House Sitting Windsor Park

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Windsor Park, 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: Jason M.
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Jason M.
Star Sitter
from
$50
per night
5.0 out of 5 stars
• 46 reviews
13 repeat clients
20 years of experience
Dunedin, FL, 34698

“Jason was so great with both dogs. One dog is so scared.. barks, nips. Jason was patient and caring, and soon they were buddies. Jason goes above and keeps house and yard clean. We’ll definitely call on Jason again.”

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Angela H.
Sitter Profile Image: Taylor B.
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Taylor B.
from
$55
per night
5.0 out of 5 stars
• 41 reviews
8 repeat clients
18 years of experience
Clearwater, FL, 33755

“Taylor and Bruno are fantastic, we really appreciate their house sitting-dog watching and taking care of our chickens. Wonderful communication and pictures. Thank you Taylor and Bruno!!”

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Cory B.
Sitter Profile Image: Kadence H.
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Kadence H.
Star Sitter
from
$60
per night
5.0 out of 5 stars
• 24 reviews
6 repeat clients
10 years of experience
Dunedin, FL, 34698

“Kadance was communicative and had fun with our energetic pup. She was thorough and took notes on the needs of our dog. Will definitely use her again.”

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Mary M.
Sitter Profile Image: Allyson B.
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Allyson B.
from
$76
per night
4.8 out of 5 stars
• 17 reviews
7 repeat clients
16 years of experience
Palm Harbor, FL, 34684

“Allyson is so amazing! She is so communicative & loving to our furbabies. She went above & beyond. We are so lucky to have found her! Thank you, Allyson, for everything.”

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Brittany N.
Sitter Profile Image: Debra F.
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Debra F.
from
$70
per night
5.0 out of 5 stars
• 67 reviews
15 repeat clients
25 years of experience
Dunedin, FL, 34698

“Debra is a wonderful dog sitter. She has been super flexible and patient with our up-in-the-air schedules and last minute dog sitting needs and she took excellent care of our dogs. She did everything we asked her to do in caring for them, and more! She was very understanding of our dogs walking and feeding routines and took extra care to help one of our dogs that's afraid of thunder. I could tell the dogs were well cared for because when I arrived home they seemed disappointed to see me walk in the door instead of Debra.”

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Lacey T.
Sitter Profile Image: Kasey W.
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Kasey W.
from
$50
per night
4.8 out of 5 stars
• 54 reviews
25 repeat clients
25 years of experience
Woodgate, Clearwater, FL, 33763

“Kasey did a great job watching my dogs! She kept me updated on how they were doing and sent me pictures. She let them cuddle and played with them. I appreciated the care she took.”

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Lauren R.
Sitter Profile Image: Paige Z.
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Paige Z.
from
$45
per night
4.8 out of 5 stars
• 7 reviews
2 repeat clients
10 years of experience
Palm Harbor, FL, 34684

“Paige was wonderful. Our girls loved her. The day after our meet and greet, the girls were excited to see her. Thank you Paige. We'll see you again.”

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Thomas R B.
Sitter Profile Image: Jessica B.
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Jessica B.
from
$30
per night
5.0 out of 5 stars
• 3 reviews
5 years of experience
Clearwater, FL, 33765

“Jess was the absolute BEST for our dog! Not only did she take complete care of Kahuna but she was VERY respectful of our home and took excellent care of it as well! I would recommend Jess to anyone! I look forward to have her watch Kahuna for us again”

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Ryan D.
Sitter Profile Image: Bryce W.
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Bryce W.
from
$50
per night
5.0 out of 5 stars
• 3 reviews
20 years of experience
Dunedin, FL, 34698

About: I have had pets my whole life and am yet to stumble upon a dog or cat that I can not later call a friend! I am a real estate agent residing in Dunedin with ample time to take care of your furry family members. With enough notice I can make myself available at anytime. I have the option to work remote most days allowing me to really spend a lot of time with your pets in their own home.

Sitter Profile Image: Beverly S.
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Beverly S.
from
$47
per night
4.9 out of 5 stars
• 18 reviews
1 repeat client
21 years of experience
Largo, FL, 33770

“Beverly took great care of our puppy. She communicated daily with texts and pictures. It was so good to know she was safe and cared for while we were out of the country! Poppy is a handful and Beverly gave her 3 walks a day. Thankful we had Beverly to count on.”

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Julie K.
Sitter Profile Image: Sofiya K.
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Sofiya K.
from
$65
per night
5.0 out of 5 stars
• 1 review
19 years of experience
Clearwater, FL, 33755

“What a great job! Thank you Sofiya for taking such good care of Penny.”

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Al M.
Sitter Profile Image: Melissa U.
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Melissa U.
Star Sitter
from
$45
per night
4.9 out of 5 stars
• 360 reviews
141 repeat clients
10 years of experience
Palm Harbor, FL, 34685

“Melissa as terrific. Very caring, punctual and communicative. Our 19-year-old cat gets very stressed whenever we're away, and it usually shows for days after we return. But not this time. She's a happy cat, just like we never left. We'll definitely be booking Melissa again!”

