House Sitting Island Estate

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Island Estate, Find top rated house sitting

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: Heaven M.
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Heaven M.
Star Sitter
from
$40
per night
5.0 out of 5 stars
18 reviews
8 repeat clients
4 years of experience
On Top Of The World, Clearwater, FL, 33763

Heaven has been truly a blessing for both me and Zeus. Very accommodating to fit my schedule. If you are ever in need of her services, you can not go wrong!

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Joseph W.
Sitter Profile Image: Hailee K.
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Hailee K.
from
$55
per night
5.0 out of 5 stars
25 reviews
7 repeat clients
10 years of experience
Safety Harbor, FL, 34695

Hailee was awesome with our boys! We will definitely be using her again in the future! She was so patient and loving with our mini dachshund that takes a little longer to trust and open up to strangers, she quickly became her new cuddle buddy!

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Adriana J.
Sitter Profile Image: Zach M.
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Zach M.
from
$50
per night
5.0 out of 5 stars
46 reviews
15 repeat clients
10 years of experience
Pinellas Park, FL, 33781

Zach is amazing! He has a heart for animals and took incredible care of our old Jack Russell. He followed the requested schedule to the letter and sent wonderful pictures along the way! He was very respectful of our space and went above and beyond by washing his sheets and towels for us before leaving! We will definitely be rebooking with Zach!

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Magen N.
Sitter Profile Image: Linda S.
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Linda S.
Star Sitter
from
$34
per night
5.0 out of 5 stars
88 reviews
30 repeat clients
50 years of experience
Clearwater, FL, 33764

This was the first time in my 3-year-old dog's life that I was away from her for a few days. Linda took great care of Stella. I'm so happy I found her!

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Mindy P.
Sitter Profile Image: Mary W.
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Mary W.
from
$55
per night
5.0 out of 5 stars
34 reviews
8 repeat clients
33 years of experience
Ozona, FL, 34660

Mary was wonderful house sitting for my dogs. She was very communicative and kept my pups in a safe environment keeping me informed throughout her stay. Thank you so much!!

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Amanda H.
Sitter Profile Image: Kierra J.
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Kierra J.
Star Sitter
from
$35
per night
5.0 out of 5 stars
38 reviews
19 repeat clients
1 year of experience
St. Petersburg, FL, 33716

I have never left my dog with anyone other than family or friends so I was nervous using rover for my first time. I had a friend cancel for watching my dog Saint a DAY before a trip I had planned. I was freaking out and didn’t know what to do. I found Kierra and rover and gave it a shot. She accepted my booking the day before I left and I couldn’t be more thankful. Kierra exceeded my expectations x 100! My dog Saint loves her and when I came home he was happy and well taken care of. Kierra checked in with me and sent me photos during my time away which made me feel sooooo much better. I would 100% recommend her to anyone, and will be using her services anytime I go out of town again and can’t take my baby!

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Alivia W.
Sitter Profile Image: Callie C.
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Callie C.
from
$75
per night
5.0 out of 5 stars
14 reviews
6 repeat clients
28 years of experience
Safety Harbor, FL, 34695

Callie took care of my Lily and did an amazing job! She took her on walks on the beach, gave her a bath, and entertained her all weekend! She also provided pictures of my dog to keep me updated.

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Lexie H.
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 was wonderful, patient with our anxious dogs. We lost both our sitters as they moved. So we’re working on finding new sitters. At first our little one was very scared and vicious.. Jason gave him treats and won him over in no time. He just stayed the day, but definitely call him again. He’s definitely a dog whisperer.👍💜🐾

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Angela H.
Sitter Profile Image: Brandi B.
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Brandi B.
Star Sitter
from
$85
per night
5.0 out of 5 stars
185 reviews
24 repeat clients
30 years of experience
Dunedin, FL, 34698

Brandi is very kind and polite. She sent me tons of photos and updates, even for a short trip, which made me fell much more comfortable with her during our first booking. I will definitely book her again!

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Cynthia B.
Sitter Profile Image: Ocean P.
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Ocean P.
from
$65
per night
5.0 out of 5 stars
9 reviews
13 years of experience
Clearwater, FL, 33756

Ocean was great! Enjoyed the photo updates with Polaroids on the counter upon our arrival home. We will absolutely be using her for all our future needs.

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Benton H.
Sitter Profile Image: Stephanie A.
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Stephanie A.
Star Sitter
from
$60
per night
4.9 out of 5 stars
50 reviews
15 repeat clients
10 years of experience
Dunedin, FL, 34698

It’s hard to put into words how thankful we are for the care our dogs received. Leaving your pets with someone else can always be stressful, but from the very beginning we felt completely comfortable and at ease. Stephanie treated our dogs like family, not just animals she were watching, and that meant everything to us. We got updates, pictures, and could genuinely tell our dogs were happy, relaxed, and loved while we were away. Coming home to pets that were calm, healthy, and clearly well cared for says more than anything else could. It gave us real peace of mind knowing they were in such good hands. You can tell this isn’t just a job for Stephanie — she truly cares about animals and go above and beyond to make sure they feel safe, comfortable, and loved. We wouldn’t hesitate to use her again and highly recommend her to anyone looking for someone trustworthy, dependable, and caring to watch their pets.

