House Sitting Pine Island

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Pine Island, 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.

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Sitter Profile Image: Cheryl Z.
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Cheryl Z.
Star Sitter
from
$65
per night
5.0 out of 5 stars
295 reviews
79 repeat clients
25 years of experience
Brooksville, FL, 34614

Cheryl took care of our aging Standard Poodles, one of which has special health needs for an overnight. Not only did she take excellent care of our dogs, she went above and beyond to make sure our house was much better than when we left it! She is absolutely amazing. Highly recommended.

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Connie J.
Sitter Profile Image: Shana S.
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Shana S.
from
$30
per night
5.0 out of 5 stars
12 reviews
5 repeat clients
35 years of experience
Spring Hill, FL, 34606

Shana is a gem. She stayed in my home with "the kids" for 4 days. My senior dog and my 2 cats were all well cared for and loved on. She also sent periodic updates and pics, which helped put my mind at ease while away. When I came home, everything was clean, and the floofs were all happy. Thanks so much, Shana!!

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Luann R.
Sitter Profile Image: Bryanna F.
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Bryanna F.
Star Sitter
from
$50
per night
5.0 out of 5 stars
14 reviews
2 repeat clients
4 years of experience
Brooksville, FL, 34604

Bryanna is fantastic! We’ve never felt so relieved in knowing that we have a person we can fully trust and rely on with our pups. We have a senior dog and a puppy. That combo can be a bit overwhelming, but Bryanna was able to handle them effortlessly. We know we will be reaching out to her again in the future!

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Samantha F.
Sitter Profile Image: Deborah M.
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Deborah M.
from
$40
per night
4.9 out of 5 stars
13 reviews
2 repeat clients
20 years of experience
Spring hill, FL, 34609

Deborah was a life saver. She took wonderful care of our dogs. She communicated regularly and sent pictures. She also took care of our home and brought in packages and mail. I will definitely be using her for future sits.

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Kimberley J.
Sitter Profile Image: Alexandra D.
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Alexandra D.
from
$40
per night
5.0 out of 5 stars
3 reviews
3 repeat clients
2 years of experience
Brooksville, FL, 34613

About: I treat your dog like family. Whether it’s a daily walk, overnight sitting, or personalized playtime, I provide reliable, loving care tailored to your pet’s unique needs. With a passion for animals, I ensure every tail wag is full of joy and every paw is in safe hands. From high-energy pups to mellow seniors, I’m here to keep your dog happy, healthy, and well-cared for—while giving you peace of mind. My experience includes raising and training my standard poodle who loves to play with other dogs. I do work full time, but can accommodate your needs as best to my ability. I offer last minute requests to assist with those kinds of requests. I live in a gated community which has a dog park. I also offer taking the dogs to the park and which is almost always empty with two sides to keep dogs separate if need be. I can also accommodate whatever kind of exercise you and your dog are comfortable with. I’m flexible and eager to meet and play with your sweet doggie!

Sitter Profile Image: Samantha S.
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Samantha S.
Star Sitter
from
$60
per night
5.0 out of 5 stars
196 reviews
55 repeat clients
10 years of experience
Hudson, FL, 34667

Sam is amazing! One of my dogs is extremely anxious and Sam took the time to gain her trust, which really put me at ease. She did a few drop ins prior to the house sitting which really helped get the dogs used to her. She took great care of all three dogs and my house while I was on vacation. I will definitely book with her whenever I travel.

