Pet Sitting & Drop Ins In Harbor Woods Village

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Top rated Harbor Woods Village pet sitters

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Sitter Profile Image: Jennifer O.
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Jennifer O.
from
$11
per visit
5.0 out of 5 stars
45 reviews
9 repeat clients
50 years of experience
Clearwater, FL, 33759

Jennifer O was the best! It was great to be able to visit my daughter knowing my Willow was being well cared for! She even came over before I left so she would be a familiar face! The daily updates and pics really helped me feel not so far away. I immediately took to Jennifer’s friendly, trustworthy, & knowledgeable air and her gentle, caring nature. I can’t rave about her enough! Your pet will be in good hands with Jennifer O!

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Wendie M.
Sitter Profile Image: Bianca V.
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Bianca V.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
53 reviews
7 repeat clients
2 years of experience
Oldsmar, FL, 34677

Bianca is absolutely amazing!! Both of my babies loved her company so much and were always so happy to see her. She always showed up on time, played outside with them, gave great consistent reports, and gave them so much love. Highly recommend!!

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Ashley B.
Sitter Profile Image: Mia P.
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Mia P.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
202 reviews
57 repeat clients
15 years of experience
Clearwater, FL, 33763

Mia is amazing to work with - communicates visit updates, responds quickly, and has been really helpful (picks up mail, etc.). She is my go to person for taking care of my 3 cats!!!

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Suzanne J.
Sitter Profile Image: Elyse D.
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Elyse D.
from
$20
per visit
5.0 out of 5 stars
30 reviews
19 repeat clients
25 years of experience
Misty Springs, Clearwater, FL, 33761

About: My first job, at age 12, was pet sitting/dog walking. I've had pets my entire life ranging from dogs and cats to rodents, fish, and reptiles. I currently have 4 cats. I have experience with older dogs and cats as well kittens and puppies. I've also spent years working in customer service so no request will be too much. I have plenty of time for walks and playtime. I can keep up whatever routine your pet is used to. I live near a dog park and can take your pup if they like to play with other dogs If your dog doesn't like cats, my cats can easily be kept separate in my room. They spend most of their day sleeping in there anyway

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

Lisa was fantastic with my cat Tucker. I recently lost my other cat and this was the first time Tucker was left alone and Lisa gave him lots of love and attention. She played with him and brushed him and kept me informed every step of the way. You can tell she truly loves animals and I highly recommend her.

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Lisette H.
Sitter Profile Image: Peyton S.
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Peyton S.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
74 reviews
26 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: Stephanie W.
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Stephanie W.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
72 reviews
29 repeat clients
28 years of experience
Oldsmar, FL, 34677

Stephanie is exactly what you're looking for if you need someone who is caring, considerate, and kind. She took in-home care of my two beautiful babies for two weeks and she was absolutely exquisite. Thank you, Stephanie for the great care, beautiful pictures and videos and keeping my babies safe.

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Jennifer B.
Sitter Profile Image: Rebecca U.
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Rebecca U.
Star Sitter
from
$12
per visit
5.0 out of 5 stars
208 reviews
88 repeat clients
10 years of experience
Palm Harbor, FL, 34685

We had Rebecca come every other day to take care of our cat, Dora. Besides checking on food and water and scooping out the litter box, she let Dora out on our screened-in lanai where she gave Dora plenty of affection and played with her. Part of the time Dora sat on her lap and they "chilled" together. Rebecca sent plenty of pictures during her visits. We also have a large dog, Ellie, whom Rebecca did not take care of but did meet and interact with on two occasions. She expressed to me her love of dogs and knew just where to scratch and pet Ellie.

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Jean C.
Sitter Profile Image: Michael M.
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Michael M.
from
$20
per visit
50 years of experience
Safety Harbor, FL, 34695

About: I have taken care of dogs ever since I can remember. I specialize in "bird dogs", retrievers, pointers, setters, and spaniels. Friends and family often rely on me to watch their furry friends. My schedule is flexible between the hours of 6am-3pm, Monday through Friday. I will accommodate special requests/events as needed. I will work with you to make sure your pet's needs are met. I provide a safe, loving, and caring environment for your dog. I offer the drop in service to give your dog a walk, potty break, and companionship.

