Dog Boarding Cypress Gardens

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Cypress Gardens, 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: Marie W.
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Marie W.
Star Sitter
from
$30
per night
5.0 out of 5 stars
• 8 reviews
3 repeat clients
42 years of experience
Winter Haven, FL, 33884

“Marie was such a sweetheart. She has a big heart for dogs and took very good care of mine. My baby had plenty of room to run in the backyard and she sent lots of pictures. Will use her again.”

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Cristina B.
Sitter Profile Image: Labern R.
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Labern R.
Star Sitter
from
$29
per night
5.0 out of 5 stars
• 27 reviews
10 repeat clients
5 years of experience
Winter Haven, FL, 33884

“Labern was so amazing! She took such great care of my doggie. I never once had to ask how Venus was doing, she sent me an update and photo every single day! I loved that so much! I hope she's available to watch her again because Labern has become my favorite Rover in all of Florida. Thank you so so much!”

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Arieanne Y.
Sitter Profile Image: Elizabeth J.
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Elizabeth J.
from
$30
per night
5.0 out of 5 stars
• 7 reviews
1 repeat client
12 years of experience
Winter Haven, FL, 33880

“She did a wonderful job I would recommend her anytime”

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Gregory R.
Sitter Profile Image: Sarah B.
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Sarah B.
from
$40
per night
5.0 out of 5 stars
• 64 reviews
16 repeat clients
15 years of experience
Winter Haven, FL, 33881

“I feel so relieved knowing that Ellie gets cared for just like a member of the family by Sarah! She comes home tired and happy after staying there! Highly recommend.”

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Lynn C.
Sitter Profile Image: Savannah C.
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Savannah C.
from
$50
per night
5.0 out of 5 stars
• 10 reviews
2 repeat clients
6 years of experience
Winter Haven, FL, 33881

“If I could give more than 5 stars, I would! Savannah was amazing taking care of our cats. She has a setup where the cats have their own room to themselves and it is very cat-friendly. She truly knows and understands cat behaviors and quickly picked up on my cats' individual personalities. She kept me updated with daily photos and was very attentive to any questions I had. She was so nice and loved on my cats just like I do. I highly recommend her!”

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Jessica S.
Sitter Profile Image: Chris C.
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Chris C.
from
$35
per night
5.0 out of 5 stars
• 248 reviews
103 repeat clients
10 years of experience
Haines City, FL, 33844

“This was my first time letting all 3 of my pups stay housed for a long period. Chris did a wonderful job with my girls. They were happy and well taken care of. I got photos and updates on how the doggies were doing I have 3 dogs and I know they were a handful. I will certainly rebook with Chris!!”

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Carol H.
Sitter Profile Image: Claudia M.
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Claudia M.
from
$32
per night
5.0 out of 5 stars
• 14 reviews
5 repeat clients
25 years of experience
Winter Haven, FL, 33880

“Claudia was AMAZING! She sent photos & videos of Huck and genuinely loved on him. I am so blessed we got to work with her & can’t wait to use her in the future!?”

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Heather H.
Sitter Profile Image: Arianna B.
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Arianna B.
from
$45
per night
1 repeat client
10 years of experience
Cypress Gardens, FL, 33884

About: I've been around animals my whole life. Friends jokingly call me the dog whisperer because dogs naturally trust me and feel calm in my care. I work from home full-time, so your dog will have constant attention, regular trail walks, and a structured, clean apartment environment. Since I’ve used Rover as a customer myself, I know how important peace of mind is. I'll def keep you updated with daily photos! I work from home, so I’m available throughout the day for walks, playtime, feeding, and companionship. Your dog will rarely be alone and always feel safe, loved, and happy. I provide a safe, calm, and loving environment for every dog. As a pet parent to a 7lb emotional support dog, I understand trust and care, keeping owners updated with photos, videos, and regular communication

Sitter Profile Image: Mary D.
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Mary D.
from
$35
per night
5.0 out of 5 stars
• 110 reviews
22 repeat clients
20 years of experience
Lake Wales, FL, 33898

“This is the second time Mary and Nick took care of my dog Remy and let me tell you, my little girl loves them and was excited to see them. They spoiled her and sent me daily updates and pictures. I trust them and feel extremely comfortable leaving my dog in their care. They are wonderful and I can't recommend them enough!”

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Michelle C.
Sitter Profile Image: Aida R.
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Aida R.
from
$40
per night
4.0 out of 5 stars
• 4 reviews
1 repeat client
10 years of experience
Winter Haven, FL, 33880

“This is the second time Aida has watched our dog (and bunny) on such short notice, and she always does a fantastic job!! She is so sweet and takes such good care of our fur babies!”

