Dog Boarding in Island Estate, Clearwater, FL

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Top rated Island Estate dog boarders

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Sitter Profile Image: Linda M.
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Linda M.
Star Sitter
from
$40
per night
5 out of 5.0 stars
38 reviews
9 repeat clients
30 years of experience
Pinellas Park, FL, 33782

The reason why I give Linda a 5 star rating is because of these five main things: 1. The initial introduction and meeting with me and my dog at her home was extremely pleasant. Also, drop off and pick up was smooth. 2. Her home and area she lives in is very clean, quiet, and dog friendly. 3. Linda clearly has tons of pet care experience and loves pets. For example, she slept with our dog all night. 4. Our dog is older and needs special food and medicine, and Linda easily handled that. 5. Linda would send pictures often so we could see what our dog is doing. Overall, we are very happy with our experience with Linda and will continue to book with her.

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Dagmara K.
Sitter Profile Image: Christina J.
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Christina J.
Star Sitter
from
$45
per night
5 out of 5.0 stars
290 reviews
116 repeat clients
50 years of experience
Largo, FL, 33770

Christina and her husband are fantastic. She sent pictures throughout the vacation, and Hazel got along fantastically with her at-home pups. Hazel was well fed, and slept like a baby once she got home. We will definitely be using her again for a dog vacay!

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Carlie R.
Sitter Profile Image: Heather D.
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Heather D.
Star Sitter
from
$28
per night
5 out of 5.0 stars
54 reviews
15 repeat clients
25 years of experience
Dunedin, FL, 34698

Super nice and very friendly. I would recommend her. Be aware you have to be able to carry your pet up a ladder before booking, but my husband was with me so it was not a problem. I wouldn’t have been able to do it myself. I am sure the host would have helped if needed.

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

My pups had a longer stay this round and they came home safe and happy! Can’t recommend Stephen enough. He does a great job making us feel comfortable leaving our them with him. Hence we tip him well when we pick up the pooches!

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Anthony C.
Sitter Profile Image: Jennifer b.
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Jennifer b.
from
$45
per night
5 out of 4.8 stars
74 reviews
22 repeat clients
20 years of experience
Keystone Manor, Clearwater, FL, 33755

We’ve used Jen a few times now and will continue to do so! She’s so sweet and super accommodating when it comes to drop off and pick up times. I get pictures and videos everyday while I’m away of my baby and she always looks happy and comfortable. Would definitely recommend!

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Katie S.
Sitter Profile Image: Ashleigh Y.
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Ashleigh Y.
Star Sitter
from
$45
per night
5 out of 5.0 stars
266 reviews
96 repeat clients
20 years of experience
Keystone Manor, Clearwater, FL, 33755

Ashleigh is a sweetheart and am so appreciative of her services. My pups have a great time going there and I already am planning to book my next stay with Ashleigh sometime soon.

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Paul B.
Sitter Profile Image: Debbie T.
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Debbie T.
Star Sitter
from
$38
per night
5 out of 5.0 stars
26 reviews
7 repeat clients
45 years of experience
Dunedin, FL, 34698

Debbie is wonderful.Peyton loved the attention she received and I felt very grateful to have someone so kind to watch over my girl. She sent me photos daily keeping me updated.

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Kimberly R.
Sitter Profile Image: Jessica & Colin M.
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Jessica & Colin M.
from
$34
per night
5 out of 5.0 stars
31 reviews
3 repeat clients
30 years of experience
Clearwater, FL, 33759

Jessica and Colin watched our pup, Hazel, recently and did a great job! Hazel had a great time at their home with their adorable family. Jessica was quick to respond every time I texted , and was very flexible. We will definitely be using Jessica and Colin again if they are available. They are trustworthy, responsible and reliable . Hazel can’t wait to go back! 🐾

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Kathleen C.
Sitter Profile Image: Teresa U.
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Teresa U.
from
$35
per night
5 out of 4.5 stars
5 reviews
1 repeat client
10 years of experience
Clearwater, FL, 33764

Amazing communication and tlc- Teresa genuinely cared for my Baby as well or perhaps better than even I could! Bonus was her frenchie, Tyson, was a great playmate! So grateful!

