Dog Boarding Summerland Key

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Over 33
pet parents in Summerland Key have booked dog boarding

Summerland 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: Jessica W.
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Jessica W.
from
$50
per night
5.0 out of 5 stars
15 reviews
1 repeat client
20 years of experience
Sugarloaf, FL, 33042

Jessica and her family are absolutely fantastic! Our Golden was very happy with them. So much so that he was bummed when we left their driveway. I have no doubt we will rebook with her.

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Stacey F.
Sitter Profile Image: Melissa & Harlee B.
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Melissa & Harlee B.
Star Sitter
from
$65
per night
5.0 out of 5 stars
242 reviews
46 repeat clients
15 years of experience
Key West, FL, 33040

Melissa and Harlee were Fantastic. My Chiweenie George was happy and well taken care of. Their house was perfect. Big back yard, wonderful layout. I will definitely use Melissa and Harlee again in Key West.

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Stephen F.
Sitter Profile Image: Victoria D.
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Victoria D.
Star Sitter
from
$75
per night
5.0 out of 5 stars
363 reviews
113 repeat clients
30 years of experience
Key West, FL, 33040

Victoria was wonderful and I look forward to trusting her with my fur baby next time I visit Key West. She checked in and sent us photos. Our pup is prone to separation anxiety and she was as happy as could be with Victoria. Thank you so much!

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Andrea I.
Sitter Profile Image: Kellen B.
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Kellen B.
from
$24
per night
5.0 out of 5 stars
2 reviews
20 years of experience
Summerland Key, FL, 33042

Kellen was awesome! She has the cutest family and home that made my little buddy very comfortable and happy. I will absolutely would love for her take care of my little guy again. 😊

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Marcus W.
Sitter Profile Image: Lindsay W.
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Lindsay W.
from
$60
per night
5.0 out of 5 stars
6 reviews
20 years of experience
big pine key, FL, 33043

She did an amazing job with our Dog! Plenty of updates and my dog was so happy and comfortable. Great communication and took amazing care of my girl. Definitely recommend!

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Michelle H.
Sitter Profile Image: Jeff W.
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Jeff W.
from
$45
per night
5.0 out of 5 stars
7 reviews
12 years of experience
Key West, FL, 33040

Jeff is truly caring, thorough and knowledgeable. He was flexible with our dates changing a little and he offered for her to spend a few hours over there as a warm up before our trip started. I highly recommend him!

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Abby L.
Sitter Profile Image: Amy B.
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Amy B.
Star Sitter
from
$60
per night
5.0 out of 5 stars
194 reviews
43 repeat clients
40 years of experience
Key West, FL, 33040

Amy was great ! We came to key west for a couple of days and had booked our Annie a stay at another facility but once we arrived I did not fell comfortably. So I contacted Amy and she was able to meet us last minute and take care of our Annie . She sent pictures and videos through out the stay !! I would recommend her to anyone going to key west .

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Diana M.
Sitter Profile Image: Gaby & Brendan P.
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Gaby & Brendan P.
from
$50
per night
5.0 out of 5 stars
8 reviews
3 repeat clients
10 years of experience
Key West, FL, 33040

Very very good! My dogs are hard to attach to new people but they both had no issues with both Brendan and Gaby. Both sitters were very patient, kind, and sweet to by dogs and my dogs seemed to love them. They walked, played, and got along well with their sweet doogie. Beautiful place not all the way into Key West, it was very easy to get to. Would definitely use Gaby and Brendon again. They are hands on with the dogs, both work from home so the dogs always have company. Super Sitter!!!!!!

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Phillip H.
Sitter Profile Image: Jaime G.
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Jaime G.
from
$35
per night
5.0 out of 5 stars
3 reviews
3 years of experience
Key West, FL, 33040

Jamie took amazing care of our dog, was attentive to our needs, and made us feel comfortable while we were away. It was clear our pup was happy and very well cared for. We would definitely use him again and highly recommend him!

