St. Augustine Vacation Rental Property Management

The premier short-term rental property management company serving second homeowners in St. Augustine.

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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

2.4x

SkyRun properties are booked 2.4 times more often than the average listing on leading booking channels.

4.8

SkyRun 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 personal care and cutting-edge tech
  • Between having a relationship with your manager and making great 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.

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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
Fast response time to owner inquiries
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
Your Local Team

Locally Owned and Operated In St. Augustine

Each 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 available to answer any and all concerns about your home.
  • We live, work, and play here in St. Augustine. Our dedicated staff are just a stone’s throw away from your home and can step in to help in any situation.
  • When you work with SkyRun, you are helping to create jobs and grow a small business here in St. Augustine.

Randy Ringpfiel

St. Augustine, FL

Owner Of SkyRun St. Augustine

Let's Talk!

Our Commitment to Homeowners

Cash

Say goodbye to being nickel and dimed, and say hello to more revenue than with the competition.

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.

It doesn’t cost anything to get started with SkyRun. We make money only when you do: when we get your property booked.

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.

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.

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.

We collect and pay your state and local taxes for nightly rentals. We also organize and prepare your year-end tax documents.

Care

As a local business, our reputation means everything to us. Our clients are not just a number to us–they’re our neighbors.

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.

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.

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.

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.

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.

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.

Communication

You’ll have an open line of communication to us when you need us. No running in circles, no unanswered emails. We’ll get back to you each and every time.

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.

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.

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.

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.

Be Where the Guests are Looking and Booking

Homeowner Success Stories

Fort Lauderdale: W Residences

1-Bedroom Condo

Bradenton: Sunset Oasis

3-Bedroom House

SkyRun has been wonderful to work with. They are very forthcoming and professional. The team does an outstanding job taking care of both property owners and guests alike.

UliSarasota, 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

“My property’s income has doubled in the last year! SkyRun is a great business partner to me and their willingness to listen and grow revenue has been stellar.”

 

Kay JohnsonDestin, FL

Areas We Serve

We serve homeowners within St. Augustine with short term rental management solutions they can trust.

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

Frequently Asked Questions

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.  

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 mom and pop shops.

We’re transparent about our pricing because as vacation home owners ourselves, we were tired of unexpected charges on our owner statements. SkyRun has a base commission fee that is determined by each location, starting as low as 15%. No extra fees for onboarding, starting up, or ongoing service.

Three ways:
  1. Our highly efficient tech stack equips each of our franchisees to keep their overhead low, a savings we pass along to our homeowners.
  2. 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.
  3. We’ve cracked the code when it comes to pricing your property. Using a scientific approach, we’ll always price your property for the best returns, leaving no money on the table.
With this approach, SkyRun homeowners report earning up to 30% more after switching to us.

You’ll have access to an easy-to-use owner portal, where you can:
  1. See, make, and manage your reservations.
  2. Check your home’s KPIs.
  3. View and download your monthly statements, 1099’s, and annual reports.

Yes, SkyRun is proud of our partnerships with real estate agents! Work with us as the vacation rental expert in your back pocket so your client can make the best decision possible on their second home purchase. A partnership with SkyRun means you close more deals, and your clients achieve their dreams. Learn more about our realtor partnerships.

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.

Call us at 904-822-9400 or email us at staugustine@skyrun.com. We look forward to unlocking your home’s potential together!

Ready to get Started?

Call us at 904-822-9400 or fill out the form at the top of this page, and we’ll send you more information.