Pet Boarding Osprey

Find a loving Osprey pet sitter to watch your cat or dog overnight at your sitter’s home.

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Over 123
pet parents in Osprey have booked pet boarding

Osprey, Find top rated pet boarding

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

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Sitter Profile Image: Tara & Justin E.
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Tara & Justin E.
from
$38
per night
5.0 out of 5 stars
• 105 reviews
36 repeat clients
12 years of experience
Sarasota, FL, 34240

“Tara is awesome! She’s super reliable, especially with dogs that need medication. One of our dogs needs daily meds, and Tara handles it like a pro, always giving the right dose on time. You can tell she really cares about the dogs she watches, and they love her for it. She’s great at keeping us updated too, so we never have to worry when we’re away. If your dog needs extra care or meds, Tara’s definitely the sitter to go with.”

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Clayton B.
Sitter Profile Image: Christal B.
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Christal B.
from
$55
per night
4.9 out of 5 stars
• 77 reviews
19 repeat clients
30 years of experience
Sarasota, FL, 34231

“Christal was great! My family and I enjoyed a nice vacation in Siesta Key with peace of mind that our dog was being taken care of nearby. Christal’s location was very convenient to our vacation spot and she sent photos of our pup throughout the stay. Would definitely recommend!”

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Ryan W.
Sitter Profile Image: Jessica R.
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Jessica R.
from
$50
per night
5.0 out of 5 stars
• 13 reviews
4 repeat clients
20 years of experience
Sarasota, FL, 34232

“Jessica is amazing and everything you want from someone to take care of our lovely furry friends. We boarded our 17 week old pup with Jessica and could not be happier with our decision. She is observant, caring, kind, flexible, and never failed to provide updates and communicate with us when our pup stayed with her. I highly recommend Jessica and would 1000% board with her again!”

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Cassidy J.
Sitter Profile Image: Kelly R.
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Kelly R.
from
$65
per night
5.0 out of 5 stars
• 15 reviews
1 repeat client
20 years of experience
Laurel Park, Sarasota, FL, 34236

“Kelly was awesome. Incredibly responsive, loving rotated Calvin, and sent lots of pictures. Highly recommend!”

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Ben F.
Sitter Profile Image: Elisa P.
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Elisa P.
Star Sitter
from
$36
per night
5.0 out of 5 stars
• 40 reviews
11 repeat clients
10 years of experience
Sarasota, FL, 34243

“Elisa was wonderful! Astro loves her! She sent me updates and pictures from their activities. When I went to pick Astro up he walked around the house as of it was his home. Elisa has an amazing love for dogs and treats them with such great care. I travel a lot and will be using Elisa's services on a regular basis.”

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Miguel D.
Sitter Profile Image: Autumn B.
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Autumn B.
from
$57
per night
1 repeat client
14 years of experience
Sarasota, FL, 34241

About: I have experience caring for pets and understand the importance of providing them with a safe, comfortable, and loving environment. I am comfortable with feeding, providing fresh water, walking dogs, cleaning up after pets, administering basic care as instructed, and giving them attention and companionship. I am dependable, patient, and attentive to each pet's individual needs and routine. I treat every pet with kindness and care, as if they were my own, and I am committed to ensuring they are happy, healthy, and well cared for while their owners are away. I work full-time, but I have availability after work on weekdays and plenty of time on weekends to provide attentive, reliable care for your pets. I have a fenced backyard where dogs can safely enjoy time outdoors. My son and I love visiting local parks and walking the trails several times a week, giving active dogs plenty of exercise and fresh air. I also provide attentive care for other pets, making sure they have fresh food and water, a clean and comfortable environment, and plenty of attention while respecting their individual routines and needs. I care for every pet as if they were my own, ensuring they feel safe, loved, and well cared for while you're away.

Sitter Profile Image: Marcela R.
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Marcela R.
Star Sitter
from
$40
per night
5.0 out of 5 stars
• 152 reviews
61 repeat clients
8 years of experience
North Port, FL, 34286

“We have used Marcella many times for our dog Baloo. She and her husband provide excellent care and we so appreciate that. He has lots of room to explore and run and he is occasionally treated to a pup cup! He sleeps well after each visit, that’s for sure! Thank you, Marcella and Thank you!!”

