House Sitting Islamorada

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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.

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Sitter Profile Image: Abigail R.
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Abigail R.
Star Sitter
from
$80
per night
4.9 out of 5 stars
21 reviews
5 repeat clients
4 years of experience
Tavernier, FL, 33070

Abi was great! She watched our home, our two kitties, and our 10 month old puppy for an entire week, no small feat! And she managed everything like a pro. She sent pics every day, kept us updated on how they were doing, and did little extra things as they came up. I made a pretty long care sheet for everything and left it on the counter and she followed it to the letter. We will definitely be reaching out the next time we have to go out of town!

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Andrew D.
Sitter Profile Image: Diane R.
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Diane R.
from
$125
per night
5.0 out of 5 stars
94 reviews
26 repeat clients
22 years of experience
Islamorada, FL, 33036

Diane watched our two large dogs during some wedding festivities, and she was great! Accommodating and willing to help make the pups feel calm while we were celebrating.

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Jason T.
Sitter Profile Image: Elizabeth B.
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Elizabeth B.
Star Sitter
from
$150
per night
5.0 out of 5 stars
45 reviews
10 repeat clients
28 years of experience
Islamorada, FL, 33036

Beth looked after our dog for the afternoon. As soon as she arrived, we felt at ease that she was an experienced dog sitter given the questions she asked. She took our dog for walks and sent us photos. We would have no hesitation in using Beth again

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Wendy C.
Sitter Profile Image: Elizabeth K.
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Elizabeth K.
Star Sitter
from
$50
per night
5.0 out of 5 stars
23 reviews
7 repeat clients
30 years of experience
Key Largo, FL, 33037

Elizabeth took such great care of my little Tater Tot! I ended up needing her support more than I originally thought I would, too, and she was so flexible and accommodating. She also was very communicative and clearly understood how much my little guy means to me. Thank you Elizabeth for being there for Tater and me this weekend!! If I end up back in Key Largo, I will definitely be in touch.

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Laura S.
Sitter Profile Image: James B.
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James B.
from
$125
per night
5.0 out of 5 stars
8 reviews
1 repeat client
20 years of experience
Islamorada, FL, 33036

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.

Sitter Profile Image: Kyle W.
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Kyle W.
Star Sitter
from
$75
per night
5.0 out of 5 stars
26 reviews
5 repeat clients
13 years of experience
Key Largo, FL, 33037

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!

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Julie E.
Sitter Profile Image: Gabrielle F.
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Gabrielle F.
from
$65
per night
5.0 out of 5 stars
5 reviews
1 repeat client
15 years of experience
Key Largo, FL, 33037

Gabrielle took wonderful care of our dog Rocky for three days. She was an excellent communicator and sent pictures and updates regularly. Rocky is a shy dog and she brought him out of his shell quickly. She Played fetch with him multiple times a day and gave him snuggles. This is the best experience for our family. Definitely will be using her in the future!

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Victoria L.
Sitter Profile Image: Jane I.
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Jane I.
from
$50
per night
10 years of experience
Tavernier, FL, 33070

About: I love animals. I grew up with cats and have had both cats and dogs in adulthood. I am experienced with many training styles including clicker training and positive reinforcement techniques. I work from home and get out for walks three times a day— hanging with your dog is a bonus! I also have total flexibility and can visit as much as needed. I have a safe environment and am present at almost all times. I will keep your dogs with me, and check in as often as you like.

Sitter Profile Image: Katie E.
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Katie E.
from
$60
per night
5.0 out of 5 stars
5 reviews
2 repeat clients
12 years of experience
Tavernier, FL, 33070

Katie was great. The animals were very well cared for. We will definitely use her again!

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Dean H.
Sitter Profile Image: Jonathan B.
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Jonathan B.
from
$100
per night
5.0 out of 5 stars
8 reviews
1 repeat client
6 years of experience
Tavernier, FL, 33070

Jonathan was fantastic. Great communication before and during the stay, and everything was handled perfectly. Highly recommended.

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Scott K.
Sitter Profile Image: Mackinzey W.
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Mackinzey W.
from
$100
per night
5.0 out of 5 stars
8 reviews
1 repeat client
20 years of experience
Tavernier, FL, 33070

Mackinzey was absolutely wonderful! She took great care of Kalamazoo and was a perfect guest in the house. Would absolutely book her again any time we are leaving town.

