Personalized care for your dog or cat - Windsor Park

Highly-rated overnight sitters - Windsor Park

Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.

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Sitter Profile Image: Heather D.
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Heather D.
Star Sitter
from
$35
per night
5.0 out of 5 stars
117 reviews
35 repeat clients
25 years of experience
Dunedin, FL, 34698

Heather took the best of care of our little old man and even went out of her way to help us with drop off and met us at a convenient location! She kept us up to date with pictures and updates. We will definitely have her watch our pup again!

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Alicia P.
Sitter Profile Image: Debbie T.
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Debbie T.
from
$42
per night
5.0 out of 5 stars
32 reviews
9 repeat clients
45 years of experience
Dunedin, FL, 34698

We trust leaving our dogs, Mango, Leo, and Rambo, with Debbie, knowing they’re in excellent hands. She’s reliable, attentive, and truly cares for our pups. Even during a hurricane. Highly recommend!!

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Ash V.
Sitter Profile Image: Kristen S.
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Kristen S.
Star Sitter
from
$25
per night
5.0 out of 5 stars
24 reviews
7 repeat clients
15 years of experience
Dunedin, FL, 34698

Kristen was most accommodating to my last minute requirement for a pup sitter. She was very communicative and sent me pics of my pup throughout her 2 day stay. I got delayed due to construction and rain so I ran late getting back. Kristen was most understanding as I kept in contact to keep her apprised of my ETA. My pup wad happy to see me and looked very well cared for while I was away. I highly recommend Kristen if you need a dog sitter as she is amazing. Thank you again, Kristen!

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Penny T.
Sitter Profile Image: Marquita H.
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Marquita H.
Star Sitter
from
$38
per night
5.0 out of 5 stars
45 reviews
15 repeat clients
20 years of experience
Clearwater, FL, 33756

Marquita took great care of Gentry! Gentry came home happy and peaceful. I truly appreciate all she did to make my girl feel comfortable. Thank you Marquita!!

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Elizabeth D.
Sitter Profile Image: Kayla & Joseph B.
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Kayla & Joseph B.
Star Sitter
from
$40
per night
4.9 out of 5 stars
21 reviews
9 repeat clients
10 years of experience
Clearwater, FL, 33756

We love, Joe & Kayla! This is our second booking with them and our four legged buddy loves it there! We will be booking again for sure. Thank you, Joe & Kayla.

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Daniel S.
Sitter Profile Image: Leslie P.
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Leslie P.
Star Sitter
from
$49
per night
5.0 out of 5 stars
24 reviews
7 repeat clients
50 years of experience
Dunedin, FL, 34685

She is amazing! She communicated throughout each day including pictures and she is a true animal lover! She is outstanding and will continue to use her!!!!

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Corey A.
Sitter Profile Image: Lisa S.
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Lisa S.
from
$40
per night
5.0 out of 5 stars
21 reviews
4 repeat clients
30 years of experience
Crystal Beach, FL, 34681

Lisa was wonderful! She kept me in the loop and I could tell Chassie was being cared for well with nice walks and a safe place to call home while we were away. We look forward to booking with her again!

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Michelle O.
Sitter Profile Image: Aaron B.
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Aaron B.
from
$26
per night
5.0 out of 5 stars
17 reviews
5 repeat clients
35 years of experience
Palm Harbor, FL, 34683

My high energy puppy Luna had a great time and came home exhausted! We’ll definitely bring her back! Thanks AJ for great communication and all the pictures!

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Mary R.
Sitter Profile Image: Athena & Richi E.
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Athena & Richi E.
from
$45
per night
5.0 out of 5 stars
451 reviews
119 repeat clients
18 years of experience
Dunedin, FL, 34698

As a helicopter puppy mom I couldn’t recommend Athena and Richi enough! They are absolutely amazing and kept me at ease my pets entire stay. I got plenty of picture and video updates which I loved! They seemed to be enjoying exploring the yard and their other sleep over buddies. My pups seemed relaxed and happy when I picked them up. I will definitely be booking with them again in the future. 😌 thank you so much for treating my babies like your own and giving them tons of love.

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Brooke G.
Sitter Profile Image: Jason M.
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Jason M.
Star Sitter
from
$50
per night
5.0 out of 5 stars
39 reviews
12 repeat clients
20 years of experience
Dunedin, FL, 34698

Jason provides exceptional care for my dog and he communicates often to keep us informed while we travel. His level of compassion is unmatched. Highly recommended!

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Pamela K.
Sitter Profile Image: Laura L.
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Laura L.
from
$39
per night
5.0 out of 5 stars
43 reviews
17 repeat clients
14 years of experience
Clearwater, FL, 33759

Laura and her family were great with our dog, Carter! She’s very kind, kept us up to date on how he was doing, and sent pics. Highly recommend!

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Kaleigh G.
Sitter Profile Image: Norma H.
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Norma H.
Star Sitter
from
$49
per night
5.0 out of 5 stars
163 reviews
72 repeat clients
20 years of experience
Dunedin, FL, 34698

Norma was wonderful. When my wife and I met her we were immediately impressed by her and her setup for dog boarding. It all made us comfortable with boarding our small Shi Tzu and Maltese mixed girl while we were away for a week. From the photos she sent us to the demeanor or our dog when i picked her up I could tell that our dog was in good hands while we were away.

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Jim P.
Sitter Profile Image: Stephen R.
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Stephen R.
from
$39
per night
5.0 out of 5 stars
64 reviews
17 repeat clients
24 years of experience
Clearwater, FL, 33755

I am so grateful for Stephen! For opening up his home & taking such good care of Kovu while I was away. It was my first time leaving my fur baby, I was nervous but Stephen made this process so smooth! Kovu was sooo happy being there, I don’t think he had time to even miss me. I received multiples photos throughout the day which made me smile each time. I will without a doubt be booking with Stephen again!

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Sandra B.
Sitter Profile Image: Jennifer b.
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Jennifer b.
Star Sitter
from
$42
per night
4.9 out of 5 stars
158 reviews
49 repeat clients
22 years of experience
Keystone Manor, Clearwater, FL, 33755

Jennifer was the most amazing sitter for Ozzy! She sent videos and pics everyday. He always looked so happy in her care. I highly recommend Jennifer!

