House Sitting in Kissimmee

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Top rated Kissimmee house sitters

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Sitter Profile Image: Richard B.
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Richard B.
Star Sitter
from
$40
per night
5 out of 5.0 stars
11 reviews
4 repeat clients
30 years of experience
Kissimmee, FL, 34746

Richard was absolutely incredible. He kept us updated, but also continuously told us to focus on our event and telling us everything was under control. This was a perfect experience in every way. Our dog was so happy. The entire day after our trip, our dog slept the entire day when he wasn’t going to the door to see if Richard was coming back. We couldn’t be any happier than we are.

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Jason F.
Sitter Profile Image: Alex P.
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Alex P.
Star Sitter
from
$65
per night
5 out of 5.0 stars
39 reviews
14 repeat clients
13 years of experience
Kissimmee, FL, 34746

Alex took great care of our fur babies. We went away for five days and everyday I had several updates, pictures and videos. She was very professional and treated them with a lot of love. She went above and beyond, I would definitely love to book her again.

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Jossie N.
Sitter Profile Image: Adriana H.
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Adriana H.
from
$45
per night
5 out of 5.0 stars
13 reviews
1 repeat client
4 years of experience
Orlando, FL, 32824

Adriana was the perfect fit for our dog and cat! She was friendly, professional, and invested in learning all about them during her meet and greet with us. While we were gone, she kept us updated with photos everyday and was very communicative. We were able to truly enjoy our vacation knowing that our animals were being cared for so well! I would highly recommend booking Adriana for your pet sitting needs and plan on using her again in the future for our next trip.

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Marie H.
Sitter Profile Image: Maribel B.
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Maribel B.
from
$30
per night
5 out of 5.0 stars
13 reviews
5 repeat clients
10 years of experience
Kissimmee, FL, 34746

Maribel is an outstanding professional. You can tell she loves dogs. Tuffy needs a medication every day and Maribel went out of her way to make sure he gets it on his usual time. Thanks again and love to have her take care of my baby again. ❤️??

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Neeta K.
Sitter Profile Image: jewelia l.
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jewelia l.
from
$50
per night
5 out of 4.8 stars
22 reviews
6 repeat clients
4 years of experience
kissimmee, FL, 34747

Jewelia was wonderful! She communicated throughout and was accommodating to my last minute request. My pup was sick and she took care of her and went out of the way to clean up my babies accident. Thankful for her caring and understanding heart!

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Andrea C.
Sitter Profile Image: Tara B.
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Tara B.
from
$60
per night
5 out of 4.9 stars
31 reviews
9 repeat clients
30 years of experience
Kissimmee, FL, 34746

Tara was great with Oz during the weekend we were gone, and followed all the instructions I gave her. She’s very easy to work with and Oz liked her company too. would recommend her to anyone looking for a dog sitter !

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Kara S.
Sitter Profile Image: Raajignacio H.
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Raajignacio H.
from
$35
per night
5 out of 5.0 stars
15 reviews
3 repeat clients
15 years of experience
Orlando, FL, 32837

Raaj was great! He was a huge help to me by being available on such ahort notice. My dog loved him and was very comfortable with him from the start. He was very reliable and tentative about sending me updates. Will definitely book with him again in the future.

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Isis R.
Sitter Profile Image: Tamara S.
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Tamara S.
from
$35
per night
5 out of 5.0 stars
6 reviews
2 repeat clients
5 years of experience
Orlando, FL, 32837

Tamara. Is. Wonderful. She stayed with our newly adopted, sweet but reactive 2 yr old mountain cur with little notice for a full week when a medical issue took us out of town. We hated having to leave our dog, whom we were just getting to know and train. Tamara jumped in, provided us with full support, provided our dog, Penny, with consistent care and companionship and continued our verbal queuing, etc., all while asking great questions and keeping in touch, sending pictures and keeping Penny safe while she is still adjusting to her new environment. Tamara is a next level sitter. Our home was well cared for too. What an absolute joy after returning from an extremely stressful time away. Tamara is professional, personable, responsible and a terrific communicator. I can’t say enough about how happy we are with her work.

