Pet Sitting & Drop Ins in Keewaydin, Naples, FL
Book a pet sitter to stop by your home a few times a day to feed and play with your pet.

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Top rated Keewaydin pet sitters

“We were so pleased to receive photos of our sweet Persian kitty Anna from Victoria- Anna always looked very happy and well cared for. We came back after a three day vacation and Anna greeted us at the door, well brushed and groomed. Her room had clean litter and was cleaned regularly. We will definitely book Victoria again to repeat her superb care of our Anna. Victoria receives a 5 plus star rating from us.”


“I highly recommend Ciara! We moved to the area about a year ago and I knew the day would come when I'd need to find a cat sitter. I am so thankful for Ciara-- she took such great care of my two scaredy cats, Penny and Percy. She even managed to get Penny to come out of her hiding place for little snuggle-- it was nothing short of a Thanksgiving miracle. Thank you Ciara!”


“Alec did a fantastic job watching our dogs while we were away. He came over beforehand to meet them and was kind, respectful, and very thorough. During our trip he sent regular updates and pictures, which gave us peace of mind knowing our dogs were in good hands. I really appreciate his professionalism and care, and I’ll definitely be booking with him again in the future. Highly recommend!”


About: As a biologist and a dog lover, I truly enjoy providing a safe and loving environment for pets. I have experience caring for dogs in my home, taking them on walks, and helping them socialize with other pups. My priority is their well-being, ensuring that every walk and stay is a positive and fun experience. Dogs are always welcome in my home!” Pet care is a natural part of my routine since I love spending time with dogs. Whether it’s daily walks, playtime, or providing a safe space for them at home, I make sure they get the attention, exercise, and care they need. I enjoy taking them out to socialize with other dogs and ensuring they feel comfortable and happy. My schedule is flexible, allowing me to accommodate different pet care needs throughout the week. I provide personalized pet care to ensure each pet feels safe, comfortable, and loved, whether in my home or at a client’s home. In my home, I offer a pet-friendly environment with a structured routine that includes regular feeding, exercise, and playtime. I also encourage socialization and provide mental stimulation through interactive activities. When caring for pets in a client’s home, I follow their usual routine to minimize stress, ensuring they receive proper feeding, exercise, and any necessary medication. I also provide companionship and maintain the home’s security by making regular visits. My goal is to create a positive and stress-free experience for both pets and their owners.

“Maddy has been great with our puppy Bentley. She’s been a great help with his potty training and teaching him how to roll over. She’s also great with sending cute pictures and videos. We are so happy we found her and will continue to use her.”



“If I could give you 10 STARS, I would. Kayla is just OUTSTANDING! Completely TRUSTWORTHY, a TRUE PROFESSIONAL. This is the least nervous, most confident I've ever felt leaving. THANK YOU KAYLA! If I could tip you 1 million dollars, I would. HIGHLY recommend.”



“We were greeted at the door by Michele and her wonderful fur babies. I immediately knew our Franco would be safe and well taken care of by Michele. Her home is dog friendly and Franco did jump in the pool. Her yard is fenced and Michele didn't mind Franco shadowing her. Thanks Michele! You are truly a Rover favorite!”


About: Thanks for visiting my page! Your dog will LOVE spending time with me. I'm home full time and have many years' experience dog sitting. Your dog will get plenty of time outside in the sunshine (fresh water is always provided!) and will be able to come inside to take a snooze on the couch anytime. My family has had at least two dogs my whole life, so I'm used to a full house! I hope I get to meet you and your pup very soon! I'm currently lucky enough to be a stay at home wife, which allows me plenty of flexibility in my schedule to watch dogs almost anytime! When pet sitting at my home, your dog can expect a lot of walks around my HOA neighborhood, where the only people driving and walking around are other residents. The sidewalks are very safe with plenty of plants to sniff along the way!

About: I've taken care of dogs of many kind in the last decade (large and small). As a former Animal Care Team member at Humane Society Naples, and Dog Walker Volunteer at DAS, neighbors, friends, and family have relied on me to check in, feed, and take their precious dogs out around the neighborhood. My experience includes managing special diets, safe walks (structured or not) and exercises. Playing fetch or tug of war depends of your pawsome dogs preference and ability. As I usually work in evenings, I have plenty of time in the morning and throughout the the day to accommodate your dogs schedule while you are at work, attending an event or just run errands. Your dog will get all the attention he or she needs and feel entertained and content. I'm a trustful and dog loving person. I always go the extra step to help dogs get fulfilled and happy. As safety is always a priority, I believe that for dogs, walking is more than just a 'get outside and poop break. It's a form of human - dog strengthening relation and a great opportunity for dog to socialize and explore the surroundings.

