Dog Boarding in Islamorada, FL

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Top rated Islamorada dog boarders

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: patricia w.
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patricia w.
Star Sitter
from
$85
per night
5.0 out of 5 stars
22 reviews
6 repeat clients
40 years of experience
tavernier, FL, 33070

Cooper loved his stay with Patty and her sweet pups. It was his first visit and he settled in right away-so comfortable, he spent two nights. Patty takes great care and is a terrific communicator. Next time we visit the Keys, we’ll look forward to another visit!

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Beth B.
Sitter Profile Image: Kyle W.
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Kyle W.
Star Sitter
from
$55
per night
5.0 out of 5 stars
13 reviews
2 repeat clients
13 years of experience
Key Largo, FL, 33037

Kyle was absolutely amazing with our dog, Stormy, while we were away for a week over Christmas break. He truly treated Stormy like family and kept us updated the entire time with pictures and messages, which gave us so much peace of mind. Kyle took Stormy on walks to the park, gave him a bath, and even went above and beyond by making him a special Christmas steak dinner complete with mashed potatoes! It was clear Stormy was happy, loved, and well cared for. From now on, Kyle will definitely be our go-to dog sitter. We couldn’t recommend him more highly!

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Sharleine D.
Sitter Profile Image: Ann W.
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Ann W.
from
$45
per night
30 years of experience
Key Largo, FL, 33037

About: I’ve cared for dogs of all ages, sizes, and personalities for 30 years. I make sure every furry friend feels happy, comfortable, and cared for while you’re away. I work from home, so your dog will have plenty of supervision and attention throughout the day. I send photo updates so you know how they’re doing. I provide a calm and secure environment. I’ll treat your dog like family — with plenty of walks, playtime, and cuddles. I carefully follow instructions regarding feeding, medication, exercise, and routines to ensure consistency and reduce stress.

Sitter Profile Image: Jeff E.
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Jeff E.
from
$90
per night
5.0 out of 5 stars
62 reviews
29 repeat clients
20 years of experience
Tavernier, FL, 33070

Jeff is an absolutely amazing caregiver for dogs. We had a our dog stay with him for an extended stay during a family emergency and could not have been more pleased. When our dog ran out of food, Jeff even drove to the store to purchase our dog's particular brand to avoid any tummy troubles. Jeff loves dogs and gives them plenty of indoor time, outdoor time, snuggle time, and love. Our dog adores him, and so do we.

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Lori J.
Sitter Profile Image: James B.
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James B.
from
$75
per night
5.0 out of 5 stars
2 reviews
1 repeat client
20 years of experience
ISLAMORADA, FL, 33036

James and Nancy were absolutely fantastic sitters for Dobby and Troubles! From the very beginning, their communication was clear, consistent, and reassuring. We received regular updates and photos, which made us feel completely at ease knowing our pups were in such good hands. Not only did they provide excellent care, but they also went above and beyond by sharing helpful local recommendations and suggestions during our trip. Their thoughtfulness and attention to detail truly made a difference. Dobby and Troubles came home happy, relaxed, and clearly well-loved. We couldn’t ask for a better experience and will definitely book with James and Nancy again. Highly recommended!

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Ron F.
Sitter Profile Image: caitlin a.
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caitlin a.
from
$60
per night
5.0 out of 5 stars
4 reviews
10 years of experience
tavernier, FL, 33070

Caitlin was great/dogs loved her. Highly recommend!

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Bill S.
Sitter Profile Image: Ashley V.
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Ashley V.
Star Sitter
from
$75
per night
5.0 out of 5 stars
57 reviews
11 repeat clients
25 years of experience
Marathon, FL, 33050

Ashley was wonderful! She kept us updated with pictures and details about Scout’s day. She cared for Scout like he was her own dog. Highly recommend!

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Tatiana H.
Sitter Profile Image: Sara S.
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Sara S.
from
$30
per night
30 years of experience
Marathon, FL, 33050

About: I’ve had to help take care of dogs my entire life… Growing up, our family always had larger breeds of dogs which taken care of was part of my responsibilities in my adult life. I have had my own dogs… I currently do not have any dogs though. I currently work full-time as a teacher, but I have a lot of flexibility to come home during the day. and I am finished each day by 2:30 I live in an apartment under a house with a very large yard, but not fenced in… My landlord‘s upstairs do have a big Doberman, but he is super friendly

Sitter Profile Image: Jenna G.
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Jenna G.
from
$55
per night
5.0 out of 5 stars
5 reviews
1 repeat client
6 years of experience
Key Largo, FL, 33037

Jenna is a wonderful dog sitter, sweet with our puppy and truly enjoys loving on dogs. She sent photos and let us know how our dog was while we were gone. He seemed very happy with Jenna!

