<View rental properties in Anna Maria Anna Maria Island Vacation Rental Property Management The premier vacation rental management company in Anna Maria Island. From trusted local property care and maximizing rental income, to transparent communication and 5-star guest experiences—we have you covered. Get a complimentary rental analysis today! Call us at 941-241-3054 or fill out your information below: (Required) Street Address Name First Last Email(Required) Phone(Required)# Beds(Required) # Baths(Required) By submitting this form, I agree to SkyRun’s Privacy Policy Δ Isn’t it time your second home was Worry-free?, Making money?, 5-star rated?, Well-maintained?, Fully-booked?SkyRun is the industry’s most trusted team of property managers. With decades of experience behind us, we know what it takes to stay ahead of the curve in the fast-paced vacation rental industry without sacrificing the personal care that homeowners need. When you put your second home in our hands, your vacation rental dreams can become a reality sooner than you think. 30%Homeowners report earning up to 30% more after switching to SkyRun 2.4xSkyRun properties are booked 2.4 times more often than the average listing on leading booking channels. 4.8SkyRun properties average an industry-high 4.8 out of 5 stars in guest reviews Local Ownership + National Reach We’re a collective of independently owned and operated vacation rental businesses backed by a team of national experts. You Don’t Have To Choose Our unique combination of local ownership and national reach means homeowners no longer have to choose… Between hands-on care and cutting-edge technology Between having a relationship with your manager and strong revenue Between low fees and quality service The SkyRun Difference We’re a local business, but we’re not a mom and pop shop. We’re national, but we’re not a mindless profit machine. We’re the best of both worlds. Get Started Unparalleled reputation ?Listing & optimization on leading booking channels ?Professional marketing ?Efficient tech stack ?Local business ownership ?Cutting-edge revenue management ?Straightforward contract terms ?Easy onboarding process ?User-friendly owner portal ?Quick owner & guest response ?24/7 guest support ?Local regulatory expertise & guidance ?Maintenance ?Housekeeping ?Premium guest amenities and services ?Peace of mind ? Skyrun Vacation Rentals Full Service Basic Service The Competition Small Business Big National Self- Managed Be Where the Guests are Looking and Booking Homeowner Success Stories Anna Maria: Soul Shine 3-Bedroom House Bradenton: Sunset Oasis 3-Bedroom House Bradenton: Royal Poinciana & 11 Palms 2-Bedroom Home & 4-Bedroom Home Matt was very clear from the start and helped us build real expectations for our investment property. We’re pleased with how easy the process has been. Paul & ClaireBradenton, FL The entire process has been incredibly smooth, providing us with a true sense of peace of mind. From property management to timely payments, it’s been hassle-free. We couldn’t be happier with the service provided by SkyRun. Melissa TaylorW. Bradenton, FL SkyRun has done an amazing job with my beach condo. They pay attention to every detail and provide incredible service. They are super responsive and go way above and beyond. In just a very short time they have secured a large number of bookings for my unit. Exceptional company to work with and I highly recommend them. Nan S.Sarasota, FL Matt gave a realistic number and also hit that number. My properties have been renting solid. He’s been so good that I continue to buy houses to have him run. NathanBradenton, FL Your Local TeamLocally Owned and Operated In Anna Maria IslandEach SkyRun Vacation Rentals franchise is locally owned and operated in order to deliver superior service to homeowners and guests while actively engaging in the communities in which we operate. Because we operate a small number of rentals in our own backyard, we’re able to put time and personalized attention into each of them. That kind of service is just not possible with traditional, top-down rental corporations. Enjoy a personal relationship with your manager, who is here to answer any and all questions about your home. We are here to create customized solutions to reach all your goals. We live, work, and play here on Anna Maria Island. Our local team is just a stone’s throw away from your home and we will step in to help in any situation, anytime. Our knowledge of local attractions and hidden gems allows us to provide guests with insider recommendations, enhancing their stay and increasing repeat bookings. Kaitlyn Sander, Business Development Manager941-241-3054Kaitlyn@skyrun.comBook a meeting with Kaitlyn Our Commitment to HomeownersCashCashSay goodbye to being nickel and dimed, and say hello to more rental income with expert revenue management and powerful marketing. It’s easy to switch and we don’t have any onboarding fees. read more Straightforward Terms Some management companies promise low fees then slam you with incremental surprise charges for lightbulbs, snow shoveling, and linens. SkyRun doesn’t believe in nickel and diming—you’ll get simple, straightforward terms on your contract with us so you’ll always know what to expect. No Onboarding or Startup Fees It doesn’t cost anything to get started with SkyRun. We make money only when you do: when we get your property booked. Revenue Management We’ve cracked the code when it comes to pricing your property. Using a scientific approach powered by our national data set and local competitive intelligence, we’ll always price for the best