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

Over 25 pet parents in Islamorada have booked house sitting
Islamorada, 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: 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.
“Abby did an amazing job with Charlie. We would definitely recommend her and will use her again if we're in the Key Largo area. She beat me to communication every step of the way, was timely in showing up to our place to watch Charlie and sent us videos and pics throughout the day. I have nothing but good things to say about our first experience using Rover. Thank you Abby! We know Charlie was in good hands and his long nap this evening shows he had a great time while we were out.”

“Elizabeth was wonderful 🤩 she sent pictures and messages letting me know everything was all good at home. It gave me peace of mind so i could enjoy my trip. Thank you Beth Luv, Belle, Jax, Gary and Tara”

“We had four young golden retrievers in our daughter’s wedding. Kyle did a fantastic job helping us watch them during the wedding and taking care of them for the night during the reception. We will definitely book again when returning to Key Largo, Thank you for keeping our babies happy and safe Kyle!”

“Our first time using Rover, Britton made us feel at ease & was super responsive on our instructions and loved on our girls. We will deff use her again! Thanks so much!!!”

About: I have home with fenced in clean yard. I am good with training and gentle with puppies and senior doggies. Lots of love!! Clean home! I am retired stay home and have plenty of time for caring for little dogs. I keep my home and yard very clean and give doggies love and attention. I live one story home no stairs to climb. I have one small dog and a senior cat of my own that get along with other dogs.
About: I've never not had at least one dog or cat growing up. Experience with caring for many types of dogs and cats within all ages and sizes. I am currently working as a freelancer so I have plenty of time to care for your pets on which ever days and times you need. I can easily crate dogs if needed. Can follow a set feeding schedule or free feed pets. I am used to having high energy dogs and cats that want to play all the time so can definitely entertain them with lots of toys, walks and company.
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.
About: Hi! My name is Albert Hernandez! I'd be taking your furry friend for multiple walks a day and feeding them according to the schedule you give me. I've had dogs my entire life, and I even grew up on a farm! (we had six dogs!) I love dogs and really appreciate having them as company. I'm currently a full time student, with all of my classes being online, so I have plenty of time to take special care of your family friend. It is a pleasure to be able to take care of your fur babies and making sure they truly enjoy their stay away from home. From years of experience my girlfriend and I know how to make sure your pup feels at home.
About: I have been a dog owner for 15+ years, caring for them through puppy age all the way to being a senior. Thank you for letting me help take care of your sweet furry friend! I am free to care for your pet all days of the week since I am between jobs at the moment and have full flexibility. I have a five year old Welsh Corgi at home, and I do not have a yard. I’m happy to accommodate drop-in visits, dog walking, and house sitting services.
About: I’m a huge animal lover and the type of person who will absolutely stop to say hi to every dog I pass. I truly love caring for animals and making them feel safe, comfortable, loved, and right at home while their owners are away. I’ve been watching dogs and cats for years for friends, family, referrals, and people I’ve met along the way, and I genuinely enjoy every minute of it. Growing up, my family helped with dog rescues — and still do today — so caring for animals has always been a big part of my life. I love getting to know every pet’s unique personality. I also have experience with longer-term care and have watched pets for entire summers (up to 3 months at a time), so I understand how important consistency, patience, and trust are when caring for someone’s furry family member. My goal is always to make your pet feel like they’re on their own little vacation while you’re away and make sure they are happy, loved, comfortable, and cared for. I know leaving your pet with someone is a big deal, and I pride myself on being reliable, communicative, and someone you can genuinely feel comfortable trusting with your pet. I would be so excited and grateful for the opportunity to meet you and your pet 🐶🐱. I work from home remotely a lot and am able to take full care of your pets on the weekends and most weekdays. It is a hobby/job for me because I love animals so much! I treat everyone’s pets like my own. Growing up, I had cats, dogs, horses, and every animal you could think of. I would love to have an animal now of my own, but I travel often!

About: Hi, I’m Amy! I grew up right here in the Florida Keys, where I work as a local artist. I have always had a big soft spot for dogs. When I am not creating art, I bring that same energy, patience, and care to dog sitting. I offer dog walking, drop in visits, and overnight stays to keep your pup happy and active. One of my favorite dogs I have ever cared for is Tiki, a pool loving Jack Russell! Staying active and keeping dogs cool and well hydrated in the Keys heat is a huge priority for me. Whether your dog needs a fun, energetic walk or just plenty of play time and yard games, I am here to make sure they feel loved and safe. You can always count on clear updates and lots of photos while you are away. I can not wait to meet your dog! I work part time as an artist, which gives me a very flexible routine throughout the week. Because my schedule is open, I can easily fit in morning walks, midday drop in visits, and evening care. Pet sitting is a top priority for me, so your dogs and cats get dedicated time, attention, and care right when they need it. When caring for pets in your home, safety and routine come first. I strictly follow your instructions for feeding, play, and house rules. I always double check that doors and gates are secure, keep your space clean, and send frequent updates. My goal is to make sure your pets feel safe, calm, and happy in their familiar environment.
“I highly recommend Grace! She has great communication with photos and updates every day. She went above and beyond when my flight home was delayed. We will be using Grace again.”

About: I've grew up around animals since I was born. I love them more than people. I had 2 golden retrievers I grew up with and I worked for three years at my hometown dog shelter. I'm currently in between jobs, when I get a set schedule I'd be more than happy to work out any days to watch your puppies! I have a fenced in small yard and a nice house for dogs to stay at. I have a pitbull/ bulldog and she is the sweetest! I often play with pets outside and I love going for walks or runs.
About: My wife and I provide a special service, we care for your beloved little friend with love, dedication and total security, we are attentive to his needs full-time, we have extensive experience with all types of dogs, large, small, restless, strong, even those that are somewhat aggressive, we care for them and attend to their special needs. My wife and I are available full-time, 7 days a week, to care for your beloved little friend, and if you need it, we can pick him up immediately upon your request. We have a fenced yard where your little friend can do his business freely, we also have rooms specially prepared so they can rest or be quiet and away from other dogs if their owners wish, or if they need to feel safe in a cage, We also walk them through parks and fenced play areas especially for dogs, so they can run freely and release all that accumulated energy.
The median cost per night for house sitting in Islamorada is $70
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.
Meet local sitters who will treat your pets like family

1. Search
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Popular requests for house sitting - Islamorada
Select a filter and find qualifying sitters offering house sitting.FAQs for House Sitting - Islamorada
Frequently asked questions about Rover
The average cost for House Sitting in Islamorada on Rover is $96.3 per night (as of August 2026). However, all sitters set their own rates based on experience, location, and availability.
Rover makes budgeting the cost of House Sitting 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 House Sitting. For more information on service fees, click here .
As of August 2026, there are 39 sitters on Rover offering House Sitting across Islamorada. 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 Islamorada 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 Islamorada 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.
Tip: 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 Islamorada 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 Rover Guarantee , 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 Rover's Trust & Safety page .
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 short introductory meeting between you, your pet, and a sitter. It can take place in person or virtually, although we recommend in-person so that your pet can get to know your sitter 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. Most pet parents and sitters 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 sitter.
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.





