Dog Sitting in Osprey

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

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Top rated Osprey dog sitters

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: Katie F.
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Katie F.
from
$24
per visit
5.0 out of 5 stars
10 reviews
2 repeat clients
20 years of experience
Sarasota, FL, 34241

This was our first experience using Rover in Florida and Katie did a great job taking care of our cat Cami. She kept us informed with pictures and put our mind at ease. We will definitely use her in the future.

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Debbie P.
Sitter Profile Image: Skylar K.
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Skylar K.
from
$19
per visit
5.0 out of 5 stars
1 review
15 years of experience
Sarasota, FL, 34238

About: Hello! My name is Skylar Kerr and I am an Elementary Music teacher in Sarasota. I LOVE dogs, and being in a place where I can’t have a dog of my own yet has been hard. I am excited to get to love your dogs and play with them now too. Pet sitting is something I've done for many years and have grown up with 5 dogs of my own. I also have experience with dogs of all ages. From house sitting a 1 year old for two weeks, as well as helping to take care of my own 15 year old pup who I had to help go in and out to use the restroom and wake to make sure he eats. I love going for walks and know that some dogs need more patience than others, and some need more energy than others(LOTS MORE). I am excited and look forward to getting to play and bond with your puppies!! I am currently working full time so during the week I am available in the morning and afternoons to check in on your pups. And on the weekends have all the time to give them the love and activity they would need while you’re away! I live in a ground floor condo giving easy access for pups of all ages, as well as a large community area to walk around with lots of grass and open space. I can happily crate your dog if needed or give them the living room to lounge in while gone for short periods of time. And will happily continue whatever care your pets are used to in your own home!

Sitter Profile Image: Susan J.
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Susan J.
from
$25
per visit
5.0 out of 5 stars
38 reviews
17 repeat clients
8 years of experience
Sarasota, FL, 34238

Susan was great with our dogs. They liked her from the minute they met her. We have already booked her for two more times. I would highly recommend her!

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simone k.
Sitter Profile Image: Miande O.
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Miande O.
from
$18
per visit
10 years of experience
Nokomis, FL, 34275

About: I grew up with dogs in the house and have always been a dog person. I’ve taken care of many families’ dogs over the years, and have definitely gotten attached to them all. I own a cat, but miss having dogs, so I get excited at the opportunity to be around them. I have experience with puppies, adults and elderly dogs. I love them all! I’m working on an adhoc basis, so I have plenty of availability for overnights and check-ins. I work for a maximum of 6 hours at a time, which is flexible also, which means I can put your pets first. I can’t offer boarding, but I can follow instructions and respect the owner’s wishes. I’m comfortable with pets sleeping in the bed, but if they sleep in a crate I can do that as well. I love giving treats, and will make sure to do that to help build trust.

Sitter Profile Image: Natasha K.
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Natasha K.
from
$30
per visit
5.0 out of 5 stars
5 reviews
1 repeat client
20 years of experience
Sarasota, FL, 34238

About: I recently relocated to Sarasota, FL from Boston after many years of caring for pets back home. I’ve grown up with animals my whole life and have had my own pets for over 20 years, giving me a deep understanding of their needs and behaviors. I currently share my home with two cats and a dog, so I’m familiar with the daily joys and responsibilities of pet care. Over the years, I’ve also pet-sat for friends, neighbors, family, and colleagues, caring for their cats and dogs with the same love and attention I give my own. I specialize in thoughtful, loving care for pets of all ages and personalities—from playful puppies to senior dogs, and curious kittens to shy adult cats. I also volunteer as a cat socializer at a local animal shelter, helping nervous or anxious cats gain trust and confidence. ****While I’m new to Rover as a sitter, I’ve been a trusted pet caregiver outside the app for years and can provide references if needed. I’ve also used Rover myself as a pet parent, so I understand how important clear communication, respecting routines, and truly connecting with your pets are.**** Whether it’s a dog who loves long walks or a cat who needs a calm presence, I bring reliability, patience, and a deep love for animals to every booking. I have a very open and flexible schedule, which lets me give pets the time and attention they truly deserve. Working remotely throughout the day means I can easily accommodate pets who need extra companionship, custom routines, or even last-minute bookings. My dog and two cats keep me on a regular pet care rhythm—walks, meals, playtime, and plenty of interaction are already part of my daily life! I believe pets thrive when they can stay in their familiar environment, so I’m happy to care for them right in their home where they feel safest. I’m very respectful of each pet’s existing routine—whether that’s specific feeding times, walks, medication, or bedtime rituals- I do my best to keep everything consistent and stress-free. I offer both drop-in visits and overnight stays, depending on your pet’s needs. Whether it’s a quick check-in for a midday walk or staying overnight for full-time companionship, I make sure your pet feels loved, comfortable, and cared for while you’re away. I also keep pet parents updated with photos and messages, so you can feel connected and confident every step of the way!!