Sitter Profile Image: Alyssa S.
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Alyssa S.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
24 reviews
5 repeat clients
2 years of experience
Clearwater, FL, 33761

Alyssa was amazing! She took great care of our three cats, two of which are special needs. She spent quality time making sure they were well fed, cleaned up after, exercised, and loved. Our special needs boys make quite a mess and she endured everything was pristine! I would highly recommend Alyssa! We hope to schedule with her on future trips!

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Ashley W.
Sitter Profile Image: Jessica M.
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Jessica M.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
417 reviews
121 repeat clients
30 years of experience
Clearwater, FL, 33765

I can’t say enough great things about Jessica! My dogs absolutely love her...I’m in the process of moving (slowly!) & Jess has been such a lifesaver, always accommodating my schedule even on short notice. The welfare & happiness of my dogs are always a priority for her. Her love for animals is obvious. I am truly going to miss her once I’m finished moving!

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Claire S.
Sitter Profile Image: Tuany L.
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Tuany L.
from
$18
per visit
5.0 out of 5 stars
11 reviews
1 repeat client
16 years of experience
Winding Wood, Safety Harbor, FL, 34695

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!

Sitter Profile Image: Victoria P.
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Victoria P.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
41 reviews
14 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: Lorianne A.
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Lorianne A.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
334 reviews
107 repeat clients
10 years of experience
Tampa, FL, 33626

Lori was great! We recently moved to the area and needed to find a new pet sitter. She was available to help watch our pups on a last minute trip. I received some adorable pictures and always got a message about how each visit went. Thanks for the great care you gave our fur babies!

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Wendy C.
Sitter Profile Image: Amanda P.
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Amanda P.
Star Sitter
from
$27
per visit
5.0 out of 5 stars
206 reviews
31 repeat clients
5 years of experience
Clearwater, FL, 33761

Really nice and good with my dog. Sent regular updates about when she would be there and when she was there, how it went, and provided pictures. Would definitely reach out to her again to take care of my dog.

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Haley A.
Sitter Profile Image: Martha & Brett B.
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Martha & Brett B.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
200 reviews
88 repeat clients
20 years of experience
clearwater, FL, 33761

I️ am absolutely thrilled how well taken care my Dog was while I️ was away I️ received multiple texts and pictures assuring me that Henry was walked and fed: I️ highly recommend Martha and Brett!best dog sitters!

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Michelle P.
Sitter Profile Image: Jennifer W.
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Jennifer W.
from
$18
per visit
5.0 out of 5 stars
33 reviews
10 repeat clients
25 years of experience
Clearwater, FL, 33759

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.

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Lauren W.
Sitter Profile Image: Mackenzie B.
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Mackenzie B.
from
$14
per visit
5.0 out of 5 stars
7 reviews
1 repeat client
15 years of experience
Clearwater, FL, 33763

About: I’ve cared for dogs and cats of all ages, from energetic puppies to calm seniors. I focus on making pets feel safe, loved, and comfortable while keeping their routines consistent. Whether it’s walks, playtime, or quiet companionship, I treat every pet like my own. I m a full time employee as a school teacher so I am off by 2pm everyday and free for the entire weekend. I will be able to handle your pets care with consistency and dependability. I have a comfortable home with a fenced in yard. I have a dog that does very well with others and loves playing with new friends so your pet will have plenty of company. My home is my pets’ home , they are allowed on furniture and beds so that they can feel comfortable and at ease. I have trails nearby, so there is plenty of new places to explore!

Sitter Profile Image: Stephanie A.
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Stephanie A.
from
$25
per visit
5.0 out of 5 stars
14 reviews
3 repeat clients
20 years of experience
Safety Harbor, FL, 34695

Stephanie goes above and beyond every single time I have her Rover for my pup Domino! I appreciate her love of animals, detailed notes, and cute photos while I’m away. She provides me such peace of mind about my dog so that I can enjoy my time away and know he is in the best hands. She is trustworthy, caring, and a phenomenal communicator. I’d give her 6 stars if I could!!

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Molly R.
Sitter Profile Image: Alexis R.
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Alexis R.
Star Sitter
from
$18
per visit
5.0 out of 5 stars
36 reviews
6 repeat clients
10 years of experience
Clearwater, FL, 33763

We had a great experience with Alexis! She took wonderful care of our cat and followed all of our instructions perfectly. We really appreciated the updates and photos, they gave us peace of mind while traveling. We would definitely book her again and highly recommend her to others!

