Pet Sitting & Drop Ins in Windsor Park, Clearwater, FL
Book a pet sitter to stop by your home a few times a day to feed and play with your pet.

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Top rated Windsor Park pet sitters

“Brooke did an excellent job taking care of our cat with drop in visits while we were gone for 7 days. She sent pics every time and was very attentive to our cats schedule. I would highly recommend her for your pets.”


“Heather was wonderful to come and spend time with my small dog who needed to go out, and a bit of company. Heather is incredibly caring, and an animal lover. My dog was happy and well cared for. Highly recommend Heather to anyone looking for walking or drop ins.”


“Wow, what a great job Peyton did with my 2 dogs! She went above and beyond. She was able to take my puppy, who is extremely energetic, on a long walk, and my pup is a real puller and pretty strong. I feel confident that my fur babies are in good hands while I am away from home. I am going to book her again for tomorrow morning. 😊”


“Alex did an amazing job watching our two big pups while we are on vacation. She gave them all the love and attention they needed so they weren’t super lonely would definitely recommend and use her services again.”


“I had a wonderful experience booking with Courtney! She is very pleasant, kind and she provided my 15 year old kitty with all of the attention she needed. She even helped bring in my packages sitting outside. Courtney was prompt to reply, followed all directions, was comfortable with insulin injections & was very timely. She also provided detailed notes with each visit. I am absolutely planning to book with her again for my cat in the future.”


“Sydney was an amazing sitter for my cat! She was very attentive to my cat’s needs and gave her lots of love. She sent me pictures of her meals, litter box, and cute playing photos everyday. I will definitely book with Sydney again! Thank you:)))”


“Michelle watched our Lab Mollie over this Labor Day weekend and we had no worries while we were away! Michelle kept us updated with pictures and texts throughout the weekend! We will definitely use her services again! We highly recommend Michelle!”


“Jennifer was amazing! Our cats were loved and taken care of like we had never left. I honestly think they were a little disappointed when we came back because they got the royalty treatment while we were gone! 10/10 recommend, could not have had a better experience.”


“Janelle watched my two Puggles while we were out of town. She came by twice to let them go potty and feed them. She came on time both times and stayed the full 30 minutes. We will definitely use Janelle again!”

“Gabby was wonderful! She came and not only fed the kitties, but stayed and played with them. She did an amazing job and will definitely use her for future trips.”


“We have had Debbie watch our 4 cats several times before, she does a fantastic job. She is very conscientious, she makes sure each animal is safe and healthy, takes care of all their needs to include scooping the boxes. She sends us an update and pictures everyday. I highly recommend Debbie and will definitely ask her to watch our fur babies again.”


“Valarie is the dog whisperer, she loved and massaged Mac every visit and sent photos of their walks. She even went above and beyond to wash his paws off after a muddy walk so he didint get on the couch. Highly recommend thank you so much!”



“Jessica was amazing!!! She did everything imaginable to make our boys first pet sitting experience the best ever! We appreciate her kindness and willingness to make him happy:) We look forward to Jessica pet sitting for us again ?”


About: With a decade of experience in house sitting and personal pet care, I provide trustworthy and attentive services tailored to your pet’s needs. My background includes caring for various breeds, ensuring they receive the love and attention they deserve while you are away. I specialize in creating a comfortable environment for your pets, whether it involves daily walks, playtime, or simply keeping them company. My commitment is to ensure your furry friends feel safe and happy in their own home. Pet care is seamlessly integrated into my daily routine. I prioritize my schedule to ensure that I dedicate ample time for walks, play, and training sessions. Each day begins with early morning walks, allowing pets to enjoy fresh air and exercise. Throughout the day, I maintain a flexible schedule that accommodates feeding times, medication administration, and regular check-ins for any special needs. My evenings are reserved for quality bonding time, ensuring each pet feels loved and secure before bedtime. This structured yet adaptable approach allows me to provide consistent care while also being responsive to the unique needs of each pet. In my home and my clients’ homes, safety is paramount. I conduct thorough assessments of the environment to identify potential hazards and ensure a secure space for pets. I use baby gates to restrict access to unsafe areas and keep harmful substances out of reach. During pet care visits, I maintain a clean environment by regularly sanitizing areas where pets spend time. I provide updates via text or photos during visits to reassure them about their pet’s well-being. Additionally, I create a calm atmosphere by using familiar scents and toys from home, helping pets feel comfortable in new surroundings. My goal is always to foster a safe and nurturing environment where pets can thrive.