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

Norma is fantastic! She is an excellent communicator, and sent daily updates and photos. And in every picture my dog was clearly having a blast. I’m definitely going to have my dog stay with her in the future.

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Devlin C.
Sitter Profile Image: Yessica S.
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Yessica S.
from
$36
per night
5 out of 5.0 stars
14 reviews
25 years of experience
Wyatt Street, Clearwater, FL, 33756

I couldn’t be happier with the care our dog received! Jessica and her husband was incredibly attentive, responsible and kind. She kept us updated with daily photos and messages, which really gave us peace of mind while we were away. Our puppy was happy and relaxed. Highly recommend her to anyone looking for a trustworthy and caring dog sitter!

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Steffani J.
Sitter Profile Image: Kate W.
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Kate W.
from
$49
per night
5 out of 5.0 stars
15 reviews
5 repeat clients
55 years of experience
On Top Of The World, Clearwater, FL, 33763

What a find. Kate is wonderful loving very capable dog person. I was very anxious to leave my 13-year-old Sebrina with just anybody. We had a meet and greet that almost lasted 2 hours. We hit it off and more importantly Sebrina did too. Sebrina was spoiled she got to sleep in a people's bed. My husband was picking up Sebrina and Kate wanted to see a picture of him, so she wouldn't give her to just anybody. That impressed me.

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Recchia S.
Sitter Profile Image: Jonathan W.
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Jonathan W.
from
$38
per night
5 out of 5.0 stars
7 reviews
15 years of experience
Clearwater, FL, 33756

Jonathan and his family provided the best experience for my dog to date on this app. He was responsive, and very helpful with my dog who has severe storm anxiety. Highly recommend!

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Nathan G.
Sitter Profile Image: Leslie P.
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Leslie P.
from
$45
per night
5 out of 5.0 stars
6 reviews
2 repeat clients
20 years of experience
Dunedin, FL, 34685

Leslie, Willa & company did an absolutely fantastic job caring for our Benny. She sent us regular photos and updates and he came home healthy, happy and relaxed. She has a relaxed yet attentive manner which fits perfectly with our boy’s personality. Her girl Willa welcomed Benny and both set their boundaries maturely, quickly and fairly. A+ for Willa too! Always a treasure to find someone who takes such great care of our little man. We’ll definitely rebook with Leslie in the future. Highly recommend!

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Linda C.
Sitter Profile Image: Priscilla V.
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Priscilla V.
Star Sitter
from
$40
per night
5 out of 5.0 stars
118 reviews
41 repeat clients
2 years of experience
Pride, Clearwater, FL, 33756

Priscilla is absolutely amazing as a sitter and if I could give her a thousand stars I would!! My dog loves her so much and she has such a safe and happy environment for your animals! Highly recommend!

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Kelly Marie M.
Sitter Profile Image: adrian o.
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adrian o.
from
$35
per night
5 out of 5.0 stars
2 reviews
1 repeat client
18 years of experience
Clearwater, FL, 33765

Very nice, kind responsible, and good communicated. I will leave Brouno with him again next time.

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Amir H.
Sitter Profile Image: Georgina B.
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Georgina B.
from
$35
per night
5 out of 5.0 stars
9 reviews
2 repeat clients
20 years of experience
Keystone Manor, Clearwater, FL, 33755

Eve had a good time with Georgina for boarding for a week. I was very satisfied with Georgina's service. I received pictures daily. Eve seems to be very happy and I would book with Georgina again. Precious is a sweet dog and got along with Eve very well.