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Deb N.
Sitter Profile Image: Amanda F.
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Amanda F.
from
$30
per night
5 out of 5.0 stars
4 reviews
1 repeat client
35 years of experience
Orlando, FL, 32837

Amanda was AMAZING!! We needed a dog sitter for Buster after several Pet Daycare downfalls due to his Anxiety issues. He needed to be in his own home to help his wellbeing. Amanda came in for 1 day while we were at an event all day into evening. She contacted us via phone, text and photos of Buster. She even walked him much to our surprise. Only because of his breed of protection towards other dogs. We highly recommend Amanda for future owners and for our future for Buster. Thank Amanda for your loving care for Buster. Chris, Wendy n BooBoo

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Wendy B.
Sitter Profile Image: Ann P.
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Ann P.
from
$38
per night
5 out of 5.0 stars
1 review
20 years of experience
Kissimmee, FL, 34743

Ann was AMAZING. She went above and beyond. We will definitely be using her again.

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Melissa R.
Sitter Profile Image: Brooke C.
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Brooke C.
Star Sitter
from
$81
per night
5 out of 5.0 stars
254 reviews
78 repeat clients
12 years of experience
Kissimmee, FL, 34741

Brooke was wonderful. I have two large dogs who can both be reactive on walks and with other dogs, and one of them has a decent amount of separation anxiety and other challenges. So they need a competent and conscientious sitter. I felt very comfortable leaving them with Brooke! The dogs did well, Brooke provided great updates, and the house was in lovely condition when I got back. Will definitely book again :)

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M F.
Sitter Profile Image: Sheridan W.
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Sheridan W.
from
$50
per night
5 out of 5.0 stars
10 reviews
2 repeat clients
42 years of experience
Kissimmee, FL, 34746

Sheridan was amazing! It was clear from the get go that she truly loves and understands dogs and mine absolutely loved her. Throughout the day, she kept us updated with photos and messages. It was very comforting knowing my dog was being well cared for and getting lots of love, playtime and attention. She was responsible, caring, and attentive and treated our dog like family. I will absolutely book Sheridan again and I know my dog will be super excited to see her!

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Katie Z.
Sitter Profile Image: Emily P.
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Emily P.
Star Sitter
from
$80
per night
5 out of 5.0 stars
14 reviews
3 repeat clients
8 years of experience
Orlando, FL, 32837

Emily was great!! We booked her to watch our dog while we were in Florida visiting our family and Disney. She was great with communicating and sending photos throughout the day. Pepper really enjoyed her walk and play time while Emily was watching her! Highly recommended!!

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Frank K.
Sitter Profile Image: Megan T.
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Megan T.
Star Sitter
from
$80
per night
5 out of 5.0 stars
13 reviews
2 repeat clients
18 years of experience
Kissimmee, FL, 34741

There are no words to describe how satisfied we were with Megan's service. We were visiting the Disney parks and were unexpectedly required to bring our fur baby on her first flight from Virginia. She has a very bad case of separation anxiety and can't be boarded, and is much better with human companionship. We knew that having a drop in service would not do, as we don't crate her for long periods due to the amount of anxiety she experiences in general in our absence. Our needs to have a sitter with her on a constant basis for three days ALL DAY while we visited the parks, and with a short notice seemed almost impossible, and our concerns about Kenzie bonding with a stranger was daunting. Well Megan was up for the task and was the epitome of professionalism. She was on time every day and by day three she and Kenzie were besties! She sent updates, photos and videos throughout the day and left a chronological journal for us to review regarding Kenzie s care. We were so at ease leaving her with Megan. If we are ever in the Orlando area again, with a need for a sitter, we would not hesitate to book with her again. She feels like family now.

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Lisa M.
Sitter Profile Image: WILLIAM C.
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WILLIAM C.
from
$27
per night
10 years of experience
Kisssimme, FL, 34741

About: I’ve been an animal lover since I was very young. I’m a veterinarian trained abroad, with both academic knowledge and hands-on experience caring for pets. I’ve had pets my entire life, so I’m very familiar with their basic needs and behaviors. I’m patient, attentive, and committed to making sure every pet feels safe, loved, and well cared for. Although I currently work full-time, I have the flexibility and space in my daily routine to care for pets—something I truly enjoy. My goal is to eventually make this my main job, as caring for animals is not only my passion but also part of my professional background as a veterinarian. Whether I’m caring for a pet in my home or at the client’s home, I always provide personalized attention, follow their routine, and respect their individual needs. I create a calm, safe, and loving environment. If I’m in the client’s home, I keep everything clean and organized. If the pet stays at my place, I offer a comfortable and secure space. I also keep in touch with the owner regularly, sending updates and photos so they know their pet is doing well.