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Mark V.
Sitter Profile Image: Lauren H.
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Lauren H.
from
$65
per night
5.0 out of 5 stars
2 reviews
12 years of experience
Layton, FL, 33001

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!

Sitter Profile Image: Kristin H.
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Kristin H.
from
$100
per night
4.7 out of 5 stars
13 reviews
3 repeat clients
2 years of experience
Islamorada, FL

I can highly recommend Kristin! She cared for my 16 year old, deaf, blind in one eye Boston Terrier. She requires 4 sets of eye drops 3 times daily, plus oral medications. Kristin was in my home for 9 days. She communicated daily by texts with photos included. I was able to enjoy 9 days of vacation knowing my home and most importantly my fur baby was being cared for as I would. I will be using Kristin in the future and I would recommend to all my friends and family!

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Jackie P.
Sitter Profile Image: Elizbeth B.
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Elizbeth B.
from
$65
per night
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: Taylor A.
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Taylor A.
from
$75
per night
15 years of experience
Key Largo, FL, 33037

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.

Sitter Profile Image: Andrea A.
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Andrea A.
from
$55
per night
5.0 out of 5 stars
2 reviews
48 years of experience
Key largo, FL, 33037

About: I love all animals. They are my true passion. I have always had pets including dogs, cats, parrots, horses and reptiles. I have managed several pet stores and worked with a veterinarian. I have also worked in a dog kennel with Airedale show dogs. I am a middle aged, loving, super responsible adult. I am semi retired and run an online website from my house. I also voulenteer for a local rescue and a bulldog rescue. My schedule is extremely flexible. You will not find a bigger more responsible pet lover to take care of your fur babies. I will text you and send pictures every day to let you know how your babies are doing. I LOVE ANIMALS ❤️❤️

Sitter Profile Image: Alicia M.
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Alicia M.
from
$63
per night
5.0 out of 5 stars
8 reviews
2 repeat clients
24 years of experience
Key Largo, FL, 33037

Alicia connected extremely well with our dog and took great care of him while we left town for the weekend. She was able to administer medicine successfully. She also communicated with us throughout the weekend, sending pictures and updates of how much fun they were having. She stayed the weekend to give our elderly dog extra support and took great care of the house by cleaning up after herself. We are thankful that we met and found someone who is respectful and cares so much for our dog.

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Christian B.
Sitter Profile Image: Albert H.
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Albert H.
from
$23
per night
5.0 out of 5 stars
24 reviews
6 repeat clients
18 years of experience
Tavernier, FL, 33070

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.

Sitter Profile Image: Lisa H.
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Lisa H.
from
$75
per night
5.0 out of 5 stars
3 reviews
36 years of experience
Key Largo, FL, 33037

Not only did Lisa help me in a pinch last minute but she was thorough and reliable from the start. Leaving your pup is always stressful, but Lisa made it as stress free as it could possibly be! I cannot recommend her enough!

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Chyenne G.
Sitter Profile Image: Jerry J.
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Jerry J.
from
$75
per night
25 years of experience
Key Largo, FL, 33037

About: I have had dogs and cats my entire life (29yrs old). I have helped countless families and friends take care of and train their pets. I am an animal lover to my core; your pet will always be in safe hands when in my care. I DO NOT PROVIDE SERVICES FOR PET OWNERS NORTH OF THE FLORIDA KEYS. I am exclusive to the Florida Keys and can provide services from Marathon to Key Largo. As a retired Air Force veteran, I have a lot of time on my hands. I am available Monday through Sunday at any time needed. I am here for your pet! I can crate your animals if needed, take them on walks, let them play outside (if you have a backyard), and I will give any amount of love and stimulation to the pets if they want it. I can follow any diets or diet restrictions that your pet may be on. I can also tend to disabled animals as well. Anything that you and your pets may need to feel the most comfortable.

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The median cost per night for house sitting in Islamorada is $68

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  • 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

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  • 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. 1. Search

    Browse profiles of sitters near you who offer house sitting
  2. 2. Meet In Person

    Schedule a free in-person Meet & Greet to find the perfect fit
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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 July 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 July 2026, there are 42 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.

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