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Merrissa M.
Sitter Profile Image: Mattea C.
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Mattea C.
from
$25
per night
5 years of experience
Spring Hill, FL, 34613

About: I have hands-on experience caring for dogs, cats, and horses and am comfortable with feeding schedules, fresh water, playtime/exercise, cleaning up after pets, and keeping routines consistent while owners are away. What sets me apart is that I’m very attentive, patient, and detail-oriented with care. I understand that every pet has different personalities and needs, so I take time to follow routines closely and make sure they feel comfortable and safe in their own environment. I’m happy to provide overnight companionship, lots of attention, and help keep the home cared for during stays. I have a flexible schedule and especially enjoy overnight and multi-day pet care. I prefer planned bookings so I can make sure I’m fully available to give pets consistent care, attention, and keep them on their normal routine. I prioritize safety, trust, and respect when caring for pets and someone’s home. I follow all instructions carefully and make sure I understand each pet’s routine, feeding schedule, and any special needs before the stay. I keep pets supervised, make sure doors and gates are secure, and maintain a calm and consistent environment so they feel safe and comfortable. I also respect the home I am staying in by keeping it clean, organized, and treated with care, as if it were my own. Communication is important to me, so I am happy to provide updates so owners feel at ease while they are away.

Sitter Profile Image: Micaella U.
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Micaella U.
from
$50
per night
5.0 out of 5 stars
11 reviews
2 repeat clients
5 years of experience
Spring Hill, FL, 34613

She was flexible, communicative, and understanding of our doggos needs. We got lots of pics and updates throughout our trip too which we really appreciated!

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Daytona M.
Sitter Profile Image: Jessica V.
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Jessica V.
Star Sitter
from
$65
per night
5.0 out of 5 stars
17 reviews
4 repeat clients
30 years of experience
Homosassa, FL, 34446

Jessica did an outstanding job taking care of my dogs and house while we were away! She kept me posted with pictures and updates every few hours. I would highly recommend her! So happy to have found Jessica. She's exactly what we were hoping for in a trusted pet-sitter.

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Tori R.
Sitter Profile Image: Osvaldo P.
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Osvaldo P.
Star Sitter
from
$25
per night
5.0 out of 5 stars
3 reviews
6 repeat clients
34 years of experience
Spring Hill, FL, 34610

About: I can’t remember a time in my life that I haven’t had dogs and cats. I have experience with special needs cats, currently have a tripod and one with asthma. Friends and family have trusted me to care for their animals when the need arises. As for dogs… well, they can’t speak, so the obvious form of communication is belly rubs ;) As the son of a Veterinary I have been exposed to all types of animals and situations my entire life and given the opportunity I am confident I can manage all of your fur baby’s needs! I currently have a flexible schedule which allows me the freedom to work around your needs. Rather it is a daily walk, feeding, park play, or house sitting for date night or a getaway I have you covered. I am currently offering services at your home as to accommodate all of your fur baby’s daily routines and needs whenever the need arises.

Sitter Profile Image: VICTORIA H.
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VICTORIA H.
Star Sitter
from
$56
per night
5.0 out of 5 stars
8 reviews
3 repeat clients
22 years of experience
Hudson, FL, 34669

Cannot recommend her enough! Spent the weekend with my babies for the 4th of July and made sure everyone was comfortable and happy. Always super communicative and friendly!!

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Emily B.
Sitter Profile Image: Victoria C.
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Victoria C.
from
$65
per night
5.0 out of 5 stars
13 reviews
2 repeat clients
15 years of experience
Spring Hill, FL, 34606

Victoria was absolutely amazing watching our babies for a weekend! She sent picture updates while we were gone & treated our babies like her own. I highly recommend her and will 100% be using her again in the future!

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Micayla M.
Sitter Profile Image: Mallie C.
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Mallie C.
from
$60
per night
5 years of experience
Brooksville, FL, 34614

About: Hi! I have over 5 years experience in pet services. I have owned Dogs and Cats all my life & I find real joy in spending time with any and all animals! I am a newlywed stay at home wife while my husband goes to school full time at the Police Academy. Pet care with me can range from 24 hours to every 2 hours for drop ins. I live on 3 acres of land in a family “commune” , in a 45 ft Fifth Wheel, with many animals and people throughout. i have a fenced in portion of my yard and also in ground stakes with leashes to provide optimal safety and outdoor time.