“Cassie, thank you so much for taking such great care of our kitties! After our horrible experience with our last Rover sitter, we really appreciate the wonderful job you did. You have restored our faith in using Rover.com again! We look forward to booking you again next time we need a cat sitter! Thanks again!”


“Olga was absolutely fantastic!!! I immediately felt so comfortable with her. She was communicative, on time, professional and very sweet to my boys. I cannot thank you enough. I would give even a higher rating if I could. I highly recommend!!!!”


“Dawn is absolutely phenomenal and went above and beyond all expectations caring for our pets and home while we were away. I felt at ease knowing she was there and sending pictures with updates at each visit. Dawn is a total professional and I’d highly recommend her!”


About: I have taken care of dogs from all breeds aging between pups to 17 years old. Family, friends and neighbors know their babies are in good hands. I work from home so will be with your fur baby all day. Your pet will have full access to my home. We will have a minimum of two long walks a day at near by park. I recently lost my fur baby over the holidays and have decided to take my pet sitting to the fullest to help fill my void. I have a fenced in yard and screen room for the babies to hang out. Your pet can be crated if needed. There are no children in the home so your pet can freely run about.
Loving pet sitters in your neighborhood
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Brooke H.Star Sitter

“Brooke did an excellent job taking care of our cat with drop in visits while we were gone for 7 days. She sent pics every time and was very attentive to our cats schedule. I would highly recommend her for your pets.”


Heather D.Star Sitter

“Heather was wonderful to come and spend time with my small dog who needed to go out, and a bit of company. Heather is incredibly caring, and an animal lover. My dog was happy and well cared for. Highly recommend Heather to anyone looking for walking or drop ins.”


Peyton S.

“Wow, what a great job Peyton did with my 2 dogs! She went above and beyond. She was able to take my puppy, who is extremely energetic, on a long walk, and my pup is a real puller and pretty strong. I feel confident that my fur babies are in good hands while I am away from home. I am going to book her again for tomorrow morning. 😊”


Alexandra M.Star Sitter

“Alex did an amazing job watching our two big pups while we are on vacation. She gave them all the love and attention they needed so they weren’t super lonely would definitely recommend and use her services again.”


Courtney G.Star Sitter

“I had a wonderful experience booking with Courtney! She is very pleasant, kind and she provided my 15 year old kitty with all of the attention she needed. She even helped bring in my packages sitting outside. Courtney was prompt to reply, followed all directions, was comfortable with insulin injections & was very timely. She also provided detailed notes with each visit. I am absolutely planning to book with her again for my cat in the future.”


Sydney S.Star Sitter

“Sydney was an amazing sitter for my cat! She was very attentive to my cat’s needs and gave her lots of love. She sent me pictures of her meals, litter box, and cute playing photos everyday. I will definitely book with Sydney again! Thank you:)))”


Michelle T.Star Sitter

“Michelle watched our Lab Mollie over this Labor Day weekend and we had no worries while we were away! Michelle kept us updated with pictures and texts throughout the weekend! We will definitely use her services again! We highly recommend Michelle!”


Jennifer W.Star Sitter

“Jennifer was amazing! Our cats were loved and taken care of like we had never left. I honestly think they were a little disappointed when we came back because they got the royalty treatment while we were gone! 10/10 recommend, could not have had a better experience.”


Janelle M.Star Sitter
“Janelle watched my two Puggles while we were out of town. She came by twice to let them go potty and feed them. She came on time both times and stayed the full 30 minutes. We will definitely use Janelle again!”


