House Sitting Cypress Gardens

Find a loving house sitter to watch over your pets and your home.

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Over 49
pet parents in Cypress Gardens have booked house sitting

Cypress Gardens, Find top rated house sitting

Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.

1 / 1
Sitter Profile Image: Curtis W.
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Curtis W.
from
$25
per night
4.5 out of 5 stars
7 reviews
2 repeat clients
10 years of experience
Winter Haven, FL, 33884

We all love Curtis and highly recommend! He was so wonderful with our little fur babies. He so tentative with them and his communication helped keep us at ease. We WILL be using him much more in the future, not just for our long trips but also for our day trips too. Thank you again Curtis for caring for Happy and Leia like they were your own. See you again soon!

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Stephanie C.
Sitter Profile Image: Zoe H.
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Zoe H.
Star Sitter
from
$50
per night
5.0 out of 5 stars
19 reviews
4 repeat clients
9 years of experience
Haines City, FL, 33844

Zoe was great! Super nice, very communicative, and took great care of our dog while we were working all weekend. She also entertained the cats who like to demand attention 🥰

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Mackenzie G.
Sitter Profile Image: Emily B.
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Emily B.
Star Sitter
from
$40
per night
5.0 out of 5 stars
13 reviews
5 repeat clients
7 years of experience
Lake wales, FL, 33859

About: Taking care of fur babies has been a passion of mine since a very young age. I used to pretend to be the neighborhood dog trainer at the age of like 7! I’m no dog trainer, but I’m definitely able to love and care for your fur babies like they deserve. I can’t offer 24/7 care as I work a full time job, however the hours are pretty flexible. I’m typically off Wednesday and Thursday so I’m available anytime. Friday-Tuesday it varies but I’m typically available in the morning to 4pm :) I have 3 cats who I love very much. I’m a great communicator and will keep in contact and provide pictures through out the experience. If your pet is happy, then I am too!

Sitter Profile Image: Kayla L.
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Kayla L.
from
$45
per night
5.0 out of 5 stars
117 reviews
52 repeat clients
10 years of experience
Lake Wales, FL, 33859

Kayla was great. She always answered quickly and sent picture updates of my pet while we were gone. I felt confident with her the whole time. I also appreciated that she took time out of her schedule to come meet us and learn about our pup and schedule. Thank you Kayla! We will def be booking again with her soon.

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Robyn J.
Sitter Profile Image: Elizabeth N.
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Elizabeth N.
Star Sitter
from
$50
per night
5.0 out of 5 stars
85 reviews
41 repeat clients
4 years of experience
Auburndale, FL, 33823

Elizabeth was absolutely amazing! She stayed at our home for a week and took the very best care of our four fur babies. From the moment we met her, we knew they were in good hands. She treated them like they were her own, giving them so much love, attention, and care while we were away. She kept us updated with messages and photos, which gave us such peace of mind and allowed us to truly enjoy our time away. We came home to four happy, well-loved pets and a home that was just as we left it. I honestly don’t think they missed us at all! Elizabeth went above and beyond in every way, and we couldn’t recommend her more highly. If you’re looking for someone who is trustworthy, compassionate, and exceptional with animals, Elizabeth is the one. We will absolutely be booking with her again!

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April K.
Sitter Profile Image: stephanie t.
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stephanie t.
Star Sitter
from
$35
per night
5.0 out of 5 stars
30 reviews
10 repeat clients
38 years of experience
Lake Wales, FL, 33898

Stephanie took such good care of my dog while I was gone for the week! She is very caring and provided me updates everyday. I would definitely book with her again

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Michelle J.
Sitter Profile Image: Nikolai L.
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Nikolai L.
from
$30
per night
5.0 out of 5 stars
3 reviews
1 repeat client
10 years of experience
Winter Haven, FL, 33881

About: Introduction Hi, I’m Nikolai. I’m a loving dog and cat dad located in Central Florida. Thank you for your consideration. My pets I have one dog (male, neutered, large breed, 6 years old), and 2 cats (all spayed and neutered, between 7-8 years old). My dog Bobby is very friendly with other dogs and cats. Experience I have over 10 years of experience, personal and professional, taking care of animals. Since I was a kid I’ve lived in multi-pet households and on a farm. I’ve worked as a kennel assistant at an animal clinic in Oregon. My home If you’d like to get to know me (or my home) before scheduling please let me know! I can also provide photos of my home upon request. I live in a quiet area of Winter Haven, lakeside with a few dog parks nearby. My yard is fenced but I always supervise during outside activities. My partner and I both work from home and have flexible schedules. We prefer a day or so notice to book if possible. Thank you! If you have any specific requirements for your pet’s care I would deeply appreciate a note or a message to reference. My goal is to make sure your pets are safe, happy and their needs are met during their visit.

