Personalized care for your dog or cat - Keewaydin

Highly-rated overnight sitters - Keewaydin

Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.

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Sitter Profile Image: Luz S.
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Luz S.
from
$22
per night
5.0 out of 5 stars
1 review
1 repeat client
1 year of experience
Naples, FL, 34112

About: I’ve grown up with dogs and a cat, I have a dog of my own a little old lady named fefe. I also have worked at a doggy daycare, all sizes and breeds so I’m confident I can provide great care for your pets. Im working at a small donut shop I don’t work long hours so I have time to walk your pets, feed, and do drop ins to check up on them and if needed overnight stays as well. I also have a dog of my own and taking care of her is a part of my daily routine. I live in a home so I have my own room , spacious living room and a dog of my own that can be kept separate while I watch over yours.

Sitter Profile Image: jada b.
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jada b.
Star Sitter
from
$27
per night
5.0 out of 5 stars
19 reviews
6 repeat clients
4 years of experience
Naples, FL, 34117

Jada took amazing care of our boys while we were out of state. She kept us updated with thoughtful messages and photos, and when one of our dogs wasn't feeling well, she monitored him closely, kept us informed, and made sure he stayed comfortable. It gave us so much peace of mind knowing they were in such caring hands. We would absolutely book with her again!

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Anna K.
Sitter Profile Image: idalmis p.
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idalmis p.
Star Sitter
from
$30
per night
5.0 out of 5 stars
78 reviews
41 repeat clients
7 years of experience
NAPLES, FL, 34120

Great communication and very accommodating. Nice place with a country setting with lots of room for our dog to run and play. Thanks for looking after Freddy

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Michael T.
Sitter Profile Image: Katelyn N.
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Katelyn N.
Star Sitter
from
$36
per night
5.0 out of 5 stars
175 reviews
44 repeat clients
37 years of experience
Naples, FL, 34103

Katelyn cared for my dog like I would. She was good at noticing my dog's moods and the amount that she was eating. Since my dog gets a bit of separation anxiety and tends not to eat much, I was so grateful for her kind attention to how much my dog ate and all her efforts in coaxing her to eat more. What a superstar. I'd give six stars if I could.

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Serena B.
Sitter Profile Image: Jacqueline M.
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Jacqueline M.
Star Sitter
from
$45
per night
5.0 out of 5 stars
292 reviews
80 repeat clients
30 years of experience
Naples, FL, 34120

Another wonderful experience for Bella with Jacqueline and her husband! I love the pictures she sends and the communication brings me a piece of mind. She is truly the best and I’m SO grateful we found her!!! ⭐️⭐️⭐️⭐️⭐️

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Keri R.
Sitter Profile Image: Paul P.
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Paul P.
Star Sitter
from
$40
per night
5.0 out of 5 stars
11 reviews
2 repeat clients
20 years of experience
Naples, FL, 34104

Very good caregiver, I received my dog very happy, clean and fed. He sent me photos every day. Thank you very much Paul !!! I recommend it 100%

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Mailen R.
Sitter Profile Image: Tamesha E.
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Tamesha E.
Star Sitter
from
$35
per night
5.0 out of 5 stars
41 reviews
15 repeat clients
10 years of experience
Naples, FL, 34112

Tamesha and her lovely family took amazing care of my golden! She remembered the small details about him (like that he loves Wheel of Fortune) and sent me videos! It was easy to communicate with her and I will definitely love to have Cooper stay with her again in the near future. Highly recommend!!

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Katelynn D.
Sitter Profile Image: Yanjing Y.
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Yanjing Y.
from
$39
per night
4.7 out of 5 stars
19 reviews
2 repeat clients
8 years of experience
Naples, FL, 34110

Yanjing was an amazing sitter! She was very caring and attentive, and kept us updated throughout the stay. We could tell our pet was in great hands and well taken care of. Will definitely book again! Highly recommend!

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Ziyue Y.
Sitter Profile Image: Yasmin V.
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Yasmin V.
Star Sitter
from
$75
per night
5.0 out of 5 stars
16 reviews
7 repeat clients
5 years of experience
Naples, FL, 34112

Yasmin took such great care of my fur baby while I was away! She kept up with his schedule perfectly, followed my guidelines for his care and sent daily updates that gave me so much peace of mind. It was clear he was happy, comfortable, and well cared for the entire time. When we reunited, he was in such great spirits and acted like he had an amazing little vacation of his own. I’m so grateful for the love and attention she gave him, and I would absolutely trust her to watch him again. Highly recommend!

