Pet Sitting & Drop Ins in Harbor Oaks Estates, 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 Harbor Oaks Estates pet sitters

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Sitter Profile Image: Stephanie W.
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Stephanie W.
Star Sitter
from
$18
per visit
5 out of 5.0 stars
42 reviews
16 repeat clients
25 years of experience
Oldsmar, FL, 34677

Amazing service. 12/10 would recommend to take care of your animals. Stephanie went above and beyond to take care of our cats and dog to make us feel comfortable during the duration of our trip.

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Mike L.
Sitter Profile Image: Peyton S.
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Peyton S.
from
$20
per visit
5 out of 5.0 stars
29 reviews
12 repeat clients
10 years of experience
Clearwater, FL, 33761

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. 😊

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NoName
Sitter Profile Image: Sydney S.
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Sydney S.
Star Sitter
from
$18
per visit
5 out of 5.0 stars
23 reviews
4 repeat clients
5 years of experience
Clearwater, FL, 33764

Sydney is an excellent pet sitter! Timely, communicative and very trustworthy. My boy Marley is a thunder baby so leaving him during the New Year holiday was tough, but I felt comfort in knowing that she would follow instructions for his anxiety meds and give him all the comfort he needed. She sent lots of photos and updates on her visits each time. Thank you, Sydney!!

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Michelle T.
Sitter Profile Image: Courtney G.
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Courtney G.
Star Sitter
from
$15
per visit
5 out of 4.9 stars
36 reviews
9 repeat clients
10 years of experience
Clearwater, FL, 33765

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.

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Kate A.
Sitter Profile Image: Mykola & Aleksandra P.
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Mykola & Aleksandra P.
from
$12
per visit
5 out of 5.0 stars
18 reviews
1 repeat client
7 years of experience
Clearwater, FL, 33759

This was a great experience for me, I felt like my elderly cat was in good hands. Great communication and pictures. I will definitely be rescheduling in the future

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Cynthia B.
Sitter Profile Image: Stephanie A.
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Stephanie A.
Star Sitter
from
$20
per visit
5 out of 4.9 stars
38 reviews
13 repeat clients
10 years of experience
Dunedin, FL, 34698

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.

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Liza Marie M.
Sitter Profile Image: Gabriela W.
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Gabriela W.
Star Sitter
from
$17
per visit
5 out of 5.0 stars
15 reviews
3 repeat clients
15 years of experience
Woodgate, Clearwater, FL, 33763

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.

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Heather B.
Sitter Profile Image: Dean D.
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Dean D.
Star Sitter
from
$19
per visit
5 out of 5.0 stars
13 reviews
3 repeat clients
12 years of experience
Safety Harbor, FL, 34695

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!

Sitter Profile Image: Deedra N.
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Deedra N.
from
$16
per visit
5 out of 5.0 stars
100 reviews
26 repeat clients
14 years of experience
Clearwater, FL, 33765

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!

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Rowan C.
Sitter Profile Image: Valarie B.
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Valarie B.
from
$19
per visit
5 out of 5.0 stars
97 reviews
30 repeat clients
33 years of experience
CLEARWATER, FL, 33763

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!

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Mhirza & Sean P.
Sitter Profile Image: Victoria P.
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Victoria P.
Star Sitter
from
$25
per visit
5 out of 5.0 stars
32 reviews
11 repeat clients
18 years of experience
Oldsmar, FL, 34677

Victoria was wonderful. I was sent photos of him and I could quickly determine how he was feeling and doing. My Dewey needs love and touch he loves to be held and just near you and she provided all that and more. When I returned Dewey was calm and welcoming. Such a relief to know he was in good hands..

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Julia C.
Sitter Profile Image: Mia P.
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Mia P.
from
$20
per visit
5 out of 5.0 stars
114 reviews
32 repeat clients
15 years of experience
Weatherstone, Safety Harbor, FL, 34695

Mia is amazing! She took such great care of our baby girl! Our pup just loves her and was so we’ll taken care of! She did above and beyond by taking the trash out and bringing in our mail! Thank you so much Mia!

