Dog Sitting Osprey

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

End Date
Search

Over 59
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: Daelia C.
Verified Enhanced Background Check
Daelia C.
from
$17
per visit
5.0 out of 5 stars
5 reviews
2 repeat clients
5 years of experience
Sarasota, FL, 34239

Daelia is super reliable! She takes care of my dachshund while I’m at work. She’s great at any last minute needs and/or drop ins. I will continue to use her!

Profile image
Samantha T.
Sitter Profile Image: Katie F.
Verified Enhanced Background Check
Katie F.
from
$24
per visit
5.0 out of 5 stars
11 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.

Profile image
Debbie P.
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: Gretchen K.
Verified Enhanced Background Check
Gretchen K.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
6 reviews
3 repeat clients
10 years of experience
Arlington Park, Sarasota, FL, 34239

About: I specialize in shy, nervous, and sensitive pets who need a little extra patience and understanding. My calm energy helps animals feel safe and open up at their own pace. Even the ones who “don’t like people” usually end up loving me 🐾 I plan my weekly routine around my pet care commitments to ensure reliability and consistency. I’m organized, punctual, and mindful of each pet’s schedule, whether that’s feeding times, walks, or medication. I take this responsibility seriously and make sure every pet receives dependable, quality care. Your pet’s safety and emotional comfort are my top priorities. I create a calm, secure environment and take the time to understand each pet’s unique personality, especially those who are shy or sensitive. I’m very attentive, gentle, and communicative, so you can feel completely at ease while your pet is in my care.

Sitter Profile Image: Morgan C.
Verified Enhanced Background Check
Morgan C.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
76 reviews
19 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: Kari V.
Verified Background Check
Kari V.
from
$30
per visit
5.0 out of 5 stars
16 reviews
3 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: Kailea K.
Verified Enhanced Background Check
Kailea K.
Star Sitter
from
$30
per visit
5.0 out of 5 stars
32 reviews
9 repeat clients
20 years of experience
Sarasota, FL, 34232

Kailea was very thorough in taking care of Bodhi, as well as extremely communicative and easy to work with. She clearly cared about Bodhi and his well being as soon as she met him. Would definitely book with her again!

Profile image
Lauren B.
Sitter Profile Image: Erin F.
Verified Enhanced Background Check
Erin F.
from
$28
per visit
5.0 out of 5 stars
78 reviews
19 repeat clients
30 years of experience
Siesta Key, FL, 34242

I set up the appointment with Erin as an opportunity to meet and have an initial interaction. She immediately was focused on building a connection with my Bentley and by playing and interacting was already picking up on nuances of Bentley and showed a genuine interest and affection. I wouldn't hesitate to have Erin spend extended time with Bentley knowing he would be well taken care of. Think he's missing her already!

Profile image
Mary S.
Sitter Profile Image: Anna B.
Verified Enhanced Background Check
Anna B.
from
$13
per visit
5.0 out of 5 stars
1 review
1 repeat client
30 years of experience
Nokomis, FL, 34275

Anna did a great job with Rocky! She was punctual and consistent and sent great pictures of what she did with Rocky. Would definitely have her come again!

Profile image
Tara N.
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: Cher S.
Verified Background Check
Cher S.
from
$60
per visit
5.0 out of 5 stars
69 reviews
14 repeat clients
20 years of experience
Sarasota, FL, 34242

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

Profile image
Ashley R.
Sitter Profile Image: Sierra C.
Verified Enhanced Background Check
Sierra C.
from
$25
per visit
5.0 out of 5 stars
20 reviews
3 repeat clients
10 years of experience
Makiki, Sarasota, FL, 34239

Sierra was great! Came over early to meet the dogs. Then arrived during the requested time frames to walk and feed them. I would recommend her to care for your dogs and I will use her again.

Profile image
Eric H.
Sitter Profile Image: Joshua R.
Verified Enhanced Background Check
Joshua R.
from
$14
per visit
20 years of experience
Sarasota, FL, 34231

About: I've been caring for dogs since I was about 10 years old. Growing up, my family always had dogs, and I've loved being around animals for as long as I can remember. Over the years I've helped friends, family, and neighbors with dog walking, pet sitting, feeding, playtime, and giving their pets the love and attention they deserve while they're away. Although I don't currently have a dog of my own, spending time with dogs truly brings me joy. I understand that every dog has a unique personality, energy level, and routine, and I take the time to make each pet feel safe, comfortable, and cared for. I'm dependable, patient, and treat every pet as if they were my own. Whether your dog needs an energetic walk, plenty of playtime, or simply a calm companion while you're away, you can count on me to provide loving, attentive care. I'll also keep you updated with photos and messages so you always know your furry family member is happy and in good hands. Pet care fits naturally into my weekly routine. I have a flexible schedule and can provide morning, afternoon, and evening visits depending on your pet's needs. Whether it's a walk, drop-in visit, overnight stay, or simply spending quality time with your pet while you're away, I'm committed to giving them the attention, exercise, and companionship they deserve. I'll also keep you updated with photos and messages so you can have peace of mind while you're away. Your pet's safety, comfort, and happiness are always my top priorities. I take the time to learn each pet's routine, personality, and any special instructions so they feel secure and cared for. Whether I'm caring for your pet in your home or taking them on a walk, I'll treat them with the same love, patience, and respect I would my own. I believe in clear communication, dependable service, and creating a calm, positive experience for both you and your pet. You can expect regular updates, photos, and plenty of love and attention while you're away.