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Safiya J.
Sitter Profile Image: Cynthia M.
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Cynthia M.
Star Sitter
from
$47
per night
5.0 out of 5 stars
104 reviews
36 repeat clients
30 years of experience
naples, FL, 34116

Amazing place to bring your dog. It's set up perfectly as a little retreat with plenty of dog fun or just lounging. I especially appreciate how accommodating Cindy is when it comes to pickup — it's very helpful when your travel plans get changed and you end up getting home very late. Your bff will be in good hands with Cindy.

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Jamie F.
Sitter Profile Image: Irisbel P.
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Irisbel P.
from
$50
per night
5.0 out of 5 stars
7 reviews
1 repeat client
3 years of experience
Naples, FL, 34112

Iris was amazing! We usually leave our pup Walter with a family friend, but she was unavailable this time. Immediately, from the moment I contacted Iris, I felt comfortable. She was so kind and responsive throughout the entire process. It is obvious she loves animals and treats the pets she watches with so much love. When we picked up Walter, he was happy, not nervous or stressed, and definitely seemed to have an amazing stay! Totally recommend Iris!

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Alexis B.
Sitter Profile Image: Krystal C.
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Krystal C.
from
$40
per night
5.0 out of 5 stars
1 review
15 years of experience
Naples, FL, 34120

Krystal was wonderful with my small dog. She took great care of her.

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Jeanne S.
Sitter Profile Image: Danayrys S.
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Danayrys S.
Star Sitter
from
$45
per night
5.0 out of 5 stars
79 reviews
14 repeat clients
11 years of experience
Naples, FL, 34119

Danayrys was an amazing dog sitter! My dog stayed at her home for a few days, and I couldn’t have asked for better care. She sent me daily pictures and kept me updated the entire time, which gave me so much peace of mind. She also had to give him oral medication and did a great job with it, which really showed her patience and responsibility. It was clear that my dog was comfortable, well cared for, and treated with so much love.

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Daniela C.
Sitter Profile Image: Laurel F.
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Laurel F.
from
$60
per night
5.0 out of 5 stars
135 reviews
50 repeat clients
20 years of experience
Naples, FL, 34116

Laurel was great and Angus had a wonderful time! Love the pictures she sent us of him playing and sleeping - the updates were very comforting!

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Barbara M.
Sitter Profile Image: Ashlee P.
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Ashlee P.
from
$35
per night
5.0 out of 5 stars
275 reviews
118 repeat clients
35 years of experience
FT. Myers, FL, 33967

Ashlee was very good and caring with our dog. She has also sent us pictures. We trust her and hopefully she can help out again in the future.

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Kit K.
Sitter Profile Image: Marijana K.
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Marijana K.
Star Sitter
from
$36
per night
5.0 out of 5 stars
154 reviews
26 repeat clients
18 years of experience
Naples, FL, 34117

The dogs had an amazing time at Marijanas house. Her family loved our dogs and made them feel at home. I will definitely be using her all the time.

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Ivette D.
Sitter Profile Image: Laura & Alexander & Marta C.
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Laura & Alexander & Marta C.
from
$45
per night
5.0 out of 5 stars
122 reviews
54 repeat clients
7 years of experience
Naples, FL, 34117

I was quite pleased with Shade’s stay. Laura was quick to answer any questions and she sent daily pictures of reassurance. I could tell Shade enjoyed her time. If the need arises, Laura would be my first sitter choice. Thanks!!

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Darla M.
Sitter Profile Image: Ana R.
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Ana R.
from
$65
per night
5.0 out of 5 stars
32 reviews
5 repeat clients
26 years of experience
Naples, FL, 34102

Ana was amazing!!! She updated me throughout my dog’s stay and made him feel at homes She was very responsive and also very attentive to my little Sandy! Will use her again and again. Highly recommend her

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Kailey K.
Sitter Profile Image: Bryce K.
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Bryce K.
from
$75
per night
5.0 out of 5 stars
43 reviews
12 repeat clients
30 years of experience
Lake Park, Naples, FL, 34102

Our puppy LOVES going over and staying with Bryce. It always makes me feel happy that he is excited each time and doesn’t notice us leaving. His big back yard is a huge bonus for our Berner!

