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 62
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: Sarah N.
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Sarah N.
from
$57
per night
5.0 out of 5 stars
• 61 reviews
14 repeat clients
15 years of experience
Sarasota, FL, 34235

“Sarah was AMAZING, communication was clear and she sent so many pictures, i will definitely be back, Nami looked like she enjoyed herself so much!”

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Daylin A.
Sitter Profile Image: Salina M.
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Salina M.
from
$35
per night
25 years of experience
Sarasota, FL, 34240

About: My pups have been at the center of my life for as long as I can remember. Having raised and cared for animals my entire life, I understand that pets are cherished family members who deserve patience, stability, and genuine affection. My last two companions lived full, happy lives to the ages of 16 and 20. Caring for them through every stage of life has been one of my greatest joys. While my home is currently dog-free, my love for animals runs deep. Pet sitting allows me to channel that care toward your best friend, giving them a safe, welcoming haven where they receive my complete, undivided attention—with zero stress from other resident pets. I'm "retired" so that means my schedule is fully open and flexible, allowing me to provide the consistent presence and undivided attention that pets deserve. Without the demands of a traditional workday, I am home throughout the day to offer frequent potty breaks, timely feedings, leisurely walks, and plenty of companionship. Your dog won’t be left waiting on a busy schedule. They will have all the snuggles they desire. They'll have a calm, attentive human dedicated entirely to keeping their daily routine familiar, comforting, and stress free. My home is on 5 peaceful acres. It's a quiet, open sanctuary away from busy roads and neighborhood commotion. Lots of fresh air, expansive green space, and safe walking areas right on the property where dogs can enjoy nature in complete peace. Having personally cared for my pups during all seasons of life, I know what each stage requires. Whether your pet needs a gentle observant companion or one attuned to mobility limitations and strict dosing schedules, I'm your girl. Maybe they just need a secure, serene retreat to relax, or someone to hang out with and go for walks or runs. I can do all that too. I promise they will receive patient, vigilant, and loving care throughout their stay.

Sitter Profile Image: Lori M.
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Lori M.
Star Sitter
from
$45
per night
5.0 out of 5 stars
• 136 reviews
33 repeat clients
20 years of experience
Lakewood Ranch, FL, 34202

“Just wonderful! We left our Norfolk Terrier, Holly with Lori and Jim for 2 weeks while we were overseas and were absolutely at peace the whole time. Lori would send photos each day with a tidbit of what Holly was up to. They are very caring and we are so glad we found them. Holly enjoyed her stay very much! We highly recommend them. Thank you both for taking such good care of her!!”

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N I.
Sitter Profile Image: Kinga H.
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Kinga H.
Star Sitter
from
$80
per night
5.0 out of 5 stars
• 99 reviews
35 repeat clients
15 years of experience
Sarasota, FL, 34233

“Kinga took good care of my dog. She sent updates and pictures and I was very comfortable leaving him with her. I will definitely be using her again.”

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Keith S.
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: Lisa D.
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Lisa D.
from
$45
per night
4.6 out of 5 stars
• 13 reviews
1 repeat client
6 years of experience
Nokomis, FL, 34275

“Lisa responded very quickly to my request. I booked last minute too, she helped me modify the days so it would fit my needs. Overall, a pleasure to have Lisa watch a friend’s cat. Would recommend. Thank you Lisa!”

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Junery V.
Sitter Profile Image: Jade N.
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Jade N.
from
$35
per night
5.0 out of 5 stars
• 8 reviews
3 years of experience
Venice, FL, 34293

“Jade was absolutely wonderful watching our dog, Possha. She’s caring, concerned, loving and so informative to us as we were on vacation. It took a while for Possha to warm up being in a danger and different home but a couple of days in Possha became one of her own pets. She sent a picture of Possha sleeping on her shoulder. I was so touched. Yes we were very very pleased to have Jade watch our Possha!!! Thank you Jade from the bottom of our hearts! Colleen & Dennis Malec”

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Colleen K M.
Sitter Profile Image: Arianna S.
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Arianna S.
from
$55
per night
5.0 out of 5 stars
• 6 reviews
2 repeat clients
14 years of experience
Downtown, Sarasota, FL, 34237

About: I have always had a dog in my life since I was born but my caretaking journey started when a little corgi entered into my world. She was an escape artist, food fiend, she couldn’t be left for too long and she battled anxiety her whole life, but she brought me the most joy. She taught me attentiveness, and limitless love. She recently crossed the rainbow bridge so I have been missing the presence of my fury friend but am excited to hang out with doggies again!!! Skills include: puppy care, senior care, special needs. During the school year, I am a grad student and my weekends are usually free. I have class 9-5:30pm tue-fri with a 2 hour break 12-2pm everyday. Mondays are always free. I appreciate a list of instructions specifically stating your pets schedule and needs. The more detailed the better:) I love to take videos and pictures to keep you updated through the process. I know how important it is to have peace of mind when leaving your baby with a stranger.

Sitter Profile Image: Linda C.
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Linda C.
Star Sitter
from
$38
per night
4.9 out of 5 stars
• 62 reviews
17 repeat clients
10 years of experience
Englewood, FL, 34223

“Our dog Sammy loved his stay with Linda and her family. They sent us photos and videos updates daily, making us feel so relieved and happy. Their dog Jachik is also so friendly and loving. We would love to work with Linda again in the future! ❤️”

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Lilly T.
Sitter Profile Image: Alicia B.
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Alicia B.
Star Sitter
from
$30
per night
5.0 out of 5 stars
• 20 reviews
9 repeat clients
6 years of experience
Bradenton, FL, 34203

“Alicia was a great caretaker. Quickly responded to check-ins and occasionally sent us photos to show us that our pup was acclimated and happy.”