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Daniel F.
Sitter Profile Image: Joli T.
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Joli T.
Star Sitter
from
$45
per night
5.0 out of 5 stars
29 reviews
4 repeat clients
20 years of experience
Clearwater, FL, 33762

Joli was great! I’m always worried about leaving my dogs with someone new, but she exceeded my expectations and kept me updated with pictures everyday. The house was also exactly how I left it. Will definitely use Joli again for future vacations!

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Laci M.
Sitter Profile Image: Amy A.
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Amy A.
from
$40
per night
4.9 out of 5 stars
9 reviews
4 repeat clients
18 years of experience
Clearwater, FL, 33759

About: I’ve been taking care of friends and families dogs and cats for 18 years and love them all. They make the best friends for everyone I am willing to do whatever suites your animals needs. I am open to whatever is wanted. Message me and we can figure out what works best I am happy to walk, play and hang out with your animal as long as needed or do whatever makes you comfortable for your animal

Sitter Profile Image: Christine C.
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Christine C.
Star Sitter
from
$100
per night
4.9 out of 5 stars
80 reviews
12 repeat clients
26 years of experience
Seminole, FL, 33777

Christine was absolutely incredible. She watched our dog, Roo, for five days, and I truly cannot say enough good things about her. From the moment we left, I felt completely at ease knowing Roo was in her care. She treated him with so much love, attention, and kindness that I never once worried while we were away. It was obvious that Roo was happy, comfortable, and genuinely cared for. What really set Christine apart was how far above and beyond she went. Not only did she take exceptional care of Roo, but she also took amazing care of our home. She brought in our mail, watered all of our plants, and handled every little detail without ever being asked. Coming home to a happy dog and a perfectly cared-for house was such a gift. Throughout the entire stay, Christine was communicative, thoughtful, reliable, and professional. She made us feel completely confident that everything was being taken care of, which allowed us to fully enjoy our time away. We have used Rover before, and Christine is genuinely one of the best sitters we have ever booked. I would book her again without hesitation—and honestly, a million times over if I could. If you’re considering hiring her, do it. Your pets and your home will be in the absolute best hands.

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Taylor S.
Sitter Profile Image: Brooke H.
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Brooke H.
Star Sitter
from
$78
per night
5.0 out of 5 stars
71 reviews
28 repeat clients
1 year of experience
Dunedin, FL, 34698

Brooke was very kind, positive, and communicated well with texts and photos, which allowed us to enjoy our vacation with peace of mind. The pets were well taken care of.

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Douglas B.
Sitter Profile Image: Amy A.
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Amy A.
Star Sitter
from
$75
per night
5.0 out of 5 stars
20 reviews
7 repeat clients
40 years of experience
Tampa, FL, 33619

She is the BEST! Someone we can trust with our girls and our home without hesitation. One of the best at what they do — you can work with them confidently. We are very happy, and so are our girls. Thank you for everything.

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Osman S.
Sitter Profile Image: Kallie P.
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Kallie P.
from
$45
per night
5.0 out of 5 stars
51 reviews
24 repeat clients
13 years of experience
Clearwater, FL, 33760

Kallie was absolutely incredible, my pup can be a little nervous sometimes & immediately was comfortable with her. She never failed to update me with photos and how the day was going. I will definitely be using her again ♥️

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Amelia W.
Sitter Profile Image: Andi M.
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Andi M.
from
$35
per night
5.0 out of 5 stars
14 reviews
5 repeat clients
10 years of experience
Clearwater, FL, 33764

About: I’ve grown up with dogs in my household since I was young, with early memories of my family taking in stray dogs and sheltering them. I currently have two dogs myself, and have lived with cats in a shared household previously. Friends and family have relied on me to watch their pets when they are unable to, and in taking on this responsibility, I make sure to walk, feed, bathe, and play with them so they are well cared for. I currently work a remote job, which gives me flexibility throughout the day to check in on pets during the weekdays. Moreover, I personally feel more motivated to go outside and exercise when I have a pet with me. It promotes a healthier routine for me, so it's mutually beneficial for us both! Because I have two dogs, I can pack extra necessities that may be needed in order to properly care for your pet. This can include fun toys to play and give your dog exercise with, pet cleaning supplies, extra poop bags for walks, etc.