Sitter Profile Image: Denise D.
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Denise D.
from
$75
per night
5.0 out of 5 stars
4 reviews
40 years of experience
Spring Hill, FL, 34608

About: Hello! I’m a lifelong animal lover with a deep respect for all living creatures. I live in a spacious home on 1/3 acre with 2 securely fenced back yards ideal for pets to run, play and relax. I’ve been caring for various pets since I was 12. I’ve had fur babies my entire life (mostly Shih Tzus) and helped care for livestock on my grandparents’ farm. Over the years, I’ve taken care of many cats and just about every dog breed—from gentle giants like Saint Bernards to tiny Chihuahuas—and pets of all ages, from playful puppies to sweet seniors. I’m experienced with both short visits and extended care, having looked after pets anywhere from a single day up to two months, in both my home and my clients’ homes. I believe love, exercise, playtime, and structure are important for a pet’s happiness and well-being. Pet transportation is available as well. Most importantly, I’ll love and care for your pets as if they were my own. My goal is always to make them feel safe, comfortable, and truly at home. I can send daily photo and video updates to keep you connected. Contact me to discuss your pets needs and arrange a meet & greet. I set my own work schedule but my goal is to pet care full time so I’m now currently fully available all days and hours. I have a large and small fenced yards in a quiet safe neighborhood great for walks. Furry friends are welcome on my sectional and in my pool if approved. My home is peaceful and calming. Whether in my home or yours they’re my priority and will be safely and lovingly cared for exactly as you request.

Sitter Profile Image: Makayla W.
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Makayla W.
from
$50
per night
15 years of experience
Spring Hill, FL, 34609

About: Wear 2 Go Services on Facebook I've cared for all the typical animals and more. I'm not shy with them, remain calm and patient at all times. Just tell me the quirky things they need/do and I'm here to help! I am able to do adjust to most any schedule. Whether you need early morning, afternoon, evening or even overnight. Even if you need just a drop in here or there or extended care, every pet parent should have the security of knowing their babies or home are cared for! I will come to your home to provide care. I love taking special walks, car ride adventures or playing fetch. Just spending quality time with your babies and ensuring the Auntie level care while you're away.

Sitter Profile Image: Karen N.
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Karen N.
from
$50
per night
5.0 out of 5 stars
2 reviews
5 years of experience
Weeki Wachee, FL, 34613

Karen was amazing! She tool great care of our pets and they really liked her. She sent us a ton of pictures and we really appreciated that while we were away.

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Laura S.
Sitter Profile Image: Michael S.
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Michael S.
from
$89
per night
25 years of experience
Brooksville, FL, 34614

About: I know what it's like to hand your dog over to someone else — that flicker of worry, even when you trust them. Our dogs aren't just pets. They're family. They greet us at the door like we've been gone for years, they curl up next to us on the hard days, and they love us without any conditions at all. Trusting someone else with that is not a small thing. So here's what I want you to know: when I'm with your dog, I'm not just watching them — I'm watching out for them. Every walk, every outing, every minute we spend together, I take seriously. Not because it's a job, but because I know exactly what it means to love a dog like family, and I know what it means to be the one responsible for them when you can't be. My goal isn't just to keep your dog safe. It's to give you real peace of mind — so that wherever you are, you can stop thinking about whether they're okay, and just know they are. Loved, looked after, and genuinely cared for, the same way I'd want someone to care for mine. Your fur baby is in good hands. I won't take that lightly. More information about me: Dogs have been part of my life since I was 10 years old, when I got my first German Shepherd Dog puppy named Storm. I built him a pen in the laundry room — and slept in there with him for weeks, just to keep him company. That was the start of it. Since then, I've owned and raised about a dozen German Shepherd Dogs, and I've trained dozens of dogs over the years for myself, friends, and family. Today my pack is three: my two German Shepherd Dogs; Ella (10) and Sadie (8), my Belgian Malinois, Mila (2.5). Living with working breeds has shaped how I think about exercise — it's not about wearing a dog out until they're panting. It's about engaging their mind as much as their body. That's the philosophy behind everything I offer. A walk should have a purpose. A trek should be an adventure, not just a loop around the block — somewhere new to sniff, explore, and think. Outing and training sessions build real confidence, not just compliance. I tailor every visit, every outing and every training session to your dog's personality and energy, whether that's a relaxed neighborhood walk, an early morning outing to beat the Florida heat, a solo trek to a trail or pet-friendly store, or focused training time. Multiple daily walks and custom treks are built around what works for your family — just ask. Based in Weeki Wachee, serving west Hernando County. I treat every dog I work with like one of my own. I am fully insured and will provide real references upon request. This is my full-time job — not a side gig, not something squeezed in around another career. When I'm with your dog, that's where my attention is. Every walk, every outing, every training session. Whether I'm in your home or out on a walk or trek, your dog gets my full, undivided attention — no other dogs, no distractions. I follow your routine and any instructions you give me for feeding, medication, or specific needs, and I treat your home with the same respect I'd want for my own: doors locked, things put back where they belong, and your dog's space left clean and comfortable. For walks and treks, I make sure water is available and accidents are cleaned up before I leave. For overnight stays, I keep your dog on their normal schedule as much as possible — same feeding times, same bedtime routine — so there's as little disruption to their world as I can manage. I'm also comfortable administering medication when needed. At the end of the day, my approach is simple: I treat every dog and every home like it's my own.

