Dog Boarding Dismal Key

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pet parents in Dismal Key have booked dog boarding

Dismal Key, Find top rated dog boarding

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: Irisbel P.
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Irisbel P.
Star Sitter
from
$50
per night
5.0 out of 5 stars
• 11 reviews
2 repeat clients
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: jada b.
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jada b.
Star Sitter
from
$30
per night
5.0 out of 5 stars
• 30 reviews
7 repeat clients
4 years of experience
Naples, FL, 34117

“Jada is exactly who we were looking for to take care of our dog, Koa! He stayed with Jada for 2 months while we were busy relocating to the area and moving into a new apartment. Jada took amazing care of Koa, and we received photos of him regularly throughout his stay. Jada has a nice big yard and friendly dogs that kept Koa company while he stayed. Jada was great at communicating and we could see the love she has for dogs through the excellent care she provided! He even received regular baths and brushing during his stay. We are so thankful, because his coat looked amazing and so healthy when we picked him up! We will definitely book Jada again and again when we need a safe, loving, and fun place for Koa to stay in the future. Thank you, Jada! You are the best!”

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Mollie B.
Sitter Profile Image: Tamesha E.
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Tamesha E.
Star Sitter
from
$50
per night
5.0 out of 5 stars
• 44 reviews
17 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: Mia R.
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Mia R.
from
$35
per night
5.0 out of 5 stars
• 3 reviews
2 repeat clients
15 years of experience
Naples, FL, 34112

“We had a great experience with our dog sitter! She was friendly and welcoming right from the start, and Lily was very well cared for. We especially appreciated the daily updates and photos, which gave us peace of mind knowing Lily was happy and doing well. It was clear that Lily was in good hands. We would definitely recommend her and would gladly use her services again!”

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Pat L.
Sitter Profile Image: Cynthia M.
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Cynthia M.
Star Sitter
from
$47
per night
5.0 out of 5 stars
• 105 reviews
38 repeat clients
30 years of experience
naples, FL, 34116

“Cindy was wonderful to work with and very caring with my dogs. She kept in touch everyday with pictures. Very comfortable leaving my dogs under her care. Will definitely use her again.”

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Nancy C.
Sitter Profile Image: Chris R.
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Chris R.
Star Sitter
from
$70
per night
5.0 out of 5 stars
• 11 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: Carlos & Claudia L.
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Carlos & Claudia L.
Star Sitter
from
$50
per night
4.9 out of 5 stars
• 531 reviews
336 repeat clients
12 years of experience
Naples, FL, 34120

“Carlos and Claudia are absolutely fantastic hosts. We received videos or photos of our dogs every single day and that made us have some ‘peace of mind’. Our dogs love them very much too! Even though our dogs flight to Germany was delayed few days and dogs needed to stay longer with them and needed to top up their food and medication urgently, this couple were already on board for saving the mission before I asked. I can’t thank you enough! I would give them 10 stars!”

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

“Jeanette was the best. She took our fur baby last minute. We were able to have a meet and greet the day before and everything went super smooth. Her dogs are super nice and chill. Aurum definitely enjoyed his staycation. I strongly recommend her and I will definitely be using her services again.”

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Agustin G.
Sitter Profile Image: Salenia M.
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Salenia M.
from
$55
per night
5.0 out of 5 stars
• 88 reviews
27 repeat clients
20 years of experience
Naples, FL, 34110

“Salenia is the best dog sitter I have ever had. I live a half hour away, and she offered to pick me up and drop me off at the airport (on her way home). She was great about sending me photos of Carl and bringing up any potential concerns. She was concerned about my dog’s comfort, and has a very nice family. If I was staying in this area, she would be my only dog sitter!”

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Morgan S.
Sitter Profile Image: Crystal M.
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Crystal M.
from
$50
per night
5 years of experience
Naples, FL, 34113

About: I've owned dogs my whole life. I currently have two French Bulldog that are just waiting to make friends. I am always home, so no pup will be left alone! I understand how important routine is for a dog. Being home daily allows me to stick to your pup’s specific feeding and exercise schedule perfectly. Your dog will enjoy a 'home away from home' experience with a dedicated caregiver who is always present and attentive. Perfect for pups who thrive on companionship and a steady environment. Safety is my top priority.We have a luna pool area. Friendly dog walking comunity. I have two well-socialized dogs who are experts at greeting newcomers with a wagging tail.

Sitter Profile Image: Laura H.
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Laura H.
from
$60
per night
5.0 out of 5 stars
• 8 reviews
1 repeat client
3 years of experience
Naples, FL, 34109

“We booked Laura short notice, and she was awesome! It’s the first time we’d left our dog with someone that wasn’t a close friend, so we were really nervous about it, but it turned out great! She sent us lots of pictures and kept us updated daily, and most importantly loved and took care of our little Jelly Bean like she was her own. We will definitely use her again!”