Sitter Profile Image: Talia C.
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Talia C.
from
$35
per night
5 out of 5.0 stars
4 reviews
1 repeat client
30 years of experience
Kissimmee, FL, 34743

Talia was great- will definitely use her again. The pups loved her and she spent great time with them. Loved her pics.

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Samantha P.
Sitter Profile Image: Luz M.
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Luz M.
from
$27
per night
5 out of 5.0 stars
3 reviews
15 years of experience
Kissimmee, FL, 34744

Luz was fantastic with my boys! She did so well with communication and providing photos. Thank so much:)

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Breeana P.
Sitter Profile Image: Nyla E.
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Nyla E.
from
$22
per night
5 out of 5.0 stars
7 reviews
3 repeat clients
2 years of experience
Kissimmee, FL, 34741

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.

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Emma A.
Sitter Profile Image: Rachel C.
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Rachel C.
from
$37
per night
5 out of 4.9 stars
29 reviews
14 repeat clients
15 years of experience
Kissimmee, FL, 34741

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.

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Lexie Y.
Sitter Profile Image: Pamela T.
Verified Enhanced Background Check
Pamela T.
Star Sitter
from
$45
per night
5 out of 5.0 stars
12 reviews
2 repeat clients
10 years of experience
Kissimmee, FL, 34741

About: I’ve been caring for pets since I was i was a kid, and I’ve had the honor of loving dogs at every stage of life. I currently have a sweet 5 month old shepherd mix named Barkley, so I’m fully in the puppy trenches, potty training, crate training, early socialization and all 🐾 Before him, I spent 10 beautiful years with my senior pup Princess, who taught me so much about patience, comfort, and caring for aging dogs with love. And in between, I had a high energy lab mix who kept me on my toes and taught me the importance of structure and exercise. I’ve also helped friends, family, and neighbors by walking, feeding, bathing, and loving their pets while they were away. As a work from home dog mom, I’ll be able to give your fur baby constant attention, affection, and play, no lonely days here! Whether you’ve got a wild puppy, a slow moving senior, or a shy rescue, I’m here to make sure they feel safe, loved, and at home 💛 Pet care is part of my everyday life! I work full time from home, which means your pet will never be left alone or ignored. I’m almost always available for boarding and daycare, and I can accommodate last minute bookings or emergencies whenever needed. Walks are more limited, but I’m happy to squeeze them in when I can, just message me to check for availability! Your pet will be safe, loved, and fully cared for, no matter how short or long their stay. I live in a warm, pet-friendly apartment with a balcony and immediate access to Kissimmee Lakefront Park, perfect for peaceful, scenic walks and outdoor playtime. My puppy Barkley is crate trained, calm, and incredibly sweet. He’s grown up around dogs, cats, children, and seniors, and gets along with everyone. I introduce all new pets slowly to make sure they feel safe and secure. What truly sets me apart is my experience with both puppies and senior dogs. I’ve raised energetic pups and cared for my senior girl Princess through multiple medical conditions, which taught me how to administer oral and topical medications, support mobility with pet stairs, and offer constant gentle care and monitoring. I’m comfortable with enrichment tools like lick mats and puzzle toys to keep pets mentally and emotionally fulfilled, something I do daily with Barkley. I specialize in small pets under 15 lbs, but I’m happy to welcome calm, friendly guests up to 25 lbs. Whether your pet needs routine, structure, cuddles, special care, or just a quiet place to nap, I’ll treat them like one of my own. 💛 I also have a huge backyard.

