House Sitting Kissimmee

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

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Over 293
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.

1 / 1
Sitter Profile Image: Braidery C.
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Braidery C.
from
$30
per night
5.0 out of 5 stars
13 reviews
1 repeat client
4 years of experience
Kissimmee, FL, 34741

Thank you for loving on Mila while she was sick.

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

Mia truly loves animals. My puppy instantly liked her from the moment she walked in the door. She kept me informed the entire evening and we felt very comfortable with her watching our puppy. She is very reliable and trustworthy. We were visiting the Orlando area. We will definitely use Mia again the next time we are in Orlando.

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Kristin M.
Sitter Profile Image: Nickolas J.
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Nickolas J.
Star Sitter
from
$50
per night
5.0 out of 5 stars
258 reviews
61 repeat clients
25 years of experience
Florida Center North, Orlando, FL, 32811

Thank you, Nick, for another fantastic stay with Ellie and Theo! We came home after two weeks to two happy pups and everything perfectly in order at home.

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Getty A.
Sitter Profile Image: Emily F.
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Emily F.
from
$30
per night
15 years of experience
Kissimmee, FL, 34741

About: Never had a day were I didn’t grow up with dogs. They’re the reason I went into a career caring not only for animals but for wildlife too. As small as a chihuahua and to as big as a mastiff mix that am lucky to have back home in Texas. Moved all the way from Texas for a great outdoor opportunity. Enjoying what the greater Albany area has to offer and exploring more places. Dearly miss caring for animals and would love to extend my help to the surrounding community. Our fuzzy friends are great communicators through body language and with years of passion and schooling, it is my pride and joy to care for all critters.

Sitter Profile Image: Natalie B.
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Natalie B.
Star Sitter
from
$40
per night
5.0 out of 5 stars
27 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: Mariah V.
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Mariah V.
from
$60
per night
4.9 out of 5 stars
22 reviews
10 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: Yvonne P.
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Yvonne P.
Star Sitter
from
$28
per night
5.0 out of 5 stars
84 reviews
26 repeat clients
15 years of experience
Davenport, FL, 33896

Always happy to book with Yvonne😄 She goes above and beyond to make sure the fur babies are happy and stayed an extra day when our flights got canceled. Thank you! We will definitely book with them again 😄

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

Amazing service all around kaley was very communicative and took excellent care of both my dogs. I highly recommend her and will use her again

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Cherette P.
Sitter Profile Image: Cynthia R.
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Cynthia R.
from
$45
per night
5.0 out of 5 stars
17 reviews
5 repeat clients
15 years of experience
Orlando, FL, 32837

Cynthia was incredible! Very communicative and sent lots of pictures and videos of our girl. This was the first time we have left our baby girl since the death of our other fur baby, Dexter, in December, so we were really nervous leaving her. Cynthia eased all of our nerves by spoiling our girl rotten, which I personally believe every dog deserves. Thank you, Cynthia, for loving on our fur baby so well. Will definitely be using Cynthia on a regular basis for doggy sitting.

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Jenell S.
Sitter Profile Image: Tanisha S.
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Tanisha S.
from
$60
per night
5.0 out of 5 stars
82 reviews
42 repeat clients
30 years of experience
Kissimmee, FL, 34743

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.

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Dena B.
Sitter Profile Image: Micaela T.
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Micaela T.
Star Sitter
from
$35
per night
5.0 out of 5 stars
15 reviews
6 repeat clients
10 years of experience
St Cloud, FL, 34769

Micaela was great with Wally! She was very communicative provided excellent care. She gave us peace of mine that he was in great hands while we were gone.

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Anna H.
Sitter Profile Image: Abigail C.
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Abigail C.
from
$50
per night
4.5 out of 5 stars
13 reviews
5 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: Jina M.
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Jina M.
from
$27
per night
5.0 out of 5 stars
5 reviews
1 repeat client
6 years of experience
Saint Cloud, FL, 34769

Jina is absolutely amazing taking care of our 2 babies and making sure they are feed and walked at the appropriate time. We were amazed this past Wednesday when I inadvertently had made reservations for a show that we had already purchased tickets for and had booked her for Thursday. I was not aware that I had made a mistake and she came to our rescue at the last minute and came over and took care of the babies. She was so eager to solve our solution. We would highly recommend her services

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Ruben A.
Sitter Profile Image: Brooke C.
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Brooke C.
Star Sitter
from
$99
per night
5.0 out of 5 stars
343 reviews
104 repeat clients
12 years of experience
Kissimmee, FL, 34741

We are from Canada and stayed in the Lake Buena Vista area for two weeks with our two year old goldendoodle. Brooke looked after our pup for 10 days in our resort suite. Let me start by saying that I am extremely particular about everything when it comes to our pup. I must say that Brooke was absolutely phenomenal. Our pup fell in love with her. She was always on time and sent lots of photos and updates. She was always exceptionally accommodating, I would not hesitate to use Brooke again. We highly recommend Brooke.