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JOHN H.
Sitter Profile Image: Christina J.
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Christina J.
Star Sitter
from
$45
per night
5.0 out of 5 stars
363 reviews
128 repeat clients
50 years of experience
Largo, FL, 33770

I will often not go on trips because I don't want to leave my dog. I've had her for 16 years and trusting someone else to care for her, keep her safe and happy, is difficult for me. She's only ever had one other caregiver outside of immediate family and that woman is still a dear friend, but she's in another geographical state. Thanks to Rover, I have now found Christina and she's the perfect solution for me and my dog. The way Christina managed every aspect of my senior dog's needs and communication with me, is a relief second to none. Thank you, Christina!

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Melissa B.
Sitter Profile Image: Jonathan W.
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Jonathan W.
Star Sitter
from
$38
per night
5.0 out of 5 stars
41 reviews
10 repeat clients
15 years of experience
Clearwater, FL, 33756

My family and I couldn’t be happier with the care Jonathan provided for Bolt. We truly appreciated the regular updates, messages, and pictures! it gave us so much peace of mind while we were away. It was clear that Bolt was not only well taken care of but also having a great time (he even found his “twin brother” there, which made it even more special!). We’re so grateful for the love and attention Jonathan gave him, and we would absolutely trust him again in the future.

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Adrian F.
Sitter Profile Image: Jennifer M.
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Jennifer M.
Star Sitter
from
$49
per night
5.0 out of 5 stars
408 reviews
180 repeat clients
35 years of experience
Clearwater, FL, 33756

Oh my gosh our dog absolutely loves going to stay with Jennifer. She goes bonkers when she knows she spending the night with her pals. Sadie has been there multiple times the communication Jennifer provides along with the pictures is on point We’re getting ready to try to rebook her again and will continue to do so

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Steven C.
Sitter Profile Image: Brittany S.
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Brittany S.
from
$30
per night
5.0 out of 5 stars
6 reviews
3 repeat clients
15 years of experience
Clearwater, FL, 33756

Brittney was awesome. Tuco seemed like he had a new home and friend on the first meet. I was a little nervous using Rover the first time but Brittney helped me feel comfortable and more importantly cared for Tuco as if he was hers. She sent photos and communicated with me while I was away. Thank you, I will definitely book with her again.

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Denise S.
Sitter Profile Image: Jennifer S.
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Jennifer S.
Star Sitter
from
$48
per night
5.0 out of 5 stars
34 reviews
12 repeat clients
15 years of experience
Palm Harbor, FL, 34683

Jen was an absolute angel helping with Journey during a transportation hiccup and scheduling miscommunication between my trainer and me. I needed someone to bridge the gap between Journey being dropped off by her transporter and my trainer's daughter being available to receive her, and Jen stepped in without hesitation. Despite the uncertainty around the transport timing and ultimately an early 6:00 AM drop-off, she was communicative, flexible, and incredibly helpful throughout the entire process. She not only took wonderful care of Journey, but also coordinated the final handoff and personally dropped her off for me, making what could have been a very stressful situation feel seamless. She sent photo updates, kept me informed every step of the way, and treated Journey like one of her own. I truly can't thank her enough. If you're considering booking with Jen, I would do so without hesitation. She went above and beyond in every way. ★★★★★ Highly recommend!

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April L.
Sitter Profile Image: Olga P.
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Olga P.
from
$59
per night
5.0 out of 5 stars
190 reviews
44 repeat clients
3 years of experience
Brentwood Estates, Clearwater, FL, 33755

Olga did great with my little guy. She kept me updated when he was showing signs of extreme anxiety so that I could provide proper instructions to deescalate from a distance. She really helped me during this difficult time of grief. I would highly recommend!

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De'Ja M.
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Over 4.1 million
dogs curled up for a sleepover in a sitter's home on Rover1

Cat caregivers near you - Windsor Park

Prices are estimates per visit. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.

1 / 1
Sitter Profile Image: Mia P.
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Mia P.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
228 reviews
62 repeat clients
20 years of experience
Clearwater, FL, 33763

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.
Sitter Profile Image: Brandi B.
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Brandi B.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
185 reviews
24 repeat clients
30 years of experience
Dunedin, FL, 34698

We just finished our second trip with Brandi taking care of our cat. She is a wonderful sitter - so communicative, thoughtful, caring and flexible! She provides great pictures and detailed notes about how our cat is doing and the care she provided. We plan to use her whenever we travel.

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Carole H.
Sitter Profile Image: Alexis R.
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Alexis R.
Star Sitter
from
$17
per visit
5.0 out of 5 stars
53 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.
Sitter Profile Image: Melissa M.
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Melissa M.
from
$17
per visit
5.0 out of 5 stars
5 reviews
2 repeat clients
10 years of experience
Dunedin, FL, 34698

Melissa was very helpful. Timely in responding and helped and took care of our cat. Sent pictures daily. Will definitely use her again. Thank you Melissa

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Diana & Laurence C.
Sitter Profile Image: Deedra N.
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Deedra N.
from
$15
per visit
5.0 out of 5 stars
109 reviews
28 repeat clients
14 years of experience
Clearwater, FL, 33765

Deedra was very communicative and punctual while taking care of our kitties! We were happy to know they were in good hands while we were away :)

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Shauna K.
Sitter Profile Image: Debbie P.
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Debbie P.
Star Sitter
from
$19
per visit
5.0 out of 5 stars
110 reviews
30 repeat clients
10 years of experience
DUNEDIN, FL, 34698

Debbie does a fantastic job of caring for our 4 fur babies. We have asked her several times, and we will definitely ask her again. Highly recommend!

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Amanda J.
Sitter Profile Image: Heaven M.
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Heaven M.
Star Sitter
from
$23
per visit
5.0 out of 5 stars
18 reviews
8 repeat clients
4 years of experience
On Top Of The World, Clearwater, FL, 33763

Very flexible, attentive to my dogs needs and very responsive

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Joseph W.
Sitter Profile Image: Kasey W.
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Kasey W.
from
$15
per visit
4.8 out of 5 stars
54 reviews
25 repeat clients
17 years of experience
Woodgate, Clearwater, FL, 33763

Kasey did a wonderful job watching our two kitties while my fiancé and I were away for several days. We received daily pictures and video of the kitties enjoying the company of Kasey. I would recommend Kasey and will be sure to contact her again if needed in the future!

