House Sitting in Woodland Villas, Clearwater, FL

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Top rated Woodland Villas house sitters

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: Peyton S.
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Peyton S.
from
$70
per night
5.0 out of 5.0 stars
54 reviews
16 repeat clients
10 years of experience
Clearwater, FL, 33761

Peyton was amazing, great communication and provided photos while we were out. My doggos seemed very happy to have a new face to get all the loves from. Will definitely rebook and use in the future if she will have us.

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Amy P.
Sitter Profile Image: Mary W.
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Mary W.
from
$45
per night
5.0 out of 5.0 stars
9 reviews
1 repeat client
33 years of experience
Ozona, FL, 34660

Mary did a wonderful job caring for our Coco! Coco is 14 years old Shih Tzu and is on 2 medications and is very particular with his food. She took extra care and followed directions perfectly!! We have already scheduled her for another visit for a longer time. Thank you so much Mary!! 🐾🐶

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Michelle N.
Sitter Profile Image: Mason H.
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Mason H.
from
$50
per night
5.0 out of 5.0 stars
55 reviews
16 repeat clients
10 years of experience
Greenbriar Club, Clearwater, FL, 33763

Mason was great with our boys! He sent us so many photos I never had to worry. He takes such pride in his work and we will continue to use Mason as our go to sitter. We’re so lucky to have found him!

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Rachel W.
Sitter Profile Image: Alyssa S.
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Alyssa S.
from
$40
per night
5.0 out of 5.0 stars
8 reviews
1 repeat client
2 years of experience
Palm Harbor, FL, 34684

Alyssa was absolutely amazing beyond expectations. She cared for our 2 pups and our cat. Great communication and true care for our babies. Would highly recommend and when needed Will definitely ask for help again. A+++

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Todd I.
Sitter Profile Image: Christine B.
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Christine B.
from
$40
per night
5.0 out of 5.0 stars
38 reviews
5 repeat clients
40 years of experience
Dunedin, FL, 34698

Christine took exceptional care of my dog. She immediately established a schedule consistent with his day to day life. They blended well and she made meal time an enjoyable experience for them both. She left my home just as she found it. I will definitely hire Christine again! She's a gem!

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Janet R.
Sitter Profile Image: Lydia & Emmitt J.
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Lydia & Emmitt J.
Star Sitter
from
$50
per night
5.0 out of 5.0 stars
324 reviews
47 repeat clients
6 years of experience
Palm Harbor, FL, 34684

Absolutely phenomenal job Lydia and Emmitt watching our two dogs while we were away. Not only did they take care of our pups, but had to deal with our AC going out the 2nd day we were gone. They handled it in stride, all the while keeping us updated with pictures, walks, and coming home to a clean house and well taken care of doggos was more than we could of asked for. Highly recommend them for your pets needs!

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Ben Z.
Sitter Profile Image: Brooke H.
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Brooke H.
Star Sitter
from
$75
per night
5.0 out of 5.0 stars
46 reviews
21 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: Stephanie A.
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Stephanie A.
Star Sitter
from
$50
per night
4.9 out of 5.0 stars
41 reviews
15 repeat clients
10 years of experience
Dunedin, FL, 34698

Stephanie has been such a huge help in keeping our fur babies well taken care of when we are away and also giving us peace of mind that we have someone reliable, responsible, and caring in our home. Thank you so much!!!!

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Rachell B.
Sitter Profile Image: Stephanie W.
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Stephanie W.
Star Sitter
from
$70
per night
5.0 out of 5.0 stars
59 reviews
22 repeat clients
28 years of experience
Oldsmar, FL, 34677

Stephanie was amazing with my girls. She took care of them. Sent a ton of pictures and went above and beyond with their care. I highly recommend using Stephanie for your fur babies.

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Amy K.
Sitter Profile Image: Alexandra M.
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Alexandra M.
Star Sitter
from
$94
per night
5.0 out of 5.0 stars
92 reviews
16 repeat clients
20 years of experience
Palm Harbor, FL, 34683

About: Hi, I’m Alex! I’ve been caring for ALL types of animals since I was a kid, and it’s something I truly love! I have 2 cats of my own, regularly dogsit 3 large shepherds for a close friend, and occasionally volunteer with the Humane Society of Pinellas. Having worked with pets of all ages, from bottle babies to seniors with special needs, my best approach is to calmly match energy. Patience is more than key, and I will always respect each animal’s unique personality and nonverbal boundaries. Pet care is my full-time job! Working with animals and supporting my community are truly my passions. I’m very savvy with time management and love keeping my schedule steady, reliable, and flexible for my clients. Unless we discuss otherwise, I typically spend 30–40 minutes at each drop-in to give your pets proper attention and care without ever rushing. Weekends, holidays, and last-minute requests are always welcome! Even if my calendar shows I’m booked, still feel free to reach out. Caring for pets in their own home helps them feel safe and secure in a familiar space. With my own animals at home, this setup also works best for me! I focus on maintaining your pet’s usual routines and paying close attention to their comfort, body language, and any changes in behavior. A calm, familiar environment is essential for building an organic, trusting relationship between new human and pet!

