for boarding almost any part of the day. I have a house with front and back yard with plenty of lizards and bunnies to keep your doggies happy outdoors. I had a dog, and I cannot commit to another one at this time - so I will give all my loving to your furry family.

Sitter Profile Image: Shannon L.
Verified Enhanced Background Check
Shannon L.
from
$20
per visit
35 years of experience
Sarasota, FL, 34239

About: I've owned a variety of dogs of every breed and size, (Gr8Danes, pekingese, doodles, terriers, the list goes on) all from a very young age. I've had puppies, to special needs seniors... All of whom have different skills sets required for their care. Im currently a stay at home Mom. One of my children is a 2 time cancer survivor and requires a flexible schedule due to her weakened immunity. My schedule is pretty packed as a busy mom before and after school... but my availability during the day and on weekends is usually fairly open for visits, walks, cuddles or any type of care. I'm more than able to follow any schedules you may want to follow. Including eating/medication times as I know and respect how sensitive some animals are.

Sitter Profile Image: Brittany L.
Verified Enhanced Background Check
Brittany L.
from
$20
per visit
20 years of experience
Sarasota, FL, 34231

About: I’ve always been an animal lover and have experience caring for pets of different personalities, ages, and needs. I understand that every pet has their own routine, preferences, and quirks, and I’m happy to follow their normal schedule as closely as possible. I’m comfortable with feeding, walks, potty breaks, playtime, giving lots of attention and affection, and making sure pets feel safe and comfortable while their owners are away. I’m also a big believer in communication, so I’m happy to send regular updates and photos so you know your pet is doing well. Whether your pet is energetic and loves to play or prefers a quiet day with lots of cuddles, I’m happy to give them the attention and care they need. 🐾❤️ My schedule varies, but I have flexibility throughout the week and can work with your pet’s routine. I’m available for daytime walks and drop-in visits, and I’m happy to coordinate a schedule that gives your pet the attention, exercise, and care they need while you’re away. Your pet’s safety and comfort are my top priorities. I’ll follow your instructions carefully and keep your pet in a safe, comfortable environment. I understand every pet has different routines and needs, and I’m happy to accommodate feeding schedules, medications, walks, playtime, and other care instructions. I’ll treat your home and your pet with the same care and respect I would want for my own.

Sitter Profile Image: Megan A.
Verified Enhanced Background Check
Megan A.
from
$25
per visit
5.0 out of 5 stars
4 reviews
1 repeat client
20 years of experience
Sarasota, FL, 34238

About: I’ve worked with dogs of every age from puppy to senior. And I have taken classes with my own dog for basic behavior training, reactivity, and anxiety. I’m highly communicative and understand how important updates are when you’re away from your furry family member. You can expect prompt responses, regular photos, and peace of mind knowing your pet is receiving personalized care. I take the time to learn each pet’s unique personality, routine, and needs so they feel comfortable, safe, and loved while you’re away. Whether your pet is energetic and adventurous or prefers a quieter routine, I’ll treat them as if they were my own. I’m a teacher off for the summer so I have a pretty flexible schedule to make time to walk, play, and check on dogs. I understand that every pet is unique, and I take the time to learn their routines, personalities, and needs. Whether your dog loves long walks and playtime or prefers a calm environment and extra cuddles, I’ll make sure they feel safe, comfortable, and loved while you’re away. I know how important it is to trust someone with your furry family member. I’ll provide regular updates, photos, and communication so you can enjoy your time away knowing your pet is in good hands. Your pet’s safety and well-being are my top priorities. I carefully follow each owner’s instructions regarding feeding schedules, medications, exercise, crate training, and household rules. I strive to maintain your pet’s normal routine as closely as possible to help reduce stress and keep them comfortable. I provide plenty of affection, supervision, and positive attention while ensuring pets have a safe, clean environment. Communication is important to me, so I’ll keep you updated with messages and photos throughout their stay or visit.

Sitter Profile Image: Rachael R.
Verified Enhanced Background Check
Rachael R.
from
$30
per visit
17 years of experience
Sarasota, FL, 34238

About: I will treat your babies just like mine. I will take them to dog parks, on my boat, or adventures if you'd like and if theyre adventurous. I have lifejackets for all sizes. Also, I'm amazing with senior dogs if they just want to relax at home. Currently, my dog is 13 years old that I've had since she were puppy. The most important would be away from your pups are 4.5 hours. I own and run a boat tour business in the area. Most of my trips are 4 hours max. Whatever your rules are at your home is what I do. When I take them out on adventures I always keep them on leash unless it is gated. Even if they have recall, I don't chance that.