Sitter Profile Image: Monica P.
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Monica P.
from
$25
per visit
5.0 out of 5 stars
14 reviews
3 repeat clients
18 years of experience
Sarasota, FL, 34241

About: Walking and playing with your pet is my middle name. Make sure that they’re fed their wash when they’re brushes. I like to walk between the times of 8 AM to 8 PM I housesit. Also Im a photographer for all sorts of animals. Seeing your dog in different outfits and backdrops is alaways a crowd pleaser. I’ve trained dogs from all over. From sit, beg, paw, play dead, roll over, stay, etc... my mission is to make sure your pet is well taken care of when the owners aren’t there to treat them like if they were my own. Every amazing pet needs an amazing pet sitter so not only the owner but the pet can feel safe and at ease with no worry’s

Sitter Profile Image: Hadlee S.
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Hadlee S.
from
$14
per visit
5.0 out of 5 stars
5 reviews
6 years of experience
Sarasota, FL, 34238

About: I am the go-to person within my workplace for all dog sitting needs. I’ve had dogs come to my place and I’ve also stayed at others homes. I enjoy playing with dogs and taking them on walks. There is no doubt that any dog will go unloved or cared for during the time their owner is gone. I’m a big puppy cuddler!! I work at a coffee shop downtown, and don’t work more than 6 hours a day. I have a lot of free time on my hands! If I am caring for an animal at the clients home, I will bring whatever I need to the home that way I can give my full attention to the pets and not have to go back and forth between my place and the home. I’m very flexible as well! If the animal is staying at my place, I’ve had ppl bring all of their pets essentials and I dnt mind if they lay on my couch or bed! As long as they are comfortable!

Sitter Profile Image: Sydney J.
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Sydney J.
from
$20
per visit
5.0 out of 5 stars
7 reviews
5 repeat clients
6 years of experience
sarasota, FL, 34238

Sydney was the right choice for taking care of Donut. We loved the photos and updates while we were away. She played with him and was respectful of our apartment. Donut has a new friend and we will book with Sydney from now on. Thank you Sydney!

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Collin S.
Sitter Profile Image: Anton P.
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Anton P.
from
$20
per visit
5 years of experience
Sarasota, FL, 34231

About: With daily photo updates, flexible scheduling, and a genuine love for animals, I offer more than pet sitting — I offer peace of mind. Your pet is in safe, caring hands from the moment you leave to the moment you return. I work full-time, so I’ll have plenty of time to play with your furry friends on the weekends! I am available all weekend from early mornings to late evenings! No unfamiliar smells, no strange surroundings, no stress. I come to your home so your pet stays exactly where they’re happiest — in their own space, sticking to their routine, surrounded by everything they love.

Sitter Profile Image: Genesis S.
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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: Ina J.
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Ina J.
from
$25
per visit
5.0 out of 5 stars
5 reviews
1 repeat client
15 years of experience
Osprey, FL, 34229

About: I have had a dog my entire life and I have dog sat for many families either for daily care or long term care (i.e. vacation purposes). I am very thoughtful in how I care for your fur babies and would love to work with you! I just moved to the sarasota area for nursing school and I am walking dogs with all of my free time. I am available most days/times, so don’t hesitate to reach out or shoot me a schedule! I currently have no pets of my own as I just moved from out of state into an apartment here. I am willing take care of your animals in their own space or take them for a walk in your neighborhood!

Sitter Profile Image: Danielle B.
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Danielle B.
from
$17
per visit
5.0 out of 5 stars
1 review
12 years of experience
Sarasota, FL, 34238

About: I’ve had dogs my whole life and just got a new puppy, who I’m currently training! Caring for dogs comes naturally to me. I’m a newer sitter on here, but I’m not new to giving caring love to my own pets and bringing that same level of care to every pet I meet, canine or feline. I’m in school getting ready to go into my junior year in 2026 at USF, so my schedule is flexible! I’m available most days. Let me know what works for you! Due to my own dogs that I need to walk and feed before heading out, I’m not available for walks or drop-ins earlier than 8:00 AM. My oldest dog takes medication nightly and I’m currently house training my puppy, so I understand its importance. I follow routines, keep pets safe, and ensure they feel loved and comfortable while you’re away.