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Andrew G.
Sitter Profile Image: Elizabeth K.
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Elizabeth K.
from
$60
per night
4.9 out of 5 stars
143 reviews
40 repeat clients
15 years of experience
Key West, FL, 33040

Elizabeth kept an eye on my boy while I was camping on the Dry Tortugas for my honeymoon. Ddog has high anxiety and is afraid of everything so I refuse to left him but he warmed right up to Elizabeth. She was so good with him. She sent me photos of him having a good time with her pup and allowed him to sleep/cuddle with her. She really put my mind at ease while we were away. I would 110% recommend her and would use her again if we need a sitter in Key West again!

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Mandee S.
Sitter Profile Image: Jaime G.
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Jaime G.
from
$45
per night
5.0 out of 5 stars
21 reviews
2 repeat clients
20 years of experience
Marathon, FL, 33050

Jaime is an angel! She took great care of my senior Yorkie Tank (13 YO). Although my request was last minute it went through seamlessly and later she was able to extent his stay with no problem. Her vet tech experience was incredibly important for my baby’s medical condition. She also trimmed his nails for me. I asked for numerous updates which Jamie provided through text, photos and videos. She even went to pick up his wet food when he didn’t eat the dry food I provided. She lives on a yacht and has an excellent setup for fur babies. Now I brag to everyone how my baby boy spent his summer vacation on a yacht 😂.

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Lillian L.
Sitter Profile Image: Isabelle P.
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Isabelle P.
from
$50
per night
5.0 out of 5 stars
3 reviews
1 repeat client
6 years of experience
Key West, FL, 33040

Isabelle is awesome. Will request she watch Max for me when I am in town.

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Margie O.
Sitter Profile Image: Donna & Gary S.
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Donna & Gary S.
from
$70
per night
5.0 out of 5 stars
46 reviews
4 repeat clients
12 years of experience
Key West, FL, 33040

Thank you Donna & Gary for taking wonderful care of Riley. Your photos and video of Riley made us feel so good during our separation. Look forward to booking future services. 5 star - all the best, ; )

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John T.
Sitter Profile Image: Belinda C.
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Belinda C.
Star Sitter
from
$100
per night
5.0 out of 5 stars
39 reviews
2 repeat clients
40 years of experience
Key West, FL, 33040

Belinda was wonderful! Our dogs enjoyed all the loves, cuddles and spoiling. We are super happy we found her and would definitely use her “dog-spoiling” services again!

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pseas
Sitter Profile Image: Maryna K.
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Maryna K.
from
$70
per night
5.0 out of 5 stars
48 reviews
15 repeat clients
6 years of experience
Key west, FL, 33040

Maryna was absolutely amazing! She sent photos everyday and my little guy was so happy. I was gone a week which was hard leaving my little guy behind, but Maryna sent updates frequently. I will definitely use Maryna again. He absolutely loved her as did we.

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Marisol P.
Sitter Profile Image: Sara S.
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Sara S.
from
$50
per night
5.0 out of 5 stars
3 reviews
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 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. I can only accommodate pet friendly dogs at my home.

Sitter Profile Image: Betsy M.
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Betsy M.
Star Sitter
from
$80
per night
5.0 out of 5 stars
40 reviews
11 repeat clients
35 years of experience
Key West, FL, 33040

Betsy was so kind and accommodating. She had short notice of our needs, but she was very communicative and willing to help. She was EXTREMELY sweet with our dog. We received updates and pics as well. We will definitely look to Betsy when we return to Key West!!!

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Christopher S.
Sitter Profile Image: Sherry C.
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Sherry C.
from
$75
per night
15 years of experience
Marathon, FL, 33050

About: I love dogs! I'll love on them, take them hiking, run with them, etc. I have been caring for dogs, mine and others, for over 15 years, from Jack Russels to Great Danes! This includes, long term and daily visits, helping train and giving medicines. I grew up with family pets and always had several of my own at one time. My own sweet dog is 15 years old and still going strong and I also have an adventurous little cat. Fun fact: They are both international travelers and have been to 6 other countries and traveled more than half of the United States and lived on a sailboat for over 5 years with me. I have open availability for visits and walks for dogs of all ages and sizes. I am great at training puppies and caring for seniors. I love to stay active and outdoors so taking your pups with me is a fun way to spend time doing just that!

