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

Over 286 pet parents in Kissimmee have booked house sitting
Kissimmee, Find top rated house sitting
“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.”

“Lauren was so amazing with my puppy! She is a very young puppy so has to be watched carefully and has lots of energy which can be hard. But Lauren was so attentive to her and provided me with so many updates! Will absolutely hire again she was the best”


“We love that Mia was willing to sit with our pups while we were at Magic Kingdom for the day. It was comforting to know our littles were loved and had a warm lap to sit on while we were away. We asked Mia to sit with our pups last year too. Mia is very friendly and loving towards our littles.”

“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!”

“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!”

“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!”

“Diana was phenomenal for our last minute booking. She came over same day to make sure everyone was comfortable with the place and they were a great match for our pup. During the visit Diana kept us updated with great photos and how our little guy was doing. I’d highly recommend for any overnight stays!”

“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!”

“This was our 2nd time using Megan for house and dog sitting for our two large dogs. She continues to exceed our expectations in every way! We feel so comfortable knowing that she is there! We get text updates with pictures twice a day. She asks questions to understand the dogs and how they like to be pet and played with! When we return home, the house is immaculate as if she was never there. We highly recommend Megan for your house and pet sitting needs. Megan, thank you for the excellent care that you provided!”

“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!”

About: Hello Everyone, I love caring and taking care of animals. I’m currently a vet technician so I see and care for many different breed of dogs and cats. I am available to walk,feed and bathe. Boarding includes a free nail trim and bath. I’m currently working as a vet technician so I’m available 3x-5x a week for walking feed, bathe and even just to come check in and play. I care for animals with very very much love, animals can feel your mood and they deserve as much love as possible in this world.

About: Hi, I’m Taylor! 👋 I’m a lifelong animal lover and proud dog mom to Ellie and cat mom to Luca, so I know firsthand how much your pets mean to you — and I treat every pup and kitty in my care like my own. I bring 8+ years of hospitality experience (including time at Walt Disney World!) to pet sitting, which means I’m reliable, detail-oriented, and genuinely great with routines, schedules, and making sure everyone — pets and owners — feels comfortable. Whether it’s a walk around the block, or quick drop-in visits, I’ll send photo/video updates so you never have to wonder how your best friend is doing. I’m based in the Kissimmee/Orlando area and flexible with scheduling, so I’m happy to work around your travel plans or long shifts. Let’s chat about how I can help take care of your furry family member!

“Rebekah was incredible. So kind and professional. She took great care of our pups at our campsite so that we could enjoy a few hours in Key West without worrying about them being too hot in our RV. She took a lot of care and provided great updates. We highly recommend her. Thank you, Rebekah!”

“Christa was PHENOMENAL! She took such great care of our puppies. She was flexible to all of their unique needs and puppy behaviors while sticking to their routine. Christa was also very communicative, professional, and kind. She made it feel natural to not worry about the pups because we knew they were in good hands.”

About: I’ve been a pet owner my whole life. I treat them like family and have always been the go to for friends and family to pet sit and walk! I’m a stay at home mom, so my schedule is pretty flexible. I figured we already go on daily walks, why not meet some pup friends! 🐾 I have the utmost respect for pups and their families. I know how much I care for my doggo and would treat yours the same 🤗
The median cost per night for house sitting in Kissimmee is $45
Pet parents share their Rover experiences - Kissimmee
Tanisha is fantastic. My dogs’ behavior was absolutely awful when she stayed and I’ve learned I’ll need to separate them for future sitters. Tanisha remained professional and stayed in communication the entire time. She shared lots of information so i could fully understand the behavior and what was happening. I’ve learned It basically takes an act of God to get a reliable sitter and you can definitely rely on her.

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!
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!

Book with peace of mind
- 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
Book and pay through Rover’s secured platform—no cash or checks required.
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. Search
Browse profiles of sitters near you who offer house sitting
2. Meet In Person
Schedule a free in-person Meet & Greet to find the perfect fit
3. Book & Pay
It's that easy! All payments are processed through Rover's secured platform
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.












