Dog Boarding Osprey

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Over 113
pet parents in Osprey have booked dog boarding

Osprey, Find top rated dog boarding

1 / 1
Sitter Profile Image: Marley B.
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Marley B.
from
$45
per night
5.0 out of 5 stars
55 reviews
18 repeat clients
40 years of experience
Nokomis, FL, 34275

Our little Moe had his first over night with Marley. Marley was great responding to our texts and did send a few photos. It is a very chill, doggie environment with the dogs allowed on furniture and easy access to the outdoors. Moe will return!

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Patty C.
Sitter Profile Image: Linda F.
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Linda F.
from
$48
per night
5.0 out of 5 stars
9 reviews
12 years of experience
Nokomis, FL, 34275

Linda was a terrific nanny for Oscar! She responded very quickly to my request, had a prompt and positive meet and greet… and was kind and caring during Oscar’s stay. We received numerous pictures of his “making himself at home” and a happy reunion after 12 days. Highly recommended!

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Colleen T.
Sitter Profile Image: Beth L.
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Beth L.
Star Sitter
from
$42
per night
5.0 out of 5 stars
28 reviews
12 repeat clients
18 years of experience
Sarasota, FL, 34233

Sadie went to Beth’s house for the weekend! She had fun and gets excited when she goes over there. Sadie & Snickers get along well, Beth is a great sitter, communicates and sends pics during her stay!

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Lori A.
Sitter Profile Image: Frances B.
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Frances B.
Star Sitter
from
$26
per night
5.0 out of 5 stars
35 reviews
16 repeat clients
54 years of experience
Sarasota, FL, 34240

Frances took such great care of my fur babies! I felt 100% confident leaving them with her. They were free to have full reign of the home as if they lived there. They also had a nice big back yard to explore if they wanted. She gave them extra perks like watermelon on a hot day (we talked in advance about treats) and a cooling mat to lie on. Don’t look any further! You’ve found a gem 💎

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Sherry H.
Sitter Profile Image: Nathalie L.
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Nathalie L.
from
$40
per night
5.0 out of 5 stars
204 reviews
85 repeat clients
12 years of experience
Sarasota, FL, 34231

Nathalie has cared for our dog Billy several times. She is the most caring, reliable, and communicative pet sitter we have encountered. Billy loves going to her house and always has a great time there. She is truly the best. We were lucky the moment we found her for Billy. We appreciate you so much, thanks Nathalie

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MONICA V.
Sitter Profile Image: Jewell V.
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Jewell V.
Star Sitter
from
$48
per night
5.0 out of 5 stars
25 reviews
9 repeat clients
58 years of experience
Arlington Park, Sarasota, FL, 34239

Jewel was so kind and detailed taking all the info I had for Luna since she is Diabetic and on special diet. Has a fenced in yard and walks the dogs. She brought out her two precious little princesses to meet Luna and they were so adorable. Her detailed text with pics of Luna’s daily events made my day. Thank you so much Jewel. I can see Luna was super relaxed since picking her up and her usual cry whining just didn't happen. It usually takes her three days to get chill again when I leave her. Thank you and your pups for her great stay away from home. 💖 You were the perfect pick for Luna.

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Damaris G.
Sitter Profile Image: Merve E.
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Merve E.
Star Sitter
from
$55
per night
5.0 out of 5 stars
40 reviews
8 repeat clients
18 years of experience
Sarasota, FL, 34233

Merve was great! Very communicative. Our pup came back happy. He seemed to have a lot of fun with Thor, Merve’s puppy. Will very likely use again.

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Pascal C.
Sitter Profile Image: Sofia G.
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Sofia G.
from
$32
per night
5.0 out of 5 stars
17 reviews
11 repeat clients
8 years of experience
Sarasota, FL, 34232

She sent lots of pictures and was very accommodating with sh l schedule for pick up and drop off, as well as a meetup to make sure the dogs got along with her dogs. Plenty of space for the dogs to run around and play outside including a nice shaded area with a koi pond. Thank you for taking care of our dogs while we were away for the weekend.

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David J.
Sitter Profile Image: viktoryia s.
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viktoryia s.
from
$42
per night
5.0 out of 5 stars
58 reviews
26 repeat clients
25 years of experience
Arlington Park, Sarasota, FL, 34239

My rescue Pom has major trust issues. Viktoryia did a great job of caring for her and gaining her trust. I would definitely recommend V. to anyone looking for a good spot for their furry friends. It’s so good to know I have a great spot for next time I need to find a Rover! Thank you Victoryia!