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Sitter Profile Image: Richard B.
Verified Enhanced Background Check
Sitter Profile Image: Richard B.
Verified Enhanced Background Check

Richard B.
Star Sitter

Pets are like people, just better.
Kissimmee, FL, 34746
8.9 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$40
per night
5 out of 5.0 stars
11 reviews
4 repeat clients
Profile image

Richard was absolutely incredible. He kept us updated, but also continuously told us to focus on our event and telling us everything was under control. This was a perfect experience in every way. Our dog was so happy. The entire day after our trip, our dog slept the entire day when he wasn’t going to the door to see if Richard was coming back. We couldn’t be any happier than we are.

Availability updated 2 days ago
Sitter Profile Image: Alex P.
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Sitter Profile Image: Alex P.
Verified Enhanced Background Check

Alex P.
Rover 101
Star Sitter

Animals are my passion! 🐕
Kissimmee, FL, 34746
5.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$65
per night
5 out of 5.0 stars
39 reviews
14 repeat clients
Profile image

Alex took great care of our fur babies. We went away for five days and everyday I had several updates, pictures and videos. She was very professional and treated them with a lot of love. She went above and beyond, I would definitely love to book her again.

Availability updated today
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Adriana H.
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Sitter Profile Image: Adriana H.
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Adriana H.

Loving, Reliable Pet Care
Orlando, FL, 32824
6.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$45
per night
5 out of 5.0 stars
13 reviews
1 repeat client
Profile image

Adriana was the perfect fit for our dog and cat! She was friendly, professional, and invested in learning all about them during her meet and greet with us. While we were gone, she kept us updated with photos everyday and was very communicative. We were able to truly enjoy our vacation knowing that our animals were being cared for so well! I would highly recommend booking Adriana for your pet sitting needs and plan on using her again in the future for our next trip.

Availability updated 5 days ago
Sitter Profile Image: Maribel B.
Verified Background Check
Sitter Profile Image: Maribel B.
Verified Background Check

Maribel B.

Love and Belly Rubs!!!!!!!
Kissimmee, FL, 34746
4.8 mi. away
House Sitting, Drop-In Visits
from
$30
per night
5 out of 5.0 stars
13 reviews
5 repeat clients
Profile image

Maribel is an outstanding professional. You can tell she loves dogs. Tuffy needs a medication every day and Maribel went out of her way to make sure he gets it on his usual time. Thanks again and love to have her take care of my baby again. ❤️??

Availability updated today
Sitter Profile Image: jewelia l.
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Sitter Profile Image: jewelia l.
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jewelia l.

I love your pets like my own!
kissimmee, FL, 34747
7.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$50
per night
5 out of 4.8 stars
22 reviews
6 repeat clients
Profile image

Jewelia was wonderful! She communicated throughout and was accommodating to my last minute request. My pup was sick and she took care of her and went out of the way to clean up my babies accident. Thankful for her caring and understanding heart!

Availability updated 2 days ago
Sitter Profile Image: Tara B.
Verified Enhanced Background Check
Sitter Profile Image: Tara B.
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Tara B.

Pawsome friend!
Kissimmee, FL, 34746
2.8 mi. away
House Sitting, Dog Walking
from
$60
per night
5 out of 4.9 stars
31 reviews
9 repeat clients
Profile image

Tara was great with Oz during the weekend we were gone, and followed all the instructions I gave her. She’s very easy to work with and Oz liked her company too. would recommend her to anyone looking for a dog sitter !

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

Raajignacio H.

They enjoy vacations too
Orlando, FL, 32837
5.7 mi. away
House Sitting
from
$35
per night
5 out of 5.0 stars
15 reviews
3 repeat clients
Profile image

Raaj was great! He was a huge help to me by being available on such ahort notice. My dog loved him and was very comfortable with him from the start. He was very reliable and tentative about sending me updates. Will definitely book with him again in the future.

Availability updated 14 days ago
Sitter Profile Image: Tamara S.
Verified Enhanced Background Check
Sitter Profile Image: Tamara S.
Verified Enhanced Background Check

Tamara S.

