House Sitting in Kissimmee

Find a loving dog sitter to watch your dog overnight in your home.

I'm looking for service for my:
Boarding
House Sitting
Drop-In Visits
Doggy Day Care
Dog Walking
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Sitter Profile Image: Sharon S.
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Sitter Profile Image: Sharon S.
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1. Sharon S.

I had a monkey as a pet!
Orlando, FL, 32836
8.2 mi. away
House Sitting
5.0 out of 5 stars
22 reviews
7 repeat clients
from
$42
per night

Sharon was amazing! We were in town with our family but needed a day sitter for our doodles so we could go to Disney and she did great with them!

Sitter Profile Image: Mia S.
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Sitter Profile Image: Mia S.
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2. Mia S.

Your Pet’s welfare is #1 priority!
Kissimmee, FL, 34746
2.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
194 reviews
72 repeat clients
from
$50
per night

Mia was amazing with my boys! So loving and caring I think they barely even noticed I was gone. My one dog has a tendency to get very anxious when I leave and can even get self destructive, he did not put one mark on himself! His nails were perfect, his eyes were bright and his coat was beautiful. 100% I’ll be calling her for my next trip. I also love that she tends to be available at the drop of a hat when I need a last minute walk during the week. :) extremely reliable.

Sitter Profile Image: Andrew R.
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Sitter Profile Image: Andrew R.
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3. Andrew R.

Rover 101
Dogs and cats are amazing
Poinciana, FL, 33837
10.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
37 reviews
15 repeat clients
from
$57
per night

Andrew was attentive, friendly, my temperamental pup immediately took to him, pictures and communication daily…only reason I wouldn’t give him 5 stars is so others wouldn’t take my go to guy!!

Sitter Profile Image: Fanny R.
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Sitter Profile Image: Fanny R.
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4. Fanny R.

I want to get in vet school
Orlando, FL, 32824
5.2 mi. away
House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
9 reviews
3 repeat clients
from
$45
per night

Fanny was great! She had great communication and took amazing care of Milo. She took him to the dog park everyday and sent lots videos and pictures during his stay. I would definitely use Fanny again. Thank you Fanny!

Sitter Profile Image: Brooke C.
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Sitter Profile Image: Brooke C.
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5. Brooke C.

Pets are Earth’s angels
Kissimmee, FL, 34741
0.9 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
78 reviews
35 repeat clients
from
$68
per night

This was my second time booking with Brooke and she did a fantastic job with my pets and house sitting. I was traveling for 8 days this time so it was a huge relief to know that she would be prompt with updates on my pets while I was out. She's a great communicator who follows care instructions precisely and addresses any potential concerns immediately. I can tell from the photos that they are happy and calm with her which is a huge improvement from how stressed they used to get at boarding facilities. Highly recommend Brooke!

Sitter Profile Image: Kaitlyn M.
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Sitter Profile Image: Kaitlyn M.
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6. Kaitlyn M.

Freshly Graduated from Undergrad!
Kissimmee, FL, 34746
2.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
8 reviews
2 repeat clients
from
$27
per night

Kait was amazing. She took great care of our dog and he accepted her immediately. She is awesome at communicating and sent pictures regularly. Will definitely use her services the next time we go out of town.

Sitter Profile Image: Jetsabel R.
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Sitter Profile Image: Jetsabel R.
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7. Jetsabel R.

I will love your pets like my own
Kissimmee, FL, 34758
6.9 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
10 reviews
3 repeat clients
from
$40
per night

Jetsabel was great. One of the best we’ve had over the last 30 years having house/pet sitters take care of our home and pets. Absolutely no issues. She was always on time. Maintained feeding and dog walking schedule. Sent us numerous photos of dogs and cats. They gathered around her as if she was one of the family. Thank you Jetsa!!

Sitter Profile Image: Emily A.
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Sitter Profile Image: Emily A.
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8. Emily A.

Friendly, Lovely, Spontaneous!
Kissimeee, FL, 34746
3.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
41 reviews
11 repeat clients
from
$45
per night

We are so pleased with Emily and the job she did with our Theo. First off we were really lucky to book her so last minute. She went above and beyond to take care of him as she took him on walks, played with him, and fed him. He’s not the easiest puppy to take care of being a German Shorthaired pointer but she did a great job and we are thankful. We already have her booked for house keeping in a few weeks☺️?

Sitter Profile Image: Pearl O.
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Sitter Profile Image: Pearl O.
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9. Pearl O.

Dogs are like my kids love them.
Kissimmee, FL, 34744
4.0 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
76 reviews
41 repeat clients
from
$50
per night

Pearl did an awesome job while we were on vacation for over two weeks. We had a flight cancellation at the end as well, and couldn’t make it home for two more days so she helped out and stayed the extra days until we got home. Our pups were happy and missed her when she left!

Sitter Profile Image: Jillian B.
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Sitter Profile Image: Jillian B.
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10. Jillian B.

Pet Nanny like Mary Poppins
Kissimmee, FL, 34744
2.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
6 reviews
1 repeat client
from
$35
per night

If I could give Jillian 10 stars I would!! We just moved to the area and had a big trip planned, I was so nervous about finding a new sitter but the moment I saw her interact with my dogs I knew they would be okay with her. She was wonderful throughout our 8 day vacation, sent updates and answered my texts every time. We came home to a clean house and happy pups, we can’t wait to book her again!!

Sitter Profile Image: Cristena M.
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Sitter Profile Image: Cristena M.
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11. Cristena M.