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Bernice J.
Sitter Profile Image: Corinna T.
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Corinna T.
from
$63
per night
5.0 out of 5 stars
26 reviews
9 repeat clients
35 years of experience
Nokomis, FL, 34275

Corinne was so kind and loving with my dogs! She treated them with such care . I am so thankful for her. She sent updates with pictures which made me feel so at ease, knowing they were in excellent care with her. My dogs were happy there and so well taken care of! Would 1000% ask her to watch my dogs again. Thank you!!!

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Jamie A.
Sitter Profile Image: Nicholas K.
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Nicholas K.
Star Sitter
from
$54
per night
5.0 out of 5 stars
24 reviews
4 repeat clients
24 years of experience
Sarasota, FL, 34231

Nicholas was so awesome with my skittish girl. She takes a while to warm up to people but he didn’t give up and gained her trust quickly on our weekend away. He shared so many photos and videos to keep our minds at ease. Great sitter!!!!

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Jaclyn C.
Sitter Profile Image: Cindy & Steve W.
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Cindy & Steve W.
Star Sitter
from
$50
per night
5.0 out of 5 stars
111 reviews
50 repeat clients
10 years of experience
Sarasota, FL, 34240

Steve and Cindy were great sitters for our dog. They are super easy to work with and did a great job keeping us apprised of how much fun our dog had with them. Would totally recommend.

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Sandy J.
Sitter Profile Image: Jenniffer S.
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Jenniffer S.
Star Sitter
from
$45
per night
5.0 out of 5 stars
10 reviews
3 repeat clients
20 years of experience
Sarasota, FL, 34233

Jennifer is lovely and a very caring person for my two young Havanese. She sent us pictures throughout the day. We felt confident leaving them with her. We had a video chat first and met her in person when dropping the dogs off. She showed us around where they would be playing and introduced us to her young daughter. She and the dogs seemed to hit it off.

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Dorian P.
Sitter Profile Image: Stephany B.
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Stephany B.
Star Sitter
from
$55
per night
5.0 out of 5 stars
70 reviews
19 repeat clients
11 years of experience
Sarasota, FL, 34231

Stephany did a fantastic job taking care of our cat, Tom. Daily updates, with photos, were sent. Tom acclimated very well. I would highly recommend you board your cat or dog with Spephany! Thanks again!

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Peter S.
Sitter Profile Image: Yeini R.
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Yeini R.
from
$30
per night
5.0 out of 5 stars
15 reviews
2 repeat clients
10 years of experience
Sarasota, FL, 34232

Yeini watched my dogs for the first time. She made sure to update me multiple times through the day. I am super happy with her services. My 2 malteses looked happy when I picked them up!

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Sara D.
Sitter Profile Image: Leslie M.
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Leslie M.
Star Sitter
from
$55
per night
5.0 out of 5 stars
87 reviews
24 repeat clients
25 years of experience
Sarasota, FL, 34231

Leslie is a reliable and experienced caregiver. My Cavalier King Charles Spaniel completed an entire week with Leslie. He enjoyed time with other smaller dogs, lots of time outdoors as well, and was hand fed for each meal- typical for this breed. 😊 Leslie provides many photos along with a summary of morning and evening daily activities. Overall she is a terrific sitter, with a nice home environment for my spaniel. It’s so nice to have peace of mind when you can trust the person who is caring for your dog.

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Marti T.
Sitter Profile Image: Leslie C.
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Leslie C.
from
$45
per night
5.0 out of 5 stars
10 reviews
1 repeat client
45 years of experience
Sarasota, FL, 34231

Oh my gosh—our fur babies had an absolute blast! Leslie’s home is honestly more fun than our own 😂. We’ve finally found our pups’ new vacation spot. They always have company, and every animal is treated like one of her own children. We felt completely at ease knowing they were so loved and well cared for. Highly recommend!

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Susan W.
Sitter Profile Image: Leslie D.
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Leslie D.
from
$45
per night
5.0 out of 5 stars
11 reviews
4 repeat clients
19 years of experience
Sarasota, FL, 34238

After trying to find someone to watch our dogs during Christmas vacation, we lucked out and found Leslie. She is wonderful with dogs and provides great updates, hilarious insights, and fun photos. We knew our dogs were well taken care of while we were out of state and could rest easily. Thank you so much, Leslie!

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Laura B.
Sitter Profile Image: Morgan C.
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Morgan C.
Star Sitter
from
$49
per night
5.0 out of 5 stars
72 reviews
19 repeat clients
20 years of experience
Nokomis, FL, 34275

Morgan was great to work with. The dogs were well taken care of and from pictures shared, I could tell they were very comfortable in her home. I was dealing with some weather related travel issues and I appreciated her communication and flexibility.