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Janelle J.
Sitter Profile Image: Kate L.
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Kate L.
from
$50
per night
10 years of experience
Naples, FL, 34112

About: Hello! I love dogs, and have been around them my entire life. I have a shepherd-terrier mix that will make friends with even the most stubborn of dogs. She will either play with yours for hours on end, or nap to contentment with your older loves. I have an unfenced yard, so I’m happy to take for extra walks if your dog is prone to adventuring! I work from home for the most part, so I’m free to keep your pet company all day. Last minute is always fine, I know life gets in the way sometimes, and your pet will be happy and safe in a home away from home! Please let me know if there are any medical issues, if the dog is still potty training, or any other accommodations that may be needed. I would love to watch your dog!

Sitter Profile Image: Mary D.
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Mary D.
from
$60
per night
5.0 out of 5 stars
• 49 reviews
17 repeat clients
20 years of experience
Naples, FL, 34117

“We boarded Theo our 1 yr old KCS with Mary and came back to a very happy and confident dog! We would definitely recommend. Mary kept contact through videos and photos which alleviated any concerns.”

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Beth P.
Sitter Profile Image: Yanvielle A.
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Yanvielle A.
from
$50
per night
5.0 out of 5 stars
• 12 reviews
4 repeat clients
19 years of experience
Naples, FL, 34104

“Yanvi was amazing! Very communicative and sent tons of photos while away! Wells looked like he never wanted to come home. I would use her in heartbeat!”

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Gabriel R.
Sitter Profile Image: Alexandra W.
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Alexandra W.
from
$40
per night
4.9 out of 5 stars
• 12 reviews
1 repeat client
10 years of experience
Naples, FL, 34108

“Xan watched our 11 yr. old Maltese twice and we could not be luckier to have found her. She is definitely an animal lover and her pups are adorable and very well behaved. My little guy isn't the most social but he got along very well at Xan's apartment. I would highly recommend her and we will be asking her to watch Yeyo again.”

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Phillip R.
Sitter Profile Image: Becky A.
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Becky A.
from
$40
per night
40 years of experience
Naples, FL, 34117

About: I have years of experience with pets. I’m home all day and night. I only leave for hour here and there to run errands. I treat your dogs like my own! I’m home all day and night long with pets. I only leave for a hour here and there to run errands! I treat them as if they were my own! I have a fenced in yard. I let your dogs do what there are used to doing at your home. I treat them as my own!

Sitter Profile Image: NATALIA M.
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NATALIA M.
from
$30
per night
5 years of experience
Naples, FL, 34120

About: I’ve been caring for dogs for over 5 years and have experience with all breeds, sizes, and energy levels. What sets me apart is the personal attention and love I give each pet. I treat them like family. I grew up with animals and caring for them comes naturally. I’m comfortable with puppies, senior dogs, and pets with special needs, and I always follow each pet’s routine closely to make sure they feel safe and happy. Whether it’s giving medication, providing lots of playtime, or just a calm cuddle, I’m here to make sure your pet feels at home while you're away. I work from home most days, which allows me to give pets plenty of attention throughout the day. Since I have a flexible schedule, I’m able to take dogs out for walks, play with them regularly, and make sure they’re never feeling lonely. Whether it’s cuddle time, outdoor play, or just keeping them company, I’m always nearby and happy to give them the care they need. Whether I’m caring for pets in my home or yours, their safety, comfort, and happiness are always my top priorities. I have a fully fenced yard where dogs can play safely and get plenty of fresh air. I also have one friendly dog who loves small dogs and enjoys having company, but if your pet prefers space, I have a separate room available to keep them comfortable and relaxed. I always follow each pet’s routine and needs closely, and I’m happy to create a calm, quiet environment for more sensitive or shy pets. You can trust that your dog will be safe, loved, and well cared for every step of the way.

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

“Estelle is a wonderful pet sitter who took excellent care of our golden doodle Reef!! Right off the bat when we first met her we got a great first impression. She is very warm and friendly and made us feel so comfortable leaving our furry friend!!”

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Laura G.
Sitter Profile Image: Roman R.
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Roman R.
from
$74
per night
5.0 out of 5 stars
• 8 reviews
1 repeat client
17 years of experience
Park Shore, Naples, FL, 34103

“Roman took wonderful care of our dog. He kept us well informed of her status via text. He often sent pictures and videos that always made me smile. Roman has a warm and outgoing personality and is wonderful with dogs. I would highly recommend Roman to care for your dog.”