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Jenna H.
Sitter Profile Image: Teresa K.
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Teresa K.
Star Sitter
from
$50
per night
5.0 out of 5 stars
137 reviews
52 repeat clients
15 years of experience
Bonita Springs, FL, 34135

We had an amazing experience with Teresa! She and her husband took incredible care of our Ziggy while we were away. Since it was our first time leaving him, we were naturally a little nervous, but they made the entire experience so much easier. We received frequent text, photo, and video updates showing how Ziggy was settling in and acclimating, which gave us so much peace of mind. It was clear he was having the best time! He absolutely loved playing with the other dogs and had an absolute blast. We couldn't have asked for better care and are so grateful for the love and attention they gave Ziggy. We would absolutely book with them again and highly recommend them to anyone looking for a caring, trustworthy sitter!

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Lauren F.
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Over 4.1 million
dogs curled up for a sleepover in a sitter's home on Rover1

Cat caregivers near you - Keewaydin

Prices are estimates per visit. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.

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Sitter Profile Image: Paige D.
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Paige D.
from
$18
per visit
4.8 out of 5 stars
6 reviews
4 repeat clients
10 years of experience
Fort Myers, FL, 33908

About: Since the age of seven, I have nurtured a passion for caring for animals, growing up in an environment surrounded by livestock and participating in animal shows. Additionally, I have gained experience as a veterinary technician assistant at an animal hospital. Incorporating pet care into my daily routine involves feeding, walking, and playing with clients pets. Weekly, I able to give quality time to ensure their well-being and happiness. Caring for pets in my home and clients' homes typically includes providing adequate food and fresh water, ensuring regular exercise through walks and playtime, maintaining cleanliness by tidying living areas, administering medications if needed, and offering companionship and attention to meet their emotional needs. For clients, I also tailor care to their specific instructions and routines, ensuring a consistent environment for the pets while their owners are away.

Sitter Profile Image: Anja B.
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Anja B.
from
$18
per visit
20 years of experience
Naples, FL, 34120

About: I have had cats over the years and absolutely love them and their different personalities. I will be your kitties best friend while you are away!

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Perfect for high energy dogs - Keewaydin

Prices are estimates per day. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.

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Sitter Profile Image: Yasmin V.
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Yasmin V.
Star Sitter
from
$45
per day
5.0 out of 5 stars
16 reviews
7 repeat clients
5 years of experience
Naples, FL, 34112

Yasmin and her family are amazing!!! They love and take care of Tessie like she’s their own!!! Great communication & lots of photos & videos!

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Lauren H.
Sitter Profile Image: Carlos & Claudia L.
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Carlos & Claudia L.
Star Sitter
from
$35
per day
4.9 out of 5 stars
531 reviews
335 repeat clients
12 years of experience
Naples, FL, 34120

Wow! Carlos and his wife are AMAZING!! This was my first time leaving my puppy in doggie day care and they made it completely stress-free. Throughout the day I received tons of pics of Lily playing and hanging out with her new friends. I've already rebooked another day!! Thank you so much Carlos and Claudia for all of your hard work! Trustworthy, friendly, clean...everything you'd want in a doggie day care!!!

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Lammy A.
Sitter Profile Image: idalmis p.
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idalmis p.
Star Sitter
from
$30
per day
5.0 out of 5 stars
78 reviews
41 repeat clients
7 years of experience
NAPLES, FL, 34120

Highly recommended!

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Derek K.
Sitter Profile Image: Jacqueline M.
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Jacqueline M.
Star Sitter
from
$40
per day
5.0 out of 5 stars
292 reviews
80 repeat clients
30 years of experience
Naples, FL, 34120

You know you are leaving your dog at a great place when she bounds out of the car and is so happy to be there! Thanks again Jacqueline and Russ!!

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Barbara Q.
Sitter Profile Image: Irisbel P.
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Irisbel P.
from
$35
per day
5.0 out of 5 stars
7 reviews
1 repeat client
3 years of experience
Naples, FL, 34112

Irisbel was amazing with my dog! Everything was perfect from start to finish, and I felt completely at ease knowing my dog was in good hands. Great communication, very caring, and professional. I’m extremely happy with the experience and highly recommend her. I’ll definitely be booking with her again next time!

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Erika D.
Sitter Profile Image: Danayrys S.
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Danayrys S.
Star Sitter
from
$40
per day
5.0 out of 5 stars
79 reviews
14 repeat clients
11 years of experience
Naples, FL, 34119

Thank God for Danayrys that accepted our last minute’s request to take care of our dog. Danayrys is an innate pets lover, she was very attentive at the instructions and needs of Buddy. Danayrys sent us a lot of pictures of him happy that made us feel happy also and enjoy the event we went. I’ll definitely hire her again! ☺️

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Sandra P.
Sitter Profile Image: Ashlee P.
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Ashlee P.
from
$30
per day
5.0 out of 5 stars
275 reviews
118 repeat clients
35 years of experience
FT. Myers, FL, 33967

I highly recommend Ashlee to care for your love-pups. I reached out to Ashlee for doggie day care assistance for my two cocker spaniels. This was to be the first time for these two pups to be cared for by anyone other than myself and outside of their own home. Ashlee was extremely pleasant and professional. Ashlee put me at ease by answering my questions before I even asked them. Ashlee and her family have a very nice and secure home. I was quite comfortable leaving my love-pups in her hands. I will call upon Ashlee for future doggie day care and slumber parties for my two love-pups. Thank you so much Ashlee!