“Amber was so sweet and calm. She took our dog Iceman on a walk with no issues. Super kind and just got the impression of a loving person to dogs. Easy to schedule and flexible with our schedule. Would highly recommend to anyone in the Naples area.”


About: Animals have been a part of my life since I was a kid—dogs, cats, birds, even a few reptiles. I currently live with a sweet pup and kitty, and have helped care for pets of all ages, sizes, and personalities. As a personal trainer, I bring structure, calm energy, and attentiveness to every walk and drop-in. I know how to read animal behavior, follow routines, and create a safe, loving environment that puts both pets and owners at ease. Whether it’s a high-energy pup that needs a good run or a senior dog needing gentle care, I’m here to show up fully, every time. My weekly availability can change, but I always keep my Rover calendar up to date so you can see exactly when I’m open. If you need recurring walks or drop-ins, I’ll work with you to find consistent times that fit both of our schedules. At this time, I’m only offering drop-in visits and dog walks—no boarding or overnights. I prioritize structure and dependability. If you’re looking for someone reliable, communicative, and caring, I’m here to help your pet feel safe and loved while you’re away.

About: With 2 years experience in vet med, I’ve taken care of hundreds of animals in a boarding environment. My skills include feeding, medicating, cleaning, walking, and play. I currently work part time as a vet tech, which give's me lots of free time to care for your fur babies. I am available week days and weekends. Contact me for availability. I ensure safety by always making sure leash & collar are secured before walks, gates are shut before entering backyard, and always making sure entry/exit doors are closed in the home. I remain aware of surroundings on walks to avoid high stress situations like other dogs, construction, garbage trucks, etc.

About: I have a dog named Fiona, she is 9 years old. I moved to America 7 months ago and unfortunately, I had to leave her in Brazil. She is happy and loving my Mom’s home, but I am still missing her so much. Thats one of the reasons I am here, to share my love with your dogs while missing my Fiona. I understand that each puppy has its own needs and I intend to respect them. I will not feed him forbidden foods. I am home 24hrs per day. I will keep you company and play with your puppy all day long. in addition to being careful to let him go out into the garden whenever necessary. I am very active and like to go hiking in the neighborhood parks. I'm happy to bring your puppy with me! My husband is also a runner and would love company on the runs. I am available 24 hours per day. I like hiking in neighborhood parks. I am also always taking care of my backyard garden and the pets are welcome to relax with me in the safe, fenced in yard while I am gardening. I will feed your dog only with their allowed food, portion and follow your preferred schedule. I will keep fresh water all day. Walks and playing in the backyard are part of the routine.

About: I have worked professionally with dogs for a little over 4 years now. Bathing all sorts of dogs and training puppies under 5 months old! I will be working here shortly but will always make sure the animal comes first! As of right now I am free whenever and will work around schedules that fit right for you! I am unable to care for your pets in my home as I’m renting and we have a dog and cat, I don’t want to stress them out. But I’m more then happy to come to you and your fur babies so they don’t get stressed about being in a different environment!

About: I’ve taken care of senior dogs & cats before. I have also taken care of puppies & kittens as well! I love it a lot! I am going to l try to make my schedule so I am available on the weekends to come and care for your dog or cat or small furry animal! I can only come in your home and care for your furry family member any way I can! I’d love to help out pet parents caring for your furry friend!

About: I’ve been taking care of dogs of all kind since i was 12. From puppies to older dogs! Family, friends and neighbors have relied on me on taking care of their fur babies! I have 5 dogs of my own and value nothing more than knowing they are safe and happy so I understand the trust and work that goes into taking care of dogs! My dogs are my family and I’ll treat yours the same! I just graduated high school and will be starting college end of June and will be back in August but I’m available with some notice almost every weekday and weekends are pretty flexible for me as well until I start school! I will follow directions given to me if i’m caring at a clients home! Make sure the pet always feels comfortable! If the pet is in my home, I have 3 dogs that could keep your pet company and if needed i can put them in a crate if that’s what’s preferred!