Sitter Profile Image: Christina K.
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Christina K.
from
$60
per night
5.0 out of 5.0 stars
36 reviews
16 repeat clients
10 years of experience
Dunedin, FL, 34698

Christina was great with our dog. She kept us updated throughout the time she was taking care of Athena and kept her on her routine. It was a good first experience with pet sitting through Rover and we will definitely be interested in having Christina pet sit again when we need.

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Michelle L.
Sitter Profile Image: Hailee K.
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Hailee K.
from
$50
per night
5.0 out of 5.0 stars
19 reviews
6 repeat clients
10 years of experience
Safety Harbor, FL, 34695

Hailee was amazing! She stayed at my apartment with my dog for 10 days while I was out of the country. She sent a ton of pictures and videos, and I came home to a happy dog & clean apartment!

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Kristen C.
Sitter Profile Image: Gabriela W.
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Gabriela W.
from
$50
per night
4.9 out of 5.0 stars
20 reviews
3 repeat clients
15 years of experience
Woodgate, Clearwater, FL, 33763

Gabriela was absolutely wonderful for my kiddos. I was very comfortable leaving them in her care. And I would highly recommend her to anyone who loves their dog(s) and cat(s).

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Corey S.
Sitter Profile Image: Courtney F.
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Courtney F.
from
$85
per night
4.9 out of 5.0 stars
34 reviews
9 repeat clients
5 years of experience
Palm Harbor, FL, 34684

Excellent would be an understatement. Courtney was one of the most professional dog sitters while also being outgoing and easy to talk to . She took thorough notes on our pups needs prior, making sure he had proper care and more. We established a cadence in which we’d like to be updated and it was the perfect amount of communication while we were away. We had absolutely zero stress while away and had full trust in her the entire time. She not only took the highest quality care of our dog, but also left our house better than when she arrived. I would recommend Courtney’s service to anyone and everyone in the local area.

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Julia A.
Sitter Profile Image: Taylor L.
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Taylor L.
from
$79
per night
4.8 out of 5.0 stars
46 reviews
14 repeat clients
5 years of experience
Clearwater, FL, 33760

Taylor was wonderful with my older dog. He took excellent care of him and made sure he was comfortable. Taylor took him on walks and runs and ensured he was happy in our absence. I would use him again.

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Joanna Z.
Sitter Profile Image: Jason M.
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Jason M.
from
$50
per night
5.0 out of 5.0 stars
8 reviews
1 repeat client
20 years of experience
Dunedin, FL, 34698

About: I've been in love with animals (especially dogs) since my family Golden Retriever "Ginger" as a child. As an adult I raised a beautiful Chihuahua from a pup named "Moose" who was my whole world! I have always been the go-to amongst any family and friends to care for their precious pet(s) when they have needed me. I also had a family member working a 24 hr vet clinic that I still keep in contact with and have access to if ever needed. From potty training puppies, giving IV fluids or injections to senior dogs when required, to skin care for numerous skin conditions, I have experience with most issues a dog can have. Most importantly, I have no animals in my home currently which means any dogs that come to stay with me will have my undivided attention. I quickly become attached and your family member will be taken care of as if he or she is my very own. If they have any special requirements or instructions ,I will adhere to them to the letter. If being spoiled rotten is one of those requirements...that is what I specialize in. Please give me a chance. The best part of my day has always been coming home to a dog. I am currently home and available everyday for the time being. That may change at some point in the future. As of right now I have complete availability. I have a fenced in back yard for your loved one to play, do their business, or dig and get out some energy if needed. They will never be unsupervised even though there is nothing dangerous to them to find or get into. Sniffing and exploring is encouraged so they can know where they are, and most importantly, to feel safe. If I am visiting as a guest in your home any and all rules and expectations will be strictly observed. All pets will be treated as if they are my own. All property will be treated the same. I take the privilege of being welcomed into another home very seriously.