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Andrew M.
Sitter Profile Image: Layne W.
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Layne W.
Star Sitter
from
$80
per night
5.0 out of 5 stars
11 reviews
5 repeat clients
8 years of experience
Kissimmee, FL, 34741

About: Hi! I’m originally from Kentucky and have been living in Florida for 7 months now. I miss my pets at home so I’d love to take care of yours! I grew up with animals and almost always have someone to pet sit for back home. Here in Florida I volunteer with local adoptable cats! I’m excited to get to know your pet and give them the best care possible! :) I currently work evenings, so I will have plenty of time during the day to care for your pets! I’m available for drop-in visits, house sitting, and dog walking every day of the week! Since I only offer services in the your home, I will be following exact directions left by you! It’s important for pets to keep the same schedule they are used to, so your pets will be taken care of just like you’re home taking care of them yourself!

Sitter Profile Image: Aiyana D.
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Aiyana D.
from
$50
per night
5.0 out of 5 stars
4 reviews
1 repeat client
20 years of experience
Kissimmee, FL, 34741

Aiyana did not only do great with my older dogs but she was also very responsive with amazing communicating skills prior and during the sitting. She was eager to accommodate me and was sure at all times that the dogs were cared like I cared for them . She is very sweet and talkative. You will not find a more responsible kindest dog lover than Aiyana. We will definitely keep using her services for a long time.

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Fabiana S.
Sitter Profile Image: Rhonda M.
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Rhonda M.
from
$45
per night
4.7 out of 5 stars
5 reviews
1 repeat client
25 years of experience
Orlando, FL, 32839

About: Hands on experience caring for animals I provide dependable, compassionate care tailored to each pet’s unique needs. I’m comfortable with a wide variety of animals from large to small. I am retired and I do Uber on the side. I have very flexible hours and I’m available from dog walking, spending time with your animals to staying with them in your home to house sitting. What sets me apart is that I treat every pet as if they were my own. I understand that every animal is different, and I will take the time to learn their routines, preferences, and any special needs that they may have. Whether your pet needs lots of playtime, quiet, companionship, medication or extra patience, I provide loving a attentive care so you can have peace of mind while you’re away. My goal is for both you and your pets is to feel completely comfortable, knowing they’re in experienced, caring and trustworthy hands.

Sitter Profile Image: Tristan T.
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Tristan T.
from
$40
per night
5.0 out of 5 stars
3 reviews
1 repeat client
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: Sarah V.
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Sarah V.
from
$35
per night
5.0 out of 5 stars
5 reviews
1 repeat client
6 years of experience
Orlando, FL, 32821

Sarah did an amazing job caring for our two dogs, Kizzy and Odin! She sent us lots of updates and pictures, which gave us great peace of mind while we were away. Sarah also picked up our packages and took wonderful care of our house. We truly appreciated her thoughtfulness and reliability, and we would definitely book her again!

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Kyle A.
Sitter Profile Image: Alex P.
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Alex P.
Star Sitter
from
$69
per night
5.0 out of 5 stars
60 reviews
19 repeat clients
15 years of experience
Kissimmee, FL, 34746

Alex was great. I’ve just moved so new to the area and very nervous about finding a new sitter. He sent lots of photo updates and great communication!

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

Pet parents share their Rover experiences - Kissimmee

1 / 1
5.0 out of 5 stars

Tanisha stayed in our home while we went on vacation and she took great care of our pets! This is not the first time we have used her and it will not be our last. Tanisha is very kind, professional, attentive to our pets needs, respected our home and our pets love her!! I would highly recommend Tanisha to care for your pets! You will not be disappointed

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Brenda S.
House Sitting
5.0 out of 5 stars

Brooke was great!!! She gave us a ton of photos which we love and made sure to take the pups on lots of walks and have lots of pets and cuddles. We felt confident they were very well taken care of, definitely recommend her to take care of your fur babies!!

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Michaela S.
House Sitting
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

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

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
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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. 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
  3. 3. Book & Pay

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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 September 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 September 2026, there are 3,023 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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