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Ryan P.
Sitter Profile Image: Stephanie A.
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Stephanie A.
Star Sitter
from
$23
per visit
4.9 out of 5 stars
50 reviews
15 repeat clients
30 years of experience
Dunedin, FL, 34698

Stephanie is such a caring and sweet sitter for my 2 kitties. She is attentive to their basic needs and also goes above and beyond to make sure that throughout the visit they are entertained and greeted with kindness, especially with my cat who is more reserved. Thank you ☺️

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Natalie
Sitter Profile Image: Kelli G.
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Kelli G.
Star Sitter
from
$20
per visit
4.9 out of 5 stars
75 reviews
26 repeat clients
8 years of experience
Pride, Clearwater, FL, 33756

Kelli was so incredibly thorough and went above and beyond when looking after our cats. Sent lots of pictures and left no room for questions. We will definitely be using her again!!

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Brandon M.
Sitter Profile Image: Danielle S.
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Danielle S.
from
$20
per visit
5.0 out of 5 stars
8 reviews
3 repeat clients
15 years of experience
Dunedin, FL, 34698

Danielle did an awesome job taking care of my cat Tegan for a few days. Tegan was very happy when I came home 😊 I highly recommend Danielle as a pet sitter!

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Mia P.
Sitter Profile Image: Brooke H.
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Brooke H.
Star Sitter
from
$21
per visit
5.0 out of 5 stars
71 reviews
28 repeat clients
20 years of experience
Dunedin, FL, 34698

Brooke H. provided great care for my little one, Katarina. She kept me up-to-date on her sitting activities and that helped me adjust to leaving my cat for the first time. I would definitely ask Brooke H. to take of Katarina next time I need a sitter.

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Jean W.
Sitter Profile Image: Cassie C.
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Cassie C.
Star Sitter
from
$18
per visit
5.0 out of 5 stars
30 reviews
9 repeat clients
30 years of experience
Clearwater, FL, 33763

My first experience with Rover, communication.was very smooth. Cassie kept in touch with me over the three days she had my cat, sending great photos and updates on how my kitty was adjusting to new surroundings. I adopted my cat age 3 didn't know how she'd be with other animals, and she was fine with Cassies dog and cat.

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Valerie S.
Sitter Profile Image: Elizabeth T.
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Elizabeth T.
from
$18
per visit
4.9 out of 5 stars
16 reviews
5 repeat clients
6 years of experience
Dunedin, FL, 34698

Liz was great with my two cats. 🤩

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Caitlin L.
Sitter Profile Image: Chelsey W.
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Chelsey W.
from
$17
per visit
5.0 out of 5 stars
8 reviews
1 repeat client
30 years of experience
Clearwater, FL, 33673

Wonderful communication & super sweet

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Shana B.
Sitter Profile Image: Kristen S.
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Kristen S.
Star Sitter
from
$14
per visit
5.0 out of 5 stars
24 reviews
7 repeat clients
15 years of experience
Dunedin, FL, 34698

Kristen went above and beyond for my Bruno! And she did it on short notice and a holiday none the less. Couldn't be more thankful for her dropping in. I will ask for her again!!

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Tyler C.
Sitter Profile Image: Brian L.
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Brian L.
from
$15
per visit
5.0 out of 5 stars
25 reviews
4 repeat clients
7 years of experience
University Park, Clearwater, FL, 33764

Brian was friendly and considerate of my property. He followed my instructions properly and checked on my cat just as agreed. Would definitely book him again!

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Christian G.
Sitter Profile Image: Karaleen L.
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Karaleen L.
from
$14
per visit
5.0 out of 5 stars
5 reviews
1 repeat client
20 years of experience
Clearwater, FL, 33765

Kara was awesome! We just moved and were not excited to leave our girls so quickly, but had a family wedding in another state. She was thorough and we had no worries about how they were doing with all the updates. We greatly appreciate her care of our ladies especially all the walks they got!

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Katie B.
Sitter Profile Image: Deniz G.
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Deniz G.
from
$18
per visit
4.3 out of 5 stars
12 reviews
9 repeat clients
10 years of experience
Clearwater, FL, 33755

About: I have been pet sitting and walking for a decade now and have my own pets. I can handle small and big dogs as well as young and old dogs. I go at their speed with a gentle push so we get some distance in too. I work from home most days and that allows a flexible schedule to get plenty of play time and walks in throughout the day or I care for them like my own and cuddle as much as possible if they like that. If not we just chill and keep each other company

Sitter Profile Image: Breeana K.
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Breeana K.
from
$14
per visit
5.0 out of 5 stars
4 reviews
3 repeat clients
3 years of experience
Dunedin, FL, 34698

About: I have a greyhound/pitbull/husky named Syd. He is my best friend! Ever since I was little I love taking care of my dogs and other dogs. I am currently available just through the week 9am-2pm and after 6pm. I work at a after school care during the time I am not available. I live in an apartment complex! I usually walk my dog around and he neighborhood to get his energy. He loves other dogs and he is very friendly!

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Perfect for high energy dogs - Windsor Park

Prices are estimates per day. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.

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Sitter Profile Image: Jennifer b.
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Jennifer b.
Star Sitter
from
$50
per day
4.9 out of 5 stars
158 reviews
49 repeat clients
22 years of experience
Keystone Manor, Clearwater, FL, 33755

Enzo had a great day with Jennifer today. We will definitely continue with daycare when we need it! Thanks for taking good care of our sweet boy.

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BRITTANY M.
Sitter Profile Image: Norma H.
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Norma H.
Star Sitter
from
$39
per day
5.0 out of 5 stars
163 reviews
72 repeat clients
20 years of experience
Dunedin, FL, 34698

Norma is wonderful! Our doggie felt right at home and we received many updates on how things were going during his stay. We are very thankful that we have found her and will definitely use her again!

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Nina J.
Sitter Profile Image: Olga P.
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Olga P.
from
$30
per day
5.0 out of 5 stars
190 reviews
44 repeat clients
3 years of experience
Brentwood Estates, Clearwater, FL, 33755

We loved having Olga watch our puppy, Penelope. Penelope is highly energetic and Olga had no issue matching her energy. We had a last minute engagement and Olga was there for us at 9pm the night before. It was amazing.