Sitter Profile Image: Karrin J.
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Karrin J.
from
$55
per night
5.0 out of 5.0 stars
8 reviews
5 repeat clients
2 years of experience
DUNEDIN, FL, 34698

About: Like to travel but feel guilty for leaving your beloved fur babies behind? Working 9-5 and need to make sure your baby has the love and attention he/she needs while you're away? Shake off the stress and do your personal work or play activities with confidence! I am a trustworthy, experienced, animal lover who takes pride in caring for your beloved pet in your own home to your specifications. I provide an organized system that ensures all your pet's individual needs are understood and provided along with updates that will help you rest assured that he/she is in great hands. I provide daily walking and drop-in sitting services in a loving and stimulating environment for your cat or dog. Feel free to get in touch with me to arrange for services. I look forward to meeting your special fur baby!

Sitter Profile Image: Laura L.
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Laura L.
from
$27
per night
30 years of experience
Dunedin, FL, 34698

About: I've had dogs all of my adult life. Now that I'm retired, I love to spend as much time as possible doing what makes me happy. Dogs are at the top of that list! I am retired so my schedule is pretty flexible. I work and volunteer for an hour each day so the rest of my time is spent playing. I have always had dogs growing up. I can't remember a time of my life when I didn't have a dog. As Ricky Gervais says, there is nothing more perfect than a dog. I do not care for other animals in my home. I have a dog who is spoiled and is the center of my universe. She would be devastated to think there were other dogs in my life!

Sitter Profile Image: Jessica M.
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Jessica M.
Star Sitter
from
$60
per night
5.0 out of 5.0 stars
366 reviews
116 repeat clients
30 years of experience
Clearwater, FL, 33765

Jessica was amazing with our crazy crew! We aren’t an easy bunch with an epileptic old dog & one with too much energy + food aggression, but she was not scared away & managed them all wonderfully. We have been searching for someone who was up for the challenge & are so happy to have found Jessica - we feel comfortable to take future vacation, because we know we have found someone to love them as much as we do while we’re gone.

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Brianna W.
Sitter Profile Image: Isabella W.
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Isabella W.
from
$40
per night
5.0 out of 5.0 stars
2 reviews
5 years of experience
Palm Harbor, FL, 34683

About: I’ve been pet sitting since I was 14, big and small animals. I’m also experienced at giving medicine to elderly and young animals. The most I’ve ever cared for at one time was 8 cats and 2 dogs! I’m a college student so it fits well with my class schedule. As well as I miss my puppies back home in Tennessee! So watching other peoples animals can fill that space. I have a fenced in yard. Plenty of space in the house, couch is never off limits. I can provide potty breaks every two hours.

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Woodland Villas pet parents share their Rover experiences

1 / 1
5.0 out of 5.0 stars

Stephanie is one of the most conscientious and compassionate sitters I have had!! Her communication skills are spot on and her care is the best. Thank you, Stephanie.

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Bonnie S.
House Sitting
5.0 out of 5.0 stars

Stephanie did an incredible job with our two golden retrievers. She sent me lots of pictures while we were gone and i could tell the dogs were having a great time. She left our house immaculate - it looked better than before we left! She was a pleasure to work with and we will definitely be using her again in the future!

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Maureen C.
House Sitting
5.0 out of 5.0 stars

Lauren was great. Great communicator, arrived on time. She was very good with our two dogs. They felt comfortable with her right away. We will definitely request Lauren for future pet sitting needs.

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Bret M.
House Sitting
5.0 out of 5.0 stars

We cannot rave enough about Lydia & Emmitt. This was our first experience using dog/house sitters and we were very nervous about the well-being of our pups especially with one being older. It’s obvious that they love animals and take great pride in their work. They followed every instruction exactly with regards to feeding/schedules/medication. But more importantly, they were very affectionate with our pups and provided enrichment. Our home was also left immaculate. They were very respectful and responsive throughout and will definitely be booking them again.

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Niguel A.
House Sitting
5.0 out of 5.0 stars

Peyton was amazing! This was our first time using Rover and we couldn’t be happier. Our dog Charlie is over 15 and blind, so requires some extra attention and someone to stay at our house. Peyton took great care of both Charlie and our home. She provided multiple updates and photos throughout each day which we really appreciated. Highly recommended!

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Kevin P.
House Sitting
5.0 out of 5.0 stars

I couldn’t be happier or more impressed with Sophia. She is awesome! she took wonderful care of our baby and treated her life her own I saw this with the many updates (not just pictures but videos)of their time together I could see how loved Lulu was by their interaction this was our first time leaving our little girl alone for so long and using the service so of course we were a little nervous. When we arrived home our place was left in the same condition we left it I was really great being able to keep Lulu in her comfortable space. Sophia is kind,compassionate, respectful and a wonderful caregiver. We completely trust her and she relieved our stress and anxiety and about leaving so we were able to enjoy our trip to the fullest knowing she was well taken care Lulu has a new Auntie lol! We will be requesting Sophia every time from now on, I would highly recommend her to anyone who wants to feel secure and worry free about their pet care💕

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Autumn B.
House Sitting
5.0 out of 5.0 stars

Mary was great with communication and expectations. We did a M&G prior to the stay and she covered all the basics so I knew my dogs were in good hands. Will use again!

