House Sitting Kissimmee

Find a loving house sitter to watch over your pets and your home.

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Over 286
pet parents in Kissimmee have booked house sitting

Kissimmee, 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: Mia S.
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Mia S.
Star Sitter
from
$60
per night
5.0 out of 5 stars
390 reviews
119 repeat clients
7 years of experience
Kissimmee, FL, 34746

We have had Mia stay twice with our pups, and we always know they will be loved and cared for. We do communicate much better in person or by phone, rather than with my typical (overly-lengthy!) notes, but she is wonderful about reaching out with questions and making sure the doggies are taken care of. She is also so patient and good with Queen, our nervous dog. Thanks Mia!

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Shannon H.
Sitter Profile Image: Natalie B.
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Natalie B.
from
$40
per night
5.0 out of 5 stars
25 reviews
6 repeat clients
3 years of experience
Buena Ventura Lakes, FL, 34743

Natalie took great care of our little Morkie, Simba. Seeing all of the pictures and videos definitely gave us peace of mind that he felt loved and cared for.

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Melanie L.
Sitter Profile Image: Megan T.
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Megan T.
from
$80
per night
5.0 out of 5 stars
14 reviews
2 repeat clients
20 years of experience
Kissimmee, FL, 34741

Megan was nothing short of incredible in her care of Charlie and Sandy, and our home, for 4 nights! We had never used Megan before, but I loved her wealth of experience in the zoo world and her tremendous reviews from those who had worked with her! Our request with Megan originated as a family get-together with our boys and their families just 2 hours away for 3 nights. As time drew near, we received a sad phone call that we had a family emergency with my Mom that entailed a 10-hour drive. We contacted Megan to explain the situation and were so elated to learn that she understood our situation and was willing and able to assist us in adding an additional night! We met Megan for a Meet & Greet and were extremely impressed! She was determined to understand what was necessary to successfully care for Charlie and Sandy, and our home, while we were away. Megan took detailed notes to assist her and emailed them to us, for our information. While we were away, Megan checked in several times/day with an update and pictures of the dogs. She followed our requests precisely. She walked them, brushed them, played with them, scooped after them in our yard and on walks, and much more. From the house-sitting perspective, she even watered our plants! When we returned home, the dogs were great! The house and yard looked as if we had never left! Megan was impeccable! She even emailed us notes of her activity while we were away, for our information. We have been on Rover for 5-plus years. Megan is by far the best Rover that we have found for house-sitting, including pet care! She has phenomenal credentials and reviews from the zoo world. She understands pets and is extremely conscientious, as well as personable! We HIGHLY RECOMMEND Megan T !!!

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David J.
Sitter Profile Image: Tanisha S.
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Tanisha S.
Star Sitter
from
$60
per night
4.9 out of 5 stars
55 reviews
31 repeat clients
30 years of experience
Kissimmee, FL, 34743

Tanisha was fantastic house sitting. Despite some initial challenges with our temperamental feline, she was professional and made us completely comfortable. We hope to have her work with us again soon!

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Erika G.
Sitter Profile Image: Lauren P.
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Lauren P.
from
$40
per night
5.0 out of 5 stars
6 reviews
2 repeat clients
15 years of experience
Kissimmee, FL, 34746

Amazing! Kept us updated and always went above and beyond for our pups. Cant wait to hire again 😊

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Madison B.
Sitter Profile Image: Kaley N.
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Kaley N.
from
$60
per night
4.9 out of 5 stars
37 reviews
10 repeat clients
6 years of experience
Orlando, FL, 32837

Kaley was so good to my Murphy boy! Updated me throughout the day constantly with pictures, I love how I didn’t even have to ask for that. She stayed in my home with Murphy and had everything the way I left it when I got back home. Kaley will be my preferred pet sitter from now on!

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Laura R.
Sitter Profile Image: Mariah V.
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Mariah V.
from
$60
per night
4.9 out of 5 stars
19 reviews
9 repeat clients
5 years of experience
Kissimmee, FL, 34744

Mariah was wonderful! She took great care of our two Basenjis and sent us several photos showing how content they were. We were a last minute booking and she was so very accommodating. We highly recommend Mariah!