returns on your investment, leaving no money on the table. With this approach, SkyRun homeowners report earning up to 30% more after switching to us. Marketing Your property will not only be listed on the leading online booking channels, but will be optimized to perform well against other similar homes. In fact, SkyRun managed properties are booked 2.4 times more often than the average listing on leading booking channels. Highly Efficient Tech Stack Being part of a franchise, each SkyRun location is equipped with a highly efficient integrated tech stack to run our business. This software helps keep our overhead low, a savings we pass along to our homeowners. Taxes & Accounting We collect and pay your state and local taxes for nightly rentals. We also organize and prepare your year-end tax documents. CareCareAs a local business, our reputation means everything to us. We offer 100% owner satisfaction and you are never just a number to us – you’re our neighbor. Plus, your guests will always be taken care of! read more Maintenance Our preventative maintenance approach utilizes proactive inspections, routine service, and smart tech to keep your property in excellent condition. Are you looking to retire in this home? We’ll make sure it is ready when you are. Housekeeping In between stays, our professional team of housekeepers complete a thorough cleaning and restocking process to leave your home sparkling before the next guest arrives. 100% Owner Satisfaction Guarantee Homeowners stay happy with SkyRun because we go above and beyond to meet their needs. If you aren’t satisfied, we aren’t either–and we’ll work to make it right. Premium Amenities There’s no reason why guests shouldn’t feel pampered in a vacation rental. We provide high-quality linens, towels, and amenities and our team will restock all guest disposable supplies in between stays. Smart Security SkyRun is committed to taking the worries out of vacation rentals for both homeowners and guests. Ask us about our solutions to keep your property safe and protected from liability while you rent it out. 5-Star Guest Hospitality Happy guests power positive reviews—the #1 most important factor in influencing future bookings. On top of providing 24/7 guest support, we provide local recommendations and discounts to enhance the guest experience. The results? SkyRun earns an industry-high guest rating of 4.8 stars out of 5 across our locations and has over 30 thousand 5-star reviews to date. CommunicationCommunicationYou’ll have an open line of communication to our team when you need us and be able to access your owner portal 24/7. No running in circles, we get right back to you each and every time. read more Local Staff You’ll know your property manager and have a direct line of communication to them when you need them. They’ll live near your home and can be there in a heartbeat should they need to be. Owner Portal Keep all of your home’s information at your fingertips with our easy-to-use owner portal. From here, you can see, make, and manage your reservations; check your home’s KPIs and customize which metrics you want to track; and view and download your monthly statements, 1099s, and annual reports. Guest Communication From before the booking all the way through and after checkout, we’re in communication with your guests to ensure they have a smooth and pleasant stay. To make it easy, we’re available to them via phone, email, and text 7 days a week. Licensing, Permitting, & Regulatory Guidance We’re experts in local regulations surrounding short term rentals. Things are changing fast, and we know what homeowners need to do to maintain the proper permits and licenses as a vacation rental. We will guide you through the process to ensure your investment property is in full compliance with the law. Achivement Modal Our Commitment to Homeowners CashStraightforward Terms Some management companies promise low fees then slam you with incremental surprise charges for lightbulbs, snow shoveling, and linens. SkyRun doesn’t believe in nickel and diming—you’ll get simple, straightforward terms on your contract with us so you’ll always know what to expect. No Onboarding or Startup Fees It doesn’t cost anything to get started with SkyRun. We make money only when you do: when we get your property booked. Revenue Management We’ve cracked the code when it comes to pricing your property. Using a scientific approach powered by our national data set and local competitive intelligence, we’ll always price for the best returns on your investment, leaving no money on the table. With this approach, SkyRun homeowners report earning up to 30% more after switching to us. Marketing Your property will not only be listed on the leading online booking channels, but will be optimized to perform well against other similar homes. In fact, SkyRun managed properties are booked 2.4 times more often than the average listing on leading booking channels. Highly Efficient Tech Stack Being part of a franchise, each SkyRun location is equipped with a highly efficient integrated tech stack to run our business. This software helps keep our overhead low, a savings we pass along to our homeowners. Taxes & Accounting We collect and pay your state and local taxes for nightly rentals. We also organize and prepare your year-end tax documents. CareMaintenance Our preventative maintenance approach utilizes proactive inspections, routine service, and smart tech to keep your property in excellent condition. Are you looking to retire in this home? We’ll make sure it is ready when you are. Housekeeping In between stays, our professional team of housekeepers complete a thorough cleaning and restocking process to leave your home sparkling before the next guest arrives. 