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
192 reviews
43 repeat clients
40 years of experience
Key West, FL, 33040

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 .

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Diana M.
Sitter Profile Image: Lindsay W.
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Lindsay W.
from
$60
per night
5.0 out of 5 stars
6 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: Maria H.
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Maria H.
from
$50
per night
5.0 out of 5 stars
7 reviews
10 years of experience
Key West, FL, 33040

Bubba had so much fun staying with Maria I'm not sure he wanted to come home! She was very attentive to his needs as he takes medication every day. Highly recommend Maria for your pet care needs

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Karen S.
Sitter Profile Image: Victoria D.
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Victoria D.
Star Sitter
from
$75
per night
5.0 out of 5 stars
358 reviews
111 repeat clients
30 years of experience
Key West, FL, 33040

Based on the previous positive reviews, I didn't worry at all about leaving our babies with Victoria. She was so great. From starting with a walk to avoid separation anxiety and ending the day with a walk so they were ready for the ride home. Thank you Victoria for taking good care of them.

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Carri 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
239 reviews
45 repeat clients
15 years of experience
Key West, FL, 33040

My puppy is normally shy but warmed right up to Melissa, she loved her! I was super nervous about leaving my new pup with a sitter overnight but Melissa sent lots of pictures and I felt very secure with leaving Gyps with her. I would definitely recommend her and I'd love to rebook any time we need a sitter. Thanks Melissa!

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Jessica W.
Sitter Profile Image: Elizabeth K.
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Elizabeth K.
from
$60
per night
4.9 out of 5 stars
143 reviews
40 repeat clients
15 years of experience
Key West, FL, 33040

Elizabeth was awesome. She accepted my short notice request and was very flexible for both drop off and pick up. My dog was in great shape and seemed very happy when I picked him up. Would highly recommend Elizabeth to anyone who is headed to Key West.

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Jonathan B.
Sitter Profile Image: Jaime G.
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Jaime G.
Star Sitter
from
$45
per night
5.0 out of 5 stars
21 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: Jeff W.
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Jeff W.
from
$45
per night
5.0 out of 5 stars
6 reviews
12 years of experience
Key West, FL, 33040

It was our first time leaving our puppy with someone and Jeff was extremely kind and understanding. He sent update pictures praising our girl and showing us she was having a blast! He introduced her to his dogs one by one and was very responsible about her being smaller. He made her feel right at home! We recommend him 100%

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VickyMartinez 9.
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: 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: 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: 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: Sherry C.
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Sherry C.
from
$75
per night
15 years of experience
Marathon, FL, 33050

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!

Sitter Profile Image: Donna & Gary S.
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Donna & Gary S.
from
$70
per night
5.0 out of 5 stars
44 reviews
4 repeat clients
12 years of experience
Key West, FL, 33040

Dona and Gary were our last minute pet sitters when we realized our hotel was not accepting dogs. They were flexible, gave us photo updates of our Bailey and took her for a walk. Nice experience. Thanks again.

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Nathalie B.
Sitter Profile Image: Belinda C.
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Belinda C.
from
$100
per night
5.0 out of 5 stars
37 reviews
1 repeat client
40 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: Luisanna P.
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Luisanna P.
from
$40
per night
2 years of experience
Key West, FL, 33040

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.

Sitter Profile Image: Betsy M.
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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 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: Julie B.
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Julie B.
from
$100
per night
5.0 out of 5 stars
53 reviews
5 repeat clients
25 years of experience
Marathon, FL, 33050

Awesome visit with Julie. Luchiano my German Shepherd had a fabulous time with her and the other pups! Thanks so much. I highly recommend her for boarding services!

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Cindy H.
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.

Sitter Profile Image: Christy T.
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Christy T.
from
$86
per night
5.0 out of 5 stars
7 reviews
1 repeat client
24 years of experience
Key West, FL, 33040

My little dog is 16 or 17 years old and I couldn’t imagine leaving him with anyone and not worrying. But after the first stay with Christy I completely relaxed and didn’t worry at all. I knew Houdini was going to be treated with as much love and care as he could possibly get. Thank you.

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Barbara B.
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Over 129
pet parents in Summerland Key have booked dog boarding

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

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Sitters in Summerland Key average 12
repeat dog boarding clients

Dog Boarding FAQs

Frequently asked questions about Rover

As of Jun 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 Jun 2026, 35 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, 96% 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 35 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.