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Cynthia B.
Sitter Profile Image: Leslie A.
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Leslie A.
Star Sitter
from
$40
per night
5 out of 5.0 stars
11 reviews
4 repeat clients
10 years of experience
Clearwater, FL, 33755

She was amazing with my sweet Willow! She sent me pictures and I could tell my girl was actually happy and enjoying who she was with which is such a relief as a dog mom! We will definitely book with her again’

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Tyne H.
Sitter Profile Image: Sarah D.
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Sarah D.
Star Sitter
from
$49
per night
5 out of 5.0 stars
38 reviews
8 repeat clients
8 years of experience
Dunedin, FL, 34698

Sarah treated Connor like her own dog…she sent multiple pictures to ensure he was doing great….highly recommend her for your pet sitting needs!❤️

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Cindy D.
Sitter Profile Image: Lisa D.
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Lisa D.
from
$30
per night
15 years of experience
Clearwater, FL, 33755

About: With years of hands-on experience, I’m a dedicated and passionate pet sitter who offers reliable, loving care for both dogs and cats of all temperaments and ages. From energetic puppies as young as 6 weeks to senior pets needing extra TLC, I specialize in tailoring care to meet each animal’s unique needs. For the past 2 years, I’ve been an outstanding sitter on Rover, as well as private clients, and other platforms, I’ve consistently received glowing reviews and responses from happy clients. In addition to my professional history, I have a lifelong background in animal rescue, starting in childhood and continuing into adulthood. This experience has given me a deep understanding of animal behavior, including working with timid, reactive, and aggressive dogs to help them feel safe, seen, and supported. I’m skilled in: • Pet sitting (in-my-home and drop-in) • Leash walking & exercise routines • Basic obedience and behavioral training • Handling aggressive, anxious, shy, or high-energy pets • Bathing and basic grooming • Administering medication or following special care routines What You Can Expect with My In-Home Care: Your pet’s comfort and joy are my top priorities. Though my home is small, it’s a warm, safe, and enriching environment filled with activities and affection. Daily routines typically include: • Morning and evening walks • Outdoor sunshine and dog park trips 1–2 times per week • Doggie pool play & enrichment activities • Brain stimulation games • Indoor playtime and plenty of cuddles To ensure safety and comfort, I offer: • Outdoor run leads for secure off-leash time • Two gated areas and two crates for smooth transitions or decompression, if needed • A peaceful, structured environment that supports both play and rest If you’re not looking for in-home care, I also offer a variety of flexible services, including: • Drop-in visits • Daytime pet sitting • Dog walking • Bathing and light grooming • Basic training sessions • Special request accommodations I care for every animal as if they were my own, and I would be honored to welcome your fur baby into my care. Let’s connect and discuss how I can give your pet the love, safety, and attention they deserve while you’re away! I am available 24/7. I am always flexible and willing to work with pet owners to help cater to whatever needs there may be. I’m currently working part-time as a private caregiver and create my own schedule. I’m completing an internship as a dog trainer with Ridgeside K9 - Tampa which also allows me to be home more and create a very flexible schedule to tend to my animals when they need me. When caring for pets in my home or my client’s home, I prioritize creating a safe, calm, and nurturing environment tailored to each pet’s needs and personality. I ensure my space is pet-proofed—free of hazards, with secure fencing (if applicable), and a consistent routine that helps pets feel at ease. In a client’s home, I always respect their space and follow their instructions closely to maintain continuity for their pet. I build trust through clear communication, regular updates with photos/videos, and by being dependable and gentle in all interactions. Whether it’s feeding, walks, playtime, administering medication, or simply offering comfort, I provide attentive, loving care so your pet feels secure and happy while you’re away.