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John B.
Sitter Profile Image: Marquita H.
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Marquita H.
Star Sitter
from
$36
per day
5.0 out of 5 stars
45 reviews
15 repeat clients
20 years of experience
Clearwater, FL, 33756

Marquita watched my puppy for a whole day and took such amazing care of her! Such a sweet person with a nice family! She also sent me great pictures and updates while I was out. I was so grateful to have a caring person to leave my very energetic little pup with. Marquita was an excellent communicator and I highly recommend her as a pet sitter!

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Cassie A. B.
Sitter Profile Image: Jonathan W.
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Jonathan W.
Star Sitter
from
$38
per day
5.0 out of 5 stars
41 reviews
10 repeat clients
15 years of experience
Clearwater, FL, 33756

As someone knew to the city and state with a new puppy to boot along with another dog, I was nervous about last minute accommodations. I have found a second home for my Gertie! Coming from an apartment environment, she has a whole yard to run and play in and the hosts are exceptionally great and very reasonably priced. I highly recommend them to anyone. If there are more stars, I would give them to them. I am looking no more for anyone else. Trust me you will be happy and so will your babies.

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Estela V.
Sitter Profile Image: Jason M.
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Jason M.
Star Sitter
from
$50
per day
5.0 out of 5 stars
39 reviews
12 repeat clients
20 years of experience
Dunedin, FL, 34698

Thank you for accommodating our last-minute daycare request. Jason took great care of our dog and made the whole process easy and stress-free. He is flexible, responsive, and genuinely kind. We felt comfortable leaving our dog with him and would definitely book again.

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Haoran Z.
Sitter Profile Image: Laura L.
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Laura L.
from
$25
per day
5.0 out of 5 stars
43 reviews
17 repeat clients
14 years of experience
Clearwater, FL, 33759

Our dog has really enjoyed going to Laura's and loves playing with Duff. We appreciate the pictures and updates you send. We are looking forward to bringing her more and really appreciate your help when we work long days!

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Leah H.
Sitter Profile Image: Cristina P.
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Cristina P.
from
$36
per day
4.8 out of 5 stars
106 reviews
39 repeat clients
10 years of experience
Clearwater, FL, 33755

Cristina was very accommodating of my dog Pogo for a last-minute daycare reservation. She sent lots of pictures that gave me a comfortable feeling. He had some needs and restrictions that she clearly followed which I appreciated very much. She is a very considerate sitter and understands the importance of what she's doing.

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Rebecca W.
Sitter Profile Image: Ann J.
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Ann J.
from
$35
per day
5.0 out of 5 stars
5 reviews
1 repeat client
60 years of experience
Dunedin, FL, 34698

Ann was absolutely AMAZING! Our puppy loved his time at Ann’s house. She is so welcoming and treated him just like he was her own. We will be using Ann again when we are in the area!

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Raley B.
Sitter Profile Image: Marissa H.
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Marissa H.
Star Sitter
from
$30
per day
5.0 out of 5 stars
54 reviews
14 repeat clients
9 years of experience
Greenbriar Club, Clearwater, FL, 33763

Marissa was amazing! We needed dog sitting for a day, she responded right away with availability. The whole time she had our dog, we were getting updates and photos. When we picked our dog up, he wasn’t ready to leave! We will certainly be using her again

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Alexa D.
Sitter Profile Image: JD & Magdalena D.
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JD & Magdalena D.
Star Sitter
from
$30
per day
5.0 out of 5 stars
33 reviews
11 repeat clients
7 years of experience
Clearwater, FL, 33759

We've had a great experience with JD and Magda! They've treated Gus like he was their own and made him (and us) safe. They are quick to respond with any communication and try their best to be accommodating. Also their two dogs are super friendly and Gus loves having them to play with.

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Pam P.
Sitter Profile Image: Athena & Richi E.
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Athena & Richi E.
from
$35
per day
5.0 out of 5 stars
451 reviews
119 repeat clients
18 years of experience
Dunedin, FL, 34698

10/10 recommend! Athena and Richi took care of my pup for a few hours while I was at an event, and they did a very good job. They were also very responsive prior to booking and very responsive up until the day of camp. I received a ton of pictures and felt calm that my dog was in such good hands while I was gone.

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Melissa Cera
Sitter Profile Image: Heather D.
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Heather D.
Star Sitter
from
$30
per day
5.0 out of 5 stars
117 reviews
35 repeat clients
25 years of experience
Dunedin, FL, 34698

Heather was able to watch my two dogs at last minute's notice! I am boarding them for 10 days in May, so this was a good trial to see how everything went. They seemed quite happy to be with Heather and the afternoon was a success! Thank you so much Heather!

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Eileen B.
Sitter Profile Image: Christina J.
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Christina J.
Star Sitter
from
$40
per day
5.0 out of 5 stars
363 reviews
128 repeat clients
50 years of experience
Largo, FL, 33770

Christina was so great with my dog Molly. Molly is afraid of people and other dogs but Christina quickly had her relaxed and mingling with the other dogs. She sent me lots of pictures during her stay and I couldn’t believe it, she was happy and playing with the other dogs! Christina has a wonderful house and large lawn, and she is with the dogs all day. She keeps all the dogs relaxed and happy. It’s like a summer camp! Molly can’t wait to go back!

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Lucy W.
Sitter Profile Image: Debora S.
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Debora S.
from
$35
per day
5.0 out of 5 stars
108 reviews
42 repeat clients
25 years of experience
Forest Wood, Clearwater, FL, 33759

I highly recommend Debora. She watched my puppy for a couple hours and upon my return my puppy was learning to “leave it” and to calm down when other dogs are near (she gets super excited). Debora was very nice, super knowledgeable and my puppy loved her the second they met. 10/10

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lorrie M.
Sitter Profile Image: Autumn S.
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Autumn S.
from
$30
per day
4.9 out of 5 stars
87 reviews
36 repeat clients
20 years of experience
Dunedin, FL, 34698

The absolute sweetest soul to leave our puppers with!! They came back tired out and slept through the night. Autumn kept in contact when needed and even provided treats for them to go home with. 10/10 service. I’ve also never had my nervous pups be so willing to be around someone and they went right to her! Dogs always know I suppose haha. Thank you Autumn!

