Pet Sitting & Drop Ins in Cypress Bend, 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 Cypress Bend pet sitters

“Stephanie is without a doubt the best sitter we have ever had and Bella is 12 years old. Incredibly thoughtful, kind and patient. We love her so much. And my puppies love her even more! Thank you!”


“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. 😊”



“Thank you again for taking care of Rory. I was totally in awe that he warmed up to you. Most other people just hides from. Loved receiving pictures and updates during the time you were with him. Clearly will be his "person" when we are away!”


“Alex is awesome and took such good care of my Bengal who is usually timid with people.. with Alex she was out playing the entire time. I loved receiving all the updates about their visit and the pictures..it brought a smile to my face each day. I will definitely use her again.”


“Courtney was great. My cats didn't hide when she came over they seemed to really like her. I appreciated the photo updates that she sent me. I will definitely ask her to watch them on my next getaway.”


“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 takes such good care of my boy and it shows in the wonderful pics and info I get from each visit. And when I come home I can tell how well he’s been cared for. Debbie is the only sitter I trust with my cat. Thanks!!”


About: I’ve been blessed over the years to have worked with many different breeds and behaviors of dogs. I also have experience with cats, amphibians, reptiles, fish, and other large mammals. I have a flexible schedule and am able to provide pet care around the clock. I am a morning person and can stay up late, whatever your furry family member needs! I can make your furry family member feel like y’all aren’t even gone. I can maintain their routine and keep their lives moving day and night!

“Valarie is so good with my Peanut! She makes sure to always send me a picture of him on his walk and his smiling face ?. She's also reliable and was able to drop in on him at the last minute. Im glad that Peanut likes her too!”



“Jessica was amazing! This was our first experience using Rover. We are new to our area and needed to have someone that we could trust to come and take care of our sweet girl. Jessica came and spent a great deal of time with our Katy- spoiled her for sure :) I loved getting pictures of her during the day and knowing how she was eating and behaving. I would highly recommend Jessica and will definitely use her again when we have to go out of town.”


About: I am an online student who is with the babies all day long. The house has a large screened in porch for nice days and a large fenced in backyard. I have a background as a former Veterinary Assistant, making me capable of administering insulin and other necessary medications for your special needs babies, I have also worked in day care and grooming. Aside from going on a walk around the neighborhood morning and night, and we have a great fenced in backyard. I also take any dogs with permission from their parents to the Enterprise dog park. This gives them a great deal of enrichment and a great way of burning energy as well as working on socialization. All dogs in my care get plenty of love and exercise. Walks happen every morning and evening, we have a fully fenced in backyard and the dogs get plenty of mental stimulation with our every other day trips to the Enterprise dog park.

“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!”


“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!”

“First time I’ve tried, Samantha, and she knocked it out of the park. My three cats, who normally are very shy with strangers, took to her right away. She was knowledgeable and took excellent care of them and my house. She played with them which they live. Came home to happy, healthy fur babies. I very highly recommend Samantha and will be using her in the future.”


“i’ve trusted alexis with my pet sitting needs for many years and every time i come home my cat is happy, healthy, and has been cared for exactly as needed. alexis is an animal lover at heart and because of this she goes above and beyond! alexis is the person i trust the most taking care of my cat and i know my cat is good hands with her.”


“Our pups love Mia! Our 2 greyhounds are normally very shy around people they don’t know..but they loved Mia from the start! We don’t go away as much, since adopting them from the racetrack last year…but we’re feeling much more confident since finding Mia:)”



About: Im a huge animal lover! I was born and raised in Brazil and grew up around different kind of animals. I have experience taking care of old and young dogs and I know they need different kind of attention. I will take great care of your fur baby like it’s my own. I love all kind of dogs no matter the size, breed or health conditions. I will walk, feed, play and give as much love as he needs. I can take him to walk on the beach, run in a park or just play with his favorite toys. I will make sure he feels safe while you are away. I would love to meet you and understand your dog needs. Message me today and we can coordinate a time to meet. Pet care fits naturally into my daily routine! I work from home Monday to Friday, and my flexible schedule allows me to provide plenty of attention and care for pets. Since I spend a lot of time in front of the computer, I enjoy taking break walks throughout the day—perfect for giving dogs some exercise and fresh air. On weekends, I love exploring parks, the beach, and different playgrounds with my son, so if your pup enjoys outdoor adventures, they’ll fit right in! Whether it’s playtime, walks, or cuddle sessions, I make sure pets feel comfortable and loved while in my care. In my home, I provide a safe and comfortable environment for pets. I have a fenced backyard where dogs can play and stretch their legs, and my street is lined with trees for shady, enjoyable walks. I’m also walking distance from Enterprise Dog Park, so if your pup enjoys socializing and running around, we can make that part of their routine (with your approval). I tailor care to each pet’s needs, whether that means frequent potty breaks, playtime, or just a cozy space to relax. My goal is to make every pet feel at home and well cared for!
Loving pet sitters in your neighborhood
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Stephanie W.Star Sitter

“Stephanie is without a doubt the best sitter we have ever had and Bella is 12 years old. Incredibly thoughtful, kind and patient. We love her so much. And my puppies love her even more! Thank you!”