Sitter Profile Image: Monika G.
Verified Enhanced Background Check
Monika G.
from
$20
per visit
41 years of experience
Nokomis, FL, 34275

About: Hello 👋 My daughter and I love caring for other fur babies and loving them as if they are our own. We know how important it is to your pets to give them the proper attention and play they deserve. I’ve grown up with rabbits, cats, and dogs. My first job in 5th grade was walking “Mike” the dog daily and I’ve continued to care for other pets over the years. I work throughout the week with flexibility to walk pups in the morning and evening. Weekends completely off to go on adventures with your fur baby. We love traveling to parks, dog beaches, and even for pup cups! I have a fenced in yard with artificial grass that dogs love to spend time sun bathing. A doggy pool so they can cool down in the Summer’s heat. A large dog park minutes away by foot so your loved one can socialize and run around with other dogs as well. If they choose not to do a dog park then plenty of space to be walked around the neighborhood taking in fresh scents.

Sitter Profile Image: Joseph K.
Verified Enhanced Background Check
Joseph K.
from
$14
per visit
10 years of experience
Nokomis, FL, 34275

About: I’ve taken care of many dogs of all sizes and ages. I can handle any need that your fur baby will have. Excited to help! I work until 2:15 during the week Monday through Friday so my services will be limited to the afternoon, however, I’m available all day on weekends. At my home, I have a backyard that can be closed off for most dogs (except the most skilled escape artists). I also own an incredibly friendly golden doodle named Lucy who is 2 years old.

Sitter Profile Image: Seth L.
Verified Background Check
Seth L.
from
$22
per visit
5.0 out of 5 stars
8 reviews
15 years of experience
Nokomis, FL, 34275

Followed instructions, friendly, prompt. Would use again.

Profile image
Trevor E.
Sitter Profile Image: Naomi J.
Verified Enhanced Background Check
Naomi J.
from
$25
per visit
5.0 out of 5 stars
1 review
2 years of experience
Sarasota, FL, 34238

About: I treat every pet like they’re my own, providing personalized care and attention to their unique needs. With two years of experience caring for Bella, a playful bulldog, Precious, a sweet Calico cat, and my own cat, Tucksy, I’ve gained a deep understanding of how to handle different personalities and routines. My goal is to ensure pets feel safe, loved, and comfortable while their owners are away. Pet care fits perfectly into my weekly routine as I have availability everyday, through 8 AM to 6 PM, this doesn’t include the boarding services. This allows me to provide consistent and dedicated care for your pets while managing my school schedule. I make sure to give each pet the attention they deserve within these hours, whether it’s feeding, playtime, or just cuddling. Your pet will always be in good hands during my available times! I prioritize creating a safe, comfortable, and stress-free environment for pets in their own homes. I offer pet sitting services in clients’ homes, where pets feel most at ease. I ensure their environment remains familiar and secure by following any specific routines or preferences you’ve outlined. I take extra precautions to pet-proof the space, keeping harmful items out of reach, and providing a calm atmosphere for them to relax. You can trust that your pet will receive personalized, one-on-one care while you’re away.

Sitter Profile Image: Stephanie C.
Verified Enhanced Background Check
Stephanie C.
from
$30
per visit
30 years of experience
Sarasota, FL, 34238

About: With over 30 years of love and experience caring for my own pets, including my beloved dog Rosie, and a jubilee of cats over the years as well as my family and friends dogs and cats of all ages and energy levels. I truly connect with each pet on an individual level. Whether it’s a senior dog needing a little extra TLC, a high-energy pup who is new to a harness or eager for a beach adventure, or a kitten that needs gentle care, I bring heartfelt, customized attention to every furry friend. I have cared for many family dogs and cats over the years, as well as provided foster care for several dog rescue organizations and was very active with the MSPCA puppy training with my dog, Rosie. I now live in Palmer Ranch, a beautiful coastal community in Sarasota, FL and I'm grateful to have met so many wonderful neighbors and furry friends. I'm happy to travel to local neighborhoods and your home for some comfort and care or to experience a little playful adventure together with your beloved pet. 🐾💞 I've have a flexible part-time schedule, and I’m available during the week or weekends. I can drive to your neighborhood or meet you at a local park at a time that works well with your schedule. Whether your pup needs a stroll around your block or a little outing to the dog park or beach, or your cat needs a drop in, I'm available to personalize your pet care needs. If you need me for a longer stay, I’m available to stay at your home and be a trusted companion for your pet. I respect that safety and trust are really important when it comes to your pets and your space. I want you to feel completely at ease, so I’m flexible about where we meet. You’re more than welcome to have your pet come to my home in Palmer Ranch, though it’s not fully outfitted with all the pet gear, I can still make them comfy, or I’m happy to come to your place or meet wherever you’d like, maybe for a neighborhood walk or a trip to the park. Wherever your dog or cat feels happiest, that’s where we’ll be. I would be honored to care for your fur baby and I look forward to meeting you soon.🐾🏖☀️💞

Sitter Profile Image: Jessica D.
Verified Enhanced Background Check
Jessica D.
from
$14
per visit
30 years of experience
Sarasota, FL, 34233

About: I have had dogs all my life and currently have 2 dogs. My dogs are my babies and I will treat yours just like my own. I have crate trained young dogs to caring for senior pups as well. I am reliable and trust worthy. I work remotely and can stop in or walk morning and afternoon during the week. Weekends I am open to come by as needed or stay with your pets. I have dogs of my own and need to come to your home to take care of your pets. My older dog is hit or miss getting along with other dogs so I will not be able to have your pets at my house.