Sitter Profile Image: Michele W.
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Michele W.
from
$20
per visit
5.0 out of 5 stars
3 reviews
1 repeat client
25 years of experience
Sarasota, FL, 34238

Michelle is wonderful and took great care of Daisy! I strongly recommend her and will be using her again.❤️

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Dana Z.
Sitter Profile Image: Jessica R.
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Jessica R.
from
$30
per visit
5.0 out of 5 stars
13 reviews
3 repeat clients
20 years of experience
Sarasota, FL, 34232

Jessica was great with the cats. She followed the directions we left for her and the cats warmed up to her quickly. Would definitely recommend and rebook her for future trips.

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Joshua A.
Sitter Profile Image: Samantha B.
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Samantha B.
from
$22
per visit
5.0 out of 5 stars
3 reviews
3 repeat clients
8 years of experience
Sarasota, FL, 34238

About: I’m a huge animal lover, I have 2 dogs and 2 cats. Neighbors, family and friends have all relied on me, numerous times to take care of their fur babies! I love animals of all kinds. I’m available all day, through out week, including weekends. I have no restrictions on times or days to come take care and play with your pet/s. I have a fenced in yard, 2 super friendly dogs, I also have a safe space for my dogs or yours to explore if any pets get uncomfortable. I have no problem taking long walks, or playing fetch, whatever your pet may enjoy.

Sitter Profile Image: Alicia J.
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Alicia J.
from
$35
per visit
5.0 out of 5 stars
4 reviews
10 years of experience
Sarasota, FL, 34238

Alicia did a great job with my senior dachshund. She was on time and provided pictures and feedback of the visit. I would definitely not hesitate to use her again.

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Carolyn B.
Sitter Profile Image: Marianna C.
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Marianna C.
from
$30
per visit
5.0 out of 5 stars
5 reviews
1 repeat client
7 years of experience
Nokomis, FL, 34275

About: Hi! I’m Marianna, a lifelong animal lover offering drop-in visits, boarding, and overnight stays for both dogs and cats. Animals are truly part of my family. I share my home with my amazing Golden Lab, Phoebe, who is incredibly well-behaved, gentle, and adventurous — she goes paddle boarding, loves the water, and is even a diver! Phoebe is a Theraphy dog . She is a calm, confident, and friendly role model for other dogs. We also have two wonderful cats: Pharaoh (Abyssinian) and Phoenix (Scottish Fold). They are very social, affectionate, and used to being around dogs, so our home is a peaceful, happy, and interactive environment for all pets. I’m certified in Pet First Aid & CPR for both cats and dogs, so your pet’s safety is always a top priority. In addition to loving care, I also offer support with behavioral training and confidence building. I’ve personally trained my own 2.5-year-old pup to a very high level of obedience, and I enjoy helping other dogs feel calm, safe, and well-mannered. Our home features a fenced yard, a swimming pool (with supervision), and plenty of space to play, rest, and relax in a loving, low-stress environment. Whether your pet loves to cuddle, play, swim, or simply nap in the sun, they will feel right at home here. I treat every animal as if they were my own — with patience, kindness, and respect. I would be honored to care for your furry family while you’re away 🐶🐱💛 Ps . For safety, any signs of prey drive toward cats (staring, lunging, chasing) will result in immediate separation or early pick-up. That’s why Meet and Greet is a MUST for me. I keep a flexible schedule so your pet receives calm, unhurried attention, playtime, and companionship throughout the day. I’m available for boarding, daycare, and drop-ins on both weekdays and weekends, and I intentionally limit how many pets I take (1-2 great pets at a time ONLY) to ensure each one feels safe, relaxed, and truly cared for. I provide a safe, calm, and loving environment in my home with a fenced yard for supervised outdoor play. Dogs are always monitored, kept on routine, and can be crated if needed. I follow owner instructions closely, prioritize cleanliness, and make sure every pet feels comfortable, secure, and cared for like family.

Sitter Profile Image: Allison M.
Verified Enhanced Background Check
Allison M.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
6 reviews
3 repeat clients
20 years of experience
Sarasota, FL, 34238

About: Hi! I’m Allie. I grew up with four golden retrievers and have cared for others’ pets since I was a little girl. I have experience with puppies, seniors, anxious dogs, hyper dogs, slow dogs, sick dogs, and everything in between. I treat all dogs like my own - with love, humility, and respect. I am new to Chicago and was recently laid off, so I have all the time in the world to care for your pup. I have a very flexible schedule. My building allows dogs under 25 lbs. I am in a small space on a quiet street near lots of grass outside. I am attentive, intuitive, and caring.