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Sitter Profile Image: Linda M.
Verified Enhanced Background Check
Sitter Profile Image: Linda M.
Verified Enhanced Background Check

Linda M.
Star Sitter

Pets loved and treated like my own
Pinellas Park, FL, 33782
10.9 mi. away
Boarding, Drop-In Visits, Doggy Day Care
from
$40
per night
5 out of 5.0 stars
38 reviews
9 repeat clients
Profile image

The reason why I give Linda a 5 star rating is because of these five main things: 1. The initial introduction and meeting with me and my dog at her home was extremely pleasant. Also, drop off and pick up was smooth. 2. Her home and area she lives in is very clean, quiet, and dog friendly. 3. Linda clearly has tons of pet care experience and loves pets. For example, she slept with our dog all night. 4. Our dog is older and needs special food and medicine, and Linda easily handled that. 5. Linda would send pictures often so we could see what our dog is doing. Overall, we are very happy with our experience with Linda and will continue to book with her.

Availability updated today
Sitter Profile Image: Christina J.
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Sitter Profile Image: Christina J.
Verified Background Check

Christina J.
Rover 101
Star Sitter

Dogs need vacation too
Largo, FL, 33770
5.3 mi. away
Boarding, Doggy Day Care
from
$45
per night
5 out of 5.0 stars
290 reviews
116 repeat clients
Profile image

Christina and her husband are fantastic. She sent pictures throughout the vacation, and Hazel got along fantastically with her at-home pups. Hazel was well fed, and slept like a baby once she got home. We will definitely be using her again for a dog vacay!

Availability updated 13 days ago
Sitter Profile Image: Heather D.
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Sitter Profile Image: Heather D.
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Heather D.
Star Sitter

Family of animal lovers
Dunedin, FL, 34698
3.5 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
from
$28
per night
5 out of 5.0 stars
54 reviews
15 repeat clients
Profile image

Super nice and very friendly. I would recommend her. Be aware you have to be able to carry your pet up a ladder before booking, but my husband was with me so it was not a problem. I wouldn’t have been able to do it myself. I am sure the host would have helped if needed.

Availability updated 3 days ago
Sitter Profile Image: Stephen R.
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Sitter Profile Image: Stephen R.
Verified Enhanced Background Check

Stephen R.
Rover 101

Your Pup will NEVER be left ALONE!
Clearwater, FL, 33755
3.0 mi. away
Boarding
from
$39
per night
5 out of 5.0 stars
52 reviews
15 repeat clients
Profile image

My pups had a longer stay this round and they came home safe and happy! Can’t recommend Stephen enough. He does a great job making us feel comfortable leaving our them with him. Hence we tip him well when we pick up the pooches!

Availability updated 6 days ago
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Jennifer b.
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Sitter Profile Image: Jennifer b.
Verified Background Check

Jennifer b.

🐾Boujee Bullies🐾
Keystone Manor, Clearwater, FL, 33755
3.2 mi. away
Boarding, Doggy Day Care, Dog Walking
from
$45
per night
5 out of 4.8 stars
74 reviews
22 repeat clients
Profile image

We’ve used Jen a few times now and will continue to do so! She’s so sweet and super accommodating when it comes to drop off and pick up times. I get pictures and videos everyday while I’m away of my baby and she always looks happy and comfortable. Would definitely recommend!

Availability updated today
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Ashleigh Y.
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Sitter Profile Image: Ashleigh Y.
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Ashleigh Y.
Star Sitter

Ashleigh+Reptar Full Care Services
Keystone Manor, Clearwater, FL, 33755
3.1 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care
from
$45
per night
5 out of 5.0 stars
266 reviews
96 repeat clients
Profile image

Ashleigh is a sweetheart and am so appreciative of her services. My pups have a great time going there and I already am planning to book my next stay with Ashleigh sometime soon.

Availability updated yesterday
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Debbie T.
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Sitter Profile Image: Debbie T.
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Debbie T.
Star Sitter

Work from home - loving sitter 🐶🐾
Dunedin, FL, 34698
2.6 mi. away
Boarding, Drop-In Visits, Doggy Day Care
from
$38
per night
5 out of 5.0 stars
26 reviews
7 repeat clients
Profile image

Debbie is wonderful.Peyton loved the attention she received and I felt very grateful to have someone so kind to watch over my girl. She sent me photos daily keeping me updated.