Help me, help you, with your pups!
Orlando, FL, 32837
3.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
3 reviews
from
$27
per night

Cristena is so nice, sweet, and wonderful and does such a good job watching Flora! Cristena is always professional and brought me comfort when she is taking care of my dog. She is great at communicating and giving updates. She does a good job at asking questions so that she has a full understanding of your pet along with any routines, rules, and boundaries that you may have in place. When doing overnight stays she has always been extremely respectful and clean. My dog is on the larger side (65 lbs and almost all muscle), can be bossy, and needs a lot of structure during her walks. Cristena has always done a good job at keeping the same strict structure and boundaries in place when I'm away. I always know that my dog is receiving the best care when Cristena takes care of her!!

Sitter Profile Image: Kevin E.
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Sitter Profile Image: Kevin E.
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12. Kevin E.

Can’t get enough paws
Kissimmee, FL, 34744
5.4 mi. away
Boarding, House Sitting, Doggy Day Care
5.0 out of 5 stars
16 reviews
4 repeat clients
from
$40
per night

About: Been in love with dogs all my life. Dogs have got me through tough times and have a special place in my heart. I’ve trained different breeds of dogs, I’ve boarded all types of dogs, and I’ve personally owned all types of dogs. My wife and I both work from home so we have plenty of time to dedicate to your puppy! We have no children at this time. We have a huge backyard to have fun and burn some energy! I currently have a female husky and if you know anything about that breed it’s that they are active!! Because of this I specifically bought a home with a big fully fenced back yard. Just a 5 minute walk away from my home there is a huge field where I can let my dogs go for a run. About a 10 minute car ride there is a dog park as well. My pup goes for a walk every morning. In the afternoon before we start training. And at night before we go to bed.

Sitter Profile Image: Nyla E.
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Sitter Profile Image: Nyla E.
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13. Nyla E.

Experience as a Vet Assistant
Kissimmee, FL, 34741
1.6 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
5 reviews
2 repeat clients
from
$25
per night

Nyla watched our dog, Drake, while we went to an event. She sent us photos and was very sweet towards our pup! I definitely recommend her and will book her in the future.

Sitter Profile Image: Charles V.
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Sitter Profile Image: Charles V.
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14. Charles V.

Ready to serve your pet.
Kissimmee, FL, 34741
1.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
4 reviews
from
$35
per night

Charles kept us informed at all times and was very friendly.

Sitter Profile Image: Natalia R.
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Sitter Profile Image: Natalia R.
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15. Natalia R.

Treat dogs like if they were my kid
Kissimmee, FL, 34741
1.0 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
31 reviews
12 repeat clients
from
$30
per night

Natalia was amazing with King & made herself available last minute. Her communication is

Sitter Profile Image: Tatiana B.
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Sitter Profile Image: Tatiana B.
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16. Tatiana B.

I’m a pet lovers
Orlando, FL, 32837
3.9 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
6 reviews
1 repeat client
from
$28
per night

Deje a mis dos mascotas al cuidado de la señora Tatiana y la experiencia fue excelente ..tuve reportes a diario de mis perritas con fotos y videos,Tatiana siempre estuvo presta a tomar en cuenta todas mis recomendaciones respecto al horario de sus comidas ,los paseos,la hora de dormir de mis babys ..súper recomendada para cuidar mascotitas 👍👍

Sitter Profile Image: Kathleen B.
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Sitter Profile Image: Kathleen B.
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17. Kathleen B.

PET CUDDLER
Kissimmee, FL, 34744
2.8 mi. away
Boarding, House Sitting, Dog Walking
5.0 out of 5 stars
10 reviews
4 repeat clients
from
$30
per night

Kathleen was excellent! She came over, was sensitive to my dogs needs, sent photos and even made sure I got my key back! Highly recommend.

Sitter Profile Image: Niketa J.
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Sitter Profile Image: Niketa J.
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18. Niketa J.

Your Pawsome Partner
Kissimmee, FL, 34741
1.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
3 reviews
from
$30
per night

Thank you so much ! Niketa was great! Will be reaching out and booking again!

Sitter Profile Image: Rachel C.
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Sitter Profile Image: Rachel C.
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19. Rachel C.

I have holiday availability!
Kissimmee, FL, 34741
1.8 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
19 reviews
9 repeat clients
from
$35
per night

Rachel was wonderful. She was flexible and met at our house to meet our dogs and tour our house. She was very reliable and sent updates & pictures while we were away.

Sitter Profile Image: John C.
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Sitter Profile Image: John C.
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20. John C.

All puppies treated as family
Kissimmee, FL, 34744
1.5 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
3 reviews
from
$40
per night

About: I been taking care of dogs since I was 15. I always have dogs at home. I love them as much as I love my family members. I like to exercise my dogs and take them for long walks and runs . I could help you with the potty training if you have a puppy . I’m always at home working with my own dogs. So your puppy would be taken care of as one of my own. They would feel at home as they can play as much as they want . They have a fenced yard with an indoor patio where they can run and play .My puppies are always around me every I go . They would be taken care of like one of my own. Any type of dog welcome always willing to give them the best experience.

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Kissimmee House Sitting ratings

Overall Rating:
4.9 out of 5 stars

House sitters in Kissimmee are rated on average 4.9 out of 5 stars based on 475 reviews.

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Rover.com is the simple, savvy way to find and book house sitting. It's easy to find the perfect house sitter - many sitters on Rover have a long history of house and pet sitting, and 95% of reviewed stays have received a perfect five-star rating. You'll get daily photo updates, and every stay booked through Rover also includes premium pet insurance, 24/7 support, and a reservation guarantee. Every pet sitter on Rover has the option to complete a background check, so look for their badge that says they've had the check done. Pet and house sitters are booked on Rover every minute of every day, and 92% of the population lives within a short drive of one of the more 40,000 sitters who've listed their services on Rover, so you're sure to find the perfect house sitter on Rover. When you book with one of our trusted house sitters on Rover you get peace of mind that your home and pets are in loving hands.

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