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Nancy E.
Sitter Profile Image: Trevor L.
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Trevor L.
from
$30
per night
5.0 out of 5 stars
• 6 reviews
1 repeat client
7 years of experience
Bradenton, FL, 34203

“Trevor is awesome, took my dog Bella in last minute Labor Day Weekend. Gives photo updates and took good care of Bella. I highly recommend Trevor 👍”

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Bryant C.
Sitter Profile Image: Jenny D.
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Jenny D.
from
$65
per night
5.0 out of 5 stars
• 6 reviews
1 repeat client
15 years of experience
Sarasota, FL, 34239

“Jessie was wonderful with my dog Otto. She took him on lots of hikes and was very communicative with me! I would definitely use her as a sitter again.”

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Colleen S.
Sitter Profile Image: Luke A.
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Luke A.
from
$28
per night
5.0 out of 5 stars
• 1 review
1 repeat client
1 year of experience
Sarasota, FL, 34240

About: I’m very active who works from home with my own 1.5yr old Lab who’s an absolute angel with no mean bone in his body. There is a large dog park 30 yards from my apartment and a large lake your dogs will get to enjoy plenty as I always aim for 15k steps a day. I watch another large Lab and Golden frequently so very used to handling large, strong dogs! I work from home Monday through Friday and always up by 7am. I take my dog on a long morning walk, lunch and evening with dog park visits sprinkled in between. I along with your dogs love to get sun and fresh air as often as possible. I use the apartment gym for 45min daily and have a Furbo camera to view dogs. My place is 1,005 sq ft inside always cold from the Florida heat with a large fenced in dog park just 30yds from me your dogs will enjoy multiple times a day! I understand how nice it is for a dog to have fun and get all their energy out so you can have extra relaxation and peace of mind!

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

“Melissa took great care of Nacho! Unfortunately, my dog was a bit aggressive with her big dog which means I can’t use her again but if I could I definitely would. They are a great family and I’d recommend 100%!”

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Craig P.
Sitter Profile Image: Audrey & Karson W.
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Audrey & Karson W.
Star Sitter
from
$40
per night
5.0 out of 5 stars
• 38 reviews
13 repeat clients
18 years of experience
Bradenton, FL, 34203

“Thank you so much for having Bella at your place and taking such good care of her. She is doing great, though it seems like she is missing your son. You are truly awesome! We’ll keep in touch. Thanks again for everything. Best regards, Jacob.”

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Jacob Z.
Sitter Profile Image: Dorothy B.
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Dorothy B.
from
$75
per night
5.0 out of 5 stars
• 3 reviews
10 years of experience
Sarasota, FL, 34238

“Dorothy was the absolute BEST! Penny Loved her and had a great time. We knew she was in great hands when we first met her. We are so happy we found her and we will certainly be using Dorothy again.”

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Theresa D.
Sitter Profile Image: Svetlana Z.
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Svetlana Z.
Star Sitter
from
$45
per night
5.0 out of 5 stars
• 27 reviews
7 repeat clients
10 years of experience
North Port, FL, 34291

“My pup’s tail wagged with excitement when she recognized she was at Lana’s! Knowing that she was getting lots of snuggles and in a safe and comfortable home while we were away made leaving her for seven days a whole lots easier. She loves having the company of other dogs too! Ty”

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Kelly Ann H.
Sitter Profile Image: Lisbeth S.
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Lisbeth S.
Star Sitter
from
$40
per night
5.0 out of 5 stars
• 52 reviews
8 repeat clients
25 years of experience
Bradenton, FL, 34208

“Ms lisbeth was an amazing puppy sitter! My baby boy Jax had so much fun & was in amazing care. She kept me updated & sent many pictures & videos each day! I was definitely comfortable with the stay. Please book with her you won’t regret it!”

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Tanji P.
Sitter Profile Image: Alexander N.
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Alexander N.
from
$30
per night
5.0 out of 5 stars
• 7 reviews
5 years of experience
Sarasota, FL, 34235

“Such a great pup sitter. Our senior dog had a great time with Alex and we had no worries! Will definitely have Max stay with Alex for all of our out of town travel!”