Availability updated today
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Jessica & Colin M.
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Sitter Profile Image: Jessica & Colin M.
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Jessica & Colin M.

Pets are family - I'll love yours!
Clearwater, FL, 33759
6.0 mi. away
Boarding, Doggy Day Care
from
$34
per night
5 out of 5.0 stars
31 reviews
3 repeat clients
Profile image

Jessica and Colin watched our pup, Hazel, recently and did a great job! Hazel had a great time at their home with their adorable family. Jessica was quick to respond every time I texted , and was very flexible. We will definitely be using Jessica and Colin again if they are available. They are trustworthy, responsible and reliable . Hazel can’t wait to go back! 🐾

Availability updated today
Sitter Profile Image: Teresa U.
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Sitter Profile Image: Teresa U.
Verified Enhanced Background Check

Teresa U.

Huuuuuuge dog lover!
Clearwater, FL, 33764
5.9 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$35
per night
5 out of 4.5 stars
5 reviews
1 repeat client
Profile image

Amazing communication and tlc- Teresa genuinely cared for my Baby as well or perhaps better than even I could! Bonus was her frenchie, Tyson, was a great playmate! So grateful!

Availability updated 30 days ago
Sitter Profile Image: Norma H.
Verified Background Check
Sitter Profile Image: Norma H.
Verified Background Check

Norma H.
Star Sitter

Happy Happy Secure Home ❤ 🐾😊 🐶
Dunedin, FL, 34698
3.5 mi. away
Boarding, Doggy Day Care
from
$49
per night
5 out of 5.0 stars
124 reviews
60 repeat clients
Profile image

Norma is fantastic! She is an excellent communicator, and sent daily updates and photos. And in every picture my dog was clearly having a blast. I’m definitely going to have my dog stay with her in the future.

Availability updated 45 days ago
Sitter Profile Image: Yessica S.
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Sitter Profile Image: Yessica S.
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Yessica S.

100% Dog lover
Wyatt Street, Clearwater, FL, 33756
3.8 mi. away
Boarding
from
$36
per night
5 out of 5.0 stars
14 reviews
Profile image

I couldn’t be happier with the care our dog received! Jessica and her husband was incredibly attentive, responsible and kind. She kept us updated with daily photos and messages, which really gave us peace of mind while we were away. Our puppy was happy and relaxed. Highly recommend her to anyone looking for a trustworthy and caring dog sitter!

Availability updated 4 days ago
Sitter Profile Image: Kate W.
Verified Enhanced Background Check
Sitter Profile Image: Kate W.
Verified Enhanced Background Check

Kate W.

Loving Dog Mom here 💗💗
On Top Of The World, Clearwater, FL, 33763
5.1 mi. away
Boarding
from
$49
per night
5 out of 5.0 stars
15 reviews
5 repeat clients
Profile image

What a find. Kate is wonderful loving very capable dog person. I was very anxious to leave my 13-year-old Sebrina with just anybody. We had a meet and greet that almost lasted 2 hours. We hit it off and more importantly Sebrina did too. Sebrina was spoiled she got to sleep in a people's bed. My husband was picking up Sebrina and Kate wanted to see a picture of him, so she wouldn't give her to just anybody. That impressed me.

Availability updated 9 days ago
Sitter Profile Image: Jonathan W.
Verified Enhanced Background Check
Sitter Profile Image: Jonathan W.
Verified Enhanced Background Check

Jonathan W.

Caring for your pup like family!
Clearwater, FL, 33756
3.7 mi. away
Boarding
from
$38
per night
5 out of 5.0 stars
7 reviews
Profile image

Jonathan and his family provided the best experience for my dog to date on this app. He was responsive, and very helpful with my dog who has severe storm anxiety. Highly recommend!

