Dog Boarding Summerland Key
Find a loving dog sitter to watch your dog overnight at your sitter's home.

Over 38 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.

“Victoria took great care of our Rocco for the day. She has a very pet friendly house with a fenced yard. She took him for a walk while we were away and sent us pictures. Will definitely call on her again if in the Keys. Thank you Victoria!”

“When I got home, Cupid was sleeping so hard he didn't notice me. I can count on one hand how many times that happened! Thats good that he didn't cate, means he was relaxed while I was away. Super Grateful that both Sally and Izzy shared their beds and crates because my dogs are clueless to boundaries. Daily updates kept me at ease too! Thanks again!”

“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!”


“Melissa took excellent care of our Lenny. He enjoyed the freedom afforded by her fenced yard. She sent us pictures and have us a rundown of his day when we picked home up. We would both recommend and use her again!”

“I don’t have the words that truly and accurately convey how great Betsy is. I joke that Reagan and I have separation anxiety from each other, but honestly, leaving him when I travel is just so hard on me. Well, Betsy has put my mind & anxiety at ease! She is incredibly sweet and patient with my rescue, and in turn he trusts her immensely and is beyond comfortable when he is left with her. Her home is his home. She sends about a billion photos, and I never found myself thinking “Gee I wish I knew what Reagan was doing right now.” because of her great communication, which is great because most of the time when I’m out of town, I'm thinking of Reagan. His comfort and happiness is the most important thing to her when he is there, and finding someone that loves him as much as I do is something that I can’t put a price on. If you haven’t booked with Betsy, you’re missing out.”

“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.”

“Belinda is perfect for our anxious dog Boomer. She’s relaxed, calm and welcoming, and fit his needs with her constant attention. Belinda kept us informed, asked questions about his meds, and helped us problem solve to make sure he took them on schedule. Her patience and dedication to dogs is amazing! Her quiet location and fenced yard are great too! Definitely a 5 star stay!!”

About: Finding good, trustworthy, affordable care for your pets in the Keys can be challenging. Our family struggled for years to find a pet sitter and dog walker we could trust. So when I finally retired, I wanted to be able to do for others what I wish I could find for my family. I absolutely adore dogs and cats and have cared for my own (plus too many fosters to count) for over 30 years. I volunteer for several pet rescues and my husband and I have set up our family run 501c3 rescue transport with a dream of starting our own dog sanctuary someday. I am extremely active and one of my true joys is dog walking and outdoor playtime so rest assured your dogs will get plenty of exercise (if that’s what you’d like). I am retired and have an extremely flexible schedule so whether it’s just a single mid day walk or 3-4x a day visits while you’re on vacation, I can be there. I have a great deal of experience in special needs (I have 3 myself) and elderly dogs and cats and treat them with special patience and understanding. I have experience with puppies and their challenges and I have an impressive understanding of breed and behaviors. Rest assured that I will treat your pets with respect, kindness, love and affection while also adhering to the structure and rules that you have for your pets. Please feel free to message me with any questions or if you’d like to set up a meet and greet. I look forward to meeting lots of new dogs friends. I am retired and have a very flexible schedule. I primarily pet sit in the Lower Keys but am also available for Key West for dog walking. I have a large fenced yard which opens into a park for playtime. We also have a doggie door and large porch for sunning and watching the neighborhood. I take my dogs on 2-3 walks a day along a little traveled area near our home.
“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!!!!!!”


“Caesar and Rocco couldn't have been in better hands while I was gone. In fact, it was like I wasn't even gone at all! Neil took such great care of my boys while away, so much so that (although they were super happy to see me,) they were quite content to hang out for a little longer when I picked them up! Neil and his family are amazing and very loving and would trust no one else but them with my boys while I'm gone ensuring that they're happy, healthy and loved and cared for.”

“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, ; )”

“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.”


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!
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.
The median cost per night for dog boarding in Summerland Key is $65
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 dogs like family

1. Search
Browse profiles of sitters near you who offer dog boarding
2. Meet In Person
Schedule a free in-person Meet & Greet to find the perfect fit
3. Book & Pay
It's that easy! All payments are processed through Rover's secured platform
Popular requests for dog boarding - Summerland Key
Select a filter and find qualifying sitters offering dog boarding.Sitters in Summerland Key average 10 repeat dog boarding clients
FAQs for 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 August 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 August 2026, there are 37 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.