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Jeannie G.
Sitter Profile Image: Sonja S.
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Sonja S.
from
$80
per night
5.0 out of 5 stars
17 reviews
3 repeat clients
35 years of experience
Duck Key, FL, 33050

Yesterday my little yorkie stayed at Miss Sonja’s beautiful house, she spent several hours with my dog ​; Miss Sonja sent me videos and photos, during the whole time in her house; it was the first experience to leave my baby with a dog sitter, I'm happy that I found Sonja! my dog ​​was also happy, it was clear that they took care of her, they played with her and my dog ​​calmly sat in Sonja's arms; we are happy to leave our baby with Sonja again when necessary! Very appreciate!

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Diana 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
15 years of experience
Tavernier, FL, 33070

Mackinzey - we can’t thank you enough for watching Aspen for us during our wedding week! You are the absolute best & we couldn’t be more grateful for your time & patience that it took for you to make sure that he could be part of our ceremony! Thank you so much!

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Andrea L.
Sitter Profile Image: Kevin M.
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Kevin M.
from
$150
per night
5.0 out of 5 stars
14 reviews
2 repeat clients
27 years of experience
Marathon, FL, 33050

Kevin was wonderful with our very energetic dogs for the day. He was calm with them and they came home tired and happy. He was also very responsive with texts - got back within a few minutes. Highly recommend!

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Mary W.
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Over 79
pet parents in Islamorada have booked dog boarding

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  1. 1. Search

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The median cost per night for dog boarding in Islamorada is $75

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  • Reservation protection

    It doesn’t happen often, but if your dog boarding sitter has to cancel, we’ll work with you to find a new dog boarding sitter.

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Dog Boarding FAQs

Frequently asked questions about Rover

As of Mar 2026, the median cost of dog boarding in Islamorada is $75 per night, including service fees. Boarding your dog for one week typically costs $525. Sitters on Rover set their own rates based on their qualifications, your dog's needs, and their space's amenities. As a result, most Islamorada dog boarding rates can be found as low as $42 to as high as $66 per night.

If you’re searching for a Islamorada dog boarding sitter for the first time, visit the sitter’s profile and select the Contact button.

If you have an active request or have booked a service with a sitter before, learn more about how to do this in the Rover app or on your computer.

As of Mar 2026, 13 sitters provided dog boarding in Islamorada. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect sitter near you. As a reminder, dog boarding sitters joining Rover must pass a background check for you and your dog’s safety.

Rover makes it easy to reach out to multiple sitters about your booking. Typically, 100% of Islamorada dog boarding sitters respond in under an hour.

Experience can vary widely from sitter to sitter, but you can view reviews, years of experience, and number of repeat clients when comparing sitters available in Islamorada.

Rover makes it easy to find Islamorada dog boarding sitters to provide loving care from their own home. The background-checked, 5-star sitters you can find on Rover will welcome your dog into their home when you’re away—whether it’s just for the weekend or longer. Dog boarding is great for:

  • Dogs of all ages and abilities, including puppies
  • Pet parents looking for a safe, loving alternative to a kennel
  • Dogs who’d love to socialize with their sitter’s pets

There are 13 dog boarding sitters in Islamorada on Rover, so you’re sure to find the perfect match for your dog! We understand that each dog is unique and may require specific instructions. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect dog boarding sitter near you. As a reminder, sitters joining Rover must pass a background check for you and your dog’s safety.

Yes! Sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your dog boarding sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your sitter has access to advice from qualified veterinary professionals. In the rare event of any issues during a booking, rest easy knowing your pet is covered by the Rover Guarantee reimbursement program for eligible veterinary care.

Note: If your dog boarding sitter requested to cancel this booking, then they need to cancel from their account. Please contact them via Rover Messages.

We get it—sometimes plans change and you may need to cancel your dog boarding service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your sitter’s cancellation policy.