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Maria P.
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Harbor Woods Village pet parents share their Rover experiences

1 / 1
5.0 out of 5 stars

THE BEST!!! I can’t thank you enough, this was my first time booking anything for my dogs and Amanda gave me such a sense of love and safety for my 2 dogs. We love all the pictures sent and will be booking Amanda every time.

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Natalie B.
Drop-In Visits
5.0 out of 5 stars

Mia is amazing! She offered to do a meet and greet before I left town and that was so nice to have the cats see who she was before she came over while their “safe people” weren’t home. Mia sent the most precious pictures, she is very communicative, and I knew my kitties were in safe hands. Highly recommend!

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Emma G.
Drop-In Visits
5.0 out of 5 stars

Great experience with Lillian. She walked my dog while I was gone. She was very reliable and showed my dog great attention.

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Susanne S.
Drop-In Visits
5.0 out of 5 stars

First time using rover and so impressed with the person I chose to watch my girl Tesa. Emily made it easy for me not to worry one bit! She provided clear communication, provided update pictures, and documented all the details to make me feel so at ease. Only a few people I can trust with my dog, Emily is trustworthy and my girl’s new dog-sitter anytime I’m gone!

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Jose G.
Drop-In Visits
5.0 out of 5 stars

Bianca is great with our 3 cats & 2 dogs. Nothing to worry about while we’re out of town, she’s got it covered spending time with each pet & going on walks. We’ve hired her multiple times highly recommend!

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Brianna B.
Drop-In Visits
5.0 out of 5 stars

Jennifer was absolutely a lifesaver for us! She instantly was available after our last minute need and was so gentle and loving with our pets! She made our day!

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Mackenzie S.
Drop-In Visits
5.0 out of 5 stars

Lydia & Emmett did a wonderful job with both of our girls Lilly and Mia - they gave them all sorts of love and played with them - gave Mia her insulin that she needed. I would definitely have them again soon.

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Susan S.
Drop-In Visits
5.0 out of 5 stars

So caring and communicative-I always know my cats are in great hands when Lisa is taking care of them!

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Randi L.
Drop-In Visits
5.0 out of 5 stars

Karen is a fantastic dog walker! We love her and will miss her services as she will not be local to our area!

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Jade T.
Drop-In Visits
5.0 out of 5 stars

Maureen is great with my two little guys. I have a picky eater who is also on meds and the other one will eat everything! Maureen handled feeding and medication so well! She clearly has experience with caring for special needs pups 🐶 🩷

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Karen N.
Drop-In Visits
5.0 out of 5 stars

Claire is so amazing she sent me photos of every visit I would definitely use her again anything I asked her to do she did with no problem

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Kato S.
Drop-In Visits
5.0 out of 5 stars

Cassie took great care of my fur babies and was very easy communicating with. Would rebook her in the future.

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Myla F.
Drop-In Visits
5.0 out of 5 stars

Peyton is always our #1 choice. She’s fantastic, and our pets absolutely love seeing her. Peyton and Rover make going out of town so much easier for pet owners.

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Heath W.
Drop-In Visits
5.0 out of 5 stars

Our cat Jada, got to meet Chelsea when we had to leave town unexpectedly. I am a very protective mom because Jada is not a friendly cat, but Chelsea used her purrsuasion to coax her out from under the bed. It worked marvelously because Jada now has a new adopted mom. Jada loved spending time with Chelsea and I think the feeling was mutual. The photos and videos helped me to feel that we had made a good choice for a pet sitter. Jada met her at the door each visit. Chelsea is a blessing. Do I highly recommend her? YES I SURE DO. Thank you for being there Chelsea when I couldn't.

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Betty T.
Drop-In Visits
5.0 out of 5 stars

Alexis did a great job with my dog! From the moment we got to meet her I knew that my dog was going to love her, she is so sweet and knowledgeable. She took bunch of wonderful pictures of Luna and I can tell she was having an amazing time. I highly recommend Alexis to anyone!

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Delfina B.
Drop-In Visits
5.0 out of 5 stars

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.
Drop-In Visits
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The median cost per night for pet sitting in Harbor Woods Village is €23

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Pet Sitting FAQs

Frequently asked questions about Rover

Pet sitters on Rover are free to set their rates. The median cost to hire a pet sitter in Harbor Woods Village on Rover as of Jun 2026 was about €23 per night, after factoring in Rover’s service fees. A pet sitter’s rate may also change as you customize your booking to fit your and your pet’s needs.

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 Harbor Woods Village.

Rover makes it easy to find Harbor Woods Village 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.