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Kal B.
Sitter Profile Image: Marissa C.
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Marissa C.
from
$70
per night
12 years of experience
Sarasota, FL, 34240

About: I’ve taken care of pets of all kinds since I was 14 years old and have 12 years of experience caring for furry friends. I would love to care for your dogs, cats, or any pet you have! I am an animal lover to my core and welcome all pets. I have experience giving pets medication as needed and have cared for pets of all personalities and ages. I currently work full-time Monday-Friday, but I have availability to take care of pets i. the mornings, during lunch, and after work into the evening. I am open entirely on weekends. I live in an apartment, however the apartment accommodates pets extremely well with plenty of green space and 3 dog parks on-site. For pet sitting inside the client’s home, I ensure their daily routine is as-normal and I am always happy to take furry friends on walks.

Sitter Profile Image: Yokra B.
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Yokra B.
from
$30
per night
5.0 out of 5 stars
• 1 review
1 repeat client
7 years of experience
Venice, FL, 34292

About: Hey! I’m Yokra but I go by Shira :) 🐾 I’ve always loved animals and have 7 years of experience caring for my own dogs, including two Chihuahuas and a Goldendoodle. I’m caring, responsible, and love giving pets plenty of attention, playtime, walks, and cuddles. I know how important it is to feel comfortable leaving your pets with someone you trust, and I’ll treat your pets like they’re my own. I’m excited to meet you and your furry family! 🤍 I work part-time from home, so I have a flexible schedule and plenty of time to give your pet the attention, care, and companionship they need. I’d love to spend my free time caring for animals and making sure they feel happy, comfortable, and loved while you’re away. I make sure pets feel safe, comfortable, and cared for just like they would at home. I keep up with their feeding, walks, bathroom breaks, playtime, and any routines their owners provide. I also make sure they get plenty of attention and love, while keeping their environment clean and safe. I have two Chihuahuas and a Goldendoodle of my own, so I understand how important it is to treat every pet with patience, care, and lots of love. ❤️

Sitter Profile Image: Carly B.
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Carly B.
from
$45
per night
15 years of experience
Bayou Oaks, Sarasota, FL, 34234

About: Hi! I have been working with pets (mostly dogs) for 15 years now. I started in doggy daycare and have since worked as a vet tech and professional dog groomer. Comfortable with any medication administration or just happy to hang with your dog on the couch. I currently work during the week. I have weekends off and am home most of the day. I also have options to bring your dog (if socialized and up to date on shots) to and from dog daycare for an additional fee. I live in an apartment and take my dog on 4 walks per day. The apartment also has a dog park if that is something your dog would enjoy.

Sitter Profile Image: Beth A.
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Beth A.
from
$45
per night
5.0 out of 5 stars
• 10 reviews
60 years of experience
Bayou Oaks, Sarasota, FL, 34234

About: Ive taken care of dogs for friends, family, and neighbors for years. Ive been a pet owner for over 60 years. Grew up on a farm and had lots of animal duties. Have experience with small, medium and large dogs. Experience with giving meds. Unfortunately, I'm allergic to cats, so can't babysit your cat babies. I am retired and available most of the time days and evenings. I am on the North side of Sarasota. I can help with in a 10 mile radius. Also longboat key, St Armands and Bird key. I am familiar with crating. I can watch your babies in your home, stop for potty breaks, play time or walking. I have a fenced back yard and a shihtzu for a playmate. I am open to day care or coming to your home.

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The median cost per night for pet boarding in Osprey is $46

Pet parents share their Rover experiences - Osprey

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5.0 out of 5 stars

I thought when I went to meet Corinna I was going to feel the same as I did the last 4 dog sitters I met. The minute I met her I felt like this is going to be my babies second home. The first feeling I got was a warm loving person. What really told me she was the one that was going to take care of my babies is when my Rosie went right to her. That was so out of character for her. My gut told me this is where I was leaving my dogs and knew I would not worry about them at all. Communication was great while I was away. Everyday I received pictures and videos of them. So if you are looking for a warm loving person to take care of your baby or babies while you are on vacation I would definitely use Corinna without hesitation. I know once you meet her you will feel the same as I did. Thank you again for taking such good care of Rosie and Cici.