“Elizabeth took great care of my kitty. She was dependable, prompt, and cared for Kiki as requested. I would definitely request her services again. I think you would be happy as well. Give Elizabeth a try you won’t be sorry you did. Thank you Elizabeth!”

Loving pet sitters in your neighborhood
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Victoria B.Star Sitter

“We were so pleased to receive photos of our sweet Persian kitty Anna from Victoria- Anna always looked very happy and well cared for. We came back after a three day vacation and Anna greeted us at the door, well brushed and groomed. Her room had clean litter and was cleaned regularly. We will definitely book Victoria again to repeat her superb care of our Anna. Victoria receives a 5 plus star rating from us.”


Ciara Y.Star Sitter

“I highly recommend Ciara! We moved to the area about a year ago and I knew the day would come when I'd need to find a cat sitter. I am so thankful for Ciara-- she took such great care of my two scaredy cats, Penny and Percy. She even managed to get Penny to come out of her hiding place for little snuggle-- it was nothing short of a Thanksgiving miracle. Thank you Ciara!”


Alec P.

“Alec did a fantastic job watching our dogs while we were away. He came over beforehand to meet them and was kind, respectful, and very thorough. During our trip he sent regular updates and pictures, which gave us peace of mind knowing our dogs were in good hands. I really appreciate his professionalism and care, and I’ll definitely be booking with him again in the future. Highly recommend!”


Claudia M.Star Sitter
“Leaving my dog with Claudia was the best decision. From the very beginning, I knew he was in great hands. I loved how attentive and responsible she was, always making sure my pup was comfortable and happy. She constantly sent me photos and videos, which gave me so much peace of mind. Plus, she took him on walks, to play, and even to the beach—he clearly had an amazing time! You can tell Claudia truly loves animals and cares for them as if they were her own. I would definitely choose her again. Highly recommended!”


Lauren G.

“Thank you Lauren. Great sitter for my boys”


Maddy C.

“Maddy has been great with our puppy Bentley. She’s been a great help with his potty training and teaching him how to roll over. She’s also great with sending cute pictures and videos. We are so happy we found her and will continue to use her.”




Kayla C.

“If I could give you 10 STARS, I would. Kayla is just OUTSTANDING! Completely TRUSTWORTHY, a TRUE PROFESSIONAL. This is the least nervous, most confident I've ever felt leaving. THANK YOU KAYLA! If I could tip you 1 million dollars, I would. HIGHLY recommend.”




Michele D.

“We were greeted at the door by Michele and her wonderful fur babies. I immediately knew our Franco would be safe and well taken care of by Michele. Her home is dog friendly and Franco did jump in the pool. Her yard is fenced and Michele didn't mind Franco shadowing her. Thanks Michele! You are truly a Rover favorite!”


Payton T.

“Payton was amazing! She was on time, responsive and sent tons of pictures and videos of our baby! We will definitely be booking her again”


Meghan D.
About: Thanks for visiting my page! Your dog will LOVE spending time with me. I'm home full time and have many years' experience dog sitting. Your dog will get plenty of time outside in the sunshine (fresh water is always provided!) and will be able to come inside to take a snooze on the couch anytime. My family has had at least two dogs my whole life, so I'm used to a full house! I hope I get to meet you and your pup very soon! I'm currently lucky enough to be a stay at home wife, which allows me plenty of flexibility in my schedule to watch dogs almost anytime! When pet sitting at my home, your dog can expect a lot of walks around my HOA neighborhood, where the only people driving and walking around are other residents. The sidewalks are very safe with plenty of plants to sniff along the way!


Alexandru S.

“Alex is an amazing caregiver and my pets love him! Alex is super responsible, reliable and a great communicator. But, best of all my cats and dog are crazy about him. Alex is the best!!”


Amber T.

“Amber was so sweet and calm. She took our dog Iceman on a walk with no issues. Super kind and just got the impression of a loving person to dogs. Easy to schedule and flexible with our schedule. Would highly recommend to anyone in the Naples area.”


Chelseay C.
“My dog LOVS Chelseay. She’s very prompt and professional. Shes my dog’s best friend! Def recommend a thousand times over. On top of it, she’s extremely knowledgeable and lets me know how every walk is!”


Gabriela V.


“Our two kitties love Gabriela! When we arrived home they were content and so playful. We enjoyed the photos and videos she sent. And everything was so clean! She is a gem!”