Sitter Profile Image: Yumi L.
Verified Enhanced Background Check
Yumi L.
from
$20
per visit
20 years of experience
Venice, FL, 34293

About: I’ve had pets since I was a young girl. There was always a dog and cats in the house, so caring for animals has always come naturally to me. I recently lost my dog to old age, and I really miss that daily companionship, which is why I’d love to help care for other people’s pets. I’ve pet sat for friends, family, and neighbors over the years, and now I’m ready to open that up to more families. I’m comfortable with both dogs and cats, and I have two cats of my own. I’m patient, attentive, and I treat every pet like they’re my own—making sure they feel safe, comfortable, and loved while you’re away. I’m reliable and easy to communicate with, and I’ll always keep you updated with photos and messages so you can relax knowing your pet is in good hands. I’m home most of the day, so I have a flexible schedule and can give your pet plenty of attention and care. I do have two kids, so with a little advance notice I’m happy to plan ahead and make sure I’m fully available for your pet’s needs. I’m an active person and enjoy going on walks, so dogs will get plenty of movement and time outside. I’m available for drop-ins, walks, and sitting during the week and weekends, and I can adjust to your pet’s routine to keep things consistent and stress-free. I have a fenced backyard, and pets are always supervised when they’re outside. Most of the day they’ll be with me, so they’re not left alone for long. I handle all feeding, walks, and care myself to keep things consistent and done right. I have two cats that are indoor and outdoor. They’re friendly and used to being around other animals, but they mostly keep to themselves and won’t bother your pet. My home is calm, clean, and safe. My kids are gentle and love animals, and I always make sure interactions are respectful and supervised. I treat every pet like my own and do my best to make them feel comfortable and at home while you’re away.

Sitter Profile Image: Dawn S.
Verified Enhanced Background Check
Dawn S.
from
$25
per visit
5.0 out of 5 stars
19 reviews
3 repeat clients
30 years of experience
Sarasota, FL, 34238

About: I have grown up with dogs my whole life , from small to large and have been entrusted by family, friends and word of mouth for pet sitting. I am reliable and very conscientious about pet family members. I have a part time job working with special needs children and have many days off including holidays, summers and various other days. Weekends are always flexible and I am off all weekend. Currently we don't have any pets. We have a pool with a fence around it almost and an acre yard and a park at the end of our street. I would be available to walk pets in their home, feed and be a companion for visits or watch a dog that is house trained or crate trained in my home.

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Osprey dog parents share their Rover experiences

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5.0 out of 5 stars

Carmen is an outstanding caregiver. We feel so lucky to have found her to help with our pup during a recent injury. She thinks of everything and stays in close contact during her stays. We hope she will be around for us when we need help again!

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Suzanne S.
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

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

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

Alicia did a great job with my senior dachshund. She was on time and provided pictures and feedback of the visit. I would definitely not hesitate to use her again.

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

Sofie was a great help with dropping in to let our crate training puppy out mid day to go potty and letting him walk and play with her! I would love to be able to use her services again.

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Stephanie V.
Drop-In Visits
5.0 out of 5 stars

Michelle is wonderful and took great care of Daisy! I strongly recommend her and will be using her again.❤️

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Dana Z.
Drop-In Visits
5.0 out of 5 stars

Rylee was on time and did a great job with Hercules. Will certainly use her services again and I highly recommend her.

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Scott B.
Drop-In Visits
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  1. 1. Search

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Dog Sitting FAQs

Frequently asked questions about Rover

If you’re searching for a Osprey dog sitter for the first time, visit the dog sitter’s profile and select the Contact button.

If you have an active request or have booked a service with a dog sitter before, learn more about how to do this in the Rover app or on your computer.

Rover makes it easy to reach out to multiple dog sitters about your booking. Typically, dog sitters on Rover respond in under an hour.

Experience can vary widely from dog sitter to dog sitter, but you can view reviews, years of experience, and number of repeat clients when comparing dog sitters available in Osprey.

Rover makes it easy to find Osprey dog sitters to provide loving care from their own home. The background-checked, 5-star dog sitters you can find on Rover will welcome your dog into their home when you’re away—whether it’s just for the weekend or longer. Dog sitting is great for:

  • Dogs of all ages and abilities, including puppies
  • Dog parents looking for a safe, loving alternative to a kennel
  • Dogs who’d love to socialize with their dog sitter’s pets

Yes! Sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your dog sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your dog sitter has access to advice from qualified veterinary professionals. In the rare event of any issues during a booking, rest easy knowing your dog is covered by the Rover Guarantee reimbursement program for eligible veterinary care.

Note: If your dog sitter requested to cancel this booking, then they need to cancel from their account. Please contact them via Rover Messages.

We get it—sometimes plans change and you may need to cancel your dog sitting service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your dog sitter’s cancellation policy.