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Victoria L.
Sitter Profile Image: Cayona S.
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Cayona S.
from
$80
per night
5.0 out of 5 stars
• 1 review
5 years of experience
Naples, FL, 34105

About: I have been caring for animals & people for over 5+ years. I am highly motivated and professional. I will walk, sit, carefully main your lovely pet. I’m reliable and respectful. You will not be disappointed with my services. I go over and beyond for you! I am a yes policy individual I will get the job done. Legitimately as can be! More about me .... I'm very energetic I’m a young lady, no children, working to obtain a degree as well as building clientele to provide quality service to amazing people like yourself. I want to change the outlook on people perception of Dog service providers. I am a honest person with who you all are looking for. Thank you for your consideration and your interest.

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The median cost per night for dog boarding in Dismal Key is $50

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.

How to book dog boarding

  1. 1. Search

    Browse profiles of sitters near you who offer dog boarding.
  2. 2. Meet In Person

    Schedule a free in-person Meet & Greet to find the perfect fit.
  3. 3. Book & Pay

    It's that easy! All payments are processed through Rover's secured platform.

Popular requests for dog boarding - Dismal Key

Select a filter and find qualifying sitters offering dog boarding.

Sitters in Dismal Key average 11
repeat dog boarding clients

FAQs for Dog Boarding - Dismal Key

Frequently asked questions about Rover

The average cost of Dog Boarding in Dismal Key is $29 per night as of November 2026. Most bookings cost between $29 and $31 per night. On Rover, sitters set their own rates based on factors such as their experience, the length of care, the number of pets, and your pet’s specific needs. As long as your booking dates and pet profiles are accurate, the price shown before you confirm is the total, including any booking fee.

As of November 2026, there are 214 sitters on Rover offering Dog Boarding across Dismal Key. Enter your ZIP code to see which available sitters are closest to your home.

If you would like updates while you’re away, you can discuss with your sitter how many or how frequent you’d like those updates to be. The Rover app allows sitters to send photos, videos, and messages about your pet, including how many pee or poop breaks occurred. You can message your sitter at any time through the app and our support team is available 24/7 by email or chat if you have concerns.

The personalized, in-home nature of pet care through Rover can mean more individual attention for your pet.

Every sitter on Rover has their own routine. Depending on the arrangements you agree on before the stay, a sitter can follow your dog’s regular feeding schedule, provide a comfortable place to sleep, offer companionship, and support their usual exercise and play needs.

96% of sitters in Dismal Key can provide daily exercise during dog boarding stays. Depending on the sitter, their home environment, and your dog’s needs, this may include walks, outdoor play, indoor enrichment activities, or supervised play with compatible dogs. These activities are not automatically included with every booking, so ask the sitter what a typical day looks like.

During the Meet & Greet, discuss your dog’s usual exercise and play routine, whether they can safely interact with other dogs, and any activities or restrictions the sitter should follow. You can also ask the sitter to send photo and message updates during the stay so you can see how your dog is spending their time.

Preparing for drop-off is easy when you have a checklist! To help your dog settle into their Dismal Key home-away-from-home, we recommend packing:

  • Health and safety essentials such as their ID tags, vaccination records, medication, and emergency vet or secondary caregiver contacts.
  • Food and gear such as harnesses, collars, food (portioned by day), and an item that smells like you.
  • Special instructions such as a list of training cues, medical administration needs, or favorite hang-out spots in your Dismal Key.

Tip: You can upload your dog’s routine and medical info directly onto their profile so your sitter always has the details at their fingertips.

Yes, you can find sitters who have experience with handling special pet needs in Dismal Key. On Rover:

  • 91% of sitters can help with special care needs
  • 96% can help with giving oral medications or injections
  • 96% can help with daily exercise

You can also find pet sitters on Rover who accept only one pet at a time, which is ideal for anxious puppies, kittens, 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 use the Meet & Greet to walk your sitter through your expectations.

You and your Dismal Key sitter can schedule drop-off and pick-up in a way that works best for the both of you—and your dog. Most sitters offer flexible times for drop-off and pick-up but the easiest way to confirm those times will be through in-app messaging. Confirm your arrival time the day of pick-up and drop-off can also help keep the process smooth and organized.

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.

While each sitter sets their own vaccine requirements, staying up-to-date on your dog’s vaccines is the best way to be "boarding ready". Vaccinations help create a safe environment for all pets under a sitter’s care.

Many sitters in FL ask that dogs be up to date on core vaccines like the Canine Parvovirus, Canine Distemper, Canine Adenovirus, Bordetella, and Rabies.

By discussing your pet's health history early, you’re adding a layer of confidence for you and your sitter before the booking begins.

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 dog to the closest veterinarian. Through our Trust & Safety support team, sitters can ask for diagnostic advice from a qualified veterinary professional if your dog 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.

Adding another pup to the pack? Most sitters and walkers offer a reduced rate for additional dogs. You’ll find these exact rates listed under the "Services" tab on any sitter's profile. Since every dog is unique, final pricing may vary depending on the level of care required.

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