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Cindy S.
Sitter Profile Image: Alexis R.
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Alexis R.
from
$15
per visit
10 years of experience
Clearwater, FL, 33763

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.

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Kaycie S.
Sitter Profile Image: Jace W.
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Jace W.
Star Sitter
from
$20
per visit
5 out of 5.0 stars
15 reviews
5 repeat clients
4 years of experience
Clearwater, FL, 33761

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.

Sitter Profile Image: Jessika H.
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Jessika H.
Star Sitter
from
$20
per visit
5 out of 5.0 stars
13 reviews
6 repeat clients
5 years of experience
Safety Harbor, FL, 34695

About: I am excited to assist you and your furry family! Whether it’s playtime or a week babysitting I’m your gal. I've had animals my whole life and have been taking care of other people's animals officially for the past five years. Any furry friend of yours is a furry friend of mine. I am available 24/7/365! I am currently unemployed and focus on helping furry friends as much as I can! I am available for any service you might need! I unfortunately do not have the ability to bring your pet into my home as I have a dog and a cat who are scared of new friends.

Sitter Profile Image: Janelle M.
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Janelle M.
Star Sitter
from
$18
per visit
5 out of 5.0 stars
20 reviews
4 repeat clients
15 years of experience
Winding Wood, Clearwater, FL, 33761

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!

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Leia B.
Sitter Profile Image: Samantha C.
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Samantha C.
from
$20
per visit
5 out of 5.0 stars
20 reviews
13 repeat clients
30 years of experience
Clearwater, FL, 33761

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.

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Tiffany S.
Sitter Profile Image: Laura L.
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Laura L.
from
$20
per visit
5 out of 5.0 stars
39 reviews
15 repeat clients
14 years of experience
Clearwater, FL, 33759

About: With a fenced backyard providing ample space for zoomies and exploration, your dog will feel right at home in our secure outdoor area. Our friendly one-year-old black lab is always ready to welcome new pals and engage in playful antics, ensuring your dog has a fun and active stay. At our home, your pet will not only enjoy the company of our beloved lab but also our four energetic kids. With endless playtime and cuddles on the agenda, boredom is simply not an option here! Rest assured, our family has been passionate about dogs for our whole lives. Your pet will receive the same love, care, and attention that we've dedicated to our own furry family members over the years. I mostly work from home so I have lots of time to give your pup plenty of potty breaks and play time. During the evening and weekends the kids are home and ready to help with potty, play time and feedings. We have a fenced in yard to keep your pup safe. Our dog is left in the family room when we're gone but we have a crate if your pup would feel more secure in that.

Sitter Profile Image: Helen R.
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Helen R.
from
$13
per visit
5 out of 5.0 stars
8 reviews
14 years of experience
Safety harbor, FL, 34695

Helen did a great job with drop in visits for our dogs while we were staying in a motel. She was very familiar with area, which helped us a lot. Helen was on time for her visits and sent us pictures of our pups. We will definitely use her again.

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Joni L.
Sitter Profile Image: Lisa R.
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Lisa R.
Star Sitter
from
$25
per visit
5 out of 5.0 stars
81 reviews
20 repeat clients
26 years of experience
Safety Harbor, FL, 34695

I've used Lisa to watch my cat Tucker several times now and she always goes above and beyond . She's informative and sends lots of pics and updates. She cares for my baby like he was her own and she's a wonderful sitter. 5 stars every time

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Lisette H.
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Sitter Profile Image: Stephanie W.
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Sitter Profile Image: Stephanie W.
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Stephanie W.
Star Sitter

❤️ Happy pets are my specialty! ❤️
Oldsmar, FL, 34677
4.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$18
per visit
5 out of 5.0 stars
42 reviews
16 repeat clients
Profile image

Amazing service. 12/10 would recommend to take care of your animals. Stephanie went above and beyond to take care of our cats and dog to make us feel comfortable during the duration of our trip.

Availability updated yesterday
Sitter Profile Image: Peyton S.
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Sitter Profile Image: Peyton S.
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Peyton S.