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Jeff B.
Sitter Profile Image: Callie C.
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Callie C.
from
$75
per night
5.0 out of 5 stars
• 16 reviews
7 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: Morgan S.
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Morgan S.
from
$50
per night
5.0 out of 5 stars
• 13 reviews
2 repeat clients
10 years of experience
Clearwater, FL, 33764

“This was our second time having Morgan watch Oliver, she was punctual, communicated frequently through the evening and took very good care of our puppy ⭐️⭐️⭐️⭐️⭐️”

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Adrian L.
Sitter Profile Image: Zach M.
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Zach M.
from
$50
per night
5.0 out of 5 stars
• 53 reviews
16 repeat clients
10 years of experience
Pinellas Park, FL, 33782

“Zach watched our 3 dogs for us, ages 14, 2 and 1 1/2. He is absolutely the best. Would send us updates and pictures and videos of the dogs. He even cooked them chicken breast and ground beef! Pick up poop in the hard, Did all the laundry before he left which he didn’t need to do of, and without asking, I had planned on doing it. If you are looking for someone who you can 100% and know you due babies are in good hands. Zach is you goto guy! We could not be happier”

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Justin M.
Sitter Profile Image: Trent M.
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Trent M.
from
$55
per night
1 repeat client
4 years of experience
Clearwater, FL, 33760

About: I have taken care of all types of dogs like German Shepherds, Labs, and pitbulls. I have dog sat many dogs for friends, family, and some co-workers. I have taken care of all dogs whether they are very playful, calm, or even a little more on the aggressive side. Im currently in college and have classes in the morning. I am free on most weekdays after 3:30pm and avaliable almost all day on Sundays. However, I am not available most Saturdays and Wednesdays but if needed I could make accommodations. Most days if needed I can frequently check on your pets from time to time if that only what is needed, however, I am also available to staying with your pet for multiple hours until you arrive back home. I make sure that all pets are safe and comfortable with me. I follow all the guidelines that the owners give me to ensure that they are satisfied and can trust me while they are away from home. I ensure that the pet is constantly checked over and paid attention to.

Sitter Profile Image: Jordyn C.
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Jordyn C.
from
$75
per night
5.0 out of 5 stars
• 18 reviews
7 repeat clients
5 years of experience
Clearwater, FL, 33765

About: I have had dogs in my home since the day I was born. My family owned, a Husky, Rottweilers, Boston terriers, and a Shitzu over the years. As an adult I have owned and cared for a Pitbull boxer mix for 8 years, cat sitted for a dear friend for over a year, and another friends small dog. Animals always warm up to me quickly and enjoy my attentive presence with them. I am currently not working, since I have an (older) dog at home it is important we get daily activity in! This usually includes a walk between 1-2 miles or an hour or so at the dog park. I have a fenced dog park at my apartment, along with 1 dog in the home. She is docile and very friendly, but not very playful. No stairs, and a lanai for the animals to lounge around.

Sitter Profile Image: Julia S.
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Julia S.
from
$40
per night
5.0 out of 5 stars
• 6 reviews
1 repeat client
10 years of experience
Greenbriar Club, Clearwater, FL, 33763

“We had family come into town and that resulted in a last minute trip to Universal. Unfortunately, our regular rover relocated across the country, so imagine our delight to find Julia! She quickly responded to us and the next day met our house of dogs for a meet and greet. Talk about professionalism! Our dogs thought she was great, too! We hope she will become OUR regular rover. We highly recommend, Julia!”

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Grace D.
Sitter Profile Image: Coralis N.
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Coralis N.
from
$30
per night
5.0 out of 5 stars
• 7 reviews
3 repeat clients
12 years of experience
Palm Harbor, FL, 34683

“Cora was great. My two dogs took to her immediately.”

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Kristina S.
Sitter Profile Image: Becky S.
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Becky S.
from
$50
per night
4.9 out of 5 stars
• 44 reviews
13 repeat clients
31 years of experience
St. Petersburg, FL, 33716

“Becky was amazing! First and foremost she took amazing care of Ollie, he adored her!! She also was super great with communication. I got the cutest pics and videos of their time together, which was so appreciated. I would recommend Becky to anyone!!”

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Amanda G.
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The median cost per night for house sitting in Windsor Park is $50

Pet parents share their Rover experiences - Windsor Park

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5.0 out of 5 stars

Kyleigh was fantastic. She stayed at our house with our dog Ruby and the house was just as we left it. From the pictures I could tell Ruby was having a great time. I would highly recommend Kyleigh. I know the next time we need someone I will be looking Kyleigh up.