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Amanda E.
Sitter Profile Image: Grace B.
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Grace B.
from
$25
per night
5.0 out of 5 stars
1 review
10 years of experience
kissimmee, FL, 34741

About: Loving, Experienced Dog/Cat Sitter – Safe & Cozy Home for Your Pup! Hi! I’m a lifelong dog lover with years of experience caring for dogs of all sizes and personalities. Your pup will be treated like family in my clean, calm, and pet-friendly home. I offer a safe space, plenty of playtime, cuddles, and regular updates so you can relax while you’re away. I understand how much your dog means to you—and I’ll care for them like they’re my own. As i have 3 dogs staying with my dad, and visit so often, i love them very much! Pet sitting fits perfectly into my daily life because I work part-time and have a flexible schedule, so I’m home most of the day to give pets plenty of attention and care. I have hands-on experience with my own 3 dogs, who stay with my father when I’m watching guest pets to keep a calm environment. I also have experience through my own experiences, where I’ve cared for dogs and cats with different needs, from playful pups to senior dogs and cats needing a gentler routine. I work part-time, which gives me the flexibility to care for pets throughout the day and adjust to their specific needs. In my home, your dog will enjoy a comfortable, loving environment with plenty of space to relax or play, depending on their energy level. I’m available for walks at any time and can stick to your dog’s usual routine to help them feel at ease. If your dog requires crating, I ask that you bring their own crate to maintain a sense of familiarity and comfort. My goal is to make every pet feel safe, loved, and right at home.

Sitter Profile Image: Micaela T.
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Micaela T.
Star Sitter
from
$30
per night
5.0 out of 5 stars
7 reviews
5 repeat clients
10 years of experience
St Cloud, FL, 34769

Micaela took great care of our two big babies while we were away. We are newish to Rover and Micaela made us feel comfortable putting them in her care. We hope to have her again!

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Susannah L.
Sitter Profile Image: Madelon M.
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Madelon M.
from
$60
per night
5.0 out of 5 stars
23 reviews
6 repeat clients
6 years of experience
Kissimmee, FL, 34744

She was the best sitter we had so far, great communication and left the apartment clean. She took get great care of my babies. I highly recommend her.

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Jill-Victoria R.
Sitter Profile Image: Marissa D.
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Marissa D.
from
$55
per night
5.0 out of 5 stars
10 reviews
3 repeat clients
10 years of experience
Kissimmee, FL, 34744

Marissa is absolutely amazing! She is always on time and most importantly extremely communicative and provides may animal pictures and updates. Would recommend her 10/10

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Clint N.
Sitter Profile Image: Pearl O.
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Pearl O.
from
$50
per night
4.8 out of 5 stars
89 reviews
50 repeat clients
20 years of experience
Kissimmee, FL, 34744

Pearl was extremely communicative with us and super loving towards our dog. Luna instantly warmed up to her caring and bubbly personality. We needed someone who could be with Luna at all times as she has anxiety and Pearl understood the needs of a husky perfectly. She consistently sent updates and pictures throughout the day. She creates a relationship of trust with you that is necessary for leaving your furry child in the care of another. We would definitely recommend her services!

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Evelyn S.
Sitter Profile Image: Melanie M.
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Melanie M.
from
$40
per night
5.0 out of 5 stars
4 reviews
1 repeat client
3 years of experience
Kissimmee, FL, 34744

Melanie was very nice, caring, and responsible. I highly recommend her ;)

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Carolina P.
Sitter Profile Image: Sheila B.
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Sheila B.
from
$40
per night
26 years of experience
Kissimmee, FL, 34741

About: Caregiving is a calling and a special gift I've had for as long as I can remember. I've been trusted with the care of many animals, my own, neighbors, friends, and families since very young. I am always willing to learn more. While I am searching for the next move in my career path, I have ample time to spend with my family, enjoy the company of my friends, and work on small business ideas- this being one of them. I would love to spend more time around animals while I better myself in every aspect. Caring for a life typically means giving more than food, water, bathroom breaks or on occasion medications. It's understandable that some pets can dysregulated by their owners absence. For this reason I do my best to keep their space familiar and comfortable. The pets I care for are all shown compassion and patience while their pet parents are away. Updates, pictures and videos can be sent upon request.

Sitter Profile Image: Tristan T.
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Tristan T.
from
$40
per night
5.0 out of 5 stars
2 reviews
15 years of experience
Kissimmee, FL, 34746

About: Tristan is a Kissimmee local with experience caring for dogs of all sizes, ages, experiences and personalities. He does not currently reside with a dog in the home, so your four-legged pal is welcome anytime. I work full time Monday-Friday, 9-5, so I am available on the weekends and in the evenings. If boarding or sitting for several days, your dog may be alone for a standard work day. I do have one roommate who is a fellow dog-lover and Rover sitter (with an opposite schedule) who is happy to assist while I am away. I live on the second floor of a condominium with a small staircase. There is no gated or fenced-in yard, but plenty of grassy areas to take care of business and get some exercise. There is a handful of dogs in the community, but all are leashed by their owners.