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Debbie O.
Boarding
5.0 out of 5 stars

I highly recommend Marley to anyone needing a reliable and caring pet sitter . She and her husband recently watched my two miniature poodles and went completely above and beyond. Not only did they care for all of my dogs needs but also kept in contact with pictures, comments and videos. We knew our dogs were well cared for and comfortable. Thank you Marley and Jetze!

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Beverly A.
Boarding
5.0 out of 5 stars

Aysen and her family were great with my Sweetie. Took excellent care and they all gave him so much love. I also got the best pictures of Sweetie living his best life with all the cuddles and play he wanted 💕 I 100% recommend Aysen 💕

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Margarita A.
Boarding
5.0 out of 5 stars

Dorothy was the absolute BEST! Penny Loved her and had a great time. We knew she was in great hands when we first met her. We are so happy we found her and we will certainly be using Dorothy again.

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Theresa D.
Boarding
5.0 out of 5 stars

Linda is quick to respond, easy to talk to, friendly and, most importantly, my dog was comfortable and at ease with her (and Larry). She updated with photos and I picked up a happy pup. Thank you!

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Lilet M.
Boarding
5.0 out of 5 stars

Christine has been the most amazing Puppy Sitter we’ve ever had. She is very attentive to our needs and does an excellent job keeping Calley & our house in order. Five stars!

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Jennifer R.
Boarding
5.0 out of 5 stars

Amy and her family took amazing care of our pups! They walked them multiple times a day, played with them and even managed to tire out Kodak! I would absolutely recommend them to anyone and would definitely use them again!! Thank you for everything!

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Lindsey J.
Boarding
5.0 out of 5 stars

I cannot recommend Katarina enough. Teddy unexpectedly developed GI issues that required a strict diet and extra care, and Katarina handled everything with such patience and professionalism. She kept us updated constantly, giving us total peace of mind. We are so grateful for the extra effort she put in during a difficult situation—she is a true 'dog person' and a total lifesaver. Highly recommend! Thank you for taking such wonderful care of our boy!

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Laura M.
Boarding
5.0 out of 5 stars

Leslie was an amazing dog sitter! She took such great care of my pup and kept me completely at ease by sending regular pictures and updates. It was clear my dog was happy, comfortable, and well-loved the entire time. I really appreciated her communication and kindness. I will definitely be booking with Leslie again—highly recommend!

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Kinnari P.
Boarding
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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.

How to book pet boarding

  1. 1. Search

    Browse profiles of sitters near you who offer pet boarding.
  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 pet boarding - Osprey

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Sitters in Osprey average 10
repeat pet boarding clients

FAQs for Pet Boarding - Osprey

Frequently asked questions about Rover

The average cost of Pet Boarding in Osprey on Rover is $37 per night as of October 2026. Most bookings cost between $27 and $55 per night. 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.

There are 833 sitters on Rover for Pet Boarding in Osprey. About 93% of Osprey sitters can respond to requests in under 60 minutes. Whether you’re planning ahead for holidays, need last-minute care, or need same-day coverage for an urgent trip, you can message multiple sitters at once to find available care.

Once you find the right match, you can arrange a to ensure they are a perfect fit for your pet’s personality before confirming.

If you would like updates while you’re away, you can discuss with your sitter how many or how frequent you’d like those updates to be. The Rover app allows sitters to send photos, videos, and messages about your pet, including how many pee or poop breaks occurred. You can message your sitter at any time through the app and our support team is available 24/7 by email or chat if you have concerns.

The personalized, in-home nature of pet care through Rover can mean more individual attention for your pet.

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 .

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 .

While each sitter sets their own vaccine requirements, staying up-to-date on your dog’s vaccines is the best way to be "boarding ready". Vaccinations help create a safe environment for all pets under a sitter’s care.

Many sitters in FL ask that dogs be up to date on core vaccines like the Canine Parvovirus, Canine Distemper, Canine Adenovirus, Bordetella, and Rabies. Cats may be required to have Feline Viral Rhinotracheitis and Rabies up to date.

By discussing your pet's health history early, you’re adding a layer of confidence for you and your sitter before the booking begins.

is available by phone or email in English 24/7. When an incident occurs, we recommend that sitters contact our Trust & Safety team immediately so that they can connect your sitter with a board-certified veterinarian or offer other resources to help.

If a sitter needs to cancel at the last minute, means our team will work with you to find a suitable replacement as quickly as possible.

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