Dog Boarding in Summerland Key, FL

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Top rated Summerland Key dog boarders

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

“She Was doing an excellent job Anyone who needs a babysitter for a dog I recommend her she deserves more than 5 stars because she knows what she's doing”

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Ermathe A.
Sitter Profile Image: Maria H.
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Maria H.
from
$30
per night
5.0 out of 5 stars
• 3 reviews
10 years of experience
Key West, FL, 33040

“Maria did a great job watching over my cat!! Maria is very attentive, and very responsive. She is a great animal sitter. Definitely recommend going to Maria.”

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Lauren A.
Sitter Profile Image: Jaime G.
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Jaime G.
Star Sitter
from
$45
per night
5.0 out of 5 stars
• 18 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: Melissa & Harlee B.
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Melissa & Harlee B.
Star Sitter
from
$65
per night
5.0 out of 5 stars
• 218 reviews
43 repeat clients
15 years of experience
Key West, FL, 33040

“My girl Lily did not like the hotel we booked that was somewhat pet friendly. Constantly barking. I needed a sitter immediately! I contacted Melissa and within 90 minutes Lily was at her house playing with other pups! Great communication, pictures and updates throughout her stay! Highly recommend her to anyone!”

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Joann W.
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: Ayla J.
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Ayla J.
from
$60
per night
5.0 out of 5 stars
• 129 reviews
13 repeat clients
13 years of experience
Key West, FL, 33040

“Ayla watched two of my dogs a few months ago. She sent me several updates daily on how they are doing. One of my dogs is a senior and she took extra special care of him. She made him his own bed for his old bones. She even carried him up the stairs every time she walked him. Next time I need someone to watch my dog in key west, I will go straight to her.”

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Teddy T.
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 were life savers… they took care of my boy when I needed it the most. 10/10 definitely booking her again in the future and highly recommend for your fur babies!”

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

“This is our third time with Gaby and Brendan. They are super super responsive and take such good care of our dogs! Highly recommended.”

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Craig C.
Sitter Profile Image: Erin R.
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Erin R.
from
$50
per night
4.9 out of 5 stars
• 12 reviews
11 years of experience
Key west, FL, 33040

“Erin was amazing with our dog Coco. She treated her like a family member. She sent us cute pictures every day of their adventures together. I cannot recommend Erin more highly.”

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Kimberly S.
Sitter Profile Image: Elizabeth K.
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Elizabeth K.
from
$60
per night
4.9 out of 5 stars
• 140 reviews
39 repeat clients
15 years of experience
Key West, FL, 33040

“Lola had a great time and I got tons of pictures during her stay! Lola played with both Elizabeth and her son ....and was well-loved over the weekend.”

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Julie S.
Sitter Profile Image: Victoria D.
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Victoria D.
Star Sitter
from
$75
per night
5.0 out of 5 stars
• 332 reviews
104 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: Jeff W.
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Jeff W.
from
$40
per night
12 years of experience
Key West, FL, 33040

About: To say that I like dogs is an understatement. I’ve owned dogs my entire life, that’s a lot of years and a lot of dogs! Additionally, I was trained as a Level 2 Volunteer in a no-kill shelter in Chicago, providing care in both the adoption center and medical center. I also owned and operated a dog daycare and boarding facility in Michigan, prior to relocating to Key West. I have experience working with dogs of all sizes and dispositions. Rest assured, I’m here to help! I do have a fairly a flexible schedule and would love to fill my spare time by continuing my passion of taking care of dogs. I follow your instructions and follow the dog’s lead. I won’t put a dog in a situation they’re not comfortable with, taking whatever time is necessary to build a trusting relationship with your pup.

Sitter Profile Image: Mackenzie M.
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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: Addisyn M.
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Addisyn M.
from
$50
per night
5.0 out of 5 stars
• 5 reviews
9 years of experience
Key West, FL, 33040

“Addisyn was so amazing! She sent me pictures throughout the stay and took excellent care of our pup. He even got to go on the boat. We are so grateful and will be reaching out next time we’re in the keys.”

