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

Over 3 pet parents in Anna Maria have booked house sitting
Anna Maria, 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.
About: I have been a veterinary technician and am a life long animal lover. I have my associates degree in veterinary science. Comfortable with medication and older animals. Taking care of pets since I was a kiddo. My schedule is very flexible and I am available for most jobs. The career I have is sales and I am able to set my own appointments/hours. I have a fenced in yard and am able to crate if needed. We do not currently have any dogs in our home, one cat who is friendly.
“Great experience with Lexi! She watched our dog at our home & did amazing with Daisy! She was so friendly, sent photos of Daisy, and kept us up to date on how she was doing. Great communication & Daisy loved her! Would highly recommend.”

“Monique was absolutely amazing! She sent multiple photos and updates everyday. Very trustworthy to have in your home. When returning back from our trip, everything was how we left it. I highly recommend her!”

“Jessie was very communicative and did an awesome job taking care of my two dogs. She sent lots of pictures as requested and I felt that she was very capable handling my high energy boxer mix and senior mini poodle mix. She also took excellent care of the house while I was away. Highly recommend her to watch anyone’s fur babies.”

About: I currently have 2 dogs of my own, an 8 year old Dutch Shepherd & a 5 year old Golden Retriever. They are my absolute babies, and my life revolves around them. I’ve grown up around all sorts of dogs & cats, and am extremely comfortable around them. I live an active lifestyle and walk my dogs 1.5 miles daily. My biggest stressor when traveling is finding adequate care for my boys, so I know what it’s like finding the perfect care solution for your pets. I do in house visits, walks, dog boarding, anything and everything your pet may need. I work a rotation schedule at work, so I’m 2 days on 2 days off, so my schedule is all over the place but also allows me to provide coverage during the week and weekends. I can do home visits, dog walking, dog boarding, oral medication, specialty feedings, dog enrichment, and anything your pet would need to thrive in your absence.
“This was our first time working with Jonathan as our pet/house sitter and it was a great experience. We were grateful that he was willing to stop by a second time before our trip so we could have the peace of mind that our dog would recognize him and be comfortable. He also sent us updates and pics every couple days and the house was just as clean as we left it. Couldn’t ask for more!”


About: I grew up caring for all kinds of animals, from dogs and cats to rabbits, turtles, guinea pigs, and even rescued squirrels! My dad was a certified animal rescuer, so animals have always been a huge part of my life. 🐾 I’ve been professionally dog sitting for about 5 years and have experience with dogs of all sizes, ages, and personalities. I’ve cared for everything from Great Danes to small dogs, as well as puppies still potty training and senior dogs needing medications or special diets. My own pup, Mary, is an 8 lb Pomeranian! I love taking dogs on walks, keeping them active, and giving them lots of love and attention. I’ll treat your pets like my own and make sure they feel safe, happy, and cared for while you’re away. ❤️ I currently work full-time in Sarasota, typically 8–9 hours a day, so I would be away during my workday Monday–Friday. I’m able to take a lunch break for a midday potty break if the home is within about 20 minutes of my workplace, and depending on the pet’s needs and the situation, I may be able to adjust my schedule when planned in advance. I’m available to stay overnight and will be with your pets before and after work, and I’m much more flexible on weekends. I’m happy to work with you to make sure your pet’s routine and needs are well cared for while you’re away. 🐾 When caring for pets in their home, I focus on keeping their normal routine as consistent and comfortable as possible. I’ll follow their feeding schedule, provide fresh water, give medications if needed, and make sure they get plenty of walks, playtime, and attention. I also owned a cleaning business and regularly cared for the pets of my cleaning clients. This gave me years of experience being trusted in people’s homes. I’m respectful of your space, will clean up after myself and your pets, and will leave your home neat and the way I found it. Most importantly, I’ll treat your pets like my own and keep you updated with photos and messages so you can relax knowing they’re in good hands.
About: I have many years of caring for pets and ran my own kennel in Florida for about 13 years and was a Vet technician for 8years I’m available weekends and can also be on call if needed. I can also be available on some Wednesday’s and holidays I’m open to any times I will care for your pet as if they are my own fur baby and will provide what is needed to take the best care of your pet