Availability updated 7 days ago
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Leslie P.
Verified Enhanced Background Check
Sitter Profile Image: Leslie P.
Verified Enhanced Background Check

Leslie P.

Your baby’s Home Away From Home
Dunedin, FL, 34685
4.0 mi. away
Boarding, Doggy Day Care, Dog Walking
from
$45
per night
5 out of 5.0 stars
6 reviews
2 repeat clients
Profile image

Leslie, Willa & company did an absolutely fantastic job caring for our Benny. She sent us regular photos and updates and he came home healthy, happy and relaxed. She has a relaxed yet attentive manner which fits perfectly with our boy’s personality. Her girl Willa welcomed Benny and both set their boundaries maturely, quickly and fairly. A+ for Willa too! Always a treasure to find someone who takes such great care of our little man. We’ll definitely rebook with Leslie in the future. Highly recommend!

Availability updated yesterday
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Priscilla V.
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Sitter Profile Image: Priscilla V.
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Priscilla V.
Star Sitter

My family and I love dogs
Pride, Clearwater, FL, 33756
3.9 mi. away
Boarding, Drop-In Visits, Doggy Day Care
from
$40
per night
5 out of 5.0 stars
118 reviews
41 repeat clients
Profile image

Priscilla is absolutely amazing as a sitter and if I could give her a thousand stars I would!! My dog loves her so much and she has such a safe and happy environment for your animals! Highly recommend!

Availability updated yesterday
Confirmed availability for Labor Day Weekend
Sitter Profile Image: adrian o.
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Sitter Profile Image: adrian o.
Verified Enhanced Background Check

adrian o.

a doggie home for many to come
Clearwater, FL, 33765
4.1 mi. away
Boarding, House Sitting, Dog Walking
from
$35
per night
5 out of 5.0 stars
2 reviews
1 repeat client
Profile image

Very nice, kind responsible, and good communicated. I will leave Brouno with him again next time.

Availability updated 4 months ago
Sitter Profile Image: Georgina B.
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Sitter Profile Image: Georgina B.
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Georgina B.

Wagging tail guarantee
Keystone Manor, Clearwater, FL, 33755
3.3 mi. away
Boarding, Doggy Day Care
from
$35
per night
5 out of 5.0 stars
9 reviews
2 repeat clients
Profile image

Eve had a good time with Georgina for boarding for a week. I was very satisfied with Georgina's service. I received pictures daily. Eve seems to be very happy and I would book with Georgina again. Precious is a sweet dog and got along with Eve very well.

Availability updated today
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Leslie A.
Verified Enhanced Background Check
Sitter Profile Image: Leslie A.
Verified Enhanced Background Check

Leslie A.
Star Sitter

Cozy safe home for your pet friends
Clearwater, FL, 33755
1.6 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
from
$40
per night
5 out of 5.0 stars
11 reviews
4 repeat clients
Profile image

She was amazing with my sweet Willow! She sent me pictures and I could tell my girl was actually happy and enjoying who she was with which is such a relief as a dog mom! We will definitely book with her again’

Availability updated 11 days ago
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Sarah D.
Verified Enhanced Background Check
Sitter Profile Image: Sarah D.
Verified Enhanced Background Check

Sarah D.
Star Sitter

Trusted Dog Walking & Boarding
Dunedin, FL, 34698
2.6 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
from
$49
per night
5 out of 5.0 stars
38 reviews
8 repeat clients
Profile image

Sarah treated Connor like her own dog…she sent multiple pictures to ensure he was doing great….highly recommend her for your pet sitting needs!❤️

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

Lisa D.

Your pets 2nd favorite human!
Clearwater, FL, 33755
1.2 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$30
per night
4 reviews

We used Lisa years ago before Rover. Always wonderful with Lisa. Very good communication. She is the best sitter we’ve had and we tried a few before finding Lisa.

Availability updated today
Confirmed availability for Labor Day Weekend

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