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Melanie G.
Sitter Profile Image: Sandy D.
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Sandy D.
from
$40
per night
5.0 out of 5 stars
• 10 reviews
2 repeat clients
32 years of experience
Waverly, FL, 33877

“My first time using Rover and WAS LUCKY to have found and chosen Sandy! She is over the top amazing. She watched my dog during the holidays and last minute at that! I will not settle for any less than Sandy from now on. She is my sitter! Love love love!!!!!!”

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Marcie O.
Sitter Profile Image: Jaime P.
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Jaime P.
from
$40
per night
5.0 out of 5 stars
• 112 reviews
58 repeat clients
10 years of experience
Winter Haven, FL, 33881

“She was amazing with my dog. My dog is very timid and she took so good care of her. I have constant upgrade of her, with pictures and text. Super recomendada!!!”

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Magali-David I.
Sitter Profile Image: Sarah F.
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Sarah F.
from
$28
per night
1 year of experience
Winter Haven, FL, 33884

About: I have a Golden Doodle. Your pet will feel at home, it will be cared for according to your rules and it will be given love and protection. I will keep you informed at all times so that you can be calm about the care of your pet. I work completely remotely, I have the flexibility to take care of pets from our home. I will offer a good service for you to return. I will be 100% transparent with the service. I am committed to following the rules of the pet owner, but above all things to keep you informed in detail of everything that is done daily with your pet.

Sitter Profile Image: Britni G.
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Britni G.
from
$25
per night
5.0 out of 5 stars
• 1 review
10 years of experience
Winter haven, FL, 33881

About: I’ve always had a variety of pets since childhood. I currently have a dog and a turtle. My kids and I enjoy taking our dog on long walks and to our local park. I am employed full time working from home. It leaves me a lot of time to care for pets and frequent walks/ potty breaks in the yard. I have a very friendly dog that loves company and 2 kids who love meeting new animals. I also have plenty of outdoor space in my fenced in back yard for frequent potty breaks and exercise.

Sitter Profile Image: Holli W.
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Holli W.
Star Sitter
from
$39
per night
5.0 out of 5 stars
• 29 reviews
7 repeat clients
20 years of experience
Bartow, FL, 33830

“Holli and her family were absolutely wonderful. I felt at ease immediately leaving my baby with them. Even after coming home, she checked in to see how he was doing. Will definitely be using them again.”

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Rena C.
Sitter Profile Image: Cassandra V.
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Cassandra V.
from
$40
per night
5.0 out of 5 stars
• 2 reviews
2 years of experience
Winter heaven, FL, 33884

“Cassandra provided excellent service. She sent plenty of photos of Titus. She communicated well and I will definitely use her again for Titus.”

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Richard D.
Sitter Profile Image: Kelsyn E.
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Kelsyn E.
from
$30
per night
12 years of experience
Lake Alfred, FL, 33850

About: I have over 10+ years of experience caring for dogs of different sizes, ages, and personalities. I’m a dog owner myself, so I understand how important it is to have someone you can trust to care for your pets. I’m comfortable with feeding, walking, playtime, giving lots of attention, and caring for senior dogs. I always treat every pet with patience, love, and respect, and I’ll make sure they feel safe and comfortable while you’re away. I work from home, which gives me plenty of flexibility to care for your pets throughout the day. I’m available for walks, playtime, feeding, potty breaks, and lots of attention. My flexible schedule allows me to easily adapt to your pet’s normal routine and needs. Your pet’s safety and comfort are always my priority. I have a fenced yard and two friendly dogs at home. I always follow each pet parent’s instructions carefully, including feeding schedules, walks, medications, and any special routines. I’ll make sure your pet feels safe, comfortable, and loved while in my care.

Sitter Profile Image: Pilar C.
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Pilar C.
Star Sitter
from
$35
per night
5.0 out of 5 stars
• 71 reviews
35 repeat clients
15 years of experience
Auburndale, FL, 33823

“The best sitter ever!! My Boxer and Cane Corso love Bety and her family. Sandie and Hunter enjoy the space and freedom in the house, back yard, and playtime with Bety's family. Just tell Bety what your precious pet's needs and special instructions are. She will make it happen.”