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Zhou S.
House Sitting
5.0 out of 5.0 stars

Cortney did a wonderful job! She was great with my German Shepherd - her experience and knowledge came in very handy with my willful dog. She was easy to get a hold of and kept me well informed and I could tell my pup was happy in all the pics.

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Paul F.
House Sitting
5.0 out of 5.0 stars

Once again Deb did a wonderful job taking care of Rip!! (and our house)… Not only keeping him on his routine, Deb also has been socializing Rip with other dogs in the neighborhood on his daily walks….and sending us photos and updates all along the way, and what an amazing difference we have seen with him!! He’s made lots of new friends lol…. We definitely have many more dates planned for Deb to watch Rip!!

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Kathleen M.
House Sitting
5.0 out of 5.0 stars

Mackenzie was the best sitter Peanut has had! She took great care of him and provided excellent communication with me! I highly recommend using Mackenzie when ever you need a sitter!

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Sean R.
House Sitting
5.0 out of 5.0 stars

Christine did a wonderful job caring for our two dogs. She took them for lots of walks and sent lots of great updates throughout the day. Would recommend to anyone looking for a great dog sitter.

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Melinda J.
House Sitting
5.0 out of 5.0 stars

I know my dog Pickles is in great hands when Richi comes to pet sit for him. Pickles loves lots of attention and love and Richi is so caring and always sends me photos to enjoy. I highly recommend these two pet lovers for times we need to be away from our fur babies.

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Laura P.
House Sitting
5.0 out of 5.0 stars

Gabriela was great! Kept me updated and sent photos. My pups were very well taken care of. Easy booking and great communication with her as well especially for a last minute request.

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Ann W.
House Sitting
5.0 out of 5.0 stars

Giovanni did a great job. Kept me up today and took care of anything that needed to be done and left the place. Super clean.

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Todd M.
House Sitting
5.0 out of 5.0 stars

I can’t thank Alex enough for her loving care for our three pups!!! She was fantastic and I would recommend her to anyone!!! Best sitter we’ve ever had!

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Stefanie B.
House Sitting
5.0 out of 5.0 stars

Highly recommend using Allyson. She is wonderful and sends lots of pictures. Will definitely be booking in the future!

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Baron H.
House Sitting
5.0 out of 5.0 stars

Maureen...thanks again for helping out with Mia! We really appreciate your exceptional care! Looking forward to having you back soon. Take care. Linda P

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Linda P.
House Sitting
5.0 out of 5.0 stars

Valarie helped out with a last minute booking for my dog Oliver and was great in caring for his needs!

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Caitlin H.
House Sitting
5.0 out of 5.0 stars

Jessica did an excellent job with my boys. She went above and beyond to leave my house in great condition. I would recommend her to friends and family. I will book with her again.

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Jeanine C.
House Sitting
5.0 out of 5.0 stars

Ethan was great! GSD approved! He was responsive on time. Kept me updated and left my place the same way you found it. Highly recommend. Additional note, my GSD is unfriendly with other animals and he handled him on walks little trouble. Will definitely rebook.

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Todd M.
House Sitting
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House Sitting FAQs

Frequently asked questions about Rover

If you’re searching for a Woodland Villas house sitter for the first time, visit the house sitter’s profile and select the Contact button.

If you have an active request or have booked a service with a house sitter before, learn more about how to do this in the Rover app or on your computer.

Rover makes it easy to reach out to multiple house sitters about your booking. Typically, house sitters on Rover respond in under an hour.

Experience can vary widely from house sitter to house sitter, but you can view reviews, years of experience, and number of repeat clients when comparing house sitters available in Woodland Villas.

Heading out of town? It’s easy to book a 5-star house sitter to take care of your home. Book a house sitter to take care of your dog and cat, while keeping an eye on your property. And the best part? Your best friend gets to stay on their home turf. Woodland Villas house sitters are great for:

  • Dogs who’d prefer to stay on their home turf
  • Cats and caged pets
  • Pet parents on a tight schedule
  • Keeping an eye on your home and plants while you’re away

Yes! House sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your house sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your house sitter has access to advice from qualified veterinary professionals. In the rare event of any issues during a booking, rest easy knowing your pet is covered by the Rover Guarantee reimbursement program for eligible veterinary care.

Note: If your house sitter requested to cancel this booking, then they need to cancel from their account. Please contact them via Rover Messages.

We get it—sometimes plans change and you may need to cancel your house sitting service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your house sitter’s cancellation policy.