Sitter Profile Image: shannon k.
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shannon k.
Star Sitter
from
$60
per night
5.0 out of 5 stars
44 reviews
9 repeat clients
8 years of experience
Auburndale, FL, 33823

Shannon was amazing with my dogs! She followed all my instructions and sends many updates which I appreciate! My dogs much prefer staying at home vs a kennel and will definitely be using Shannon in the future! Be assured your pets are in great hands with her!

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Ashley S.
Sitter Profile Image: Bradley L.
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Bradley L.
from
$40
per night
5.0 out of 5 stars
273 reviews
95 repeat clients
15 years of experience
Bartow, FL, 33830

Bradley took great care of our two dogs and 9 cockatiels. He changed the water for the birds twice a day, even though I only required once a day. He sent photos and updates multiple times a day with out me asking. He brought in the packages that came in. Our AC unit pump broke and start leaking a ton of water and Bradley cleaned it up, kept an eye on it, and provided frequent updates, including photos. It's nice knowing he took care of it to prevent further damage and I'll know how to fix it on my return. I highly recommend Bradley for your dog and house-sitting needs.

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Deanna R.
Sitter Profile Image: Brooke P.
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Brooke P.
from
$50
per night
5.0 out of 5 stars
25 reviews
1 repeat client
8 years of experience
Bartow, FL, 33830

Brooke was very attentive during our walk thru. She ensured all her questions were answered and sent update pics of our pack while we were away. She was very flexible with our needs and we are grateful for that. I felt very comfortable leaving our senior dogs in her care with her many years of Veterinary experience. Thanks Brooke!

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Niki G.
Sitter Profile Image: Charlotte R.
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Charlotte R.
from
$28
per night
2 years of experience
Eagle Lake, FL, 33839

About: I’ve fostered 3 dogs and helped them be rehabilitated, I believe in what’s best for pets and know they are just little babies with fur. I am mainly free all week, if I’m not shopping of course, but I spend all my time with my dog and love spoiling him. I only have Sundays and Wednesdays busy because I am a Christian and attend all the services when I can. My home is one story with a fenced backyard, it is cleaned daily and deep cleaned once a week, the backyard has a tall white fence with a ton of room for dogs to play and potty.

Sitter Profile Image: Javid G.
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Javid G.
from
$35
per night
5.0 out of 5 stars
6 reviews
2 repeat clients
20 years of experience
Winter Haven, FL, 33884

About: Hi! I’m Jay, a dependable, trustworthy animal lover who understands that pets are family. I take pride in being reliable, attentive, and treating every dog as if they were my own. I have a flexible schedule outside of my full-time career, allowing me to provide walks, drop-in visits, and quality one-on-one attention. Whether your dog needs a quick potty break, an energetic walk, or someone to keep them company while you’re away, you can count on me to be there on time and provide exceptional care. I’m comfortable with dogs of all sizes and personalities, from playful puppies to senior dogs who need a little extra patience and care. I’ll follow your pet’s routine closely, including feeding schedules, medications (if needed), exercise, and any special instructions you provide. When your pet is with me, you’ll receive regular updates, photos, and messages so you can relax knowing they’re safe, happy, and well cared for. My goal is simple: earn your trust by providing dependable service and giving your pet the love, attention, and care they deserve. I look forward to meeting you and your furry family member! I have a German Shepard/lab dog so taking care of your fur baby will blend right in with our daily walk sessions when the weather allows us to do so. Your for baby will be an excellent hands with the help of our dog Jacob. We have a huge backyard which is more than enough room for the babies to play. Not to worry they are never left unattended

Sitter Profile Image: Kathy & Robert B.
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Kathy & Robert B.
from
$35
per night
5.0 out of 5 stars
20 reviews
2 repeat clients
25 years of experience
Haines City, FL, 33844

Kathy kept our 2 dogs for the day during our visit to LEGOLAND. She is a very nice person and her house is so warming. She is obviously an experienced dog keeper. Sent us pics during the day of the dogs which was very appreciated. We spent our day with no stress. Thank you !

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Caroline C.
Sitter Profile Image: Alana Del Mar C.
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Alana Del Mar C.
from
$50
per night
5.0 out of 5 stars
27 reviews
12 repeat clients
6 years of experience
Davenport, FL, 33837

Alana is a fantastic pet-sitter. She took very good care of my little doggie, and both the pet-sitter and my dog were very happy at the end of the day. What I like the most about Alana is how loving she is with animals, and how pro-active she is when it comes to making decisions. We can easily see that she has experience in taking care of pets, so she is both efficient and careful. In addition to this, she is a reliable pet-sitter and very aware of a dog's needs. I will definitely count with her in the future!