Sitter Profile Image: Andrea M.
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Andrea M.
from
$40
per night
5.0 out of 5 stars
14 reviews
2 repeat clients
12 years of experience
Kissimmee, FL, 34746

We had an amazing experience with our dog sitter! Andrea was reliable, communicative, and treated our dog like their own. We received regular updates and photos, which gave us total peace of mind. Our dog was happy, well cared for, and relaxed when we returned. I would absolutely recommend her and will be booking again.

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Mary S.
Sitter Profile Image: Lilly R.
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Lilly R.
from
$27
per night
11 years of experience
Kissimmee, FL, 34744

About: I’ve been caring for dogs and cats of all breeds, sizes, ages and personalities since I was 10. I truly treat every pet like family and make sure they feel safe, loved and Happy while you’re away! I'm reliable, responsible, and have experience with feeding, walks, playtime, administering medications, and following special care instructions. I have my own 9-year-old cat, Fred, so I understand how important your pets are. I'll send lots of updates and photos so you can relax knowing they're in great hands! 🐈💞🦮 I have a flexible schedule, which allows me to give your pets the time, attention, and care they deserve. Whether it’s daily drop-in visits, walks, feeding, playtime, litter box cleaning, or simply keeping your pet company while you’re away, I’m happy to work around your schedule. I understand how important consistency is for both dogs and cats, and I’ll do my best to keep their routine as normal, comfortable, and stress-free as possible. Your pet’s safety, comfort, and happiness are always my top priorities. I know every dog and cat has their own personality, routine, and needs, so I’ll carefully follow all feeding schedules, medication instructions, exercise routines, and any special requests you have. I’ll treat your home with the same respect I would my own while providing loving, patient, and dependable care. I’ll also send regular photo and video updates so you can have peace of mind knowing your furry family member is safe, happy, and receiving the love and attention they deserve while you’re away.

Sitter Profile Image: Abigail C.
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Abigail C.
from
$50
per night
4.7 out of 5 stars
10 reviews
4 repeat clients
1 year of experience
Kissimmee, FL, 34744

Abigail helped me on short notice in an emergency situation and was able to take over care when another sitter didn’t show. She did an incredible job giving updates, following care instructions, and loving on the cats. She left the home better than she found it and her deep care for animals is evident in both her words and her actions!

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Ariacella D.
Sitter Profile Image: Alex P.
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Alex P.
Star Sitter
from
$69
per night
5.0 out of 5 stars
57 reviews
18 repeat clients
15 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: Bria G.
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Bria G.
from
$32
per night
5.0 out of 5 stars
3 reviews
10 years of experience
Kissimmee, FL, 34741

About: Hello! My name is Bria short for Cambria:) I am definitely an Animal person! I’ve always been intrigued in psychology and the mind, I soon learned that I love studying the animal mind way more than the human brain! Ever since then every second I can get spending time with a furry friend is pure happiness! I recently enrolled to go to ABC! (Animal Behavior College) so I can get into dog training! I not only have experience pet sitting ( All types of animals) but, I was also morning and weekend lead at the Doggy Daycare I worked at for about a year! At the doggy daycare I handled up to 20 dogs at once making sure they all behaved and had fun! I took a dog body language class while working there so yes I speak dog! I am also currently working at a different doggy day care part time! I hope you consider me to become your animals best friend! I’m currently working part time so I have plenty of time for your animals! I’m also studying for school about animals and dogs! So my other job will be spending every minute doing enrichment exercises, playing, and practicing commands, to guarantee that by the time your furry friend has come home to you that he will be a very happy calm dog! I have a dogs and a cat who are the perfect 100% trained dog and kitty! One is Kirby who is a papillon and the other is Luna who is a main coon mix! A big part of my day is caring for them like actual kids. I get up feed them breakfast, then they get about an hour break to relax and let the food digest. Then we go on a nice hour walk making sure they got plenty of exercise! Then we come home do some enrichment exercises! Spending time with the fur babies is my hobby that I do in my free time!

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

Pet parents share their Rover experiences - Kissimmee

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5.0 out of 5 stars

WOW! Is all I can say. Megan is so thorough! She stayed in our home to take care of my two cats. I had peace of mind my entire vacation. I did not have to worry about my cats or my home. She went above and beyond and I would highly recommend her.