Sitter Profile Image: Christy T.
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Christy T.
from
$86
per night
5.0 out of 5 stars
7 reviews
1 repeat client
24 years of experience
Key West, FL, 33040

Christy took care of my dog, Lady, over the weekend, and I couldn’t be happier with the experience. She sent me plenty of photos and videos, which gave me so much peace of mind. Lady looked so happy and well cared for the entire time. The communication was great, and I truly felt that Lady was in loving hands. I’m very pleased with the service and would absolutely recommend Christy to anyone looking for a kind and reliable pet sitter!

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Marta C.
Sitter Profile Image: Patricia T.
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Patricia T.
from
$70
per night
5.0 out of 5 stars
13 reviews
1 repeat client
10 years of experience
Key West, FL, 33040

About: From as early as I can remember, dogs have been at the heart of my life. I believe every moment with them matters. Hi, I’m Shay. I’ve lived in key west 10 years and have lots of pet experience! Find me on Instagram - shewolfcanineservices Fun fact about me: I am currently studying dog behavior and psychology and moving towards becoming a certified dog trainer! I focus on creating walks that are both physically stimulating and mentally engaging, tailored to each dog’s energy level, temperament, and needs. I make sure each walk is a safe and positive experience. I treat every dog as if they were my own, ensuring they feel comfortable, loved, and well cared for in every interaction. For me, dogs are more than pets—they’re companions, teachers, and a source of endless joy. Being able to support their well-being is not just my work, but my passion. My schedule is flexible and does change often. However, Sometimes I get called into work so if I am watching your dog, you have to be okay with me leaving my house and allow me to work my other job. Though this does not happen often. If it does I will let you know. As I do with my own dog, I come back after work, let him out and give him love and attention. That’s what your dog will get from me as well. If I am gone too long, my boyfriend would is just as dependable as I am will let the dogs out and feed them. He helps if I need help, but I rarely ever need help. I have 3 different size crates at my place (small, medium, large) so if I need to crate your dog before I leave my house, let me know. I will care for your pup as directed and will provide a peaceful environment for them as well as playtime, nap time, and keeping a consistent schedule. I will provide stimulation as needed based on the dogs energy levels.

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The median cost per night for dog boarding in Summerland Key is $60

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  • 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.

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    We’re friendly, knowledgable, and total pet fanatics. You can get in touch with us anytime.

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Sitters in Summerland Key average 12
repeat dog boarding clients

FAQs for Dog Boarding - Summerland Key

Frequently asked questions about Rover

The average cost for Dog Boarding in Summerland Key on Rover is $55.5 per night (as of June 2026). However, all sitters set their own rates based on experience, location, and availability.

Rover makes budgeting the cost of Dog Boarding 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 Boarding. For more information on service fees, click here .

As of June 2026, there are 36 sitters on Rover offering Dog Boarding across Summerland Key. Enter your ZIP code to see which available sitters are closest to your home.

Every sitter has their own rhythm and routine, but most will follow the flow that keeps your dog happiest. Sitters can give meals on your dog's regular schedule, provide a comfortable place for sleep, and plenty of one-on-one attention.

Sitters may also include daily walks in the neighborhood during your dog's boarding stay. You can also request photo and message updates throughout so you can see which local landmarks or neighborhoods your dog is enjoying.

If your dog is a little shy, consider booking a one-night trial stay! This practice run can boost your and your dog’s confidence before your trip.

Preparing for drop-off is easy when you have a checklist! To help your dog settle into their Summerland 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 Summerland 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.

You and your Summerland 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.

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