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Pet Sitting & Drop In Visits in Osprey, FL

Book a pet sitter to stop by your home a few times a day to feed and play with your cat or dog.

Tip: Contact sitters now to confirm availability.
Confirmed availability
4th of July
1. Linda

Loving Care for Dogs or Cats

Nokomis, FL, 34275

Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

"Linda was wonderful ! She is caring and a true animal lover. I would trust her in my home and with my animals anytime. (more)"

Confirmed availability
4th of July
2. Lindsey

Animal lover through and through.

Sarasota, FL, 34231

House Sitting, Drop-In Visits, Doggy Day Care

"Lindsey was absolutely amazing. I book her last minute on a holiday and she was completely accommodating! I truly don't know how to show my appreciation othe... (more)"

Confirmed availability
4th of July
3. Shari

Awesome TLC 24/7

Sarasota, FL, 34231

Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

About: You will rest easy knowing your beloved fur babies are getting the awesome TLC that they deserve. I live in Gulf Gate, I'm always home and absolute... (more)

4. Dana

Fun walks and love for fur childre!

Sarasota, FL, 34231

Drop-In Visits, Dog Walking

"I would highly recommend Dana S. for any of your family pet care needs. She is a true dog lover in every sense. I have seen her lovingly care for her own a... (more)"

5. Melissa

Very Loving Doggie Sitter

Siesta Key, FL, 34242

Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

About: I have been around dogs my entire life. I have also dog sitted for all my friends and family for many years, I am dedicated to the wellbeing and ha... (more)

Calendar Recently Updated
6. Muffy

I’ll treat your dog like my own!

Sarasota, FL, 34231

Drop-In Visits, Dog Walking

"Muffy is an excellent pet sitter! My dogs love her; she’ll even take them on a run when they need to get some energy out. I highly recommend her as a dog wal... (more)"

Calendar Recently Updated
7. Gillian

Dog lover who works from home!

Sarasota, FL, 34231

Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

"Gillian is great with our Cairn Terriers. They can be a bit of a challenge. Gillian is always on time and very professional. It is immediately obvious she is... (more)"

8. Dawn

Creature Comfort--For YOUR Pet!

Sarasota, FL, 34238

House Sitting, Drop-In Visits, Dog Walking

About: Humane, respectful care, lovingly personalized / customized to YOUR beloved furry, feathered, amphibious and/ or reptilian family members' needs. ... (more)

9. Alex

In college, need some furry friends

Sarasota, FL, 34238

House Sitting, Drop-In Visits, Dog Walking

About: I am an animal person, and animals can sense that in me. I’ve had dogs my whole life but now that I’m in school and away from home I feel like I th... (more)

10. Deirdre

I Can't Wait to Meet Your Pup!

Sarasota, FL, 34238

Drop-In Visits, Dog Walking

"Deirdre provided excellent care of two dogs and a cat. She gave them loving attention, walks and administered medications for our senior dog. Our cat is ver... (more)"

Calendar Recently Updated
11. Hayley

I'll play, walk and run w/ your dog

Sarasota, FL, 34238

Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

"Hayley has watched our dog Sam quite often. She really bonded with him and became our favorite sitter. She loves playing, running and cuddling with him. I ... (more)"

12. Sally Anne

A Pawsative Loving Experience!

Sarasota, FL, 34231

Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

About: I have owned Golden Retrievers for more than 20 years and have been active in rescue, breeding, obedience, agility, conformation showing ( dog show... (more)

Confirmed availability
4th of July
13. Ashley

I'll spoonfeed your dog.

Osprey, FL, 34229

Drop-In Visits, Doggy Day Care, Dog Walking

About: I work part-time so I have a very flexible schedule. I love to spend my spare time outside working out with my dog, who is now a 12 year old cockap... (more)

14. Ann

Socialising for happier pets!

Sarasota, FL, 34231

Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

"Hi Everyone! I met Annie at a pet store. I have a feisty chubby little chihuahua. My pup doesn't just go up to people looking for a friend. She is very cauti... (more)"

15. Julia

I will treat your pets like my own!

Sarasota, FL, 34242

Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

"Julia is a fantastic sitter! She has been caring for our 3 dogs with drop in visits, and has our complete trust and confidence in caring for our puppy and 2 ... (more)"

16. Caroline

Flexible availability

Osprey, FL, 34229

House Sitting, Drop-In Visits, Dog Walking

"Caroline is a true dog lover. She has spent many hours with my two German shepherds and cares for them like they are her own. I put a lot of stock in how a d... (more)"

17. Chloe

Full time dog mom and doggy daycare

Sarasota, FL, 34231

Drop-In Visits, Dog Walking

About: I have been a dog foster mom for Big Fluffy Dog Rescue out of Tennessee for 3 years, and a foster parent for Barking Out Loud Rescue in Florida for... (more)

18. Amanda

I am very active will walk the dog

Sarasota, FL, 34238

Dog Boarding, Drop-In Visits, Dog Walking

About: I love animals. I am not working so can devote time to your loving dog! I had dogs when my kids were little now I am an empty nester. The dogs alwa... (more)

19. Yasuko

Fun loving and attentive caretaker

Sarasota, FL, 34238

Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

About: I've owned two cats for the duration of 20 years that have passed due to old age 3 years ago. Even though pet sitting has not been a something I ha... (more)

20. Mallory

Your Dog's Best Friend

Sarasota, FL, 34238

Drop-In Visits, Dog Walking

"Mallory is awesome! My dog loves her, she has so much fun with her. Also Mallory deals with the other dog at my house to go get my dog. (more)"


Rover.com is the simple, savvy way to find and book Osprey drop in pet sitting. It's easy to find the perfect pet sitter — many sitters have offered pet sitting on Rover for years, and 95% of reviewed stays have received a perfect five-star rating. You'll get daily photo updates, and every stay booked through Rover also includes premium pet insurance, 24/7 support, and a reservation guarantee. Pet sitters on Rover have the option to complete a background check, which you can see from their background check badge. Pet sitters are booked on Rover every minute of every day, and 92% of the population lives within a short drive of one of the more 60,000 sitters who've listed their services on Rover, so you're sure to find the perfect pet sitter in Osprey. When you book with one of our trusted pet sitters on Rover you get peace of mind that your home and pets are in loving hands.

All stays booked on Rover receive our Rover guarantee, 24/7 support, and our reservation protection.

How it works

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1) Browse Sitters

We make it easy to find affordable & reliable sitters near you.

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2) Contact Sitters

Chat about your dog and your specific needs. Even meet in person before booking if you really want to.

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3) Book & pay

Our platform makes it easy and secure. No cash necessary.

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4) Enjoy your trip

Drop off your dog without feeling guilty. Relax with regular photo updates from your sitter.