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Alexis B.
Sitter Profile Image: Jennifer S.
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Jennifer S.
Star Sitter
from
$32
per day
5.0 out of 5 stars
34 reviews
12 repeat clients
15 years of experience
Palm Harbor, FL, 34683

Our pup had the best day with Jennifer and Amelia. In fact, he didn’t want to leave. Their home and yard were a pup paradise and they sent the best videos and pictures to enjoy throughout my work day. Cooper will be returning to their doggy daycare soon!

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Jocelyn T.
Sitter Profile Image: Shannon C.
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Shannon C.
Star Sitter
from
$25
per day
4.9 out of 5 stars
74 reviews
35 repeat clients
40 years of experience
Clearwater, FL, 33761

Shannon and his family take such great care of my Great Dane (Roxy). She practically drags me into their house. I highly recommend them for daycare as well as long term stays.

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Vincent V.
Sitter Profile Image: Christian R.
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Christian R.
from
$39
per day
5.0 out of 5 stars
1 review
1 year of experience
Dunedin, FL, 34698

About: I’ve cared for dogs of all ages and personalities, from playful puppies to sweet senior companions. What sets me apart is the genuine love and patience I bring to every pup I look after. I treat each dog as if they were my own making sure they feel safe, happy, and loved while their family is away. I have hands-on experience with: Puppy training basics (potty training, crate training, leash manners) Senior dog care (gentle walks, administering medication, extra comfort and attention) Special needs & anxious pets (providing calm reassurance and consistency) I don’t just “watch” pets I engage with them. Whether it’s playtime, long walks, or just extra cuddles, I focus on keeping tails wagging and parents at ease. Pet care easily fits into my daily routine because I make it a priority. I work locally and have a flexible schedule, which allows me to give plenty of time and attention to the dogs I look after. Morning, afternoon, or evening—I can adjust to your pup’s needs. I’m available throughout the week for: Daily walks (early morning, midday, or after work) Drop-in visits for feeding, playtime, and check-ins Overnight sitting or extended stays when you need extra peace of mind Because I’m reliable and organized, you can count on me to follow your pet’s routine closely whether that means specific feeding times, medication, or just keeping up with their favorite play schedule. Your pet’s safety and comfort always come first. Whether I’m caring for them in your home or mine, I make sure the environment is secure, clean, and stress-free. In Your Home: I respect your space and follow your pet’s established routine closely feeding, walks, playtime, and any house rules you have in place. I send regular updates and photos so you know your furry friend is happy and safe. In My Home: Pets get a calm, cozy environment where they can relax and feel at ease. I provide plenty of supervised playtime, walks around the neighborhood, and lots of love and attention. Safety checks like secured doors, leashes, and proper feeding—are always a priority. I pride myself on being dependable, trustworthy, and caring. My goal is to give you peace of mind while making sure your pet feels loved, comfortable, and right at home.

Sitter Profile Image: Debbie T.
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Debbie T.
from
$25
per day
5.0 out of 5 stars
32 reviews
9 repeat clients
45 years of experience
Dunedin, FL, 34698

About: I have over 40 years of experience caring for pets of all kinds. I will treat your fur babies as if they are my own. I work from home so they will not be alone for more than 2-3 hours. Frequent potty breaks and play time in the fenced backyard. Naps on the sofa or any of the dog beds around the house. I know how hard it is to find someone you trust. I have been a resident of Dunedin for 20 years at the same house. I am an active foster parent for Humane Society of Pinellas and will take wonderful care of your pets. Your pets will get 24/7 attention from me. I will follow your schedule for feeding, walks and playtime. I can care for your dogs, cats or furry friends. I have a secure, fenced yard. I keep a gate at the front door to provide additional security. I can also crate them if preferred. Please make sure to provide proof of updated vaccines

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More than 1.6 million
pets enjoyed cuddles and care from sitters on Rover1

Adventure-ready dog walkers - Windsor Park

Prices are estimates per walk. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.

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Sitter Profile Image: Mechell L.
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Mechell L.
Star Sitter
from
$25
per walk
5.0 out of 5 stars
12 reviews
3 repeat clients
40 years of experience
Clearwater, FL, 33755

About: I grew up on a farm. We had lots of cats and dogs and other animals. I’ve always had a strong love for cats and dogs. I currently have one tuxedo cat and she loves to play with other kitty cats. I’ve cared for many sick animals given shots and medication multiple times a day when needed and can be in contact with pet owners throughout the day when needed. I am a professional stock photographer and work out of my home so I have lots of time to dedicate to loving your pet. I work from my Home Office studio as a professional stock photographer, and Marketing Consultant . I can be available for pet care at all days and all times. I have a fenced in backyard if needed. If I’m caring for your pet in my home, I do have a fenced in backyard if that is a requirement

Sitter Profile Image: Taylor B.
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Taylor B.
from
$15
per walk
5.0 out of 5 stars
3 reviews
3 repeat clients
10 years of experience
Dunedin, FL, 34698

About: I've taken care of multiple dogs at once at a doggy daycare and I'm comfortable working with big and small dogs. I'm good at taking high-energy dogs on walks. I am available every Tuesday, Wednesday and Sunday all day long. I am available during the morning and afternoon on Monday, Thursday, Friday and Saturday. Whether it's going for walks, playing in the backyard or sitting together, I'm used to being around lots of dogs with different needs and work on making sure they are comfortable and happy.

Sitter Profile Image: Karaleen L.
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Karaleen L.
from
$15
per walk
5.0 out of 5 stars
5 reviews
1 repeat client
20 years of experience
Clearwater, FL, 33765

About: Hello, my name is Karaleen, Kara is fine. I’m 33, Navy veteran and just working on my degrees. This gives me quite a bit of down time. So I would love to help out with your pets! I have had pets all of my life, my family actually bred Corgis at one point, and have two girls of my own. so I would love to be able to give some head scratches and belly rubs to your furry members of your family whenever you may need it. Whether it be a walk, or some play time, or just keeping them company at the house. I have reliable transportation so no worries there. Hopefully I can help you out with whatever your pet needs are. Thank you! Hope to hear from you soon. -Kara I am a full time student so I have a lot of time on my hands with a flexible schedule. Open to different times throughout the days and weeks I take bookings for either walks or in home visits with some play time. I have enough time to give them anywhere from something quick to longer visits

Sitter Profile Image: Mia P.
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Mia P.
Star Sitter
from
$20
per walk
5.0 out of 5 stars
228 reviews
62 repeat clients
15 years of experience
Clearwater, FL, 33763

Mia has been such a dependable and caring walker for both my boys! I trust her completely with both of my dogs! Thank you Mia for being such a great dog walker for our family!