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Antonio T.
Sitter Profile Image: Danieris & Julian S.
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Danieris & Julian S.
Star Sitter
from
$32
per night
5.0 out of 5 stars
• 36 reviews
14 repeat clients
15 years of experience
New Jersey Rd, Lakeland, FL, 33803

“Very nice people. I can tell my dog had a great time staying with them.I love how they update me too everyday about my dog. I will definitely book them again”

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Jackie V.
Sitter Profile Image: Azalya V.
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Azalya V.
from
$28
per night
5.0 out of 5 stars
• 1 review
2 years of experience
Eagle Lake, FL, 33839

About: I have about 2 years of experience caring for both dogs and cats. I have provided dog-sitting and currently cat-sit, as well as offer drop-in visits to feed pets, let dogs out, provide companionship, and follow any specific instructions from their owners. I genuinely love animals and take pride in making sure they feel safe, comfortable, and well cared for. Pet care is already a regular part of my daily and weekly routine. I currently care for a cat who has been staying with me, and Monday through Friday I care for two of my neighbors’ dogs by letting them out, feeding and watering them, and spending time playing with them. I enjoy caring for animals and making sure they receive the attention and care they need. In my home, I care for our dogs and cats by feeding and watering them, grooming and bathing them, playing with them, and working on basic training. I make sure they are comfortable, cared for, and get plenty of attention. In a client’s home, I would follow their specific instructions and routines to make sure their pets receive the same level of care and attention they are used to.

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Dog parents share their Rover experiences - Cypress Gardens

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5.0 out of 5 stars

Perfect communication and Rox came back very happy! Rox had a good time playing with her 3 kids and they did very well together.

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Troy S.
Boarding
5.0 out of 5 stars

Our dog was loved by Caitlyn and her family. We highly appreciated her work and our dog came as she left. We hope to use her shain in the future.

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Paul M.
Boarding
5.0 out of 5 stars

Mis perritos estuvieron muy bien cuidados y se notaba que recibieron mucho cariño y atención. La comunicación fue excelente, y mis perritos siempre estuvieron contentos y bien atendidos. Sary me mantuvo informada enviandome fotos y videos durante su estadia. Sin duda, volvería a confiar en Sary para cuidar de ellos. Gracias Sary!

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Giovanna O.
Boarding
5.0 out of 5 stars

I have now booked with Marie a couple times and my dog is always very happy and well taken care of. The price is very reasonable and Marie is flexible with my schedule for drop offs and pick up. I would highly recommend her!

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Sandrine V.
Boarding
5.0 out of 5 stars

It was our first time dropping the dogs in her house, and it was an amazing experience. She, as usual, was above and beyond taking care of our dogs, and we always appreciate it.

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Nayrama A.
Boarding
5.0 out of 5 stars

Karie is the absolute best! She is caring, attentive, and truly loves my dogs! She often sends me pictures of them and keeps me up to date on what their day looks like. She is sweet, professional, and such a good person! I truly cannot say enough wonderful things about her 💖

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Allyson W.
Boarding
5.0 out of 5 stars

They took such good care of my two dogs with updates on how they were doing. I really appreciate the constant communication!

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Shruti K.
Boarding
5.0 out of 5 stars

Jennifer was absolutely amazing! She kept me listed throughout my stay and boy seemed to love her! Will be booking again.

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Ashaunte K.
Boarding
5.0 out of 5 stars

Jenn did a great job of taking care of my boys. They were happy and had a great time with her. We would definitely book with her again.

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Rachel R.
Boarding
5.0 out of 5 stars

Felt good leaving my pup with her . Received many pictures and let me know she was doing good . My dog is happy too . So I’m happy . Thank you again !

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Marie H.
Boarding
5.0 out of 5 stars

Cara was excellent and took great care of our dog! She was frequently in touch and very helpful. I will definitely be reaching out to her in the future!

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Brooke W.
Boarding
5.0 out of 5 stars

Colleen was absolutely amazing. She always kept in touch and sent photos daily. I was able to do a meet and greet before this long stay as well to make sure it was a good fit. My baby has never been happier, she didnt even want to come home, which means she was so well cared for and had a great time.

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Danielle F.
Boarding
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How to book dog boarding

  1. 1. Search

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FAQs for Dog Boarding - Cypress Gardens

Frequently asked questions about Rover

Rover is the largest marketplace for local pet care. Whether you're looking for pet sitters, dog walkers, or house sitters who specialize in pet sitting, you can narrow your search by entering your ZIP code to find sitters within walking distance in your neighborhood.

Every sitter on Rover has their own routine. Depending on the arrangements you agree on before the stay, a sitter can follow your dog’s regular feeding schedule, provide a comfortable place to sleep, offer companionship, and support their usual exercise and play needs.

Depending on the sitter, their home environment, and your dog’s needs, daily exercise may include walks, outdoor play, indoor enrichment activities, or supervised play with compatible dogs. These activities are not automatically included with every booking, so ask the sitter what a typical day looks like.

During the Meet & Greet, discuss your dog’s usual exercise and play routine, whether they can safely interact with other dogs, and any activities or restrictions the sitter should follow. You can also ask the sitter to send photo and message updates during the stay so you can see how your dog is spending their time.

Preparing for drop-off is easy when you have a checklist! To help your dog settle into their Cypress Gardens home-away-from-home, 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 Cypress Gardens.

<b>Tip:</b> 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 Cypress Gardens 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 , 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 .

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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