Dog Boarding Summerland Key

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Over 46
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: Lindsay W.
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Lindsay W.
from
$70
per night
5.0 out of 5 stars
• 10 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: Jessica W.
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Jessica W.
from
$50
per night
5.0 out of 5 stars
• 16 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: Amy A.
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Amy A.
from
$45
per night
4 years of experience
Summerland Key, FL, 33042

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.

Sitter Profile Image: Ashley E.
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Ashley E.
from
$45
per night
5.0 out of 5 stars
• 3 reviews
2 repeat clients
20 years of experience
Big Pine Key, FL, 33043

“Ashley was amazing with my senior dogs. Brewster and Baxter seemed very happy from the pictures she sent me. Our dogs got along great and I plan to use her for my next trip. Thank you Ashley!!”

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Wendy B.
Sitter Profile Image: Victoria D.
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Victoria D.
Star Sitter
from
$75
per night
5.0 out of 5 stars
• 383 reviews
120 repeat clients
30 years of experience
Key West, FL, 33040

“Victoria was absolutely the best sitter for our Perry! She was so easy to coordinate with for pickup and drop off and kept us well-informed with photos and text updates throughout the stay. At pickup I could just tell that Perry felt completely happy, comfortable and loved with Victoria. We will absolutely rebook with her in the future!”

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Meghan P.
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
• 254 reviews
46 repeat clients
15 years of experience
Key West, FL, 33040

“Melissa and Harlee were wondering! This was our first boarding experience and I was excellent. I really appreciate that they send updates and pictures. Will definitely keep using them in the future.”

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Ashley P.
Sitter Profile Image: Kimberly M.
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Kimberly M.
from
$75
per night
5.0 out of 5 stars
• 1 review
30 years of experience
Summerland Key, FL, 33042

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.

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: Amy B.
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Amy B.
Star Sitter
from
$60
per night
5.0 out of 5 stars
• 212 reviews
47 repeat clients
40 years of experience
Key West, FL, 33040

“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.”

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Cara M.
Sitter Profile Image: Jeff W.
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Jeff W.
from
$45
per night
5.0 out of 5 stars
• 10 reviews
1 repeat client
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: Belinda C.
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Belinda C.
Star Sitter
from
$100
per night
5.0 out of 5 stars
• 42 reviews
2 repeat clients
40 years of experience
Key West, FL, 33040

“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!!”

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donna g.
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: Elizabeth K.
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Elizabeth K.
from
$60
per night
4.9 out of 5 stars
• 144 reviews
40 repeat clients
15 years of experience
Key West, FL, 33040

“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!”

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Erika D.
Sitter Profile Image: Betsy M.
Verified Enhanced Background Check
Betsy M.
Star Sitter
from
$80
per night
5.0 out of 5 stars
• 45 reviews
15 repeat clients
35 years of experience
Key West, FL, 33040

“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!!!”

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Haley B.
Sitter Profile Image: Sherry C.
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Sherry C.
from
$75
per night
5.0 out of 5 stars
• 3 reviews
1 repeat client
15 years of experience
Marathon, FL, 33050

“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!”

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Anisley B.
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: Brenda T.
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Brenda T.
from
$60
per night
5.0 out of 5 stars
• 3 reviews
1 repeat client
20 years of experience
Key West, FL, 33040

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

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Carrie P.
Sitter Profile Image: Nicole B.
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Nicole B.
from
$65
per night
5.0 out of 5 stars
• 12 reviews
2 repeat clients
15 years of experience
Key West, FL, 33040

“Wonderful!”

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Nancy A.
Sitter Profile Image: Mackenzie M.
Verified Enhanced Background Check
Mackenzie M.
from
$65
per night
4 years of experience
Key West, FL, 33040

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!

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.

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The median cost per night for dog boarding in Summerland Key is $65

Dog parents share their Rover experiences - Summerland Key

1 / 1
5.0 out of 5 stars

Amy was wonderful with my senior dog, Vera! She took great care of her and was very attentive to her needs. I really appreciated the regular updates and photos—it gave me peace of mind knowing Vera was happy and well cared for. I would definitely recommend Amy!

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Kate H.
Boarding
5.0 out of 5 stars

Amy was wonderful! My dog loved her and it was so nice to know she was happy and safe while I had to be out of town

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Menzie G.
Boarding
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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.

Why Choose Rover?

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    It doesn’t happen often, but if your sitter has to cancel, we’ll work with you to find a new sitter.

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    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

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Popular requests for dog boarding - Summerland Key

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Sitters in Summerland Key average 11
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 September 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 September 2026, there are 38 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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