100% Owner Satisfaction Guarantee Homeowners stay happy with SkyRun because we go above and beyond to meet their needs. If you aren’t satisfied, we aren’t either–and we’ll work to make it right. Premium Amenities There’s no reason why guests shouldn’t feel pampered in a vacation rental. We provide high-quality linens, towels, and amenities and our team will restock all guest disposable supplies in between stays. Smart Security SkyRun is committed to taking the worries out of vacation rentals for both homeowners and guests. Ask us about our solutions to keep your property safe and protected from liability while you rent it out. 5-Star Guest Hospitality Happy guests power positive reviews—the #1 most important factor in influencing future bookings. On top of providing 24/7 guest support, we provide local recommendations and discounts to enhance the guest experience. The results? SkyRun earns an industry-high guest rating of 4.8 stars out of 5 across our locations and has over 30 thousand 5-star reviews to date. CommunicationLocal Staff You’ll know your property manager and have a direct line of communication to them when you need them. They’ll live near your home and can be there in a heartbeat should they need to be. Owner Portal Keep all of your home’s information at your fingertips with our easy-to-use owner portal. From here, you can see, make, and manage your reservations; check your home’s KPIs and customize which metrics you want to track; and view and download your monthly statements, 1099s, and annual reports. Guest Communication From before the booking all the way through and after checkout, we’re in communication with your guests to ensure they have a smooth and pleasant stay. To make it easy, we’re available to them via phone, email, and text 7 days a week. Licensing, Permitting, & Regulatory Guidance We’re experts in local regulations surrounding short term rentals. Things are changing fast, and we know what homeowners need to do to maintain the proper permits and licenses as a vacation rental. We will guide you through the process to ensure your investment property is in full compliance with the law. Areas We Serve We serve homeowners within Anna Maria Island, Palma Sola, and Bradenton with short term rental management solutions they can trust. Frequently Asked Questions How are you better than other property managers out there? Our local ownership model allows us to provide exceptional hands-on service and care to our homeowners, while our national network empowers us to stay on the cutting-edge of the industry. SkyRun truly is the best of both worlds between the big, impersonal brands and the homespun (often old-school) mom and pop shops. How does SkyRun work? SkyRun is a collective of local franchise owners who leverage SkyRun’s technology, brand, and overall systems to 1) Own and operate their own vacation rental business, 2) Provide full-service property management for your home, and 3) Deliver an unmatched guest experience for your home’s visitors. Am I limited in how many days I can spend at my home? No! You can decide how many days you’d like to spend in your home, and how many days you’d like to rent out. We can adapt to your wants and needs as a second homeowner. The only limits are those imposed by any state or county regulations that may be relevant to your home. What are your fees? We understand that every property is unique. Contact our team for a free detailed analysis on your home which will show a clear breakdown of all expected revenue and costs. This process allows us to be as straightforward as possible, a policy we pride ourselves on, so our homeowners never feel nickel and dimed. How do you get my property earning more revenue? Here’s how we maximize your property’s revenue: Your property will be listed and optimized across every single top booking channel, leading to 2.4 times more bookings compared to average listings. Our expertise in booking channel algorithms ensures top visibility for your property. We use a data-driven approach to pricing, ensuring your property is always set to capture the highest possible returns. We combine advanced software with local insights and personalized touches to keep your property optimally priced, attracting more bookings. We deliver five-star guest experiences, from exceptional cleaning standards to 24/7 support. This high level of service earns top reviews and enhances your property’s ranking, enabling us to increase your rates. As a result, SkyRun homeowners often see up to 30% more revenue after partnering with us. How can I stay up to date while I’m away? You’ll have access to an easy-to-use owner portal. Here, you can view, create, and manage your reservations. The portal also provides real-time insights into your home’s key performance indicators (KPIs), so you’re always informed about its performance. Additionally, you can access and download your monthly statements, 1099s, and annual reports. How do I get started? Call us at 941-241-3054 or email us at kaitlyn@skyrun.com We look forward to unlocking your home’s potential together! Realtor Partnerships A vacation rental expert in your back pocket SkyRun is proud of our relationships with realtors. Leverage our extensive knowledge of the ins- and -outs of vacation rental ownerships to help your clients achieve their dreams, and help you close more deals. Learn more Ready to get Started?Call us at 941-241-3054 or fill out the form at the top of this page, and we’ll send you more information.
