I'm Toby

Toby's Cat Sitting From The Heart

5.00
68 Reviews
< 30 mins Response Time
12 Repeat clients
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50+ Meowtel reservations completed
50+ Meowtel reservations completed
Purrfect Planner
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Catographer
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Speedy Sitter/Quick Response Time
Speedy Sitter/Quick Response Time
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Book With Confidence

Meowtel provides customer support 365 days a year to help cat parents feel informed and supported at every step - including before a reservation is made.

In-home cat sitting visits typically include:

Litter box cleaning
Feeding
Water refresh
A text update with at least 1 photo
Playtime and belly rubs

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Toby's Cat Sitting From The Heart

I'm Toby

Cat Sitting in Windermere, FL

Hello Feline Lovers!

My name is Toby and I have owned seven cats throughout my life and each of them have brought me so much happiness. I live in the Central Florida area, with my partner and our two cats Regina and Timber. After living with senior cats for so many years, Timber and “Gigi” have brought a whole new energy to our household by having young cats again. So from caring for senior cats, and administering medications to them, to playing and entertaining kittens, I have a lot of experience with cats of all ages.

I have fostered cats through a local shelter when I lived in Southern California, and my partner and I even used to run a cat themed boutique gift shop called “Catnips...
Hello Feline Lovers!

My name is Toby and I have owned seven cats throughout my life and each of them have brought me so much happiness. I live in the Central Florida area, with my partner and our two cats Regina and Timber. After living with senior cats for so many years, Timber and “Gigi” have brought a whole new energy to our household by having young cats again. So from caring for senior cats, and administering medications to them, to playing and entertaining kittens, I have a lot of experience with cats of all ages.

I have fostered cats through a local shelter when I lived in Southern California, and my partner and I even used to run a cat themed boutique gift shop called “Catnips.” We always had one store kitty from the shelter that was up for adoption, and several cats were adopted and found their forever home through the store. I also volunteer for a local cat rescue here in Central Florida, and that brings me a lot of joy to help care for them and it makes me happy when they are adopted into a forever home. So to say I love cats is an understatement.

As I have worked in customer service in the theme park industry for over 20 years, I value providing the best service and care to my clients, and I am very respectful of you and your cat’s wishes. I have a calm and kind demeanor, and I feel animals pick up on this as well. From feeding, to administering medicines if needed, playing with them, and cleaning their litter box, you can feel comfortable that I will treat your fur babies as my own.

Learn More About Toby

What do you enjoy most about cat sitting?

I know that it can be stressful for cats to be away from their owners, so I enjoy being there to provide that companionship during the absence of the owners. Getting to meet, play, pet, and provide love to different cats with varying personalities is the best part of sitting for me.

Do you have kitties yourself? What are their names?

I have two cats, a female named Regina, she is shy and super sweet and chill. Timber is a male snowshoe breed and can be very needy, and has a lot of energy so I am constantly looking for new ways to play with him and provide enriching activities.

What is your typical process for working with a new cat parent?

I take notes during the meet and greet and I ask a lot of questions so that I am on the same page as the cat parents, and the expectations that they are requesting are clearly set.

How do you ensure the safety & security of the cats and the home while cat sitting?

I make sure to look around for any potential safety hazards for a cat, because when they are home alone they may have moved or knocked over items, so I ensure that said items are put back or removed out of the cats reach.

What is your favorite cat toy?

I love to play with any kind of wand toys, and enjoy getting the cat to "hunt" and chase the toy at the end of the wand.

How do you handle cats that are particularly timid or anxious?

I will often sit down on the ground near, but not too close to them and just talk to them, often extending my hand out to them and let them go at their own pace to warm up to me.



5.00
68 reviews
5.0
Attention to Detail
5.0
Communication
5.0
Tidiness
Judy

Judy

October 27, 2025

Toby is AWESOME! He did a beautiful job of taking care of our Oreo Cookie. He even brought her new toys and showed her how to play with them. My kitty was safe and happy in his care, and he posted daily messages and pictures to show that she was doing great. His communication was five-star quality and gave me great peace of mind. He kept the house neat and tidy, while making Oreo feel special with attention and love. He left a super nice note from my kitty with pictures, welcoming me home, so thoughtful. Thanks a million, Toby, from Oreo Cookie and me! 😍🐈‍⬛

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Meowtel-verified reservation with twice per day visits
Betsy

Betsy

September 9, 2025

Toby was amazing with my 4 cats. I was gone for 11 days. I got updates and photos every day. It was wonderful to know that such a kind and loving person was taking care of them.

Read more
Meowtel-verified reservation 1+ week long
Tarra

Tarra

July 12, 2025

Toby is just incredible. his daily updates put us at ease during our trip. he left very detailed summaries of his time with our cats & great pictures as well. you can rest assured your babies are in good hands with him

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Meowtel-verified reservation with drop-in visits
Lisa

Lisa

May 26, 2025

Toby goes above and beyond when caring for our fur babies! He gets our mail, cleans up and keeps the cat litter area free from wayward litter. He loves on our kitties and can even get our shy kitty from under the bed to eat treats from his hand. A cat whisperer indeed! This is the third time Toby has cared for our babies and he comes highly recommended.

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Meowtel-verified reservation with drop-in visits
Tyler

Tyler

October 15, 2024

We’ve never needed to hire a sitter for our cats before, so we were very nervous about making sure our cats were well taken care of. Toby went so above and beyond making sure that our cats were well fed and played with and cared for. He sent lots of pictures and videos, very detailed updates, and did plenty to clean up for the cats that he was not asked to do. Toby was amazing and we’d recommend him 10/10 times for anyone in the area needing a sitter.