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Amy J.
Sitter Profile Image: Paul P.
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Paul P.
Star Sitter
from
$40
per day
5.0 out of 5 stars
11 reviews
2 repeat clients
20 years of experience
Naples, FL, 34104

About: I've been an animal lover and a pet owner for many years - started with my cat Sophie, then fourteen years with my Yorkie, "Little Squishy Guy", through all the puppy antics, vet runs, and lazy couch days...until he passed last summer. Now I dog sit for friends and neighbors: walks, treats, cuddles. Yours gets that same warm care. I can only host dogs under 40 lbs. I'm retired and mostly home, so I'm flexible - your pet can get walks, feeds, or playtime whenever you need. I'm here most days, so no rushed schedules or surprises - your dog gets steady attention. Mornings are good for walks or breakfast, afternoons for play or rest, evenings for quiet time. Late drop-off? Early pickup? No problem. I'm not leaving. I board pets right here at my house - daytime or overnight. It's quiet, clean, secure: we hang out on the lanai, soaking up beautiful weather, fresh grass underfoot, and the beautiful water view. No loud noises or strangers - just calm space for walks, meals, potty breaks, or chilling together. I live alone and retired, so I'm gonna be hanging out with your dog all day. Your pup gets one-on-one attention.

Sitter Profile Image: Chris R.
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Chris R.
Star Sitter
from
$50
per day
5.0 out of 5 stars
10 reviews
2 repeat clients
50 years of experience
Naples, FL, 34117

Chis is amazing, provides updates and photos. Daisie had the best time and will be back!

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Megan W.
Sitter Profile Image: Yanjing Y.
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Yanjing Y.
from
$39
per day
4.7 out of 5 stars
19 reviews
2 repeat clients
8 years of experience
Naples, FL, 34110

About: Experienced pet owner and lover with 8 years of volunteer experience. I am comfortable with energetic puppies, large breeds, senior pets, and administering medications. I provide a safe, loving, and fun environment for your furry family members. Plus, I love taking pictures, so you'll get lots of happy photo updates while you're away! I am currently taking a break from my full-time career, my schedule is completely open. This allows for mid-day adventures, flexible potty breaks, and unlimited cuddles—your dog will literally never be alone. Your pet's safety is my top priority. My home is clean, safe, and fully pet-proofed. I have a secure environment and am vigilant about preventing escapes or accidents. To help them feel right at home, dogs are absolutely allowed on the furniture—couches and beds are welcome here! (Just let me know your rules at home so I can stay consistent).

Sitter Profile Image: Madison H.
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Madison H.
from
$25
per day
5.0 out of 5 stars
1 review
20 years of experience
Naples, FL, 34112

About: Hi! I'm Madison, a lifelong animal lover with years of hands-on experience caring for pets of all ages, sizes, and personalities. Whether your pup loves long walks, endless playtime, or simply wants someone to keep them company while you're away, I'll treat them like they're my own. I share life with my dachshund, Frank, who has taught me just how important it is to find someone you truly trust with your furry family members. As a pet owner myself, I understand the peace of mind that comes from knowing your dog is safe, happy, and loved while you're away. For four years, I volunteered at the Conservancy of Southwest Florida's Wildlife Hospital, where I helped care for injured and orphaned wildlife. That experience taught me how to stay calm under pressure, recognize animal behaviors, and provide attentive, compassionate care. I've also volunteered on and off with the local Humane Society, further strengthening my experience working with animals from many different backgrounds and temperaments. In addition to my animal experience, I'm the owner of Naples Babysitting Company, where I have spent the past several years building a business centered around trust, reliability, communication, and exceptional care. Caring for children has reinforced the importance of responsibility, attention to detail, patience, and creating a safe, nurturing environment—qualities that translate naturally into caring for pets. My clients count on me to be dependable, communicative, and attentive, and I bring that same level of professionalism to every pet I care for. Whether it's daily walks, drop-in visits, overnight stays, medication administration, or simply giving your pet extra love and attention while you're away, I'm committed to making sure they feel comfortable, happy, and well cared for. I'll also keep you updated with plenty of photos and messages so you can relax knowing your pet is in great hands. I can't wait to meet you and your furry family members—including plenty of belly rubs for the dogs and head scratches for the cats! I run my own business from home or my phone so my schedule is extremely flexible to meet your family and furry friends needs anytime or anywhere! I have a fenced in yard at the end of a quite street that I share with my husband, friendly dachshund Frank and our salt water fish friends! In your home, it is your rules and I would be more than happy to abide by any requests.