I will love your fur baby as my own
Orlando, FL, 32837
5.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$35
per night
5 out of 5.0 stars
6 reviews
2 repeat clients
Profile image

Tamara. Is. Wonderful. She stayed with our newly adopted, sweet but reactive 2 yr old mountain cur with little notice for a full week when a medical issue took us out of town. We hated having to leave our dog, whom we were just getting to know and train. Tamara jumped in, provided us with full support, provided our dog, Penny, with consistent care and companionship and continued our verbal queuing, etc., all while asking great questions and keeping in touch, sending pictures and keeping Penny safe while she is still adjusting to her new environment. Tamara is a next level sitter. Our home was well cared for too. What an absolute joy after returning from an extremely stressful time away. Tamara is professional, personable, responsible and a terrific communicator. I can’t say enough about how happy we are with her work.

Availability updated 21 days ago
Sitter Profile Image: Amanda F.
Verified Enhanced Background Check
Sitter Profile Image: Amanda F.
Verified Enhanced Background Check

Amanda F.

My heart is huge for the animals
Orlando, FL, 32837
4.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$30
per night
5 out of 5.0 stars
4 reviews
1 repeat client
Profile image

Amanda was AMAZING!! We needed a dog sitter for Buster after several Pet Daycare downfalls due to his Anxiety issues. He needed to be in his own home to help his wellbeing. Amanda came in for 1 day while we were at an event all day into evening. She contacted us via phone, text and photos of Buster. She even walked him much to our surprise. Only because of his breed of protection towards other dogs. We highly recommend Amanda for future owners and for our future for Buster. Thank Amanda for your loving care for Buster. Chris, Wendy n BooBoo

Availability updated 6 days ago
Sitter Profile Image: Ann P.
Verified Enhanced Background Check
Sitter Profile Image: Ann P.
Verified Enhanced Background Check

Ann P.

Compassionate and Reliable ❤️🐾
Kissimmee, FL, 34743
3.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$38
per night
5 out of 5.0 stars
1 review
Profile image

Ann was AMAZING. She went above and beyond. We will definitely be using her again.

Availability updated today
Sitter Profile Image: Brooke C.
Verified Background Check
Sitter Profile Image: Brooke C.
Verified Background Check

Brooke C.
Star Sitter

Pets are Earth’s angels
Kissimmee, FL, 34741
0.9 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$81
per night
5 out of 5.0 stars
254 reviews
78 repeat clients
Profile image

Brooke was wonderful. I have two large dogs who can both be reactive on walks and with other dogs, and one of them has a decent amount of separation anxiety and other challenges. So they need a competent and conscientious sitter. I felt very comfortable leaving them with Brooke! The dogs did well, Brooke provided great updates, and the house was in lovely condition when I got back. Will definitely book again :)

Availability updated 2 days ago
Sitter Profile Image: Sheridan W.
Verified Background Check
Sitter Profile Image: Sheridan W.
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Sheridan W.

Dog-loving, stay-at-home doggy mom
Kissimmee, FL, 34746
3.6 mi. away
House Sitting, Drop-In Visits
from
$50
per night
5 out of 5.0 stars
10 reviews
2 repeat clients
Profile image

Sheridan was amazing! It was clear from the get go that she truly loves and understands dogs and mine absolutely loved her. Throughout the day, she kept us updated with photos and messages. It was very comforting knowing my dog was being well cared for and getting lots of love, playtime and attention. She was responsible, caring, and attentive and treated our dog like family. I will absolutely book Sheridan again and I know my dog will be super excited to see her!

Availability updated yesterday
Sitter Profile Image: Emily P.
Verified Enhanced Background Check
Sitter Profile Image: Emily P.
Verified Enhanced Background Check

Emily P.
Star Sitter

Loving to your furry friends!
Orlando, FL, 32837
4.6 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
from
$80
per night
5 out of 5.0 stars
14 reviews
3 repeat clients
Profile image

Emily was great!! We booked her to watch our dog while we were in Florida visiting our family and Disney. She was great with communicating and sending photos throughout the day. Pepper really enjoyed her walk and play time while Emily was watching her! Highly recommended!!