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Garrett V.
House Sitting
5.0 out of 5 stars

Leah was amazing! She saved my neck with a last minute booking and bonded with my dog so quickly! Constant pictures/videos and updates on his well being. Very friendly and trustworthy. Thank you again Knox and I can't wait to have you back!

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Kayla D.
House Sitting
5.0 out of 5 stars

My 14yr old golden retriever had a lot of special needs. Tanisha was more than willing to take this on and made herself available with very short notice. Our dog was well cared for and our home was kept clean. Highly recommend.

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Sonia S.
House Sitting
5.0 out of 5 stars

Love her! She is the best sitter I ever had. Communicative, responsible and respectful. I highly recommend her to anyone.

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Jill-Victoria R.
House Sitting
5.0 out of 5 stars

Mia did great! The fact that she comes to your hotel is so perfect for a Disney trip! We got to spend the whole day at the park without worrying about our senior pup. He has arthritis and she was excellent to help him get up and walking !

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Claudia V.
House Sitting
5.0 out of 5 stars

Melanie did a great job with all of our pets! Even working a full time job they still had plenty of love and attention!

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Emily S.
House Sitting
5.0 out of 5 stars

Brooke is wonderful! I wish I could take her home with me ♥️ Our Fern loves her care and attention. The BEST dog sitter EVER!!!!

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ann marie c.
House Sitting
5.0 out of 5 stars

Tara was amazing! We hired her last minute before going out of town & she treated our dogs and home amazing. Our dogs are older and we get nervous leaving them with people as they can be a bit nervous. Her care is unmatched & she was amazing at keeping in touch and making sure to follow the instructions for their care. We were so happy to have her and will definitely be using her again for our little ones!

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Emma H.
House Sitting
5.0 out of 5 stars

We used Pam for recurring weekly drop-ins and could not have been luckier to find her. When our little senior citizen dog first started with Pam, he was on some meds from a heart surgery so his care regimen was more detailed. She was willing to come by before the weekly drop-ins to run through everything and do a quick meet & greet, and our dog felt super comfortable around her. Pam was always super responsive, kind, and timely with everything. She also sent me photos with every visit. Pam is absolutely the best and do not hesitate to book with her. We have loved working with her and you will too!

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Courtney R.
House Sitting
5.0 out of 5 stars

Ann was wonderful with our dogs! She was very attentive and punctual. My dogs were so happy with her while we were out of town. i would definitely use her in the future!!!

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Maggie P.
House Sitting
5.0 out of 5 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
5.0 out of 5 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
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  • Screened pet sitters have passed a third-party background check and show verified reviews from other pet parents, like you.
  • Every booking is backed by the Rover Guarantee, which includes up to $25,000 reimbursement for eligible vet care. Learn more
  • 24/7 support from the Rover team–here to help if you ever need someone to talk to.

Why Choose Rover?

  • Cashless payments

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  • Reservation protection

    It doesn’t happen often, but if your 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.

Meet local sitters who will treat your pets like family

  1. 1. Search

    Browse profiles of sitters near you who offer house sitting
  2. 2. Meet In Person

    Schedule a free in-person Meet & Greet to find the perfect fit
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Popular requests for house sitting - Kissimmee

Select a filter and find qualifying sitters offering house sitting.

Sitters in Kissimmee average 4
repeat house sitting clients

FAQs for House Sitting - Kissimmee

Frequently asked questions about Rover

The average cost for House Sitting in Kissimmee on Rover is $53.5 per night (as of August 2026). However, all sitters set their own rates based on experience, location, and availability.

Rover makes budgeting the cost of House Sitting easy. As long as your dates and pet profiles are correct, the price you see before you book is the same price you pay for House Sitting. For more information on service fees, click here .

As of August 2026, there are 2,986 sitters on Rover offering House Sitting across Kissimmee. Enter your ZIP code to see which available sitters are closest to your home.

Beyond belly rubs and feeding schedules, a house sitter’s presence may provide an additional layer of security for your home. However, you will need to arrange overnight stays and other household tasks with your sitter when reaching out to them. Not all sitters offer the same services. Common household tasks you can negotiate include:

  • Mail & deliveries: Collecting letters and packages so they don't pile up.
  • Plant care: Keeping your indoor or outdoor garden hydrated.
  • Trash & recycling: Taking trash cans to the curb on scheduled pickup days.
  • Home security: Sitters can stay overnight to keep your home occupied.