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Laura S.
Sitter Profile Image: Kristina H.
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Kristina H.
from
$50
per night
5.0 out of 5 stars
14 reviews
1 repeat client
25 years of experience
Dundee, FL, 33838

Kristina is an amazing dog sitter! She asked lots of questions to get to know our dog, she is clearly an animal lover and we felt comfortable knowing that our dog was being watched by a responsible and caring person. Definitely will have her dog sit for us again!

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Sam T.
Sitter Profile Image: Lauren P.
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Lauren P.
from
$38
per night
2 years of experience
Auburndale, FL, 33823

About: i have experience with a few different things, such as administering medication, wrapping bandages and or cast, I also have hands on experience in animal restraint ranging from dogs, cats, snakes, bearded dagrons and other extoics, some large animal restraint as well. I have taken care of horses before cleaning stalls, bathing them, haltering. I don't have a yet, I just got done with my online class about to start externship so I have plenty of time right now until extern starts. But I get up early take care of the animals take them on walks feed them. then take them out later on let them run around then take them out again later that night and feed them again they have water 24/7. I have a fenced in backyard, I can take your dogs for walks at least three times a day, I do have the ability to crate them. I do also have a 5 year old & 6 year old in the home they are used to dogs & cats. maintaining their water, feed them on a schedule if the clinic has one for their animals.

Sitter Profile Image: Ivianna S.
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Ivianna S.
from
$42
per night
5.0 out of 5 stars
5 reviews
3 repeat clients
10 years of experience
South, Haines City, FL, 33844

Ivianna was so great! She watched our dog Sonia while we were out of town for the weekend and was great about communicating! I really was just hoping she’d let her out and I’d walk her when I got home but Ivianna went above and beyond! She came over quite regularly to not only let our girl out but also take her on walks and hang out with her while we were gone. Id definitely see if she’s free next time we go away!

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Jessica S.
Sitter Profile Image: Kayla R.
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Kayla R.
from
$35
per night
5.0 out of 5 stars
1 review
10 years of experience
Winter Haven, FL, 33880

About: I have been a veterinary technician for 3+ years and counting. We have had pets in our home since I can remember. I have grown up with the love and loyalty that our pets provide and is something that I cherish. I started pet sitting for coworkers and clients for about 2 years now. I love helping fellow pet owners with caring for their pets in a time of need. My favorite thing is gaining trust from pet owners and ensuring that owners have peace of mind when it comes to being away from their pets. Having the medical background that I do also helps to ensure that your senior babies are being taken care of properly. Pets are family. I am currently a full time veterinary technician and work all days (8am-6pm) except Tuesdays, every other Saturdays (only from 8am- 12pm), and Sundays. With my full time schedule, I make sure that a pets needs come first. I will only pet sit for pets that I can guarantee my utmost care. I house sit a lot as well so this is helpful with my full time job. I tend to pet sit close to my job so if I have to leave in the middle of the day to take a dog out, I definitely can. I make sure to follow all written or printed instructions to a T. I also make sure to stay in close contact with owners (not too close to ruin your vacation) to ensure that they are still at peace of mind throughout their time away. I also love to send photos of their pets while they’re gone so they’re not missing out on too much :)

Sitter Profile Image: Cynthia F.
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Cynthia F.
from
$40
per night
5.0 out of 5 stars
9 reviews
1 repeat client
20 years of experience
Auburndale, FL, 33823

Cynthia was amazing! Trixie immediately felt comfortable with her. Cynthia took her for frequent walks and checked in with photos and updates regularly. I would definitely hire her in the future. Thanks so much for taking such great care of her.

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Shena H.
Sitter Profile Image: Debra A.
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Debra A.
from
$40
per night
5.0 out of 5 stars
6 reviews
2 repeat clients
20 years of experience
Winter Haven, FL, 33881

Super nice and very dependable! Will definitely use debra again.

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Alyson W.
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The median cost per night for house sitting in Cypress Gardens is $45

Pet parents share their Rover experiences - Cypress Gardens

1 / 1
5.0 out of 5 stars

We are always nervous to leave my babies with someone new but Curtis made us feel so relaxed while he watched our dogs. We got daily updates with pictures on how they were doing. So thankful we found him! We will book him again in the future!! Thank you so much ❤️

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Ana G.
House Sitting
5.0 out of 5 stars

Brittany watched my 8 year old English Mastiff for the weekend. She was so sweet to Cash, my dog, and had great communication. We will be reaching out to schedule her again in the future

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Erin Z.
House Sitting
5.0 out of 5 stars

Olive loves Lorraine and seems really happy to be with her. Lorraine keeps me up to date and sends lots of pictures which is great. She does an excellent job.

