Short-Term Rental Property Management in Orlando
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Maximize Earnings. Relieve Stress. Create Passive Income.
A surprising number of vacation rental owners underestimate the financial setbacks that come from managing their listings solo. Lacking the tools, insights, or time to oversee day-to-day operations, many well-intentioned hosts fail to deliver the consistent quality that short-term rentals demand. Delivering top-tier guest experiences requires continuous oversight and hands-on attention that’s difficult to sustain without support.
Those who misjudge the importance of responsive guest messaging, detailed scheduling, ongoing repairs, and competitive marketing often end up making expensive errors. These small miscalculations can compound quickly, resulting in negative guest feedback and unfavorable online reviews that harm long-term performance.
Once a property develops a reputation for poor service or underwhelming stays, future reservations become harder to secure. Declining occupancy means declining profit, and what may have begun as an exciting income opportunity can easily shift into a disappointing financial burden.
Owning a vacation rental in Orlando may seem like an easy way to generate income, but when you’re handling all the moving parts, it’s far from hands-off. Running a successful property in this market requires non-stop attention and careful day-to-day management.
From managing guests to keeping your calendar full, the list of tasks never ends. To keep your rental competitive and earning, you also have to:
- Respond promptly to guest inquiries and resolve complaints at any hour
- Oversee all bookings, cancellations, and reservation logistics
- Keep your listing polished, descriptive, and highly ranked
- Adjust pricing strategies in real time to meet market demand
- Maintain amenities like the hot tub, pool, landscaping, and interior upkeep
At Five Star Properties, we help Orlando vacation rental owners hand off these time-consuming tasks. Our mission is to increase your rental income, secure glowing guest reviews, and restore the true meaning of passive income.
WHY CHOOSE FIVE STAR PROPERTIES?
You purchased this rental to build financial freedom, not to get stuck in the weeds of daily operations. You didn’t sign up for:
- Guest questions and concerns arriving at all hours
- Never-ending upkeep, repairs, and service calls
- Running errands just to keep the property stocked
- Repeating the same listing process for every booking site
Short Term Rental Property Management is a Full Time Job
WE HANDLE EVERYTHING
Hiring Five Star Properties in Orlando means putting your vacation rental in the hands of professionals who handle everything for you. While some companies provide limited assistance or expect owners to stay involved with day-to-day management, we take a fully hands-on approach. From guest communication and calendar management to housekeeping, maintenance, and pricing, we cover it all. You won’t have to lift a finger or lose sleep over late-night issues. Our goal is to keep your Orlando property fully booked and highly rated all year long—while you enjoy the steady income with zero hassle.
Vacation Rental Management Services
With our full-service vacation rental management, we make it our goal to help your property shine in the middle of a crowded and fast-growing rental market. The short-term rental industry continues to expand, and in Orlando, the number of new listings is steadily rising. That means today’s guests have countless options—and they’re looking for homes that provide more than just a place to sleep. We prioritize unforgettable guest experiences that result in five-star ratings and help build long-term rental success.
These are just a few of the ways we ensure your Orlando vacation rental stays competitive and maintains peak booking performance:
Full Service Advertising
Relying on a professional marketing team for your vacation rental listing can have a major impact on your bottom line. While it might be tempting to create your own listing with quick snapshots and a basic description, this DIY method often lacks the detail and polish needed to capture attention. Many owners don’t realize how much revenue they’re missing out on until the poor performance adds up—and by that point, it’s difficult to recover the lost income.
That’s why we approach each listing with purpose and precision. Our team collaborates with top-tier photographers to produce magazine-worthy images that highlight your property’s best features. We then write inviting, informative descriptions that make potential guests feel confident in booking your home.
Once everything is finalized, we publish the listing on all major vacation rental websites and support it with targeted advertising across social media. This multi-channel approach helps ensure your property reaches as many qualified vacationers as possible.
Prepare Your Property for Rental
Consistent bookings and positive guest experiences depend on keeping your property in flawless condition at all times. In the vacation rental industry, cleanliness, orderliness, and guest safety can’t be compromised. That’s why we partner with experienced cleaning professionals who sanitize and reset every room after each checkout. Our team pays attention to the finest details so your property is always ready to impress the next arrival.
When maintenance issues arise or upgrades are due, we take care of everything. We coordinate repairs and improvements promptly to reduce vacancy gaps and keep your rental revenue flowing without delay.
Process Payments Fast
When it comes to managing a profitable short-term rental, clear financial insight is everything. Knowing exactly how your property is doing in real-time helps you make better decisions and stay ahead of market changes.
That’s why Five Star Properties ensures all guest payments are processed promptly, so you receive your rental income without unnecessary delays. Beyond just fast payouts, we also deliver robust reports that break down your earnings—highlighting data like occupancy rates, seasonal trends, and other revenue factors that shape your results.
Each month, we compile these insights into a comprehensive financial summary, giving you full visibility into your rental performance and helping you fine-tune your income strategy with accuracy.
Properties listed with us average an increased occupancy rate of 35% and an increased nightly rate of $48/night.
We Prepare Your Property for Short-Term Rental
We’re here to eliminate the stress and guesswork that often comes with managing a vacation rental. Our goal is to streamline the entire process so you can relax while still generating consistent income from your property. With our team by your side, you won’t have to deal with the operational headaches that most owners face.
To show you what that looks like in action, here’s a step-by-step look at how we prepare your property to be listed under our rental program:
- Property Walk-Through
- Explain Process and Requirements
- Consultation on Nightly Price
- Inspect Property for Minimum Requirements
- Make Any Necessary Renovations / Upgrades to the Property
- Sign Listing Agreement
- Collect Your Contact Information
- Collect Keys or Codes
- Schedule Professional Interior / Exterior Photos
Let us List, Market, and Manage!