The best way to align on expectations is during your free Meet & Greet. Use this time to provide a "home cheat sheet" that includes your preferred Kissimmee walking routes, the location of your favorite pet store, and any specific quirks about your home’s security or appliances.

It’s helpful to think of house sitting as a "home base" service. Most sitters in Kissimmee maintain their normal daily routines, like running errands or heading to the office, meaning your pet should be comfortable being alone for a few hours at a time. If your pet needs a little extra company, here is how to find the perfect match:

  • Look for "WFH" sitters: Many sitters mention "Work from Home" on their profile to indicate they’ll be present for the majority of the day.
  • Update your pet’s profile: Write down how long your pet can comfortably be left alone. This helps sitters quickly determine if their schedule aligns with your needs.
  • Communicate 24/7 needs: Standard house sitting usually doesn't include constant supervision. If your pet requires round-the-clock care, be sure to discuss this upfront.

Tip: Use the Meet & Greet to confirm a sitter's typical "away" windows. Transparency ensures your pet stays happy and your sitter can plan their day effectively!

Key handling is entirely up to you and your sitter to agree on during the Meet & Greet or in the Rover app. Most pet parents in Kissimmee choose to hand over a spare key or digital fob in person, while others arrange a lockbox or unique access code. Don't forget to discuss key returns as well!

The Rover Guarantee is Rover’s commitment to your peace of mind every time you book. It includes 24/7 customer support, sitter access to advice from qualified veterinary professionals for diagnostic issues, and a reimbursement program for eligible veterinary care in the rare event something goes wrong.

All bookings are backed by the Rover Guarantee , which provides up to $25,000 in eligible veterinary care reimbursement.

Every sitter on Rover is required to pass a background check before listing their services. This process confirms their identity and indicates they are not on the Department of Justice’s National Sex Offender Public Website or have any disqualifying offenses.

Beyond ID checks, you can review each sitter's star rating, read verified reviews from other pet parents, and see how many repeat clients they have. Every booking is backed by the Rover Guarantee, which includes up to $25,000 in eligible veterinary care. For more details, visit Rover's Trust & Safety page .

If a health concern arises during a stay, your sitter is instructed to contact you and our Trust & Safety team immediately and, if needed, take your pet to the closest veterinarian. Through our Trust & Safety support team, sitters can ask for diagnostic advice from a qualified veterinary professional if your pet is showing signs of possible illness.

For extra peace of mind, you can also prepare an authorization form for your regular vet. An authorization form outlines your preferred method of care and allows your sitter to bring your pet into their regular clinic.

Every qualified booking made on Rover is backed by the Rover Guarantee, which includes reimbursement for eligible emergency vet care.

A Meet & Greet is a short introductory meeting between you, your pet, and a sitter. It can take place in person or virtually, although we recommend in-person so that your pet can get to know your sitter or the new environment. During the Meet & Greet, you will have a chance to walk through your pet's routine, medical needs, and unique quirks. Take the time to ask your sitter questions about their skills and expertise, and make sure the fit feels right for everyone. Most pet parents and sitters on Rover welcome Meet & Greets because the process can give confidence and peace of mind for service experiences, especially for longer stays or first-time bookings.

Sitters on Rover set their own cancellation policy, which you can find on their profile under their calendar availability.

Cancelling before a booking begins and before the sitter's cutoff time qualifies you for a full refund. Same-day cancellations for walks, day care, and drop-ins follow the full refund policy. Otherwise, for dog boarding and house sitting, you will receive a 50% refund for the first seven days of the booking and a 100% refund for the remaining days when you cancel the same day a booking should begin.

If your sitter needs to cancel within seven days of the booking's start date, then our reservation protection will kick in. This means our support team works with you to find a replacement sitter.

Yes, you can find sitters who have experience with handling special pet needs in Kissimmee. On Rover:

  • 89% of sitters can help with special care needs
  • 95% can help with giving oral medications or injections
  • 95% can help with daily exercise

You can also find pet sitters on Rover who accept only one pet at a time, which is ideal for anxious puppies, kittens, or senior pets who move at a gentler pace. Some sitters will also list availability for 24/7 care, also known as constant care, in their profiles.

Use the search filters to narrow down sitters whose specific experience or environment meets your pet's needs. When reaching out to your sitter, outline your pet's care routine and use the Meet & Greet to walk your sitter through your expectations.

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