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

Megan T.
Star Sitter

Extensive experience and a high bar
Kissimmee, FL, 34741
2.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$80
per night
5 out of 5.0 stars
13 reviews
2 repeat clients
Profile image

There are no words to describe how satisfied we were with Megan's service. We were visiting the Disney parks and were unexpectedly required to bring our fur baby on her first flight from Virginia. She has a very bad case of separation anxiety and can't be boarded, and is much better with human companionship. We knew that having a drop in service would not do, as we don't crate her for long periods due to the amount of anxiety she experiences in general in our absence. Our needs to have a sitter with her on a constant basis for three days ALL DAY while we visited the parks, and with a short notice seemed almost impossible, and our concerns about Kenzie bonding with a stranger was daunting. Well Megan was up for the task and was the epitome of professionalism. She was on time every day and by day three she and Kenzie were besties! She sent updates, photos and videos throughout the day and left a chronological journal for us to review regarding Kenzie s care. We were so at ease leaving her with Megan. If we are ever in the Orlando area again, with a need for a sitter, we would not hesitate to book with her again. She feels like family now.

Availability updated 6 days ago
Sitter Profile Image: WILLIAM C.
Verified Enhanced Background Check
Sitter Profile Image: WILLIAM C.
Verified Enhanced Background Check

WILLIAM C.

Veterinario con experiencia y amor
Kisssimme, FL, 34741
0.3 mi. away
House Sitting, Dog Walking
from
$27
per night
10 years of experience

About: I’ve been an animal lover since I was very young. I’m a veterinarian trained abroad, with both academic knowledge and hands-on experience caring for pets. I’ve had pets my entire life, so I’m very familiar with their basic needs and behaviors. I’m patient, attentive, and committed to making sure every pet feels safe, loved, and well cared for. Although I currently work full-time, I have the flexibility and space in my daily routine to care for pets—something I truly enjoy. My goal is to eventually make this my main job, as caring for animals is not only my passion but also part of my professional background as a veterinarian. Whether I’m caring for a pet in my home or at the client’s home, I always provide personalized attention, follow their routine, and respect their individual needs. I create a calm, safe, and loving environment. If I’m in the client’s home, I keep everything clean and organized. If the pet stays at my place, I offer a comfortable and secure space. I also keep in touch with the owner regularly, sending updates and photos so they know their pet is doing well.

Availability updated 5 days ago
Sitter Profile Image: Talia C.
Verified Enhanced Background Check
Sitter Profile Image: Talia C.
Verified Enhanced Background Check

Talia C.

I absolutely adore dogs!
Kissimmee, FL, 34743
3.6 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$35
per night
5 out of 5.0 stars
4 reviews
1 repeat client
Profile image

Talia was great- will definitely use her again. The pups loved her and she spent great time with them. Loved her pics.

Availability updated 4 months ago
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Luz M.
Verified Enhanced Background Check
Sitter Profile Image: Luz M.
Verified Enhanced Background Check

Luz M.

Lover of all pets, of all kinds!
Kissimmee, FL, 34744
3.3 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$27
per night
5 out of 5.0 stars
3 reviews
Profile image

Luz was fantastic with my boys! She did so well with communication and providing photos. Thank so much:)

Availability updated 22 days ago
Sitter Profile Image: Nyla E.
Verified Enhanced Background Check
Sitter Profile Image: Nyla E.
Verified Enhanced Background Check

Nyla E.

Experience as a Vet Assistant
Kissimmee, FL, 34741
1.6 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
from
$22
per night
5 out of 5.0 stars
7 reviews
3 repeat clients
Profile image

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.

Availability updated today
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Rachel C.
Verified Background Check
Sitter Profile Image: Rachel C.
Verified Background Check

Rachel C.

I have holiday availability!
Kissimmee, FL, 34741
1.8 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$37
per night
5 out of 4.9 stars
29 reviews
14 repeat clients
Profile image

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.

Availability updated 84 days ago
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Pamela T.
Verified Enhanced Background Check
Sitter Profile Image: Pamela T.
Verified Enhanced Background Check

Pamela T.
Star Sitter

Loving sitter, home full-time 🐾
Kissimmee, FL, 34741
0.5 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$45
per night
5 out of 5.0 stars
12 reviews
2 repeat clients

I can’t thank Pamela enough for the incredible care they’ve given my pet. It’s such a relief knowing that my furry friend is not only safe but genuinely loved while I’m away. They treat my pet like family — consistent updates, photos, and a happy tail every time I return. Highly recommend!