Sitter Profile Image: Lenise D.
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Lenise D.
from
$35
per night
4.9 out of 5 stars
36 reviews
17 repeat clients
30 years of experience
Hudson, FL, 34667

About: I've had dogs since I was a little kid. I have always had my own dogs and I have fostered several dogs over the year. I have owned cats just don't have any right now. And I have owned exotic birds and currently own an Amazon parrot. Friends, neighbors, and family have trusted me with their furry children over several years. I love learning more about the dogs and teaching them tricks. It is an amazing experience to see how they develop. I currently work full time from home, and only have to go into the office every other Wednesday. I have plenty of time for multiple breaks for walks. I have two friendly dogs to keep your pup company. I currently do not have a crate in the house. I am okay with your dog sleeping on the couch or bed.

Sitter Profile Image: Makayla B.
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Makayla B.
from
$55
per night
5.0 out of 5 stars
9 reviews
1 repeat client
12 years of experience
Brooksville, FL, 34601

About: I've spent my entire life surrounded by animals. Cats, dogs, bunnies, and fish. You name it! It was like growing up with LOTS of brothers and sisters! Even my first job was in the animal field - at a petting farm :D. Animals are truly the best therapists, friends, and snugglers. I even got my pet first aid certification. Not only for my pets, but for yours too! I currently have a part time job so I have tons of extra play time for your babies. my availability is pretty open and flexible. So feel free to reach out if you have any questions or want to work something out! I like to do pet sitting in my clients home so the animals can be in a familiar environment. Many fur babies find themselves anxious when their owners go away. So to minimize that fear, I like to have them in their natural environment with all the sounds, smells, and surroundings they're used to. I also like to do meet and greets ahead of time to make sure all parties are fully comfortable and assured! :)

Sitter Profile Image: Kelli & Victoria B.
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Kelli & Victoria B.
from
$52
per night
5.0 out of 5 stars
85 reviews
24 repeat clients
23 years of experience
New port richey, FL, 34654

Kelli did a great job of taking care of our two boys so that we could enjoy family time during the holidays. We appreciate all you did so much :)

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Sandy W.
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The median cost per night for house sitting in Pine Island is $49

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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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  • Reservation protection

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

  • World-class support

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

How Rover works

  1. 1. Search

    Browse profiles of sitters near you who offer house sitting
  2. 2. Meet & Greet

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Sitters in Pine Island average 4
repeat house sitting clients

FAQs for House Sitting - Pine Island

Frequently asked questions about Rover

As of July 2026, there are 925 sitters on Rover offering House Sitting across Pine Island. 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 Pine Island 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 Pine Island 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 Pine Island 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 Pine Island. On Rover:

  • 95% of sitters can help with special care needs
  • 96% can help with giving oral medications or injections
  • 98% 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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