- Begin Process of Applying for Short-Term Rental Licenses and Permits
- Generate Marketing Materials
- Syndicate to Marketing Channels and Network
- Respond to Inquiries, Qualify Guests, and Book Reservations
- Communicate with Future Guests and Coordinate Arrival
- Inspect Property Prior to Guest Arrival
- Reach out to Local Vacation Planners about Renting Your Property
- Coordinate with Vendors for Repairs and Maintenance
- Post-Departure Inspection
- Coordinate Cleaning
- Remit Tourist Tax Payments to State and County
Sit back, relax, and watch your earnings add up!
Ensure your Orlando rental reaches peak performance and long-term success with Five Star Properties by your side. Our proven approach to short-term rental management combines real-world experience with a dedication to unmatched service and meticulous care of your home. We don’t just manage properties—we elevate them.
There’s no room for guesswork when your income and reputation are on the line. That’s why it’s crucial to work with a team that goes above and beyond to deliver results. At Five Star Properties, we’ve helped South Florida investors grow lasting revenue streams with high-performing vacation rentals. Let’s talk about how we can do the same for your Orlando home—just reach out via phone or email to get started.
- Over $2.7M Generated by Our Owners
- 12,000+ Nights Booked
- 3,500+ Guests Served
FAQs
Not sure whether a short-term rental property management company makes sense for your Orlando investment? Curious about how the process works or what services are included? We’re here to help. Below, you’ll find responses to some of the top questions we hear from Orlando owners who want to take their rentals to the next level with stronger bookings and happier guests.
Five Star manages a variety of upscale rental properties, including vacation estates, condominiums, townhouses, single-family homes, and modern villas. Each listing we represent is selected for its quality, appeal, and potential to perform well in the short-term market. Our team strives to deliver outstanding service to ensure both guest satisfaction and owner peace of mind.
Definitely. As the property owner, you have the freedom to reserve your home whenever you choose. You simply need to mark the dates on your availability calendar to block them from bookings. Please keep in mind that any stays already booked must be honored, so check your reservations before setting aside dates for personal use.
We perform routine inspections to maintain your property’s pristine condition. This includes checking the property thoroughly before each guest arrives and again once they leave. In addition to these stay-based checks, we also perform monthly inspections to keep up with general maintenance and prevent small issues from turning into bigger problems.
Managing a vacation rental in a Orlando neighborhood with an HOA or condo association requires more than just basic oversight—it calls for constant coordination and regulatory awareness. At Five Star Properties, we specialize in working with residential communities that enforce specific short-term rental guidelines.
Our team keeps open lines of communication with local HOAs, boards, and neighborhood associations to ensure that your rental stays compliant with all the rules. If any documentation, approvals, or permissions are needed throughout the process, we handle them directly—protecting your income stream and ensuring your home operates within the community’s regulations.
Protecting your Orlando property begins with thoroughly screening every guest before they arrive. At Five Star Properties, we’ve developed a multi-step screening protocol that includes comprehensive background checks, a full credit review, and an evaluation of each applicant’s previous rental history to determine their suitability as short-term tenants.
Following approval, our team walks guests through the rental agreement, making sure they understand any restrictions or policies tied specifically to your Orlando home. We also reinforce your house rules and explain the consequences of violations to avoid confusion or conflict during their stay. If problems do occur, our property managers step in immediately, working to resolve concerns with speed and professionalism to maintain the quality of your rental experience.
Keeping your vacation rental pest-free is essential to providing a safe, sanitary experience for your guests, and it’s a responsibility we take seriously at every step. As part of our management services, we include routine inspections that are specifically designed to catch signs of pest activity early—before a small problem becomes a major concern.
To combat infestations before they gain traction, we implement preventative tactics like scheduled fumigation, the use of professional-grade traps, and sealing vulnerable access points around the property. These measures are supported by clear guest guidance on how to properly store food and dispose of garbage, reducing the likelihood of pests being drawn to your rental. Through this well-rounded approach, we help you protect your property from damage and maintain a clean, welcoming atmosphere.
Ongoing maintenance plays a critical role in how we manage short-term rentals at Five Star Properties. To deliver the high standards today’s travelers expect, we give extra care to amenities that directly affect guest satisfaction—particularly your HVAC and pool systems. During scheduled maintenance visits, we evaluate your property’s air conditioning system to catch any signs of inefficiency or wear. This includes inspecting the air ducts, replacing filters, cleaning key components, and confirming that all systems are functioning at peak performance.
When it comes to pool upkeep, we follow a structured routine that includes checking and adjusting chemical levels, skimming the surface for debris, and ensuring that filters, pumps, and other equipment are in good working order. Our team completes pool servicing both before guests arrive and again after they leave, helping you meet cleanliness expectations and offering guests a consistently inviting outdoor experience.
At Five Star Properties, we treat emergency maintenance with the urgency it deserves. As soon as a critical issue is reported, we mobilize our network of pre-vetted professionals to handle the situation. From arranging the repair to monitoring its completion, our team manages each step closely. This fast, coordinated action protects your home from further damage and helps ensure that guests continue to enjoy a comfortable and stress-free stay, regardless of the situation.
Interested in learning more about our rates and how we can manage your Orlando rental? We encourage you to connect with one of our experienced property management professionals. At Five Star Properties, we handle all services internally—there’s no outsourcing involved—so you can expect consistent quality and complete transparency in everything we do.
Our pricing is always fair and fully disclosed upfront. We don’t believe in tacking on surprise charges or hidden fees after you’ve signed on. Since each home has its own features and demands, our rates depend on factors such as the property’s size, neighborhood, and amenities. To get started with a personalized quote and discover how we make vacation rental management easier, reach out to us directly.