Dog Boarding Summerland Key

About: Hi, I’m Amy! I grew up right here in the Florida Keys, where I work as a local artist. I have always had a big soft spot for dogs. When I am not creating art, I bring that same energy, patience, and care to dog sitting. I offer dog walking, drop in visits, and overnight stays to keep your pup happy and active. One of my favorite dogs I have ever cared for is Tiki, a pool loving Jack Russell! Staying active and keeping dogs cool and well hydrated in the Keys heat is a huge priority for me. Whether your dog needs a fun, energetic walk or just plenty of play time and yard games, I am here to make sure they feel loved and safe. You can always count on clear updates and lots of photos while you are away. I can not wait to meet your dog! I work part time as an artist, which gives me a very flexible routine throughout the week. Because my schedule is open, I can easily fit in morning walks, midday drop in visits, and evening care. Pet sitting is a top priority for me, so your dogs and cats get dedicated time, attention, and care right when they need it. When caring for pets in your home, safety and routine come first. I strictly follow your instructions for feeding, play, and house rules. I always double check that doors and gates are secure, keep your space clean, and send frequent updates. My goal is to make sure your pets feel safe, calm, and happy in their familiar environment.

“I cannot say how thankful I am for the care Amy provided my dog. This was the longest I had to leave him but Amy made it better. I received updates and could easily get in contact if I wanted to check in. I know that my dog had a lot of fun. Would highly recommend Amy.”

Cara M.

“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.”

Stacey F.

“Lindsey and her pets were great company and great sitters . She was communicating regularly and kept my Dori doodle safe and happy. Great choice!!!”

Jack K.

“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!”

Abby L.

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.

“Harlee loved our dogs as her own. We were able to pick them up for outings in town. And our pups were always happy. Harlee followed all our instructions perfectly. We will be back.”

JeanMarie K.

“Victoria took such good care of my pup! I was nervous because he had always been babysat by my mom back home and this was his first time with someone new in a decade. She communicated daily to reassure me. She also took amazing care of his coat - he looked like he just came from the groomer. When I came to pick him up I could tell they had bonded and he was happy! 10/10 would recommend!”

Rebecca B.

“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. 😊”

Marcus W.

“Elizabeth was great! Not only did she thankfully accommodate me last minute, but was so great with my girl Skye. Great to know I have someone I can count on in Key West!”

Erika D.

“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!!!!!!”

Phillip H.

“Betsy was AWESOME!! She was so sweet with Arya and took extra steps to make sure she was comfortable and sent so many pictures and updates. We would highly recommend Betsy!!!”

Haley B.

“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!!”

donna g.

“Brenda is awesome! She gave us pictures, took my dog on lots of walks and even a hike. I would totally recommend this place!”

Carrie P.

“Sheet was phenomenal with my boys! She was so good at communicating and sending me updates from morning to night. She took such good care and spoiled my babies. Gave them walks everyday which was great! Would 10000% recommend her to anyone needing their fur babies in good hands! Thanks again, Sherry!”

Anisley B.

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.

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

Margie O.

“Wonderful!”

Nancy A.

About: I have years of hands-on experience caring for dogs of all sizes, ages, and temperaments, including my family dog, Ottie. I am well-versed in daily feeding schedules, routine walking, administering basic oral medications, reinforcing good behavior, and providing plenty of individual attention. Whether your pet needs an energetic walk or gentle companionship, I treat every animal with the utmost care and affection. Pet care seamlessly fits into my daily and weekly routine. Outside of standard daytime work hours, I have consistent availability for early morning, evening, and weekend walks, drop-in visits, feeding, and overnight house sitting. I keep my calendar up to date and communicate promptly so you always know your pet's schedule is fully covered. Safety and peace of mind are my top priorities. When caring for pets in your home, I strictly follow your established rules, keep entryways secured, respect your living space, and maintain familiar daily routines. During walks, I stay vigilant about leash control and outdoor weather conditions, and I always send clear photo updates so you feel completely at ease while away.

About: I’m patient, attentive, and genuinely treat every pet like my own! I’m great with puppies; routine, training basics, and gentle structure. I’m equally comfortable caring for seniors who need extra calm and comfort. I pay close attention to body language and behavior, so you can trust your pet is safe, understood, and truly cared for!! This isn’t just a job to me; I love creating a happy, peaceful experience for every animal I meet! I am working part time, so I am flexible to fit the timing and needs of you and your pets! Weekdays are the best bet for me, weekends can be a little tricky! Whether your pet is in my home or I’m in yours, I focus on creating a calm, clean, and comfortable environment! I follow your routines closely; feeding times, walks, potty breaks, cues, and any training you’re working on! Your pet will feel safe with me! In your home, I keep things tidy, respect your space, and make sure your pet gets plenty of attention, playtime, and snuggles of course! When it comes to sitting in my own home, I have a golden puppy, under a year; also a cat, so sitting in my clients home would be my best option!