House Sitting Pine Island

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

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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
304 reviews
80 repeat clients
25 years of experience
Brooksville, FL, 34614

We can’t say enough about Miss Cheryl. If it wasn’t for her we would never vacation. You know she just loves our Ruba and has a passion for what she does. The pictures daily is wonderful. The extras are really not necessary but believe me when you get home your house is spotless. She is a treasure. Thank you Cheryl for loving our baby . We love you 🥰

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Claire 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: Demi B.
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Demi B.
from
$65
per night
4 years of experience
Spring Hill, FL, 34609

About: I have a genuine passion for animals and hope to become a veterinarian in the future. I currently work with dogs, which has given me hands-on experience understanding their needs, personalities, and behaviors. I’m patient, caring, and attentive, and I enjoy building trust with every pet I care for. I’m comfortable working with dogs of different ages and energy levels, and I’m always willing to give extra attention to young, senior, or nervous pets. My goal is to make every pet feel safe, happy, and loved while their owners are away. I have a flexible schedule and can easily fit pet care into my daily routine. I’m available for regular visits and can work around your pet’s feeding, playtime, and care needs. I’m reliable, responsible, and committed to giving each pet the attention they deserve. I always prioritize the safety, comfort, and well-being of every pet I care for. In a client’s home, I carefully follow their instructions and routines to make sure their pet feels comfortable and secure. I keep their space clean, provide fresh food and water, and make sure doors, gates, and other areas are safely secured. I’m patient and attentive with every animal and always treat them with the same care and respect I would give my own pets.

Sitter Profile Image: Zenaida G.
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Zenaida G.
from
$40
per night
40 years of experience
Spring Hill, FL, 34606

About: I have decided to not work the 9to5 jobs anymore and to do what I'm passionate about, furbabies. I am not new to taking care of doggies and cats, just new to advertising. I've grown up with dogs. I have been fostering and rescuing for 10 years. I have experience with the bouncy happy dogs, the shy and skittish, the ones whom you have to earn their trust.Furbabies are my passion. Each fur baby has their own unique personality and quirks. I have very flexible schedule and can accommodate easily. I don't have a full time job and spend most my days playing with my dogs and cat. I will follow the owners instructions on how they want their fur baby cared for. When I'm watching the fur babies it's all about them

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

So happy to find Samantha available last minute after our sitter bailed. She was very flexible and able to come meet our crew before hand. She was able to keep up her busy schedule while still making our pups her priority. Everyone was happy & healthy upon return & we appreciate her help with some extra “accidents” from our older pups. Will book again!

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Amanda B.
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

She kept us informed. She sent nice pictures of our girls and how comfortable they were. She washed their food bows for me. Totally satisfied. I will call on her again.

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Denise C.
Sitter Profile Image: Jessica V.
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Jessica V.
Star Sitter
from
$65
per night
5.0 out of 5 stars
18 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
20 reviews
13 repeat clients
34 years of experience
Spring Hill, FL, 34610

Our dogs loved Osvaldo from the moment they met him! He kept the house spotless, sent the best photo updates, and took incredible care of our two pups. We came home to happy, relaxed dogs and a clean home. We cannot wait to book him again!

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Connie J.
Sitter Profile Image: Gabrielle B.
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Gabrielle B.
from
$94
per night
1 year of experience
Spring Hill, FL, 34606

About: Animals have always been attracted to me and felt comfortable with me. I have a few months experience in a vets office and over 1 year now as a private pet sitter. I work part time at a brewery, and have plenty of availability to watch pets. I can come to your house multiple times throughout the day and even stay over night if that’s what you prefer 😊 I usually like to set up a meet & greet and take notes on each pet to have as much information about them before my stay.

Sitter Profile Image: VICTORIA H.
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VICTORIA H.
from
$62
per night
5.0 out of 5 stars
15 reviews
7 repeat clients
22 years of experience
Hudson, FL, 34669

Victoria is my go-to sitter! Always super attentive to my babies & very communicative. She is so trustworthy and you can tell she treats your pets like her own

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Emily B.
Sitter Profile Image: Cecelia H.
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Cecelia H.
from
$40
per night
5.0 out of 5 stars
16 reviews
4 repeat clients
20 years of experience
Spring Hill, FL, 34609

Cecelia took care of our babies like they were her own. Also, the house was just like we left it on our return! Would definitely recommend her!