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Vanessa R.
Sitter Profile Image: Kyleigh W.
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Kyleigh W.
from
$16
per walk
5.0 out of 5 stars
7 reviews
12 years of experience
Clearwater, FL, 33765

About: I grew up around countless different species of dogs, whether it be the ones I had growing up or other peoples. Every shape, size, and breed i’ve ever encountered I fell in love with instantly. Taking care of dogs is something that comes so naturally to me being that they have been apart of my life for so long. I can’t wait to meet yours! I am currently working, but it’s always either all morning or all night, leaving me with a whole half of the day for me to take care of any dog in need! My schedule is posted weekly and I will be able to notify you of my availability for the following week every Thursday. I am very open to taking any preferences or suggestions for anyone interested in my assistance, and I will go out of my way to care for your pet as best you see fit!

Sitter Profile Image: Ocean P.
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Ocean P.
from
$20
per walk
5.0 out of 5 stars
9 reviews
13 years of experience
Clearwater, FL, 33756

About: Hi, I’m Ocean! I’m a Veterinary Technician with over 13 years of hands on experience caring for dogs, cats, and other animals. Working in veterinary medicine has given me the knowledge and confidence to care for pets of all ages, personalities, and medical needs. Whether your pet is energetic and playful, a senior who needs extra patience, or requires medications or special care, you can feel confident knowing they’re in experienced hands. My top priorities are always your pet’s safety, comfort, and happiness. I understand that every pet is unique, so I take the time to learn their routine, provide plenty of love and attention, and keep you updated with photos and messages while you’re away. I treat every pet like they’re my own because I know they’re family. I look forward to meeting you and your furry family members! Pet care is a part of my daily and weekly routine because I already work full-time as a veterinary technician. I’m used to structuring my days around animal care, including feeding schedules, medication times, monitoring behavior, and making sure each pet gets the attention they need. On a typical day, I’m already in a rhythm of caring for multiple animals, so adding pet sitting or drop-ins fits in smoothly before or after work, as well as on my days off. I’m very organized and plan ahead to make sure each pet in my care gets consistent, reliable attention. I’m a calm, reliable, and detail oriented person who understands that every pet has their own personality and needs. Whether your pet needs extra patience, a specific routine, medication, or just some loving attention while you’re away, I’m happy to help. I know how important it is to trust the person caring for your pets, and my goal is to give you peace of mind while making sure your pet feels right at home.

Sitter Profile Image: Brooke H.
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Brooke H.
Star Sitter
from
$23
per walk
5.0 out of 5 stars
71 reviews
28 repeat clients
1 year of experience
Dunedin, FL, 34698

Brooke was willing to step in last minute for visits with my dog poppy and I am so thankful! I could tell Poppy loved her and I will definitely be booking with Brooke again!

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Becca P.
Sitter Profile Image: Chelsey W.
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Chelsey W.
from
$18
per walk
5.0 out of 5 stars
8 reviews
1 repeat client
30 years of experience
Clearwater, FL, 33673

Chelsey is super friendly and took excellent care of Apollo on the walk! Would highly recommend her to anyone.

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Brandon S.
Sitter Profile Image: Kristen S.
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Kristen S.
Star Sitter
from
$15
per walk
5.0 out of 5 stars
24 reviews
7 repeat clients
15 years of experience
Dunedin, FL, 34698

Kristen is the Bees knees! It’s been great having her walk Angel on the days my husband and I are slammed with work! We’re so lucky to have found her!

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Lisa M.
Sitter Profile Image: Amanda P.
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Amanda P.
Star Sitter
from
$27
per walk
5.0 out of 5 stars
217 reviews
33 repeat clients
5 years of experience
Clearwater, FL, 33761

Amanda has been wonderful for our English Mastiff, Memphis. She takes great care of him, sends update photos, and is very flexible with her schedule. Highly recommend her! :)

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Robyn M.
Sitter Profile Image: Kelli G.
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Kelli G.
Star Sitter
from
$20
per walk
4.9 out of 5 stars
75 reviews
26 repeat clients
8 years of experience
Pride, Clearwater, FL, 33756

Kelli was our dog walker for almost 2 years she was great with our dog! So sweet and loving to her I never worried when I was away. Kelli watch our dog at our apt. so that our dog was happy and safe in her own space. Would definitely recommend her to anyone looking for a little help with their furry friend!

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Krystal M.
Sitter Profile Image: Richard C.
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Richard C.
from
$15
per walk
5.0 out of 5 stars
2 reviews
2 repeat clients
25 years of experience
Palm Harbor, FL, 34683

Rich was great. So grateful to have found him to watch our dog. I highly recommend him to anyone needing a pet sitter.

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Nancy L.
Sitter Profile Image: Ana G.
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Ana G.
from
$20
per walk
5.0 out of 5 stars
8 reviews
3 repeat clients
40 years of experience
Clearwater, FL, 33755

We loved having Ana walk our dog and can't wait to book with her again!

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Heather C.
Sitter Profile Image: Georgia D.
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Georgia D.
from
$16
per walk
3 years of experience
Dunedin, FL, 34698

About: While earning a B.S. in Animal Health and Behavior from Unity Environmental University, I had the opportunities to work in a variety of animal care positions. I have experience working as a kennel attendant (dogs, cats, and exotics), dog bather, animal shelter technician, animal nutrition intern at Zoo Tampa, and pet sitter for dogs and cats (2 years). I have volunteered in veterinary clinics, animal shelters and aviary hospitals. I have a genuine passion to care for animals, treating each animal as if they are my own. I am available to pet sit in home for any period of time but will be at work from 10am - pm on Monday, Thursday and Friday. Pet Sitting - 7 days a week Dog Walking - 7 days a week Limited Hours/ Days - Monday, Thursday, Friday 10am - 4pm Pet Sitting: I find it of utmost importance to stick to an animal's routine as closely as possible while their owners are away. Leaving your pets while you go out of town can be stressful, I aim to alleviate any concerns by maintaining proper communication, and by caring for your animal as if they were my own girl, Sadie. Each animal is different in so many ways, I aim to touch base with clients regarding medication, allergies, likes and dislikes, weekday/weekend routine and more. I am a simple person, either reading a book, studying, or going on a walk. I am trained in dog walking techniques and feel comfortable walking reactive dogs, as my dog is reactive herself.