About: I’ve cared for small to medium-sized dogs in home settings, including overnight stays and multi-day visits. My experience includes feeding, walking, and keeping pets comfortable in their own environment while their owners are away. I’ve also managed multiple dogs at once, so I’m attentive to different personalities and routines. I focus on providing calm, consistent care and making sure each dog feels safe and supported. Pet care fits into my routine outside of my school hours, so I’m able to be present and focused during walks and visits. I plan my time so I’m not rushing and can give each dog proper attention I’m respectful of your home and your dog’s routine. I follow any instructions you leave and keep things calm and consistent so your dog feels safe while you’re away. I pay attention to their behavior and make sure they’re comfortable and well cared for. Your pets are like my little brothers and sisters ✨
“Justin is great!! He was very attentive and responsive. His love for animals showed in sitting for Moose and Maybel. I highly recommend him for his caring and experience. He’ll be are go to for any pet sitting we need. Thank you”

About: Hi, my name is Arielle :) I work from Home, we have a single family house with a fenced in yard. I have professional pet sitting experience for a company that services Pinellas County but I moved to Sarasota. Since working for a Professional Pinellas County pet sitting company named Calling All Dogs, I developed a deep love for this type of work and am now available for full time sitting and care as a professional independent contractor. My personal/family experience with dogs and cats has been my entire life. We've had dogs and cats in my family since I was born; basically every member of my extended family even had dogs and cats. Our pack was always consisting of strays and adoptees, some of whom came with medications and emotional issues, and so I am comfortable taking care of pets with medical and psychological conditions. I believe I stand out from other sitters and groomers because I really have a passion to develop a friendship and connection to the pets I care for. I know we as the parents of these guys call upon pet specialists in times of need and I am very happy to give lots of love and comfort to your babies while they are in my care. Communication is very important to me as I know it is crucial to you- I would be the same way and completely understand! So I make it a point to respond to messages or phone calls ASAP. If you have any questions, I'm open! Happy to hear from you! - Arielle :)
About: I have had a dog for the first 15 years of my life. Also, being a triplet, I have dog-sit both my brother and sisters dogs as well as a lot of my other friends dogs over the past couple of years. I love watching dogs and can’t wait to watch your dog in the future! I work from home everyday so taking care of your pet won’t be an issue. I don't have a pet as well so I love having the company of an animal during the days and nights. I have no problem letting pets on couches or beds. I love to be petting pets whenever I can throughout the day and really enjoy the presence they bring. My golden retriever passed a couple years ago so I really like having the company of a pet. Maybe soon I’ll have one of my own!

About: Experience: I have had hands-on experience caring for cats and dogs of various sizes, and personalities. Over the years, I have done everything from energetic puppy playtime and daily dog walking to overnight house sitting for both cats and dogs. I am incredibly comfortable reading animal body language, maintaining consistent daily routines, and adapting to the unique quirks and needs of every pet I meet. My Services (Varies as Needed): • Dog Walking: Structured, safe, and fun outdoor adventures tailored to your dog’s fitness level and energy needs. • Pet Sitting / House Sitting: Keeping your pets safe and comfortable in their own familiar environment. Following their exact feeding and potty schedules, and keeping your home secure. • Open Communication: I know how tough it is to be away from your pets, so you can always expect timely updates, detailed summaries, and plenty of cute photo updates! I am currently a college student in St. Petersburg, but I commute from Lakewood Ranch, where I live. I do have classes Monday-Friday, but I have plenty of gaps and breaks in between my classes that would allow me to drop in. If I were doing overnight stays, I would immediately go from my campus to your location after my day was over, and if that does happen, I would be glad to send you my schedule in detail so we can further discuss logistics and times. For me, my home is just as much as my dog’s home. Usually all doors are open to allow him to traverse and lounge freely. My dog Brady has a general timeline of daily events, such as being let out, feeding, and playtime. I know that everyone has different rules and guidelines for their animals, which I will respect with the upmost importance. I would never want to put another person, or another animal in a situation of distress or unease, which is why I always follow instruction to a t, and if a situation ever arises in which I am unaware of what to do, or how to proceed, you the owner will immediately be contacted, as I would also never want to overstep and act on my own when that may not be in your, or your animals best interest.
“Shailyn did a fabulous job of communicating with twice daily texts, including photos, assuring me that my two kitty boys are being well taken care of! My condo and fur babies were in excellent condition upon my return – would definitely recommend!”