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Barbara E. P.
House Sitting
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Meet local sitters who will treat your pets like family

  1. 1. Search

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Popular requests for house sitting - Cypress Gardens

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Sitters in Cypress Gardens average 4
repeat house sitting clients

FAQs for House Sitting - Cypress Gardens

Frequently asked questions about Rover

The average cost for House Sitting in Cypress Gardens on Rover is $38.85 per night (as of August 2026). However, all sitters set their own rates based on experience, location, and availability.

Rover makes budgeting the cost of House Sitting 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 House Sitting. For more information on service fees, click here .

As of August 2026, there are 1,390 sitters on Rover offering House Sitting across Cypress Gardens. Enter your ZIP code to see which available sitters are closest to your home.

Beyond belly rubs and feeding schedules, a house sitter’s presence may provide an additional layer of security for your home. However, you will need to arrange overnight stays and other household tasks with your sitter when reaching out to them. Not all sitters offer the same services. Common household tasks you can negotiate include:

  • Mail & deliveries: Collecting letters and packages so they don't pile up.
  • Plant care: Keeping your indoor or outdoor garden hydrated.
  • Trash & recycling: Taking trash cans to the curb on scheduled pickup days.
  • Home security: Sitters can stay overnight to keep your home occupied.

The best way to align on expectations is during your free Meet & Greet. Use this time to provide a "home cheat sheet" that includes your preferred Cypress Gardens walking routes, the location of your favorite pet store, and any specific quirks about your home’s security or appliances.

It’s helpful to think of house sitting as a "home base" service. Most sitters in Cypress Gardens maintain their normal daily routines, like running errands or heading to the office, meaning your pet should be comfortable being alone for a few hours at a time. If your pet needs a little extra company, here is how to find the perfect match:

  • Look for "WFH" sitters: Many sitters mention "Work from Home" on their profile to indicate they’ll be present for the majority of the day.
  • Update your pet’s profile: Write down how long your pet can comfortably be left alone. This helps sitters quickly determine if their schedule aligns with your needs.
  • Communicate 24/7 needs: Standard house sitting usually doesn't include constant supervision. If your pet requires round-the-clock care, be sure to discuss this upfront.

Tip: Use the Meet & Greet to confirm a sitter's typical "away" windows. Transparency ensures your pet stays happy and your sitter can plan their day effectively!

Key handling is entirely up to you and your sitter to agree on during the Meet & Greet or in the Rover app. Most pet parents in Cypress Gardens choose to hand over a spare key or digital fob in person, while others arrange a lockbox or unique access code. Don't forget to discuss key returns as well!

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 .

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 pet to the closest veterinarian. Through our Trust & Safety support team, sitters can ask for diagnostic advice from a qualified veterinary professional if your pet 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.

A Meet & Greet is a short introductory meeting between you, your pet, and a sitter. It can take place in person or virtually, although we recommend in-person so that your pet can get to know your sitter or the new environment. During the Meet & Greet, you will have a chance to walk through your pet's routine, medical needs, and unique quirks. Take the time to ask your sitter questions about their skills and expertise, and make sure the fit feels right for everyone. Most pet parents and sitters on Rover welcome Meet & Greets because the process can give confidence and peace of mind for service experiences, especially for longer stays or first-time bookings.

Sitters on Rover set their own cancellation policy, which you can find on their profile under their calendar availability.

Cancelling before a booking begins and before the sitter's cutoff time qualifies you for a full refund. Same-day cancellations for walks, day care, and drop-ins follow the full refund policy. Otherwise, for dog boarding and house sitting, you will receive a 50% refund for the first seven days of the booking and a 100% refund for the remaining days when you cancel the same day a booking should begin.

If your sitter needs to cancel within seven days of the booking's start date, then our reservation protection will kick in. This means our support team works with you to find a replacement sitter.

Yes, you can find sitters who have experience with handling special pet needs in Cypress Gardens. On Rover:

  • 93% of sitters can help with special care needs
  • 96% can help with giving oral medications or injections
  • 96% can help with daily exercise

You can also find pet sitters on Rover who accept only one pet at a time, which is ideal for anxious puppies, kittens, or senior pets who move at a gentler pace. Some sitters will also list availability for 24/7 care, also known as constant care, in their profiles.

Use the search filters to narrow down sitters whose specific experience or environment meets your pet's needs. When reaching out to your sitter, outline your pet's care routine and use the Meet & Greet to walk your sitter through your expectations.

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