Sitter Profile Image: Krystal C.
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Krystal C.
from
$30
per day
5.0 out of 5 stars
1 review
15 years of experience
Naples, FL, 34120

About: I have always had dogs since I was a child. I currently have two small dogs who are our fur babies. I started doing this to ensure people could relax while on vacation and not having to stress about their pets care while gone. I currently work from home so I am always available for care for your pets. I stop numerous times a day for potty breaks and if more food and water is needed. Your fur baby will love a getaway at our place! Your dog will be treated just like one of the family. Please let me know if you have any special requests.

Sitter Profile Image: Marijana K.
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Marijana K.
Star Sitter
from
$36
per day
5.0 out of 5 stars
154 reviews
26 repeat clients
18 years of experience
Naples, FL, 34117

Im so happy I found Marijana to take care of my little boy. She is so good and nice to them. I know my baby was really happy staying with her. She kept me updated about how my boy was doing. Totally recommend her. And when I need someone to take care of my boy I will definitely go with her. 🙏💙

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Sara G M.
Sitter Profile Image: Debra Y.
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Debra Y.
from
$60
per day
5.0 out of 5 stars
42 reviews
9 repeat clients
40 years of experience
Naples, FL, 34110

Debra and Garth are wonderful!!! Maple LOVED a being with Duke! She had a great day and I’m sure can’t wait to return! She was very relaxed after a full day of fun and play!! Thank you so much😃

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Cherise A.
Sitter Profile Image: Megan M.
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Megan M.
Star Sitter
from
$75
per day
5.0 out of 5 stars
25 reviews
6 repeat clients
15 years of experience
Bonita Springs, FL, 34135

Megan was amazing. She picked my girl up and came early so we could chat about what I was looking for. Megan took my pup out and about for a day on the town, and she came home soft, tired, and happy. It was perfect. We can’t wait to see her again. Highly recommend!

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Johnna G.
Sitter Profile Image: Xintong L.
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Xintong L.
Star Sitter
from
$35
per day
5.0 out of 5 stars
62 reviews
24 repeat clients
10 years of experience
Naples, FL, 34110

Great sitters. Will definitely use her again

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Tom W.
Sitter Profile Image: Ciara Y.
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Ciara Y.
Star Sitter
from
$75
per day
5.0 out of 5 stars
58 reviews
15 repeat clients
13 years of experience
Naples, FL, 34113

About: A dog lover for as long as I can remember, I currently own one young pup after recently losing my two senior girls. I know how daunting it can be to imagine leaving your beloved animal with anyone other than you. The anxiety and stress that comes with making sure your dog is safe and cared for while you’re not able to is no joke, and I take the honor very seriously. I volunteered at the humane society as a canine coach for over 5 years and assisted with dogs of all breeds, sizes, temperament, and need. I am experienced in senior dogs, and giving medication if needed. My oldest girl was a diabetic and I adhered strictly to her schedule and dosages. I will respect all of the directions and wishes of care for your furry friend as if they were my own. Dogs know dog people, and dogs are my people! I am an entrepreneur at heart. I own 2 small businesses, one of which is my sourdough bakery I run out of my home, but I am single with no children and big goals so I thought I’d merge my love of animals with the possibility to make some extra money. I work mostly from home, with only my regular weekly dog walks which don’t last longer than 3 hours so I am always able to get home every few hours. I am a true homebody and enjoy spending my free time relaxing at home with my dogs. If I am watching the animals in my home, I have several areas in my home that can be separated if need be. My puppy is put in a gated area whenever I am not home. Depending on the care instructions for your pet, I have various crates, gated areas, or if they are able to be out free while I’m away they will be (as long as everyone gets along and they aren’t damaging my property). I have a small fenced yard for quick potty breaks and a quiet safe neighborhood we walk daily. If your animal is staying in your home, I will follow the directions specific to care in your home as you tell me.