About: I know leaving your dog is like leaving your baby- nervewracking and super scary if you haven’t met the person. I take every precaution I can to make sure they’re safe. I constantly monitor to make sure they’re safe, but also let them have fun ‘cause it’s their doggy vacation! Almost all of my guests repeat because they trust me with their pup, I hope you will too! I have had dogs my entire life and I am kind of a dog whisperer, I have trained at least a a dozen service dogs, love long walks and don’t get bothered by a dog doing dog things. :-) I promise to treat your pup like my own! I work remotely and am home 90% of the day, except for occasional grocery store outings and an hour of gym a few times a week, but home 95% of the time and never for more than a couple of hours. I am flexible on weekdays and weekends! I am home full time, I never leave pups I’m boarding for longer than an hour or so and always communicate with owners. I run out to the grocery store occasionally or to the gym or to pick up/drop off another dog, but if I’m boarding I am aware of my responsibility to be present and I do that. Dog beds abound and there are plenty of toys, and I have a nice dog friendly apartment where all the furniture is fair game and a great area to walk!
About: I provide a close watch and a good experience for your animal! I have a dog of my own and know what it takes to care for them. Volunteered at multiple humane societies and have a good feel for most dogs. Very knowledgeable. I am an active person and can take them to nearby closed parks for a run or let them relax depending on the breed. It’s up to the owner and the dog! I am available most of the day every day of the week so I am around a lot. If you choose to hire me I promise you will not be let down by the attention I can give them. It’s not easy to trust others with your dogs but it is important to me you and your animal feel as comfortable as possible. Willing to negotiate on prices always!!

About: Willing to be trained, lol. But seriously paying attention to detail and keeping all pets healthy is key to caring for the pet and friend. Part time work now and care here is part time pay. It fits in quite naturally as pets keep ya healthy just walking around . I have them inside and take for long walks around the peaceful community at the Christian Retreat. Whatever activity that is needed can be achieved.
“John G looked after our two medium sized dogs and 18-year-old cat for five days in our home. John was communicative punctual great with the dogs and personable. I would not hesitate to recommend John as a Pet Sitter.”

The median cost per night for house sitting in Anna Maria is $50
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.
How to book house sitting

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 - Anna Maria
Select a filter and find qualifying sitters offering house sitting.Sitters in Anna Maria average 4 repeat house sitting clients
FAQs for House Sitting - Anna Maria
Frequently asked questions about Rover
The average cost of House Sitting in Anna Maria on Rover is $83 per night as of October 2026. Most bookings cost between $83 and $83 per night. sitters set their own rates based on factors such as their experience, the length of care, the number of pets, and your pet’s specific needs. As long as your booking dates and pet profiles are accurate, the price shown before you confirm is the total, including any booking fee.
As of October 2026, there are 2,606 sitters on Rover offering House Sitting across Anna Maria. 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 Anna Maria 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 Anna Maria 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.
<b>Tip:</b> 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 Anna Maria 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 , 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 .
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 casual meeting to vet potential sitters and communicate care needs for peace of mind before a booking begins. Only sitters who have never booked with you before can schedule a Meet & Greet on Rover; however, you are welcome to coordinate one in Rover messages with sitters you have previously booked. This can be helpful if you have a new pet or routine you want to go over with your sitter.
Meet & Greets can take place in person or virtually. If you are booking with a sitter for the first time, we recommend in-person Meet & Greets to get a clearer sense of how your sitter interacts with your pet 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. Meet & Greets are a great way to prepare your pet and sitter for longer stays or first-time bookings. Read our tips for your first .
sitters on Rover set their own , which you can find on their profile under their contact information. Sitters may set a same-day, one-, three-, or seven-day cancellation policy. Cancelling within your sitter’s cancellation policy qualifies you for a full refund.
Same-day cancellations for recurring services, which include walks, drop-ins, and day care, follow the full refund policy. Otherwise, for pet boarding and house sitting, if you cancel after 12 pm on the applicable cancellation deadline, you’ll receive a 50% refund for the first seven days of the booking and a 100% refund for any remaining days.
If your sitter needs to cancel within seven days of the booking's start date, then our reservation protection will kick in. This means you will get a full refund and our support team will work with you to find a replacement sitter.
Yes, you can find sitters who have experience with handling special pet needs in Anna Maria. On Rover:
- 91% of sitters can help with special care needs
- 95% can help with giving oral medications or injections
- 97% 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.