Your pets, my passion
Clearwater, FL, 33761
3.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$20
per visit
5 out of 5.0 stars
29 reviews
12 repeat clients
Profile image

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. 😊

Availability updated today
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Sydney S.
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Sitter Profile Image: Sydney S.
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Sydney S.
Star Sitter

I’m a dog and cat purrr-son!
Clearwater, FL, 33764
4.4 mi. away
Drop-In Visits, Dog Walking
from
$18
per visit
5 out of 5.0 stars
23 reviews
4 repeat clients
Profile image

Sydney is an excellent pet sitter! Timely, communicative and very trustworthy. My boy Marley is a thunder baby so leaving him during the New Year holiday was tough, but I felt comfort in knowing that she would follow instructions for his anxiety meds and give him all the comfort he needed. She sent lots of photos and updates on her visits each time. Thank you, Sydney!!

Availability updated 13 days ago
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Courtney G.
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Sitter Profile Image: Courtney G.
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Courtney G.
Star Sitter

i’m always petting a dog at a party
Clearwater, FL, 33765
2.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$15
per visit
5 out of 4.9 stars
36 reviews
9 repeat clients
Profile image

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.

Availability updated 9 days ago
Sitter Profile Image: Mykola & Aleksandra P.
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Sitter Profile Image: Mykola & Aleksandra P.
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Mykola & Aleksandra P.

Looking for petsitter? I can help!
Clearwater, FL, 33759
2.5 mi. away
Drop-In Visits
from
$12
per visit
5 out of 5.0 stars
18 reviews
1 repeat client
Profile image

This was a great experience for me, I felt like my elderly cat was in good hands. Great communication and pictures. I will definitely be rescheduling in the future

Availability updated 2 days ago
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Stephanie A.
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Sitter Profile Image: Stephanie A.
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Stephanie A.
Star Sitter

Bubbly animal lover!
Dunedin, FL, 34698
3.7 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$20
per visit
5 out of 4.9 stars
38 reviews
13 repeat clients
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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.

Availability updated 16 days ago
Sitter Profile Image: Gabriela W.
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Sitter Profile Image: Gabriela W.
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Gabriela W.
Star Sitter

I'll walk with your dog!
Woodgate, Clearwater, FL, 33763
2.2 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
from
$17
per visit
5 out of 5.0 stars
15 reviews
3 repeat clients
Profile image

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.

Availability updated 7 days ago
Sitter Profile Image: Dean D.
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Sitter Profile Image: Dean D.
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Dean D.
Star Sitter

Dogs’ Best Friend
Safety Harbor, FL, 34695
0.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$19
per visit
5 out of 5.0 stars
13 reviews
3 repeat clients

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!

Availability updated yesterday
Sitter Profile Image: Deedra N.
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Sitter Profile Image: Deedra N.
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Deedra N.

Pet Lovers on a Mission
Clearwater, FL, 33765
2.0 mi. away
Drop-In Visits, Dog Walking
from
$16
per visit
5 out of 5.0 stars
100 reviews
26 repeat clients
Profile image

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!

Availability updated 3 days ago
Sitter Profile Image: Valarie B.
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Sitter Profile Image: Valarie B.
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Valarie B.

Second Mom for your Fur Babies
CLEARWATER, FL, 33763
2.7 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$19
per visit
5 out of 5.0 stars
97 reviews
30 repeat clients
Profile image

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!

Availability updated 8 days ago
Sitter Profile Image: Victoria P.
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Sitter Profile Image: Victoria P.
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Victoria P.
Rover 101
Star Sitter

Experienced Walker/Sitter - 5+years
Oldsmar, FL, 34677
2.7 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$25
per visit
5 out of 5.0 stars
32 reviews
11 repeat clients
Profile image

Victoria was wonderful. I was sent photos of him and I could quickly determine how he was feeling and doing. My Dewey needs love and touch he loves to be held and just near you and she provided all that and more. When I returned Dewey was calm and welcoming. Such a relief to know he was in good hands..

Availability updated today
Sitter Profile Image: Mia P.
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Sitter Profile Image: Mia P.
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Mia P.