Sitter Profile Image: Estelle E.
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Estelle E.
from
$50
per day
5.0 out of 5 stars
23 reviews
1 repeat client
20 years of experience
Naples, FL, 34112

Estelle was excellent and caring, my dogs were happy, she took them out multiple times, has a fenced backyard, lot of space for dogs to run around. I will surely bring my dogs back to her in the future.

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Sheela T.
Sitter Profile Image: Teresa K.
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Teresa K.
Star Sitter
from
$35
per day
5.0 out of 5 stars
137 reviews
52 repeat clients
15 years of experience
Bonita Springs, FL, 34135

Teresa was amazing with my dog Kima who is very timid in new situations. She totally understood her personality and took the time needed to let her get comfortable. This was a very last minute booking which I am very grateful to Teresa for accomadating. I will definately be using her again.

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Nicol B.
Sitter Profile Image: Cassandra V.
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Cassandra V.
Star Sitter
from
$40
per day
5.0 out of 5 stars
90 reviews
17 repeat clients
11 years of experience
Estero, FL, 33928

We just moved to Estero and we are very lucky to have found Cassandra ! We have 2 Westies doggies, a boy and a girl, and they loved Cassandra immediately. She is very caring, professional and extremely warm with our babies. She communicated timely with us and sent us pictures of how they were doing. Thank you Cassandra, we are looking forward to bringing the puppies back soon !

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Nicole B.
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More than 1.6 million
pets enjoyed cuddles and care from sitters on Rover1

Adventure-ready dog walkers - Keewaydin

Prices are estimates per walk. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.

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Sitter Profile Image: Paige D.
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Paige D.
from
$15
per walk
4.8 out of 5 stars
6 reviews
4 repeat clients
10 years of experience
Fort Myers, FL, 33908

About: Since the age of seven, I have nurtured a passion for caring for animals, growing up in an environment surrounded by livestock and participating in animal shows. Additionally, I have gained experience as a veterinary technician assistant at an animal hospital. Incorporating pet care into my daily routine involves feeding, walking, and playing with clients pets. Weekly, I able to give quality time to ensure their well-being and happiness. Caring for pets in my home and clients' homes typically includes providing adequate food and fresh water, ensuring regular exercise through walks and playtime, maintaining cleanliness by tidying living areas, administering medications if needed, and offering companionship and attention to meet their emotional needs. For clients, I also tailor care to their specific instructions and routines, ensuring a consistent environment for the pets while their owners are away.

Sitter Profile Image: Anja B.
Verified Background Check
Anja B.
from
$18
per walk
7 years of experience
Naples, FL, 34120

About: Hi! I absolutely love to get out and spend time with your dogs and explore this city while walking and jogging. I will be delighted to walk your dog. I have experience with many breeds and all sizes big and small. I am also very comfortable administering medications. I am an absolute animal lover! I have many years experience and can provide great references! I am here for those busy days when your dog needs their outside time! I have two dogs of my own plus a cat. I love spending time with them. I will take care of your pets just as I do my own. If you are looking for a caring and loving person to take care of your fur babies then I am the one for you :) Anja

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Over 980,000
dogs traded couch time for play time with Doggy Day Care on Rover1

Large dog specialists near you - Keewaydin

Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.

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Sitter Profile Image: jada b.
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jada b.
Star Sitter
from
$27
per night
5.0 out of 5 stars
19 reviews
6 repeat clients
4 years of experience
Naples, FL, 34117

Jada took amazing care of our boys while we were out of state. She kept us updated with thoughtful messages and photos, and when one of our dogs wasn't feeling well, she monitored him closely, kept us informed, and made sure he stayed comfortable. It gave us so much peace of mind knowing they were in such caring hands. We would absolutely book with her again!

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Anna K.
Sitter Profile Image: idalmis p.
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idalmis p.
Star Sitter
from
$30
per night
5.0 out of 5 stars
78 reviews
41 repeat clients
7 years of experience
NAPLES, FL, 34120

Great communication and very accommodating. Nice place with a country setting with lots of room for our dog to run and play. Thanks for looking after Freddy

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Michael T.
Sitter Profile Image: Tamesha E.
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Tamesha E.
Star Sitter
from
$35
per night
5.0 out of 5 stars
41 reviews
15 repeat clients
10 years of experience
Naples, FL, 34112

Tamesha and her lovely family took amazing care of my golden! She remembered the small details about him (like that he loves Wheel of Fortune) and sent me videos! It was easy to communicate with her and I will definitely love to have Cooper stay with her again in the near future. Highly recommend!!