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. 😊”




Rebecca U.Star Sitter

“Thank you again for taking care of Rory. I was totally in awe that he warmed up to you. Most other people just hides from. Loved receiving pictures and updates during the time you were with him. Clearly will be his "person" when we are away!”


Alexandra M.Star Sitter

“Alex is awesome and took such good care of my Bengal who is usually timid with people.. with Alex she was out playing the entire time. I loved receiving all the updates about their visit and the pictures..it brought a smile to my face each day. I will definitely use her again.”


Courtney G.Star Sitter

“Courtney was great. My cats didn't hide when she came over they seemed to really like her. I appreciated the photo updates that she sent me. I will definitely ask her to watch them on my next getaway.”


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.”


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.”


Debbie P.Star Sitter

“Debbie takes such good care of my boy and it shows in the wonderful pics and info I get from each visit. And when I come home I can tell how well he’s been cared for. Debbie is the only sitter I trust with my cat. Thanks!!”


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!”


Brookelynn E.Star Sitter

“Brooke was the best cat sitter we have ever had. She was very dependable and kept us informed with pics and a brief update every day! Highly recommended!”


Dean D.Star Sitter
“DJ went above and beyond taking care of my German Shepherd and Cane Corso. They are very energetic dogs, and he handled them with total confidence, care, and genuine affection. He made sure they got their walks, kept them engaged with play, and gave them all the attention they needed while I was away. It’s not easy to find someone who’s both comfortable and experienced with large breeds, but DJ was a perfect match. I came home to two happy, well-cared-for dogs—and complete peace of mind. Highly recommend him for any dog owner, especially those with big breeds!”


Valarie B.

“Valarie is so good with my Peanut! She makes sure to always send me a picture of him on his walk and his smiling face ?. She's also reliable and was able to drop in on him at the last minute. Im glad that Peanut likes her too!”




Jessica M.


“Jessica was amazing! This was our first experience using Rover. We are new to our area and needed to have someone that we could trust to come and take care of our sweet girl. Jessica came and spent a great deal of time with our Katy- spoiled her for sure :) I loved getting pictures of her during the day and knowing how she was eating and behaving. I would highly recommend Jessica and will definitely use her again when we have to go out of town.”


Jace W.Star Sitter
“Jasmine was wonderful while she was pet-sitting my boxer/pitty mix, Skunk! He’s very high energy and needs a lot of attention and care with meds/special requests and she was very on top of everything! Feedings and the daily schedule all went very smoothly and when I came back my boy was very happy and looked well taken care of! I feel like patience was important here and she definitely aced it, giving my boy the chance to be himself while she was here with him!”


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!”


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!”


Samantha C.

“First time I’ve tried, Samantha, and she knocked it out of the park. My three cats, who normally are very shy with strangers, took to her right away. She was knowledgeable and took excellent care of them and my house. She played with them which they live. Came home to happy, healthy fur babies. I very highly recommend Samantha and will be using her in the future.”


Alexis R.

“i’ve trusted alexis with my pet sitting needs for many years and every time i come home my cat is happy, healthy, and has been cared for exactly as needed. alexis is an animal lover at heart and because of this she goes above and beyond! alexis is the person i trust the most taking care of my cat and i know my cat is good hands with her.”


Mia P.

“Our pups love Mia! Our 2 greyhounds are normally very shy around people they don’t know..but they loved Mia from the start! We don’t go away as much, since adopting them from the racetrack last year…but we’re feeling much more confident since finding Mia:)”




Tuany L.
“Tuany did a great job taking care of my dog while I was out of town. She really goes the extra mile to keep you updated with pictures and texts. It's great to leave your pets with someone you can trust while you are away. Tuany is awesome!”
Cypress Bend pet parents share their Rover experiences
i’ve trusted alexis with my pet sitting needs for many years and every time i come home my cat is happy, healthy, and has been cared for exactly as needed. alexis is an animal lover at heart and because of this she goes above and beyond! alexis is the person i trust the most taking care of my cat and i know my cat is good hands with her.

Zack was a great help to me by accepting a last-minute request that included many drop-ins over one weekend. He was responsive and kept me up to date with my pitbull mix Lilly, including photos and videos. When I came home, Lilly was happy and healthy, nice and chunky. I had no worries about her safety. Zack was always kind through messages. He is a great choice if you need someone reliable.

Hailee was WONDERFUL! She met with us prior to booking to make sure it was a great fit, I thought that was a great idea and wanted to do the same. Cooper was very happy! much happier being in his own surroundings and it showed. Hailee was in contact with me often and went above and beyond. I would definitely recommend Hailee for any service Rover has.

Alanna was a true blessing. She helped my mom was in the emergency room with a possible traumatic brain injury. Alanna was able to come to the emergency room and take K.C. (my mothers service dog) for a nice walk and to let him do his business outside. Alanna was prompt to respond, she kept me posted on her status as well as provided me with pictures of K.C. I not only recommend Alanna, but my mom and I will definitely use her services again in the future. Thank Again Alanna! -Trent

Max was wonderful! She took great care of my cat Rocky and kept me updated with videos and pictures. She truly loves cats! She also went above and beyond by communicating hurricane info, working an extra day, and surveying my house and grounds for damage. I highly recommend her and will definitely use her again!

Popular requests near you
Select a filter and find qualifying Cypress Bend sitters!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 Cypress Bend.
Rover makes it easy to find Cypress Bend 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.