Sitter Profile Image: Melissa M.
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Melissa M.
from
$13
per walk
5.0 out of 5 stars
5 reviews
2 repeat clients
10 years of experience
Dunedin, FL, 34698

Melissa is great! She’s reliable, highly communicative, and always sends updates. Mickey was very happy, and I completely trust her. I highly recommend Melissa to anyone looking for an amazing dog walker!

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Ana G.
Sitter Profile Image: Danielle S.
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Danielle S.
from
$20
per walk
5.0 out of 5 stars
8 reviews
3 repeat clients
15 years of experience
Dunedin, FL, 34698

Danielle gave prompt, loving care for my dog and provided flawless, timely communication throughout the duration of the trip. I would book Danielle eagerly again for worry-free care of my rescue mix.

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Kathryn B.
Sitter Profile Image: Adriana D.
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Adriana D.
Star Sitter
from
$19
per walk
5.0 out of 5 stars
44 reviews
18 repeat clients
15 years of experience
Palm Harbor, FL, 34683

Adrianna is very awesome with my puppies. She is very attentive and responds quickly and is punctual. Would highly recommend to anyone looking for the best care for their pets!! Thank you!!

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Adam M.
Sitter Profile Image: Angelina P.
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Angelina P.
from
$25
per walk
5.0 out of 5 stars
7 reviews
2 repeat clients
8 years of experience
Clearwater, FL, 33765

Angelina was great with our two Aussies! Angelina arrived on time and the girls were very happy to see her. She took time with our girls, playing, brushing, walking and just giving extra loving while we were away. If your looking for someone who is structured and still very loving, you found her!!

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Maureen B.
Sitter Profile Image: Kasey W.
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Kasey W.
from
$15
per walk
4.8 out of 5 stars
54 reviews
25 repeat clients
25 years of experience
Woodgate, Clearwater, FL, 33763

Kasey is amazing! Our puppy was super happy everytime he saw her as she sent pics to show! Kept in contact everytime she walked him. Such a great pleasure to work with her! We will be using her all the time!

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Selina L.
Sitter Profile Image: Sarah L.
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Sarah L.
from
$12
per walk
15 years of experience
Woodlake, Clearwater, FL, 33765

About: I’ve always had a dog around growing up as well have my own. I’ve also been caring for dogs for the elderly, family and friends for my whole life as well. I’m currently a stay at home mom with children in school so I have plenty of time to take your dogs on long walks as well as play endlessly with any animals at home. I currently have a dog and two bearded dragons. I walk my dog 30 minutes a day three times a day. For my dragons, I take them out for exercise and feedings.

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Over 980,000
dogs traded couch time for play time with Doggy Day Care on Rover1

Large dog specialists near you - Windsor Park

Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.

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Sitter Profile Image: Kristen S.
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Kristen S.
Star Sitter
from
$25
per night
5.0 out of 5 stars
24 reviews
7 repeat clients
15 years of experience
Dunedin, FL, 34698

Kristen was most accommodating to my last minute requirement for a pup sitter. She was very communicative and sent me pics of my pup throughout her 2 day stay. I got delayed due to construction and rain so I ran late getting back. Kristen was most understanding as I kept in contact to keep her apprised of my ETA. My pup wad happy to see me and looked very well cared for while I was away. I highly recommend Kristen if you need a dog sitter as she is amazing. Thank you again, Kristen!

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Penny T.
Sitter Profile Image: Marquita H.
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Marquita H.
Star Sitter
from
$38
per night
5.0 out of 5 stars
45 reviews
15 repeat clients
20 years of experience
Clearwater, FL, 33756

Marquita took great care of Gentry! Gentry came home happy and peaceful. I truly appreciate all she did to make my girl feel comfortable. Thank you Marquita!!

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Elizabeth D.
Sitter Profile Image: Kayla & Joseph B.
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Kayla & Joseph B.
Star Sitter
from
$40
per night
4.9 out of 5 stars
21 reviews
9 repeat clients
10 years of experience
Clearwater, FL, 33756

We love, Joe & Kayla! This is our second booking with them and our four legged buddy loves it there! We will be booking again for sure. Thank you, Joe & Kayla.

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Daniel S.
Sitter Profile Image: Leslie P.
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Leslie P.
Star Sitter
from
$49
per night
5.0 out of 5 stars
24 reviews
7 repeat clients
50 years of experience
Dunedin, FL, 34685

She is amazing! She communicated throughout each day including pictures and she is a true animal lover! She is outstanding and will continue to use her!!!!

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Corey A.
Sitter Profile Image: Lisa S.
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Lisa S.
from
$40
per night
5.0 out of 5 stars
21 reviews
4 repeat clients
30 years of experience
Crystal Beach, FL, 34681

Lisa was wonderful! She kept me in the loop and I could tell Chassie was being cared for well with nice walks and a safe place to call home while we were away. We look forward to booking with her again!

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Michelle O.
Sitter Profile Image: Aaron B.
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Aaron B.
from
$26
per night
5.0 out of 5 stars
17 reviews
5 repeat clients
35 years of experience
Palm Harbor, FL, 34683

My high energy puppy Luna had a great time and came home exhausted! We’ll definitely bring her back! Thanks AJ for great communication and all the pictures!

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Mary R.
Sitter Profile Image: Jason M.
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Jason M.
Star Sitter
from
$50
per night
5.0 out of 5 stars
39 reviews
12 repeat clients
20 years of experience
Dunedin, FL, 34698

Jason provides exceptional care for my dog and he communicates often to keep us informed while we travel. His level of compassion is unmatched. Highly recommended!

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Pamela K.
Sitter Profile Image: Laura L.
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Laura L.
from
$39
per night
5.0 out of 5 stars
43 reviews
17 repeat clients
14 years of experience
Clearwater, FL, 33759

Laura and her family were great with our dog, Carter! She’s very kind, kept us up to date on how he was doing, and sent pics. Highly recommend!