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Ryan L.
Sitter Profile Image: Lisbeth S.
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Lisbeth S.
Star Sitter
from
$40
per night
5.0 out of 5 stars
• 54 reviews
9 repeat clients
25 years of experience
Bradenton, FL, 34208

“Totally impressed! She took care of our babies as if they were her own. This was a long-term stay (6 weeks.) Would recommend her for your next trip.”

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Roberta G.
Sitter Profile Image: Jenny D.
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Jenny D.
from
$65
per night
5.0 out of 5 stars
• 7 reviews
2 repeat clients
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: 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 is amazing. I was so nervous leaving Emjay for so many days and with a stranger to boot. I highly recommend. Super sweet. Clean house. Gated area. Just perfect.”

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Stephanie B.
Sitter Profile Image: Linda A.
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Linda A.
Star Sitter
from
$50
per night
5.0 out of 5 stars
• 36 reviews
11 repeat clients
55 years of experience
Bradenton, FL, 34212

“Tucker had another great stay with Linda and Brian and is looking forward to seeing his girlfriend Carmi when he goes to stay again next month.”

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Missy R.
Sitter Profile Image: Jennifer C.
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Jennifer C.
Star Sitter
from
$70
per night
5.0 out of 5 stars
• 39 reviews
5 repeat clients
10 years of experience
Venice, FL, 34293

“Thank you Jennifer for caring for Bailey. It was nice to get pictures and updates while we were gone. We’re very glad you and your family enjoyed having him in your home.”

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Maeve M.
Sitter Profile Image: Kristen C.
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Kristen C.
from
$45
per night
5.0 out of 5 stars
• 5 reviews
25 years of experience
Englewood, FL, 34223

“I'm so happy we found Kristen! We were reluctant to leave our babies with anyone again after several experiences that weren't so great. She treated them as her own. I was a little worried they wouldn't want to come home with me afterwards! The experience could not have been better.”

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Jeannie M.
Sitter Profile Image: Tracy K.
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Tracy K.
from
$50
per night
5.0 out of 5 stars
• 10 reviews
3 repeat clients
30 years of experience
Longboat Key, FL, 34228

“Terrific care and love generatedfrom Tracy to Millie. Plays ball and takes walks with Millie on a daily basis. She asked for permission to take for car rides and trips, that Millie thoroughly enjoys, and I enthusiastically approved. She relieved the apprehension I had about leaving, enabling me to enjoy my vacation.”

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Michael C.
Sitter Profile Image: Eve B.
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Eve B.
from
$43
per night
5.0 out of 5 stars
• 75 reviews
25 repeat clients
65 years of experience
Bradenton, FL, 34205

“Eve was absolutely fantastic! She watched our pit bull mix, Maizy for an extended stay. My partner and I felt so at peace knowing Maizy was well cared for while we were on vacation. We were initially very anxious to leave her with anyone due to some separation anxiety and reactivity issues. Eve handled her with such care. We received daily updates with photos, too. I would absolutely recommend Eve for your pet!”

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Abbie P.
Sitter Profile Image: Laurie L.
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Laurie L.
from
$35
per night
5.0 out of 5 stars
• 7 reviews
2 repeat clients
5 years of experience
Lakewood Ranch, FL, 34211

“Laurie was a tremendous Rover sitter for our Peaches. Peaches looked happy in all the pictures we received. Laurie was true to her word that she would send multiple photos a day, which is exactly what we loved the most. She is very responsive and caring. I would Highly recommend anyone looking for a Loving Family for their pet to choose Laurie. She will be our #1 chosen sitter from now on!!”

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Lynn W.
Sitter Profile Image: Stefania D.
Verified Enhanced Background Check
Stefania D.
Star Sitter
from
$50
per night
5.0 out of 5 stars
• 22 reviews
8 repeat clients
27 years of experience
Bradenton, FL, 34207

About: I bring trust, compassion, and a whole lot of snuggles to every visit. Whether it's a tail-wagging walk or a cozy cuddle session, I make sure your pet feels safe, happy, and cared for like they’re my own. I’m available for pet sitting at any time on Wednesdays, Thursdays, and Fridays. On all other days of the week, I’m happy to help after 5pm. I offer attentive, in-home pet care where each furry guest is treated like family. My home provides a safe, cozy, and relaxed environment designed for comfort and play. With a securely fenced backyard, pets have plenty of room to romp, sniff, and soak up sunshine, all while staying protected. Whether it’s snuggle time inside or tail-wagging adventures outdoors, I create a nurturing space where pets feel loved, calm, and right at home.

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The median cost per night for pet boarding in Osprey is $48

Pet parents share their Rover experiences - Osprey

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5.0 out of 5 stars

Aysen and family were fabulous watching our little dog Albert while we travelled this past weekend. We received pictures throughout our trip which gave us confidence of his well being and as an added plus they administered eye medicine that was prescribed a couple days prior to the stay. His eye looked much better upon our return. We couldn't be happier with Aysen's care and will be requesting her on future trips.

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Eric D.
Boarding
5.0 out of 5 stars

Linda was excellent! She provided great care for our Cocker Spaniel, Grayson. She kept us informed with photos and messages. Very pleased!

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Carl C.
Boarding
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

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

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

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  • 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

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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 is $40 per night as of November 2026. Most bookings cost between $27 and $61 per night. On Rover, 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 845 sitters on Rover for Pet Boarding in Osprey. About 96% 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 Meet & Greet 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 Rover Guarantee, 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 Meet & Greet.

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.

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.

Emergency support 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, Rover’s reservation protection means our team will work with you to find a suitable replacement as quickly as possible.

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