Savannah G.
“Savannah’s great with pets—always patient and attentive. She’s got a knack for understanding what animals need, keeping them calm and happy. I’ve trusted her with my own pets many times over the years & have nothing but glowing reviews. She’s reliable, genuinely cares & her background working at a veterinary clinic is icing on the cake.”


Rafaella Tenório d.Star Sitter
“Rafa is very sweet and really love dogs! If you are looking for someone who will treat your puppy as a baby, you just found the right person!”


Brittany O.
“Brittany is the only person my fur-baby is allowed to have sleepovers with! It’s so nice having someone I can trust to love and care for my pup❤️”


Paige F.

“Nobody loves dogs more than Paige! She is the most sympathetic and caring young lady. I think anyone that knows Paige would say that there is not another person who will take better care of your pet. As a FL Certified Veterinary Assistant, and working with dogs at her full time job, she has the skills, knowledge, and experience to handle and care for dogs of all breeds.”


Emma N.
“Emma is so great with my 3 dogs. She comes and plays with them and then takes them out. They love her and are so excited to see her walk in the door. I am sure she will love your pets just as much as mine.”


Elizabeth K.

“Elizabeth took great care of my kitty. She was dependable, prompt, and cared for Kiki as requested. I would definitely request her services again. I think you would be happy as well. Give Elizabeth a try you won’t be sorry you did. Thank you Elizabeth!”
Over 136 pet parents in Keewaydin have booked pet sitting
Keewaydin pet parents share their Rover experiences
I am so lucky to have found Maddy!!! I get nervous leaving my baby boys at home. My dog and cat each have unique eating schedules. My german shepherd has intense exercise routines including swimming, soccer, and even chasing stray rabbits he’ll never catch! He is an off leash dog, and fortunately due to Maddy’s dog training experience this was no problem for her. She updated me with pictures confirming their eating scheduled were being met and even videos of her commanding my dog in German (which is difficult for some people!) My cat absolutely adores her, he meows and nustles up to her every time he sees her. I feel so blessed that I can count on Maddy to watch my animals whenever I’m out of town. She has some cute puppies and kitties of her own of all shapes and sizes so she really does know how to handle any breed. She’s reliable and responsive. Thank you for taking care of my babies Maddy!!!!

Popular requests near you
Select a filter and find qualifying Keewaydin sitters!How Rover works
1. Search
Read verified reviews by pet parents like you and choose a sitter who’s a great match for you and your pets2. Meet & Greet
Meet either virtually or in-person with a sitter to discuss the level of care needed for your pets while you’re away3. Book & Pay
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The median cost per night for pet sitting in Keewaydin is $35
Why Choose Rover?
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Book and pay through Rover’s secured platform—no cash or checks required.
Reservation protection
It doesn’t happen often, but if your pet sitter has to cancel, we’ll work with you to find a new sitter.
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We’re friendly, knowledgable, and total pet fanatics. You can get in touch with us anytime.
Pet Sitting FAQs
Frequently asked questions about Rover
Pet sitters on Rover are free to set their rates. The median cost to hire a pet sitter in Keewaydin on Rover as of Aug 2025 was about $35 per night, after factoring in Rover’s service fees. A pet sitter’s rate may also change as you customize your booking to fit your and your pet’s needs.
Rover makes it easy to reach out to multiple pet sitters about your booking. Typically, pet sitters on Rover respond in under an hour.
Experience can vary widely from pet sitter to pet sitter, but you can view reviews, years of experience, and number of repeat clients when comparing pet sitters available in Keewaydin.
Rover makes it easy to find Keewaydin pet sitters to provide loving care from their own home. The background-checked, 5-star pet sitters you can find on Rover will welcome your pet into their home when you’re away—whether it’s just for the weekend or longer. Pet sitting is great for:
- Pets of all ages and abilities, including puppies
- Pet parents looking for a safe, loving alternative to a kennel
- Pets who’d love to socialize with their pet sitter’s pets
Yes! Sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your pet sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your pet sitter has access to advice from qualified veterinary professionals. In the rare event of any issues during a booking, rest easy knowing your pet is covered by the Rover Guarantee reimbursement program for eligible veterinary care.
Note: If your pet sitter requested to cancel this booking, then they need to cancel from their account. Please contact them via Rover Messages.
We get it—sometimes plans change and you may need to cancel your pet service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your sitter’s cancellation policy.