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Lisa & Scott W.
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: Gisellet V.
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Gisellet V.
from
$50
per night
6 years of experience
Spring Hill, FL, 34608

About: I have loved and cared for dogs since I was 10 years old. I currently have two dogs of my own, so I understand how important it is to find someone you can truly trust with your pets. I have experience caring for dogs of different sizes, ages, and personalities, as well as cats. I am patient, loving, responsible, and attentive to each pet’s individual needs. I can provide walks, playtime, feeding, fresh water, lots of affection, and oral medication when needed. I treat every pet as if they were part of my own family and always make their safety and comfort my priority. 🐶🐱❤️ I have a flexible schedule and I am available every day. I can provide morning, afternoon, and evening care, as well as overnight stays when needed. I am happy to work with your pet’s regular routine to make them feel comfortable, safe, and loved while you are away. I live in a spacious, clean, and comfortable house with plenty of room for pets to relax, play, and feel at home. I provide a safe and loving environment and always supervise the pets in my care. I carefully follow each owner’s instructions, including feeding schedules, medications, walks, and special routines. I also have reliable transportation and can travel to your home when needed. Your pet’s safety, happiness, and comfort are always my priority.

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

Kelli was fantastic! She was great with Hazel, she provided updates and pictures. I really appreciated the pictures she left too! I would definitely recommend Kelli.

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Amanda H.
Sitter Profile Image: Elvis C.
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Elvis C.
from
$50
per night
10 years of experience
Spring Hill, FL, 34609

About: I’ve grown up around animals my whole life, and I’ve always been very hands-on with the pet care at home. I am a trusted pet babysitter amongst my family. I value the pet’s mental health and happiness especially while their owner is away. I am a part-time college student, and I work at a catering company with a highly flexible schedule, so I can work around your needs. I try to encourage a stress free environment by sticking to your pet’s normal routine while you’re away, making sure that they’re happy and healthy, as they would be under your own care.

Sitter Profile Image: Jennifer D.
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Jennifer D.
from
$55
per night
5.0 out of 5 stars
11 reviews
2 repeat clients
20 years of experience
Brooksville, FL, 34601

This is our 2nd time using Jennifer!!! She is great with all our dogs. She keeps us updated on any concerns and how they are doing!!! She is definitely our “go - to” for any future vacations!!!!

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Dawn M.
Sitter Profile Image: alexis g.
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alexis g.
from
$30
per night
5.0 out of 5 stars
2 reviews
2 years of experience
spring hill, FL, 34609

Alexis immediately bonded with our two pets during the 1st meet-and-greet. She is a confident, focused individual and handled pet-sitting our dogs on two different dates with minimal instructions. Needless to say we rewarded her extra on both days showing our gratitude. Best Regards-GG ✌️

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Gg G.
Sitter Profile Image: Kaitlyn M.
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Kaitlyn M.
from
$28
per night
5.0 out of 5 stars
3 reviews
5 years of experience
Spring Hill, FL, 34609

Kaitlyn was amazing! She was available on short notice on a holiday weekend to watch my cat and my current foster dog (who only has three legs!) Kaitlyn went out of her way to go over the tripod's care and gave me updates on her improving mobility. She took great care of our pets and our home and I would use her again!

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Krista B.
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: Travis T.
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Travis T.
from
$50
per night
10 years of experience
Brooksville, FL, 34604

About: I have 2 German Shepherd that I walk and play with all the time take them for car rides and to the dog park I also dog sit my brothers dogs when they need me I don’t work so I’m available any time to walk play and take care of your cars or dogs I can stay overnight to if needed I have 2 German shepherds I don’t have a fenced in yard but I take the on long walks to the dog park to play with them

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The median cost per night for house sitting in Pine Island is $45

Book with peace of mind

  • Screened pet sitters have passed a third-party background check and show verified reviews from other pet parents, like you.
  • 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?

  • Cashless payments

    Book and pay through Rover’s secured platform—no cash or checks required.

  • 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.

Meet local sitters who will treat your pets like family

  1. 1. Search

    Browse profiles of sitters near you who offer house sitting
  2. 2. Meet In Person

    Schedule a free in-person Meet & Greet to find the perfect fit
  3. 3. Book & Pay

    It's that easy! All payments are processed through Rover's secured platform

Popular requests for house sitting - Pine Island

Select a filter and find qualifying sitters offering house sitting.

Sitters in Pine Island average 4
repeat house sitting clients

FAQs for House Sitting - Pine Island

Frequently asked questions about Rover

As of September 2026, there are 896 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
  • 95% 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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