Dog Boarding in Cudjoe Key
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Top rated Cudjoe Key dog boarders
“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 .”


“Melissa is meticulous at updating with pictures and notes while watching our dogs. She really spoiled them lol with treats, walks and belly rubs. Will definitely book with her 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!”

“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.”

“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!!!!!!”


“Victoria was wonderful. This was my first time using Rover, and I was nervous about leaving my dog with a stranger in an unfamiliar place. Victoria readily agreed to an advance "meet and greet" and quickly made me fully comfortable about having her keep my dog. She sent regular photos and updates so that I knew that my dog was doing well. She was totally accommodating when we ended up being delayed an hour in picking up our dog at the end. I have already recommended Victoria to someone and I would gladly use her again.”

“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 😂.”


“Elizabeth was awesome! She helped me super last minute, was very flexible with my roommate dropping off my dog and me getting back late. She send pictures every day that assure me he was in good hands! 5 out 5 couldn't have asked for a better experience!”

“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!!”

“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.”


About: As a pet parent, I know firsthand that life happens and sometimes our pets just can’t come along for the ride. Whether you're heading out on vacation, need to attend a work event, or dealing with a family emergency, I’m here to make things easier. You can go take care of business with the peace of mind that your pets are in good hands. I have plenty of experience with cats and dogs, both my own and for friends and family. Feel free to reach out with any questions! P.S: I work best with small dogs, and I find they tend to thrive in a calm apartment setting like ours. Being home full time means your pet gets something most sitters can't offer: a real presence throughout the entire day. No long stretches alone, no rushing home between commitments. Just consistent, attentive care from sunrise to bedtime. One thing to keep in mind: I don't drive, so all drop-offs and pick-ups take place at my home. I'll work with you to find a time that's convenient, and I'll make sure your pet is ready and waiting when you arrive! I keep a clean, pet friendly space where they can play around the house or relax on the couch with me. Our apartment does not have a private yard but there is plenty of open ground with grass outside for your pet to walk and sniff around. I’m very big on supervised interactions. I have a social dog (Shadow) and a shy cat (Mikael), so I’m used to managing different personalities and making sure everyone feels safe and respected. Your pet will be in my sight throughout the day, and I will stick to whatever feeding or potty schedule you provide to keep things consistent and stress free for your pet. I send photo updates throughout the day so you always know how your pet is doing.
“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!”

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.

“Donna and Gary were wonderful for our Belgium Malinois! They were very friendly and calmed our nerves by sending pictures and updates while they watched our pup. Knowing that our dog was in good hands while we toured key west was the cherry on top of our vacation!!”
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.

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!
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Dog Boarding FAQs
Frequently asked questions about Rover
Typically, dog boarding sitters on Rover respond in under an hour, so you should be matched with the perfect sitter for you and your dog in no time!
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 Cudjoe Key.
Rover makes it easy to find Cudjoe Key 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
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.