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Caroline B.
Sitter Profile Image: Julie B.
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Julie B.
from
$80
per night
5.0 out of 5 stars
• 52 reviews
4 repeat clients
25 years of experience
Marathon, FL, 33050

“We had not boarded Sherlock before, and we were nervous. OMG, he had the best time. He loves other dogs, so it went well! Julie sent us daily pics and updates. We realized he was having a wonderful time. That allowed us to relax on our trip. Sherlock even hesitated at the gate when I picked him up, I think he might have wanted to stay with his new friends!!!”

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Rebecca G.
Sitter Profile Image: Belinda C.
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Belinda C.
from
$100
per night
5.0 out of 5 stars
• 30 reviews
1 repeat client
30 years of experience
Key West, FL, 33040

“Belinda was great! She was able to watch Teddy for us last minute, and was quick to respond. She kept us informed on how Teddy was doing, and made sure to send photos to let us know he was having a good time.”

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Josh D.
Sitter Profile Image: Christy T.
Verified Enhanced Background Check
Christy T.
from
$86
per night
5.0 out of 5 stars
• 6 reviews
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: Betsy M.
Verified Enhanced Background Check
Betsy M.
Star Sitter
from
$80
per night
5.0 out of 5 stars
• 39 reviews
11 repeat clients
30 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: Patricia T.
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Patricia T.
from
$65
per night
5.0 out of 5 stars
• 8 reviews
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. Mostly available day time. My schedule is flexible and does change sometimes. Usually available 10am-4pm Mondays, Wednesdays, Fridays and Saturdays. Tuesdays, Thursdays and Sundays 11am-6pm. Just contact me and I will work with your schedule the best I can. 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.

Sitter Profile Image: Maryna K.
Verified Enhanced Background Check
Maryna K.
from
$70
per night
5.0 out of 5 stars
• 45 reviews
13 repeat clients
6 years of experience
Key west, FL, 33040

“We were so lucky to have found Maryna! She was wonderful with our dog and treated him like family. She kept us updated on how everything was going through out the stay.”

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Amy F.
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Over 129
pet parents in Summerland Key have booked dog boarding

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  1. 1. Search

    Read verified reviews by dog parents like you and choose a boarder who’s a great match for you and your dogs
  2. 2. Meet & Greet

    Meet either virtually or in-person with a boarder to discuss the level of care needed for your dogs while you’re away
  3. 3. Book & Pay

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

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  • Reservation protection

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

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

Sitters in Summerland Key average 12
repeat dog boarding clients

Dog Boarding FAQs

Frequently asked questions about Rover

As of Feb 2026, the median cost of dog boarding in Summerland Key is $60 per night, including service fees. Boarding your dog for one week typically costs $420. Sitters on Rover set their own rates based on their qualifications, your dog's needs, and their space's amenities. As a result, most Summerland Key dog boarding rates can be found as low as $25 to as high as $55 per night.

If you’re searching for a Summerland Key dog boarding sitter for the first time, visit the sitter’s profile and select the Contact button.

If you have an active request or have booked a service with a sitter before, learn more about how to do this in the Rover app or on your computer.

As of Feb 2026, 37 sitters provided dog boarding in Summerland Key. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect sitter near you. As a reminder, dog boarding sitters joining Rover must pass a background check for you and your dog’s safety.

Rover makes it easy to reach out to multiple sitters about your booking. Typically, 88% of Summerland Key dog boarding sitters respond in under an hour.

Dog boarding sitters with repeat customers have an average of 12 repeat clients. Experience can vary from sitter to sitter, but you can view reviews, years of experience, and number of repeat clients when you compare sitters in Summerland Key.

Rover makes it easy to find Summerland 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

There are 37 dog boarding sitters in Summerland Key on Rover, so you’re sure to find the perfect match for your dog! We understand that each dog is unique and may require specific instructions. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect dog boarding sitter near you. As a reminder, sitters joining Rover must pass a background check for you and your dog’s safety.

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.