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Katelynn D.
Sitter Profile Image: Yasmin V.
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Yasmin V.
Star Sitter
from
$75
per night
5.0 out of 5 stars
16 reviews
7 repeat clients
5 years of experience
Naples, FL, 34112

Yasmin took such great care of my fur baby while I was away! She kept up with his schedule perfectly, followed my guidelines for his care and sent daily updates that gave me so much peace of mind. It was clear he was happy, comfortable, and well cared for the entire time. When we reunited, he was in such great spirits and acted like he had an amazing little vacation of his own. I’m so grateful for the love and attention she gave him, and I would absolutely trust her to watch him again. Highly recommend!

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Safiya J.
Sitter Profile Image: Danayrys S.
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Danayrys S.
Star Sitter
from
$45
per night
5.0 out of 5 stars
79 reviews
14 repeat clients
11 years of experience
Naples, FL, 34119

Danayrys was an amazing dog sitter! My dog stayed at her home for a few days, and I couldn’t have asked for better care. She sent me daily pictures and kept me updated the entire time, which gave me so much peace of mind. She also had to give him oral medication and did a great job with it, which really showed her patience and responsibility. It was clear that my dog was comfortable, well cared for, and treated with so much love.

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Daniela C.
Sitter Profile Image: Laurel F.
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Laurel F.
from
$60
per night
5.0 out of 5 stars
135 reviews
50 repeat clients
20 years of experience
Naples, FL, 34116

Laurel was great and Angus had a wonderful time! Love the pictures she sent us of him playing and sleeping - the updates were very comforting!

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Barbara M.
Sitter Profile Image: Marijana K.
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Marijana K.
Star Sitter
from
$36
per night
5.0 out of 5 stars
154 reviews
26 repeat clients
18 years of experience
Naples, FL, 34117

The dogs had an amazing time at Marijanas house. Her family loved our dogs and made them feel at home. I will definitely be using her all the time.

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Ivette D.
Sitter Profile Image: Laura & Alexander & Marta C.
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Laura & Alexander & Marta C.
from
$45
per night
5.0 out of 5 stars
122 reviews
54 repeat clients
7 years of experience
Naples, FL, 34117

I was quite pleased with Shade’s stay. Laura was quick to answer any questions and she sent daily pictures of reassurance. I could tell Shade enjoyed her time. If the need arises, Laura would be my first sitter choice. Thanks!!

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Darla M.
Sitter Profile Image: Jocelynn & Kathryn H.
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Jocelynn & Kathryn H.
from
$45
per night
5.0 out of 5 stars
5 reviews
1 repeat client
15 years of experience
Naples, FL, 34119

Jocelynn and Kathryn took great care of our senior ladies on short notice. We received photo updates and the girls came back to us in great shape. We sincerely appreciate their help and the peace of mind we enjoyed while away.

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Emily S.
Sitter Profile Image: Carlos & Claudia L.
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Carlos & Claudia L.
Star Sitter
from
$50
per night
4.9 out of 5 stars
531 reviews
335 repeat clients
12 years of experience
Naples, FL, 34120

This was our first time with Carlos and Claudia and it was amazing. We felt completely comfortable and would get pictures of our dog every day. Carlos and Claudia are the kindest people you will ever meet, and you’ll be happy you entrusted them to take care of your dog!

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Jacob C.
Sitter Profile Image: Brianna B.
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Brianna B.
from
$60
per night
5.0 out of 5 stars
8 reviews
1 repeat client
20 years of experience
Naples, FL, 34112

Bri and PJ took such great care of our Titan! He got to play in their yard with a pool and was even taken on outings. I also loved that they have a big dog who Titan could play with. We received great photos and updates during his stay and we were never concerned about whether or not he was ok. That peace of mind really allowed us to enjoy our short but much-needed weekend trip! 10/10 recommend!

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Laura M.
Sitter Profile Image: Jeanette N.
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Jeanette N.
Star Sitter
from
$45
per night
5.0 out of 5 stars
44 reviews
12 repeat clients
20 years of experience
Naples, FL, 34120

Pixie came home better trained than when she left. She also got lots of love and Jeanette found a food my dog would eat reliably. That’s something we have struggled to do. Thank you!

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Sarah C.
Sitter Profile Image: Jess H.
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Jess H.
from
$32
per night
5.0 out of 5 stars
43 reviews
10 repeat clients
5 years of experience
Fort myers, FL, 33967

Our second booking with Jess was perfect. Provides daily updates and photos of your dog. Pearl always comes back happy and healthy . Will definitely be booking again and definitely recommend :)

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Erica U.
Sitter Profile Image: Barrett M.
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Barrett M.
from
$47
per night
5.0 out of 5 stars
3 reviews
2 repeat clients
12 years of experience
Bonita Springs, FL, 34135

Super nice person, sweet with my dog and very professional!