Quality care when you need it most!
Weatherstone, Safety Harbor, FL, 34695
0.8 mi. away
Drop-In Visits, Doggy Day Care, Dog Walking
from
$20
per visit
5 out of 5.0 stars
114 reviews
32 repeat clients
Profile image

Mia is amazing! She took such great care of our baby girl! Our pup just loves her and was so we’ll taken care of! She did above and beyond by taking the trash out and bringing in our mail! Thank you so much Mia!

Availability updated today
Sitter Profile Image: Alexis R.
Verified Enhanced Background Check
Sitter Profile Image: Alexis R.
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Alexis R.

Animal lover, with years experience
Clearwater, FL, 33763
1.5 mi. away
Drop-In Visits, Dog Walking
from
$15
per visit
3 reviews
Profile image

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.

Availability updated 9 days ago
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Jace W.
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Sitter Profile Image: Jace W.
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Jace W.
Star Sitter

Ask About My Tiny Dog Discount!
Clearwater, FL, 33761
1.6 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$20
per visit
5 out of 5.0 stars
15 reviews
5 repeat clients

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!

Availability updated 5 days ago
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Jessika H.
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Sitter Profile Image: Jessika H.
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Jessika H.
Star Sitter

I love God's creatures <3
Safety Harbor, FL, 34695
0.3 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$20
per visit
5 out of 5.0 stars
13 reviews
6 repeat clients

Jessika is an absolutely amazing dog walker! She took such great care of my pup, going above and beyond to ensure they were happy, exercised, and well looked after. Not only did she follow all my instructions perfectly, but she also showed genuine love and attention to my dog, making them feel comfortable and safe. It’s clear she truly cares about the pets she looks after. I couldn’t be more grateful for her kindness, reliability, and professionalism. Highly recommend Jessika to anyone looking for a trustworthy and dedicated dog walker!

Availability updated 2 days ago
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Janelle M.
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Sitter Profile Image: Janelle M.
Verified Enhanced Background Check

Janelle M.
Star Sitter

Responsible, patient animal care
Winding Wood, Clearwater, FL, 33761
1.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$18
per visit
5 out of 5.0 stars
20 reviews
4 repeat clients
Profile image

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!

Availability updated 58 days ago
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Samantha C.
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Sitter Profile Image: Samantha C.
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Samantha C.

Trust worthy & Reliable 🐶🐱
Clearwater, FL, 33761
1.6 mi. away
Drop-In Visits, Dog Walking
from
$20
per visit
5 out of 5.0 stars
20 reviews
13 repeat clients
Profile image

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.

Availability updated 14 days ago
Sitter Profile Image: Laura L.
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Sitter Profile Image: Laura L.
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Laura L.

Happy Tails Guaranteed
Clearwater, FL, 33759
0.5 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
from
$20
per visit
5 out of 5.0 stars
39 reviews
15 repeat clients

The Lyonsden6 are very caring, responsible, and serious about their pets' safe keeping. I recommend them to take care of animals with their loving attitudes.

Availability updated 7 days ago
Sitter Profile Image: Helen R.
Verified Background Check
Sitter Profile Image: Helen R.
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Helen R.
Rover 101

caring and flexible
Safety harbor, FL, 34695
0.4 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
from
$13
per visit
5 out of 5.0 stars
8 reviews
Profile image

Helen did a great job with drop in visits for our dogs while we were staying in a motel. She was very familiar with area, which helped us a lot. Helen was on time for her visits and sent us pictures of our pups. We will definitely use her again.

Availability updated today
Sitter Profile Image: Lisa R.
Verified Enhanced Background Check
Sitter Profile Image: Lisa R.
Verified Enhanced Background Check

Lisa R.
Star Sitter

Loving Pet Caregiver
Safety Harbor, FL, 34695
0.3 mi. away
Drop-In Visits, Dog Walking
from
$25
per visit
5 out of 5.0 stars
81 reviews
20 repeat clients
Profile image

I've used Lisa to watch my cat Tucker several times now and she always goes above and beyond . She's informative and sends lots of pics and updates. She cares for my baby like he was her own and she's a wonderful sitter. 5 stars every time

Availability updated today
Confirmed availability for Labor Day Weekend

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