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RudyPolly Z.
Sitter Profile Image: Julia R.
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Julia R.
from
$50
per night
5.0 out of 5 stars
12 reviews
6 repeat clients
10 years of experience
Baychester, Nokomis, FL, 34275

Julia was such a great host on short notice. She was really able to help us out and our older dog was able to rest comfortably, and get some daily play. thanks again!

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Jay C.
1 / 1
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The median cost per night for dog boarding in Osprey is $45

Dog parents share their Rover experiences - Osprey

1 / 1
5.0 out of 5 stars

Marley has the perfect set up to take the best care of your pets. She sent regular updates and photos to let us vacation knowing our doggies were in the best care! Would highly recommend!

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Christina T.
Boarding
5.0 out of 5 stars

Linda was amazing! 🤩 She took such good care of our pup while we were away for the weekend! Sent us photos and updates!

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Melissa T.
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

I am very happy with having Mimi stayed with Dakota. She kept me informed of Mimi during the stay. She sent me pictures which comforted me since this was the first time Mimi stayed with her. I highly recommend her. Lily

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Lillian R.
Boarding
5.0 out of 5 stars

Highly recommend, we really appreciated Gina and her husband taking such great care and making our Betty feel very comfortable. would definitely recommend them to anyone looking to board their pets.

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Lori P.
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
5.0 out of 5 stars

We are so thankful for Corinna she is always so kind and patient with my dogs. Always so comfortable leaving my dogs with her.

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Jamie A.
Boarding
5.0 out of 5 stars

The best! If your pet is lucky enough to have Marcy, then you and your pet are in for a tweet. Stella had plenty of walks, love and attention. Marcy went out of her way to come to our house to meet Stella and ourselves prior to taking Stella in. I dropped Stella off at her lovely home with plenty of space for Stella. Marcy returned Stella to our home, so that we didn’t have to go out after my surgery. It was the perfect match. I hope Stella is lucky enough to go and stay with Marcy again.

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Holly G.
Boarding
1 / 1
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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.

Meet local sitters who will treat your dogs like family

  1. 1. Search

    Browse profiles of sitters near you who offer dog 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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Sitters in Osprey average 10
repeat dog boarding clients

FAQs for Dog Boarding - Osprey

Frequently asked questions about Rover

The average cost for Dog Boarding in Osprey on Rover is $37.45 per night (as of July 2026). However, all sitters set their own rates based on experience, location, and availability.

Rover makes budgeting the cost of Dog Boarding 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 Boarding. For more information on service fees, click here .

As of July 2026, there are 802 sitters on Rover offering Dog Boarding across Osprey. Enter your ZIP code to see which available sitters are closest to your home.

Every sitter on Rover has their own rhythm and routine, but most will follow the flow that keeps your dog happiest. Sitters can give meals on your dog's regular schedule, provide a comfortable place for sleep, and plenty of one-on-one attention.

98% of Osprey sitters also include daily walks in the neighborhood during dog boarding stays. You can also request photo and message updates throughout the stay so you can see which Osprey landmarks or neighborhoods your dog is enjoying.

If your dog is a little shy, consider booking a one-night trial stay! This practice run can boost your and your dog’s confidence before your trip.

Preparing for drop-off is easy when you have a checklist! To help your dog settle into their Osprey home-away-from-home, we recommend packing:

  • Health and safety essentials such as their ID tags, vaccination records, medication, and emergency vet or secondary caregiver contacts.
  • Food and gear such as harnesses, collars, food (portioned by day), and an item that smells like you.
  • Special instructions such as a list of training cues, medical administration needs, or favorite hang-out spots in your Osprey.

Tip: You can upload your dog’s routine and medical info directly onto their profile so your sitter always has the details at their fingertips.

You and your Osprey sitter can schedule drop-off and pick-up in a way that works best for the both of you—and your dog. Most sitters offer flexible times for drop-off and pick-up but the easiest way to confirm those times will be through in-app messaging. Confirm your arrival time the day of pick-up and drop-off can also help keep the process smooth and organized.

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.

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.

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

If a health concern arises during a stay, your sitter is instructed to contact you and our Trust & Safety team immediately and, if needed, take your dog to the closest veterinarian. Through our Trust & Safety support team, sitters can ask for diagnostic advice from a qualified veterinary professional if your dog is showing signs of possible illness.

For extra peace of mind, you can also prepare an authorization form for your regular vet. An authorization form outlines your preferred method of care and allows your sitter to bring your pet into their regular clinic.

Every qualified booking made on Rover is backed by the Rover Guarantee, which includes reimbursement for eligible emergency vet care.

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