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Miguel G.
Sitter Profile Image: Darcy H.
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Darcy H.
from
$48
per night
5.0 out of 5 stars
121 reviews
67 repeat clients
10 years of experience
Bonita Springs, FL, 34135

This was the first time I used Rover and Darcy was awesome with my dog. She sent pictures each day and I could tell he was having fun. I would highly recommend using Darcy.

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Kimberly B.
Sitter Profile Image: Chris R.
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Chris R.
Star Sitter
from
$70
per night
5.0 out of 5 stars
10 reviews
2 repeat clients
50 years of experience
Naples, FL, 34117

Excellent place for boarding! Chris has been wonderful to communicate with, sent great photos, his dog is sweet & friendly, making our dog comfortable!

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N B.
Sitter Profile Image: Madison H.
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Madison H.
from
$26
per night
5.0 out of 5 stars
1 review
20 years of experience
Naples, FL, 34112

About: Hi! I'm Madison, a lifelong animal lover with years of hands-on experience caring for pets of all ages, sizes, and personalities. Whether your pup loves long walks, endless playtime, or simply wants someone to keep them company while you're away, I'll treat them like they're my own. I share life with my dachshund, Frank, who has taught me just how important it is to find someone you truly trust with your furry family members. As a pet owner myself, I understand the peace of mind that comes from knowing your dog is safe, happy, and loved while you're away. For four years, I volunteered at the Conservancy of Southwest Florida's Wildlife Hospital, where I helped care for injured and orphaned wildlife. That experience taught me how to stay calm under pressure, recognize animal behaviors, and provide attentive, compassionate care. I've also volunteered on and off with the local Humane Society, further strengthening my experience working with animals from many different backgrounds and temperaments. In addition to my animal experience, I'm the owner of Naples Babysitting Company, where I have spent the past several years building a business centered around trust, reliability, communication, and exceptional care. Caring for children has reinforced the importance of responsibility, attention to detail, patience, and creating a safe, nurturing environment—qualities that translate naturally into caring for pets. My clients count on me to be dependable, communicative, and attentive, and I bring that same level of professionalism to every pet I care for. Whether it's daily walks, drop-in visits, overnight stays, medication administration, or simply giving your pet extra love and attention while you're away, I'm committed to making sure they feel comfortable, happy, and well cared for. I'll also keep you updated with plenty of photos and messages so you can relax knowing your pet is in great hands. I can't wait to meet you and your furry family members—including plenty of belly rubs for the dogs and head scratches for the cats! I run my own business from home or my phone so my schedule is extremely flexible to meet your family and furry friends needs anytime or anywhere! I have a fenced in yard at the end of a quite street that I share with my husband, friendly dachshund Frank and our salt water fish friends! In your home, it is your rules and I would be more than happy to abide by any requests.

Sitter Profile Image: Tamara P.
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Tamara P.
from
$40
per night
5.0 out of 5 stars
17 reviews
5 repeat clients
10 years of experience
Bonita Springs, FL, 34135

Tamara and her family were absolutely wonderful! Communication was excellent from start to finish, and they were incredibly kind, welcoming, and caring. It was clear that my little guy was treated like part of the family and received plenty of attention, love, and care. I appreciated the updates and the peace of mind knowing my dog was in such good hands. I would highly recommend Tamara to anyone looking for a trustworthy and compassionate pet sitter, and I would happily book with her again! Thank you, Tamara and family, for such a great experience! 🐾❤️

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Cheryl T.
Sitter Profile Image: Estelle E.
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Estelle E.
from
$70
per night
5.0 out of 5 stars
23 reviews
1 repeat client
20 years of experience
Naples, FL, 34112

Estelle provided a reliable and safe dog boarding service! She sent pictures and videos of my dog enjoying himself. I feel comfortable leaving our dog with her. I’ll be booking her again next time I need a sitter.

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Julie C.
Sitter Profile Image: Gabriela F.
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Gabriela F.
from
$42
per night
5.0 out of 5 stars
6 reviews
1 repeat client
10 years of experience
Naples, FL, 34117

Gabriela is totally awesome, she took excellent care of my two dogs for three and a half days and sent me awesome vids and updates throughout the entire time of them playing in the yard. Highly recommend her to pet sit, thank you some much!

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Ken & Regina V.
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