Sitter Profile Image: Crystal S.
Verified Enhanced Background Check
Crystal S.
from
$14
per visit
5.0 out of 5 stars
2 reviews
35 years of experience
Sarasota, FL, 34233

About: Pet care is a natural part of our family life. My husband works from home, so there’s almost always a human around. I’m only in the office two days a week, and while the kids are at school during the day, they are very excited to help with pet care when they’re home. From gentle play and supervised feedings to extra snuggles, your pet will be part of our daily rhythm. Evenings and weekends are full-family time, which means lots of attention, love, and happy tails in our house. Pet care is a natural part of our family life. My husband works from home, so there’s almost always a human around. I’m only in the office two days a week, and while the kids are at school during the day, they are very excited to help with pet care when they’re home. From gentle play and supervised feedings to extra snuggles, your pet will be part of our daily rhythm. Evenings and weekends are full-family time, which means lots of attention, love, and happy tails in our house. Our home has a fully fenced yard and a doggy door for easy, outdoor access. We also use cameras for our own dog, which helps us keep an extra eye on everyone. Whether your pet loves play, cuddles, or quiet companionship, we adjust care to their needs so they feel right at home. I’m happy to send photo and video updates for peace of mind. Side note...I have puppy sat for a large dog that shed and as much as I loved him, I just couldn't take all the hair! I plan to limit my pet sitting to mostly non shedding dogs...if they are smaller or special circumstances, we can discuss;)

Sitter Profile Image: Yamilia H.
Verified Enhanced Background Check
Yamilia H.
from
$18
per visit
6 years of experience
Sarasota, FL, 34233

About: Dogs have been the center of my world for as long as I can remember. I grew up handling large breeds-my very first dog was a Doberman so I am entirely comfortable, confident, and experienced with big dogs of all temperaments. Today, I am the proud mom of a four-dog pack, which means I am an expert at managing multiple personalities, energy levels, and routines at once. Beyond my lifetime of personal experience, I bring a high level of reliability and peace of mind to my clients. I have a professional background in healthcare, which naturally translates into being incredibly detail-oriented, calm under pressure, and attentive to senior dogs or pets with specific medical and routine needs. Whether it's managing high-energy pups, caring for gentle giants, or giving a senior dog the patient care they deserve, I treat every pet with the same dedication I give my own. routine! Monday through Friday, I am fully available for walks, drops-ins, and sitting starting after 3 PM. On Saturdays and Sundays, my schedule is completely open anytime. Because my personal routine already includes daily walks and plenty of outdoor time, your pup will easily get all the exercise, attention, and care they need right on schedule. In Your Home: I treat your home with the utmost respect and maintain your dog's exact routine to keep them stress-free. Whether managing a strict feeding schedule, giving medication, or handling high-energy big dogs, I ensure they feel safe and loved in their own environment. • For Walks & Drop-Ins: Safety is my top priority. Having raised Dobermans and German Shepherds, I am entirely confident walking large breeds and managing pack behavior. You'll get regular updates, photos, and the peace of mind that your pet is in experienced, reliable hands.

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: Nichole K.
Verified Enhanced Background Check
Nichole K.
from
$19
per visit
5.0 out of 5 stars
6 reviews
1 repeat client
7 years of experience
Sarasota, FL, 34231

About: Hey there, I'm Nichole – your pet's new best friend! I’ve spent years building relationships with pets of all shapes and sizes, from playful puppies to wise old seniors. With experience in caring for senior dogs, I understand the patience and gentle touch they require, ensuring they're comfortable and content every step of the way. I also have a soft spot for exotic pets! Whether you have a chirpy bird, a scaly reptile, or a curious critter, you can trust me to provide specialized care tailored to their unique needs. When your furry friend is in my care, they're not just another client – they're family. I take the time to really get to know them, from their favorite toys to their special quirks. Whether it's a high-energy romp in the park, a cozy cuddle session at home, or specialized care for your furry friend, I tailor each experience to suit their individual needs and preferences. I believe in open communication, so you can always expect regular updates and photos while you're away. After all, I know how important peace of mind is when you're trusting someone with your furry loved one. So if you're looking for more than just a pet sitter – if you want someone who will treat your family member with the same love and care as you do – then look no further. I'm here to make sure your pet gets the attention they deserve, because with me, they're in good paws... or claws... or fins. Currently I am working part time so I will have a lot of availability to watch your pets. From early mornings to late afternoons, you can trust me to be there for your pet! I have a very large backyard and often visit the dog park near me! I love taking pets to the lake if they like to play in water. I have a very cozy space with lots of spots to nap. Your furry friend will never get bored!

Sitter Profile Image: Danielle B.
Verified Enhanced Background Check
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: Cynthia S.
Verified Enhanced Background Check
Cynthia S.
from
$25
per visit
5.0 out of 5 stars
3 reviews
40 years of experience
Osprey, FL, 34229

About: I've had dogs my whole life, love them all. My kids are now in college and I have more time to spend doing things that I love! I have 2 dogs of my own at home. I have fostered for Florida Boxer Rescue before and rescued my current dogs from Satchels Last Resort. I currently work part time from home so my schedule is super flexible! I live in Osprey and love to get out of the house so I'm not on the computer all day! I want your pets to feel comfortable in their own home so I'll gladly come by on a schedule that you prefer! I know my dogs feel better being at home vs a kennel or other strange place!

Sitter Profile Image: Courtney P.
Verified Background Check
Courtney P.
from
$30
per visit
5.0 out of 5 stars
11 reviews
1 repeat client
15 years of experience
Sarasota, FL, 34238

Thank you very much for taking great care of our cats Courtney!

Profile image
San L.
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

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

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!

Profile image
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.

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
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.

Profile image
Stephanie V.
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 Drop-In Visits - Osprey

Frequently asked questions about Rover

The average cost for Dog Sitting in Osprey on Rover is $22.2 per visit (as of August 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 August 2026, there are 1,685 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