Stephanie A.Star Sitter

“Stephanie is great! My cat Miko loves her so much. She took such great care of him while we were on our trip. Thank you so much Stephane for caring for Miko.”


Gabriela W.Star Sitter

“Gabby was wonderful! She came and not only fed the kitties, but stayed and played with them. She did an amazing job and will definitely use her for future trips.”


Debbie P.Star Sitter

“We have had Debbie watch our 4 cats several times before, she does a fantastic job. She is very conscientious, she makes sure each animal is safe and healthy, takes care of all their needs to include scooping the boxes. She sends us an update and pictures everyday. I highly recommend Debbie and will definitely ask her to watch our fur babies again.”


Deedra N.

“Deedra was very responsive and gave me text updates on Shadow when she dropped in on her. There were no issues and Shadow really seemed to like her. 10/10 will be rebooking!”


Valarie B.

“Valarie is the dog whisperer, she loved and massaged Mac every visit and sent photos of their walks. She even went above and beyond to wash his paws off after a muddy walk so he didint get on the couch. Highly recommend thank you so much!”




Jessica M.


“Jessica was amazing!!! She did everything imaginable to make our boys first pet sitting experience the best ever! We appreciate her kindness and willingness to make him happy:) We look forward to Jessica pet sitting for us again ?”


Elizabeth H.
“Liz is my go-to pet sitter for my family when we go away! She takes such incredible care of our dogs, cat, and tortoises as well as cared for our sick rat while we were away. Our furry family members are always excited to see her and we love the peace of mind knowing our pets are being loved and cared for as if they were her own.”


Cassie C.

“Cassie, thank you so much for taking such great care of our kitties! After our horrible experience with our last Rover sitter, we really appreciate the wonderful job you did. You have restored our faith in using Rover.com again! We look forward to booking you again next time we need a cat sitter! Thanks again!”


Olga P.Star Sitter

“Olga was absolutely fantastic!!! I immediately felt so comfortable with her. She was communicative, on time, professional and very sweet to my boys. I cannot thank you enough. I would give even a higher rating if I could. I highly recommend!!!!”


Dawn H.

“Dawn is absolutely phenomenal and went above and beyond all expectations caring for our pets and home while we were away. I felt at ease knowing she was there and sending pictures with updates at each visit. Dawn is a total professional and I’d highly recommend her!”


LAVINIA C.
“She watched my dog for almost two weeks and my Dog loved it I will definitely be bringing her back here again awesome place for your pet.”
How Rover works
1. Search
Read verified reviews by pet parents like you and choose a sitter who’s a great match for you and your pets2. Meet & Greet
Meet either virtually or in-person with a sitter to discuss the level of care needed for your pets while you’re away3. Book & Pay
All payments are processed through Rover’s secured platform and your booking is backed by 24/7 support. It’s that easy!
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 pet 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.
Pet Sitting FAQs
Frequently asked questions about Rover
Rover makes it easy to reach out to multiple pet sitters about your booking. Typically, pet sitters on Rover respond in under an hour.
Experience can vary widely from pet sitter to pet sitter, but you can view reviews, years of experience, and number of repeat clients when comparing pet sitters available in Windsor Park.
Rover makes it easy to find Windsor Park pet sitters to provide loving care from their own home. The background-checked, 5-star pet sitters you can find on Rover will welcome your pet into their home when you’re away—whether it’s just for the weekend or longer. Pet sitting is great for:
- Pets of all ages and abilities, including puppies
- Pet parents looking for a safe, loving alternative to a kennel
- Pets who’d love to socialize with their pet sitter’s pets
Yes! Sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your pet sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your pet sitter has access to advice from qualified veterinary professionals. In the rare event of any issues during a booking, rest easy knowing your pet is covered by the Rover Guarantee reimbursement program for eligible veterinary care.
Note: If your pet sitter requested to cancel this booking, then they need to cancel from their account. Please contact them via Rover Messages.
We get it—sometimes plans change and you may need to cancel your pet service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your sitter’s cancellation policy.