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Kaleigh G.
Sitter Profile Image: Stephen R.
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Stephen R.
from
$39
per night
5.0 out of 5 stars
64 reviews
17 repeat clients
24 years of experience
Clearwater, FL, 33755

I am so grateful for Stephen! For opening up his home & taking such good care of Kovu while I was away. It was my first time leaving my fur baby, I was nervous but Stephen made this process so smooth! Kovu was sooo happy being there, I don’t think he had time to even miss me. I received multiples photos throughout the day which made me smile each time. I will without a doubt be booking with Stephen again!

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Sandra B.
Sitter Profile Image: Jennifer b.
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Jennifer b.
Star Sitter
from
$42
per night
4.9 out of 5 stars
158 reviews
49 repeat clients
22 years of experience
Keystone Manor, Clearwater, FL, 33755

Jennifer was the most amazing sitter for Ozzy! She sent videos and pics everyday. He always looked so happy in her care. I highly recommend Jennifer!

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JOHN H.
Sitter Profile Image: Jonathan W.
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Jonathan W.
Star Sitter
from
$38
per night
5.0 out of 5 stars
41 reviews
10 repeat clients
15 years of experience
Clearwater, FL, 33756

My family and I couldn’t be happier with the care Jonathan provided for Bolt. We truly appreciated the regular updates, messages, and pictures! it gave us so much peace of mind while we were away. It was clear that Bolt was not only well taken care of but also having a great time (he even found his “twin brother” there, which made it even more special!). We’re so grateful for the love and attention Jonathan gave him, and we would absolutely trust him again in the future.

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Adrian F.
Sitter Profile Image: Jennifer M.
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Jennifer M.
Star Sitter
from
$49
per night
5.0 out of 5 stars
408 reviews
180 repeat clients
35 years of experience
Clearwater, FL, 33756

Oh my gosh our dog absolutely loves going to stay with Jennifer. She goes bonkers when she knows she spending the night with her pals. Sadie has been there multiple times the communication Jennifer provides along with the pictures is on point We’re getting ready to try to rebook her again and will continue to do so

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Steven C.
Sitter Profile Image: Brittany S.
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Brittany S.
from
$30
per night
5.0 out of 5 stars
6 reviews
3 repeat clients
15 years of experience
Clearwater, FL, 33756

Brittney was awesome. Tuco seemed like he had a new home and friend on the first meet. I was a little nervous using Rover the first time but Brittney helped me feel comfortable and more importantly cared for Tuco as if he was hers. She sent photos and communicated with me while I was away. Thank you, I will definitely book with her again.

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Denise S.
Sitter Profile Image: Jennifer S.
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Jennifer S.
Star Sitter
from
$48
per night
5.0 out of 5 stars
34 reviews
12 repeat clients
15 years of experience
Palm Harbor, FL, 34683

Jen was an absolute angel helping with Journey during a transportation hiccup and scheduling miscommunication between my trainer and me. I needed someone to bridge the gap between Journey being dropped off by her transporter and my trainer's daughter being available to receive her, and Jen stepped in without hesitation. Despite the uncertainty around the transport timing and ultimately an early 6:00 AM drop-off, she was communicative, flexible, and incredibly helpful throughout the entire process. She not only took wonderful care of Journey, but also coordinated the final handoff and personally dropped her off for me, making what could have been a very stressful situation feel seamless. She sent photo updates, kept me informed every step of the way, and treated Journey like one of her own. I truly can't thank her enough. If you're considering booking with Jen, I would do so without hesitation. She went above and beyond in every way. ★★★★★ Highly recommend!

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April L.
Sitter Profile Image: Suman S.
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Suman S.
from
$35
per night
4.2 out of 5 stars
7 reviews
1 year of experience
Clearwater, FL, 33756

Suman was great! Super responsive, gave me updates on my dog and was incredibly easy to work with. I’ll definitely be reaching out to her again next time we need someone to watch our dog!

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Cara H.
Sitter Profile Image: Martha & Brett B.
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Martha & Brett B.
Star Sitter
from
$45
per night
5.0 out of 5 stars
205 reviews
92 repeat clients
20 years of experience
clearwater, FL, 33761

Brett and Martha were great and managed to accommodate my dogs requirements and took really good care of her. I will defined book them again!

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Andrea S.
Sitter Profile Image: Elyse D.
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Elyse D.
Star Sitter
from
$50
per night
5.0 out of 5 stars
35 reviews
20 repeat clients
25 years of experience
Misty Springs, Clearwater, FL, 33761

Amazing they cared for my pitty as if i she were theirs. Very great communication the whole time. Definitely recommend and Definitely using her an her family.

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Krista H.
Sitter Profile Image: Courtney C.
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Courtney C.
from
$40
per night
5.0 out of 5 stars
9 reviews
1 repeat client
2 years of experience
Palm Harbor, FL, 34685

Courtney was very sweet and took great care of my pup! She exceeded expectations by taking my dogo to the doggy park and for frequent walks. Her communication throughout the day was great and she took the best photos of my pup interacting with others. Would definitely use her as a sitter again!

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Gracie B.
Sitter Profile Image: Yessica S.
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Yessica S.
Star Sitter
from
$43
per night
5.0 out of 5 stars
81 reviews
30 repeat clients
25 years of experience
Wyatt Street, Clearwater, FL, 33756

Yessica was absolutely amazing with my dog! From the moment she started, she was attentive, caring, and went above and beyond to make sure my pup was comfortable and happy. She kept me updated with regular messages and photos. It was clear my dog was in great hands and truly enjoyed the time with her. I highly recommend Yessica to anyone looking for a reliable and loving pet sitter, and I’ll definitely be booking with her again!

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Tomas C.
Sitter Profile Image: Nancy H.
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Nancy H.
from
$40
per night
5.0 out of 5 stars
60 reviews
14 repeat clients
40 years of experience
Clearwater, FL, 33756

My husband and I had to move our son out of state for a new job. I was so stressed about having to leave my dogs with someone I didn’t know. My son suggested using Rover. I read through the posts and Nancy’s post jumped out at me. After meeting with her, I felt very comfortable leaving my dogs with her. Nancy wanted to know all about my dogs and I had explained to her that both my dogs were rescues and I needed them to have as much TLC as possible. She did not disappoint. Nancy treated them both like they were her dogs. She constantly kept me up to date with pics and how they were doing. Nancy is a true gem and I will be using her from here on out. She is wonderful. I no longer have to fear leaving my dogs behind again as I know my dogs will have no problem going to her house as she has spoiled them.

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Christy B.
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1Global data from Rover (November 2025)