Dog Walking Islamorada

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Over 35
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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: Kevin W.
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Kevin W.
from
$15
per walk
5.0 out of 5 stars
2 reviews
1 repeat client
21 years of experience
Islamorada, FL, 33036

About: My wife and I provide dog sitting, dog walks, drop in visits for multiple families in the Upper Keys area and have three fur babies of our own. We have been dog sitting for several years and have provided care for a multitude of canines, from dog walking services, fostering, and boarding. We are willing to take all canines that are well-mannered and play nice with others. We are also willing and able to care for puppies and older companions. I also provide obedience classes for shelter animals, puppies, and adoptions who need help with simple tasks like crate training, walking on a leash, sitting, and house training. Pet care is already a natural part of our daily routine. My wife and I work as a team, which gives us flexibility to make sure pets get plenty of attention, walks, playtime, feeding, and companionship throughout the day. We enjoy being active and spending time with animals, so caring for additional pets fits easily into our lifestyle. Our goal is to make every pet feel comfortable, safe, and cared for just like they would at home. We’re a husband-and-wife team and longtime dog owners ourselves, so caring for pets is already a big part of our everyday life. We have three dogs of our own and understand that every pet has a different personality, routine, and comfort level. In our home, we focus on creating a relaxed, safe environment with plenty of attention, playtime, walks, potty breaks, and downtime. We treat visiting pets like part of the family while still following the routine and rules their owners are used to. When caring for pets in a client’s home, we’re respectful of both the pet’s routine and the home. We follow feeding schedules, walking instructions, medications or special directions provided, keep things clean, and make sure pets get plenty of companionship and attention. Having two of us also means an extra set of eyes, extra attention, and more flexibility when caring for your pets. Most importantly, we want owners to feel comfortable knowing their pets are being cared for by people who genuinely love animals and will treat them the way we would want our own dogs treated.

Sitter Profile Image: Elizabeth B.
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Elizabeth B.
Star Sitter
from
$30
per walk
5.0 out of 5 stars
48 reviews
10 repeat clients
28 years of experience
Islamorada, FL, 33036

I had a last minute need for a pet sitter and dog walker and Beth was on the ball and didn’t excellent job. She sent me pictures of made me feel really confident that my babies were well taken care of

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Leslie G.
Sitter Profile Image: Britton D.
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Britton D.
from
$20
per walk
5.0 out of 5 stars
9 reviews
4 repeat clients
20 years of experience
Key Largo, FL, 33037

Great experience

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Lindsey B.
Sitter Profile Image: Lauren W.
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Lauren W.
from
$20
per walk
5.0 out of 5 stars
79 reviews
30 repeat clients
8 years of experience
Tavernier, FL, 33070

Lauren was great! She walked my pup for multiple days in a row, had great communication throughout. I definitely recommend Lauren and will absolutely book with her again!

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Chyenne G.
Sitter Profile Image: Diane R.
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Diane R.
from
$43
per walk
5.0 out of 5 stars
94 reviews
26 repeat clients
22 years of experience
Islamorada, FL, 33036

A+! Diane was awesome! Doug loved her. She kept us informed of her arrival, walks, and when she left. Sent pictures too. We will definitely use her again when we need a sitter. Thanks Diane!

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David B.
Sitter Profile Image: Kyle W.
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Kyle W.
Star Sitter
from
$15
per walk
5.0 out of 5 stars
32 reviews
5 repeat clients
13 years of experience
Key Largo, FL, 33037

Kyle communicated well! He did an in person meet and greet and followed all instructions for caring for my boy! He advised of his mood and what he enjoyed while sprinting for him. My boy really liked Kyle! I will definitely be using him in the future as well as referring him to others. Thank you Kyle!

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Angela G.
Sitter Profile Image: Abigail R.
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Abigail R.
Star Sitter
from
$35
per walk
4.9 out of 5 stars
24 reviews
6 repeat clients
4 years of experience
Tavernier, FL, 33070

Awesome pet sitter. Great communication. The pups are happy.

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Jared L.
Sitter Profile Image: Jonathan B.
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Jonathan B.
from
$25
per walk
5.0 out of 5 stars
8 reviews
1 repeat client
6 years of experience
Tavernier, FL, 33070

About: Recently moved back to Islamorada. 6 years I used to work as a Kennel Attendant, and Groomer's Assistant. Supervising and cleaning up after dogs big and small, While I know the job can sometimes be challenging, I also know how rewarding it can be. I walk daily on my own so exercise and being active would be no problem to incorporate, I have experience working with even the biggest of dogs and letting them know who's Alpha. I am sensitive to dogs needs regarding hot pavement, and would work to do my best to keep them in shaded or softer areas for walking. Since I worked as an attendant and bather, a simple bath and brush would be easy to arrange if shampoo and towels are available and your pet feels safe having a stranger do it. I would love being able to provide that little extra to make your dog feel like a personal client and special friend. I work a rather unpredictable schedule, but often have off weekends, where I'm home almost the entirety of the day if you check with me I can best let you know if I can host your pup. I care for a very very nice dog named Finley who would love a friend to hang out with, we have an outdoor porch and a big grassy yard, and I stay close by, playing with toys between chores or cuddling while watching a movie. There are also parks around if you feel comfortable having your pup come with me on a longer walk or to socialize with others. I am looking for more even tempered dogs to host but good playful energy is welcomed if they get along with others.