Sitter Profile Image: Andrea W.
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Andrea W.
from
$27
per night
5.0 out of 5 stars
4 reviews
2 repeat clients
20 years of experience
Palm Harbor, FL, 34684

Andrea was caring, communicative, professional, dependable, and a pleasure to work with! She responded quickly when I first reached out and generously made time for a meet-and-greet the very next day. This was my first time booking a house sitter and my longest time away from my recently adopted senior kitty, so I was understandably a little nervous. But Daisy immediately greeted Andrea at the door and seemed comfortable with her, which put me at ease. Andrea was attentive to all the little quirks I shared about Daisy, asked thoughtful questions, and was transparent about her daily schedule. She had the flexibility to spend most of the day at my home with Daisy, which was a huge benefit. Throughout my trip, she provided daily photo and video updates and was always quick to respond when we communicated. I also appreciated coming home to a tidy space—Andrea vacuumed, kept the kitchen clean, and took out the trash and recycling. I felt genuinely relieved knowing my cat had loving care and steady companionship while I was away. One of the best signs of how well the stay went was that Daisy was completely herself when I returned, with no apparent signs of stress or separation anxiety after my time away. I would highly recommend Andrea for house sitting and would happily reach out to her again for future stays or drop in visits!

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Elana M.
Sitter Profile Image: Becky S.
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Becky S.
from
$50
per night
4.8 out of 5 stars
39 reviews
11 repeat clients
31 years of experience
St. Petersburg, FL, 33716

Our pup was well cared for and along with our home and fish. Becky is a great communicator and loving caregiver. Our dog is old with ailments and she was so good with him.

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Meagan H.
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The median cost per night for house sitting in Island Estate is $50

Pet parents share their Rover experiences - Island Estate

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5.0 out of 5 stars

Jason took great care of our 5 dogs and house while we were out of town! The dogs all seemed very comfortable with him. Even the one that is very weary of new people warmed up to him particularly quickly! Jason kept the house clean and was very attentive to all of the dogs needs. He read all the instructions we left for him and followed them to a T. Highly recommend Jason!

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Annika S.
House Sitting
5.0 out of 5 stars

Deniz was wonderful with senior dogs. She was very professional yet loving with them, sent me lots of pics which I really appreciated as I missed them. I will definitely rebook with her my next trip! She fed them and walked them as I asked. My home was clean. Great experience!!

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Michelle S.
House Sitting
5.0 out of 5 stars

Michael was an amazing dog sitter. He took excellent care of my baby for 11 days! He sent pictures and updates multiple times a day and answered my messages immediately! I could tell my pup absolutely loved him; every video and picture showed how comfortable he was with Michael. I plan to use Michael as my sitter for every trip I take!

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Kolette K.
House Sitting
5.0 out of 5 stars

Danielle and Marcus were awesome. They are sweet and gentle and treated Lilly as their own. I never worried while Lilly was under their care and watch. I got pictures everyday and feedback about how she was doing. I will book them again when I need a reliable, responsible and professional pet sitter.

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Rick M.
House Sitting
5.0 out of 5 stars

Brooke was wonderful! Our initial visit made us extremely comfortable leaving our babies in her care! She updated us often with lots of photos, and updates! She left our home tidy, and just how we left it! I commend her, because even when she had a difficult family situation, she continued to give our babies the love they needed while we were away!

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Alexa N.
House Sitting
5.0 out of 5 stars

We always know our pups are well taken care of and happy when Brandi sits! We can leave them with no stress!

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Rachel G.
House Sitting
5.0 out of 5 stars

Debra is a 5+ sitter! My dogs enjoyed their time with her. Debra took great care of them and I am so grateful for her attention towards them! Debra is very professional, very knowledgeable about caring for dogs, attentive to details as to how to make the doggies happy and feel safe, and extremely considerate as a house guest. I would highly recommend Debra! Luna and Kaia send you a big doggie hug!

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Maria P.
House Sitting
5.0 out of 5 stars

This was our 2nd time using Allyson to house sit our dog and she was wonderful! Constant updates, pictures, and spent quality time with our big guy while we were away!

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Baron H.
House Sitting
5.0 out of 5 stars

Ana was absolutely amazing! It was my first time ever having a pet sitter for my dog and she did such a phenomenal job, making me feel comfortable. My dog warmed up to her so quickly! I couldn’t have asked for a better sitter!

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Rachel F.
House Sitting
5.0 out of 5 stars

Madison went above and beyond during her stay at my house. Communication was great, she sent so many pictures and videos. I know my dog Nash had a great week with her and got so many cuddles. She left my house better than she found it. I highly recommend her for any service!

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Meg B.
House Sitting
5.0 out of 5 stars

Gabrielle was a fantastic, reliable dog sitter for our 7-month old puppy. She was very attentive, gave frequent updates, and checked in often. We will definitely be using her again.

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Zach M.
House Sitting
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