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

Marley was amazing with our little sweet Rosie. She was very gentle with the needs of her separation anxiety. Marley took care of all her needs and was very patient and gentle with Rosie’s nervousness. Would definitely use Marley again and highly recommend her!

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Donna G.
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

Beth was amazing. We have probably never felt at such ease when leaving our puppies behind when we travel. She updated us daily and sent pics of them having the time of their life. Highly recommend and will use Beth again when we travel. 🐶💯

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Christina T.
Sitter Profile Image: Linda F.
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Linda F.
from
$48
per night
5.0 out of 5 stars
9 reviews
1 repeat client
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: 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

First time for Bella. She was treated like family and Fran kept us updated. Bella ate well for Fran, for a 20 year old picky baby, that is saying something!

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Angela B.
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 so forth giving with pictures and status updates!! Daisy loved spending time with her and playing with her dog Thor! Will definitely use her again!

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Jeni A.
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

Jewell is a true jewel!! My nervous pup flourished with her and her sweet pups. My dog is a singlet and isn’t around dogs a lot !Jewell’s pups welcomed her into their home and became great friends with my pup. I appreciate the socialization she received while staying with Jewell. We will be using her again. She is amazing, her home setup is perfect. Jewell is fantastic for nervous dogs. Highly recommended!

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Barbara S.
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

We had a wonderful experience with Nathalie watching our dog, Rocky. She was very professional but also friendly and welcoming. She sent us daily photos and videos. Rocky had a wonderful time running and playing with other dogs in the large fenced yard. I highly recommend Nathalie!

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Leslie M.
Sitter Profile Image: Sofia G.
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Sofia G.
from
$32
per night
5.0 out of 5 stars
20 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: 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: 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: 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

Viktoryia was flexible and accommodating with our tight travel schedule and kept us updated with plenty of photos while we were away. Finn looked happy and well cared for. Thank you!

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Cathy K.
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

Cindy and Steve were the best hosts we could have asked for our pup. The yard is perfect with lots of room to run around, and we got timely updates on Ruger's status including photos and videos. I would definitely go back to them in future.

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Sandeep K.
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 came very highly reviewed and for good reason! She was incredibly communicative throughout the entire process from booking through pick up and took fantastic care of our dog. She didn't miss a day of photos and provided consistent updates, which is always a great relief when entrusting someone to care for your loved one. She provide Rex his own space so that he could have quiet and solitude when needed, but also ample play and outdoor time. Rex left a happy and healthy boy. Can't recommend her enough!

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Danny M.
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

She was awesome! She stayed communicating at all times made sure my puppy was comfortable. Sent lots of videos and pics. I’ll definitely book with her again! Recommend 💯

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SARAH M.
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: 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.
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 was so thoughtful and attentive with our pug. She kept us updated throughout the stay and sent lots of photos. He got to spend the weekend playing in the yard with her sweet pug Patrick and we could not be happier to know he was in good hands. Will definitely book her again in the future and recommend to those looking for sitter!

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Regina K.
Sitter Profile Image: Kari & Eric B.
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Kari & Eric B.
from
$40
per night
4.7 out of 5 stars
15 reviews
7 repeat clients
22 years of experience
Sarasota, FL, 34231

Thank you so much Kari & Eric!! They took great care of our pup Nellie while we were on vacation. Plus she had so much fun with their dog Daisy. Really appreciate your help! It’s so wonderful to have you close by as a reliable sitter. We’ll be reaching out soon to schedule her next stay :) -Sarah & Devon

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Sarah Z.
Sitter Profile Image: Lindsey G.
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Lindsey G.
Star Sitter
from
$45
per night
5.0 out of 5 stars
194 reviews
50 repeat clients
15 years of experience
Sarasota, FL, 34232

We are so lucky to have found Lindsey. We can't imagine leaving our EB Duff in the care of anyone else. Lindsey is great at communicating and updating us with photos and how Duff is doing through the day. A. Winger

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Ann 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.
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 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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