Read more
Meowtel-verified reservation 1+ week long
Alexis

Alexis

December 27, 2024

Toby was fantastic with my kitties! He updated me daily on how my shy girl was making some progress. He sent me plenty of photos and videos which made me feel so happy to see they were having fun and being cared for. I would book Toby again and refer him to all my cat loving friends! Thank you <3

Read more
Meowtel-verified reservation with drop-in visits

Service Area & Availability

Drop in visits rates

$26.00 / 20min
$43.00 / 45min
$56.00 / 60min
Calendar updated 6 days ago

Toby's is 30%

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Overnight Availability
Toby's Holiday Surcharge Applies
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4.9
Reviews.io

300,000+
Reservations Completed

Trust & Safety

Every reservation is backed by the Meowtel Promise, giving you and your cat world-class customer support every step of the way.

If it doesn't feel like the right fit at the Meet & Greet, or if you have any concerns during the reservation, please call 1-844-MEOWTEL (1-844-636-9835) so we can help you re-book with another sitter.

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Juneteenth is coming up soon (June 19th, 2026)

Cat sitters on Meowtel are usually pretty busy, don't forget to book your sitter!

Book ahead, cat sitters on Meowtel fill up fast for the holidays!

Featured Cat Sitters Near Windermere, FL

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  • Sirintip in Orlando (Hourglass District/Dover Manor) brings steady, cat-savvy care with topical ointments, eye/ear drops, and oral pills. They’re available on weekends and most holidays, accept new clients, respond very fast, and share lots of pictures. 🐾 With two cats, Chloe and Mochi.

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  • Winter Garden sitter Heather handles topical ointments, eye/ear drops, oral pills, and subQ fluids for medical-need cats. Accepts new clients, with very fast replies, and usually available on weekends and holidays. cat’s trust is truly special 🐱

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  • Orlando cat sitter Jusei (Sitter on Meowtel for 4+ years) brings meticulous, photo-filled updates and a very fast response. Overnight stays, often holidays and weekends, plus Topical Ointments. Bino, Riri, Gatita, the Baron and Jiji approve. 🐾😺

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  • Christopher, a background-checked sitter in Kissimmee, cares for cats with a calm, watchful touch. He’s comfortable with oral meds and topical ointments, welcomes new clients, and is usually available on holidays. Cora and Athena inspire his gentle approach 🐾

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  • Kissimmee, FL kitty pro BonnieJean brings comfort to cat families, with ZoeeMarie (14-year Tuxedo) and Grayson-Dash cared for at home. Sitter on Meowtel for 4+ years, welcoming new clients. Weekend and holiday availability. Certified with shots, eye/ear drops, pills, SQ fluids, and injections. 🐾😻

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  • Kerri in Orlando brings over 15 years of cat caregiving and a sweet vibe, with Mr. Meow and Miss Purr keeping her playful. Accepting new clients, very fast replies. Holidays often work. Handles topical ointments, eye/ear drops, and oral pills. 🐾❤️

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  • Heather brings over 20 years of cat sitting experience, plus care for Luke Skywalker, Darth Vader, Princess Leia, and Stormtrooper. She offers overnight stays, usually takes weekend and holiday bookings, welcomes new clients, and handles meds, including injections 🐾

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Frequently Asked Questions

Reservations officially begin at 12:00 AM in the sitter's time zone on the start date. Cat Parents may cancel within 24 hours of booking and receive a full refund, as long as the reservation has not yet started. After the first 24 hours, the following cancellation rules apply:


  • More than 48 hours before the reservation start date: Full refund. The sitter will not receive any earnings.
  • 24–48 hours before the reservation start date: 50% refund. The sitter will earn 50% of their planned earnings.
  • Within 24 hours of the reservation start date (or after it has begun): No refund. The sitter will earn 100% of their planned earnings.

All refunds are initially applied to the Cat Parent's Meowtel Account Balance for use toward a future reservation or tip. Funds may be returned to the original payment method at any time.

Meowtel is a marketplace that connects cat parents with independent sitters. For eligible reservations booked and paid for through Meowtel, the Meowtel Promise explains how we support cat parents if something unexpected comes up.

If it doesn't feel like a purrfect fit after a Meet & Greet or during a reservation, our support team is here to help at 1-844-Meowtel (1-844-636-9835). We'll take time to understand what happened and help you consider next steps, which could include help with a new reservation.

Windermere cat sitting rates will vary based on the sitter's experience and services, but the average price is $26.00. Prices depend on visit duration (20, 45, or 60 minutes) and whether you need drop-in visits or overnight stays.

Every cat sitter on Meowtel completes a background check. Ask your sitter about a free Meet & Greet so you (and your kitties!) can feel comfortable with your sitter before you leave.

Cats are territorial animals and don't do well in new environments. The presence of other cats, dogs, and even birds in kennels or animal hotels cause an immense amount of stress. This is why Meowtel was created, so tailored in-home care is brought to you.

We recommend booking daily visits to keep your cats in their routine and help minimize feline anxiety while you're away.

Each visit typically includes: feeding, refreshing water bowls, litter box scooping, tidying up, medications, updates with photos, lots of playtime, and any special requests. Ask your sitter about a free Meet & Greet!

5.00
68 reviews
5.00
From $26.00

Free Cancellation (48+ hrs)