Availability updated yesterday
Confirmed availability for Labor Day Weekend

Over 1,111 pet parents in Kissimmee have booked house sitting

Kissimmee pet parents share their Rover experiences

1 / 1
5 out of 5.0 stars

Noemi was amazing with Millie and Luna! She was very responsive, sent lots of pictures and updates throughout the whole time I was away. She cleaned up my apartment a bit before I got back which was not required but I appreciated very much! Overall wonderful, and I will definitely reach out the next time I need someone to watch my pups :)

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Kyleigh R.
House Sitting
5 out of 5.0 stars

Brooke is great, reliable and attentive. She took excellent care of my sweet boy and even stripped the bed after staying over. Highly recommend!

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Alletta E. C.
House Sitting
5 out of 5.0 stars

I couldn’t be happier with the care my dog received! Dakota was so loving, responsible, and attentive. She kept me updated with pictures and messages, which gave me total peace of mind while I was away. My dog was happy, well cared for, and clearly enjoyed her time. I highly recommend her to anyone looking for a trustworthy and amazing dog sitter!

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Yitzary A.
House Sitting
5 out of 5.0 stars

Breeana has been our #1 go to work dog sitter ever since November of 2024!! She continues to have great and prompt communication, give oral medications, and send picture updates during her stay so we always know the pups are happy and safe :) She is extremely thorough and follows all directions for care. We are so thankful we found her!

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Megan S.
House Sitting
5 out of 5.0 stars

Mia did a great job watching our dogs while we were in the park. She sent pictures and updates and was very professional. We didn’t have to worry while we were out and about.

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Carrie W.
House Sitting
5 out of 5.0 stars

Megan is the most thorough sitter we've ever had. She was extremely attentive to detail, and went above and beyond in taking care of our puppy. She even cleaned out all his toys, and left everything spotless. Plus - she's an awesome human. We can't wait to book her again!

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Susie R.
House Sitting
5 out of 5.0 stars

Madyson was absolutely amazing the dogs loved her and she was so great to them we will definitely use her again. Great communication and picture updates as well. Thank you so much

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Kevin
House Sitting
5 out of 5.0 stars

Jeslynne accepted our last minute booking for taking care of our schnauzer Hannah and she was a perfect dog sitter! She was very communicative, respectful and friendly. She spent the afternoon-night with Hannah while we were on the parks, she walked her and fed her, and also played with her. We will contact her again for sure! ⭐️⭐️⭐️⭐️⭐️

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Marian G.
House Sitting
5 out of 5.0 stars

Brianna was absolutely wonderful with Rio! We were able to enjoy our day at the theme parks completely stress-free knowing that Rio was in such good hands. Brianna was incredibly attentive and sent frequent updates with photos and videos, which we truly appreciated. It was heartwarming to see how much fun Rio was having. What impressed us most was Brianna' s ability to discover things Rio enjoys ! This shows genuine interest and care for our dog. We highly recommend Brianna to any pet owner. Rio can't wait for her next visit!"

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Abhishek D.
House Sitting
5 out of 5.0 stars

Harrison was great with Milo! Great communication and always sent tons of pictures and updates! Thanks for taking such great care of Milo!

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Viviana V.
House Sitting
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How Rover works

  1. 1. Search

    Read verified reviews and choose a house sitter who’s a great match for you and your pets
  2. 2. Meet & Greet

    Meet either virtually or in-person with a sitter to discuss the level of care needed for your house and pets while you’re away
  3. 3. Book & Pay

    All payments are processed through Rover’s secured platform and your booking is backed by 24/7 support. It’s that easy!

The median cost per night for house sitting in Kissimmee is $45

Why Choose Rover?

  • Cashless payments

    Book and pay through Rover’s secured platform—no cash or checks required.

  • Reservation protection

    It doesn’t happen often, but if your house sitter has to cancel, we’ll work with you to find a new sitter.

  • World-class support

    We’re friendly, knowledgable, and total pet fanatics. You can get in touch with us anytime.

Sitters in Kissimmee average 4 repeat house sitting clients

House Sitting FAQs

Frequently asked questions about Rover