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Tom H.
House Sitting
5.0 out of 5 stars

Taylor and Bruno have watched Faze many times and are always the best! They are my go to and I’m very lucky to know them. Faze is always well loved and cared for while I’m gone and they take great care of my home as well :)

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Hillary S.
House Sitting
5.0 out of 5 stars

Miguel did a great job taking care of our boys and we would definitely have him care for them again!

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Kelly H.
House Sitting
5.0 out of 5 stars

Miranda took care of our 3 puppies. Amazing job. Puppies are so happy. Gave multiple updates daily. Thank you!!!!!

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Erin R.
House Sitting
5.0 out of 5 stars

Debra went above and beyond to take care of our pups. She followed our instructions well, respected the space, and sent updated photos and videos! She made sure to ask any questions that needed clarifying, and we came back to a home cleaner than when we left! I highly recommend Debra and will be utilizing her services in the future, knowing our babies are taken care of when we travel.

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Sophia M.
House Sitting
5.0 out of 5 stars

I had an excellent experience with Jason. He took wonderful care of Smokey during my trip and was incredibly friendly, professional, and accommodating throughout the entire process. My travel plans changed on both ends of the booking, and he was extremely understanding and flexible with the adjustments, which I really appreciated. He followed all of my instructions perfectly, took great care of Smokey, and left my home very clean and exactly as I had left it. It’s such a relief to find someone you can trust with both your pet and your home. I couldn’t have asked for a better experience and would absolutely book with him again. Highly recommend!

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Brendan H.
House Sitting
5.0 out of 5 stars

Brandi provided excellent care to our two doggies (housesit/overnights). We have an older one that got sick/gastro issues the day before we left and she was excellent at communicating how much she was eating, behaviors, drinking etc. Greatly appreciated the extra communication and pictures from Brandi. Our other dog is a rescue and doesn’t like “strangers”. She had him cuddling with her within a day which absolutely stunned us! Would definitely recommend Brandi and will be using her again.

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Amanda P.
House Sitting
5.0 out of 5 stars

Brooke was fabulous with my 7 year old Luna. I had a weekend wedding to attend in NY and was very concerned with leaving Luna home. She is very much a creature of habit and usually gets anxious with any changes. Brooke understood this and followed Luna’s routines and provided lots of TLC. She also excelled at communicating with me and sent lots of pictures. Will definitely have her dog sit for me again.

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Ruth B.
House Sitting
5.0 out of 5 stars

Kadence provided great care for Opal Rose, staying at my home. We will definitely use Kadence again.

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Cheryl O.
House Sitting
5.0 out of 5 stars

I was very nervous to leave my baby girl with a sitter as we have never done that before. But Peggy made me feel so comfortable with knowing Lily would be left in her care while we were on a trip. She kept me updated about their days and sent little pictures as well, she also cares for your home likes it’s hers which really meant a lot to us. Any time we leave in the future for any vacations or trips I will for sure be reaching out to Peggy again! 10/10 recommend.

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Sierra K.
House Sitting
5.0 out of 5 stars

Stephanie took great care of our pups. We got daily pictures to start the day. She also took great care of my home and left it better than she found it. I would highly recommend her

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Aileen S.
House Sitting
5.0 out of 5 stars

Heaven did an awesome job taking care of my animals. I will definitely use her services again! Highly recommend!

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Stacey G.
House Sitting
5.0 out of 5 stars

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.
House Sitting
5.0 out of 5 stars

Linda is a favorite! Always treats our Cali so well and our home too. We don't have to worry about a thing while away.

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Cydnee V.
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

We like David, my Bruno looks happy after David takes care of him,we definitely are going to book again soon

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Eric O.
House Sitting
5.0 out of 5 stars

Jazmine to the Rescue! We experienced every pet parent’s nightmare when our original sitter canceled less than a week before our trip. We found Jazmine and she quickly arranged a meet and greet for the same day. Our pets immediately warmed up to her, which gave us peace of mind. While we were away, Jazmine sent daily updates and photos. When we returned, everything was clean and in good order, and she had even left the home tidier than we left it. We would book with Jazmine again. She was punctual, communicated well, and took good care of our pets.

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Clint A.
House Sitting
5.0 out of 5 stars

Ava did a wonderful job caring for my senior dog Buddy. She was attentive and caring throughout the stay. I will definitely be calling her again to sit for Buddy in the future!

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Nora T.
House Sitting
5.0 out of 5 stars

Elizabeth was amazing! The daily updates and photos let me know my girl was being well taken care of, having fun and getting lots of love while we were away. I will definitely call on Elizabeth again and again.

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Toni R.
House Sitting
5.0 out of 5 stars

Kristin was amazing, great daily updates and follow up and all four of our pets fell in love with her. We will definitely book her again. Seeing how well taken care of and how happy and engaged they were with her made being away from them a worry free experience. Book her; you won’t regret it!

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Eric S.
House Sitting
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