Sitter Profile Image: Genesis S.
Verified Enhanced Background Check
Genesis S.
from
$17
per visit
2 years of experience
sarasota, FL, 34233

About: I have taken care of dogs and cats since I was a kid! I have also taken of animals at a indoor summer camp at HSSC. My family member views me as responsible and reliable to take of their animals. I am currently under a mentorship for my future career job, ill be bale to take care of the pets early in the morning or after noon Animals deserve all the love they can get while their owners are away, while also being provided a safe and healthy environment, along with their fun!

Sitter Profile Image: Jeanine S.
Verified Background Check
Jeanine S.
from
$20
per visit
40 years of experience
Sarasota, FL, 34233

About: I have had dogs since I was a child. I have never not had dogs! My fur babies include a new puppy, a 13 year old refined lady, and a 6 year old pittie. I absolutely love all dogs and am great at knowing what they need. I am responsible and responsive and have a super flexible schedule. I have never met a doggies I don’t like. I am currently between jobs so am very flexible. Can do any time of the day. Of course on these really hot days it will be less outside time and more in time play. Your dog will never be off leash unless you tell me specific areas it is safe to do. I make sure your home and dogs are safe.

1 / 1
View more

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

Dog parents share their Rover experiences - Osprey

1 / 1
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!

Profile image
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!

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

Thank you to Maggie for taking care of our boys on such a short notice ❤️ our boys were super happy when we got back ❤️

Profile image
Vanessa M.
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

Profile image
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!

Profile image
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.

Profile image
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!!

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

I only used Carolina once but she was friendly with Teddy. He liked her and I will use her when I return to FL

Profile image
Susan S.
Drop-In Visits
1 / 1
Find pet care near you

Book with peace of mind

  • Screened pet sitters have passed a third-party background check and show verified reviews from other pet parents, like you.
  • Every booking is backed by the Rover Guarantee, which includes up to $25,000 reimbursement for eligible vet care. Learn more
  • 24/7 support from the Rover team–here to help if you ever need someone to talk to.

Why Choose Rover?

  • Cashless payments

    Book and pay through Rover’s secured platform—no cash or checks required.

  • Reservation protection

    It doesn’t happen often, but if your sitter has to cancel, we’ll work with you to find a new sitter.

  • World-class support

    We’re friendly, knowledgable, and total pet fanatics. You can get in touch with us anytime.

Meet local sitters who will treat your dogs like family

  1. 1. Search

    Browse profiles of sitters near you who offer dog sitting
  2. 2. Meet In Person

    Schedule a free in-person Meet & Greet to find the perfect fit
  3. 3. Book & Pay

    It's that easy! All payments are processed through Rover's secured platform

Popular requests for dog sitting - Osprey

Select a filter and find qualifying sitters offering dog sitting.

Sitters in Osprey average 5
repeat dog sitting clients

FAQs for Dog Sitting - Osprey

Frequently asked questions about Rover

The average cost for Dog Sitting in Osprey on Rover is $22.2 per visit (as of September 2026). However, all sitters set their own rates based on experience, location, and availability.

Rover makes budgeting the cost of Dog Sitting easy. As long as your dates and pet profiles are correct, the price you see before you book is the same price you pay for Dog Sitting. For more information on service fees, click here .

As of September 2026, there are 1,681 sitters on Rover offering Dog Sitting across Osprey. Enter your ZIP code to see which available sitters are closest to your home.

A pet sitter can provide focused care sessions, help your pet’s routine stay on track, or keep you updated on your pet’s mood and energy levels.

Whether you’re at the office for the day or traveling for a few nights, a pet sitter can offer potty breaks during a Osprey stroll, cleaning the litter box, or making sure your pet has on-time food or water refills. For daytime services like walking and drop-ins, you can also request sitters to send a report card with every visit.

Tip: You can discuss your specific arrangements with a pet sitter on Rover to what fits you, your pet, and your sitter’s needs. To find what their special skills are, look at the "Skills" and "Pet care experience" sections on their profile.

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 Rover's Trust & Safety page .

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.

A Meet & Greet is a short introductory meeting between you, your dog, and a sitter. It can take place in person or virtually, although we recommend in-person so that your pet can get to know your sitter 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. Most pet parents and sitters on Rover welcome Meet & Greets because the process can give confidence and peace of mind for service experiences, especially for longer stays or first-time bookings.

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:

  • 94% of sitters can help with special care needs
  • 95% can help with giving oral medications or injections
  • 97% 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 cancellation policy, which you can find on their profile under their calendar availability.

Cancelling before a booking begins and before the sitter's cutoff time qualifies you for a full refund. Same-day cancellations for walks, day care, and drop-ins follow the full refund policy. Otherwise, for dog boarding and house sitting, you will receive a 50% refund for the first seven days of the booking and a 100% refund for the remaining days when you cancel the same day a booking should begin.

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

Connect anywhere with the Rover app

Download on the App Store BadgeGet it on Google Play Badge