Sitter Profile Image: Mackinzey W.
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Mackinzey W.
from
$25
per walk
5.0 out of 5 stars
9 reviews
1 repeat client
20 years of experience
Tavernier, FL, 33070

About: I’m a calm, reliable sitter with experience caring for both playful puppies and senior pets who need extra patience. I’m attentive to routines, basic training, and individualized care so every pet feels safe and comfortable. Pet care fits naturally into my weekly routine allowing me to be flexible and fully present for each pet. I am happy to work around schedules. I follow each pet’s routine closely, including feeding, walks, playtime, and any special care instructions. I keep their environment clean, safe, and low-stress, whether in my home or theirs.

Sitter Profile Image: Elizbeth B.
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Elizbeth B.
from
$30
per walk
5.0 out of 5 stars
2 reviews
10 years of experience
Key Largo, FL, 33037

About: I have had pets and cared for them my whole life. Have always enjoyed the love they bring into a home and giving that love back to them. I raised and trained my German Shepard. I have cat sit and walked my dog in various different environments. I work as a RN three days a week. My schedule is different every week but I have flexible availability. I work every other weekend. I walked my Dog 4 times a day around my neighborhood. She is fed twice a day. Both my cats are indoor cats who also get fed twice a day.

Sitter Profile Image: Kathleen S.
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Kathleen S.
from
$25
per walk
5.0 out of 5 stars
3 reviews
4 years of experience
Big Pine Key, FL, 33043

Thanks so much! Kathleen did a great job and got us in on short notice.

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Abby W.
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The median cost per walk for dog walking in Islamorada is $25

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Meet local walkers who will treat your dogs like family

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Popular requests for dog walking - Islamorada

Select a filter and find qualifying sitters offering dog walking.

Sitters in Islamorada average 2
repeat dog walking clients

FAQs for Dog Walking - Islamorada

Frequently asked questions about Rover

The average cost for Dog Walking in Islamorada on Rover is $27.75 per walk (as of September 2026). However, all sitters set their own rates based on experience, location, and availability.

Rover makes budgeting the cost of Dog Walking easy. As long as your dates and pet profiles are correct, the price you see before you book is the same price you pay for Dog Walking. For more information on service fees, click here .

As of September 2026, there are 61 sitters on Rover offering Dog Walking across Islamorada. Enter your ZIP code to see which available sitters are closest to your home.

Whether you want a solo or group walk depends on your dog's personality. Solo walks can be beneficial for dog parents with reactive dogs, puppies, or dogs who are anxious around unfamiliar animals. Many dog walkers on Rover offer private, one-on-one walking services.

Group walks are a good fit for social dogs who enjoy structured walks. If your dog prefers the energy of a group stroll, ask your dog walker about group walks in your Islamorada. Since all dog walkers are local, they may have a neighborhood dog who is a good walking companion to yours.

For dog walking services, you can request a report card update with specifics about your dog’s walk. Report cards require photos and can include a map of the walking route , total walk time, poop and pee breaks, and distance traveled, so you know exactly where your dog has been walking in Islamorada.

Got specific details you'd like the dog walker to include? Message them in the app before your dog’s walk begins.

The Rover Guarantee is Rover’s commitment to your peace of mind every time you book. It includes 24/7 customer support, sitter access to advice from qualified veterinary professionals for diagnostic issues, and a reimbursement program for eligible veterinary care in the rare event something goes wrong.

All bookings are backed by the Rover Guarantee , which provides up to $25,000 in eligible veterinary care reimbursement.

Every walker on Rover is required to pass a background check before listing their services. This process confirms their identity and indicates they are not on the Department of Justice’s National Sex Offender Public Website or have any disqualifying offenses.

Beyond ID checks, you can review each sitter's star rating, read verified reviews from other pet parents, and see how many repeat clients they have. Every booking is backed by the Rover Guarantee, which includes up to $25,000 in eligible veterinary care. For more details, visit Rover's Trust & Safety page .

Yes, you can find sitters who have experience administering medication or managing dietary requirements. You can also find pet sitters who accept only one pet at a time, which is ideal for anxious puppies 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 request a Meet & Greet to walk your sitter through your expectations.

A Meet & Greet is a short introductory meeting between you, your dog, and a walker. It can take place in person or virtually, although we recommend in-person so that your pet can get to know your walker 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 walker questions about their skills and expertise, and make sure the fit feels right for everyone. Most pet parents and walkers on Rover welcome Meet & Greets because the process can give confidence and peace of mind for service experiences, especially for longer stays or first-time bookings.

Sitters on Rover set their own cancellation policy, which you can find on their profile under their calendar availability.

Cancelling before a booking begins and before the sitter's cutoff time qualifies you for a full refund. Same-day cancellations for walks, day care, and drop-ins follow the full refund policy. Otherwise, for dog boarding and house sitting, you will receive a 50% refund for the first seven days of the booking and a 100% refund for the remaining days when you cancel the same day a booking should begin.

If your sitter needs to cancel within seven days of the booking's start date, then our reservation protection will kick in. This means our support team works with you to find a replacement walker.

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