How to Start Short Term Rentals Fast by Using Online Platforms

Short-term rental is like a pop-up hotel in your own property, where you rent out furnished homes for brief periods. Unlike traditional rentals, these stays can range from a few days to several months. Imagine it as a more cozy, personal, and often more affordable option compared to staying in a hotel.

Read more about the booming industry of short-term rentals and how you can get started.

Short-term rentals have morphed from a novel idea to a significant component of the real estate investment landscape, especially with the rise of platforms like Airbnb and VRBO. This shift isn’t just about finding a place to stay; it’s creating opportunities for real estate investors to maximize their returns with flexibility that traditional long-term leases don’t offer.

Quickly starting with short-term rentals involves a few key steps:
Choosing the Right Platform: Airbnb, VRBO, and others offer different benefits.
Understanding Legal and Tax Considersation: Be aware of your local laws and taxation requirements.
Marketing Your Property: High-quality photos and detailed descriptions attract guests.
Managing Your Property: From cleaning to communicating with guests, efficient management is crucial.

Whether you’re a seasoned real estate investor or considering your first property, understanding how short-term rentals work can be your gateway to a new income stream, alongside the freedom to use your property as you wish.

Step-by-step guide to starting a short-term rental business, including selecting platforms, legal considerations, marketing strategies, and property management tips. - how to do short term rentals infographic process-5-steps-informal

Choosing the Right Platform

When diving into how to do short-term rentals, selecting the right platform is a cornerstone of your success. Let’s explore the heavyweights in the market and what they offer.


Global Reach, Dynamic Pricing

Airbnb is the poster child for short-term rentals, offering an immense global reach that can put your property in front of millions of potential guests. Its dynamic pricing tools allow you to adjust rates based on demand, seasonality, and special events, maximizing your revenue potential.

VRBO (Vacation Rentals by Owner)

Full-Property Rentals, Straightforward Listing

VRBO is your go-to if you’re eyeing full-property rentals. It caters to families and larger groups looking for the comfort of an entire home. The platform is known for its straightforward listing process, making it easier for new hosts to get started.

Global Market, Tourist Destinations excels in tapping into the global market, especially for properties located in tourist destinations. It’s a robust platform for hosts aiming to attract international travelers and those on the go.


Visibility, Tourist Hotspots

Expedia brings your property visibility amongst a plethora of travel options. It’s particularly beneficial for short-term rentals situated in or near tourist hotspots, integrating your offering with flights, car rentals, and activities.


Full-Service Management, Hands-Off Approach

For hosts preferring a hands-off approach, TurnKey offers full-service management. From marketing your property to handling the day-to-day operations, they cover it all, albeit at a higher cost.


Financial Tools, Rent Collection

Azibo is a lifesaver for the financial side of things, offering financial tools and simplifying rent collection. It’s an excellent choice for hosts focused on the backend management of their rentals.

Zillow Rental Manager

Large Audience, Residential Areas

Zillow Rental Manager allows you to tap into a large audience, especially effective for properties in residential areas. It’s a solid platform for reaching potential renters looking for short-term options outside the usual tourist zones.


VRBO Traffic, Vacation Home Rentals

Now part of VRBO, HomeAway continues to leverage VRBO’s traffic while maintaining its identity. It’s another great option for vacation home rentals, offering access to a vast audience interested in unique stays.

Choosing the right platform involves weighing their unique features against your property type, location, and how hands-on you want to be in the management process. Whether you’re looking for global reach, a specific market segment, or full-service management, there’s a platform tailored to your needs.

In the next section, we’ll delve into the legal and tax considerations to keep in mind when running a short-term rental business, ensuring you’re well-informed and compliant with all regulations.

When diving into how to do short-term rentals, it’s crucial not to overlook the legal and tax implications. These can vary widely depending on your location and the nature of your rental property. Let’s break it down into simpler terms.

Navigating Local Laws

First things first, understanding and complying with local laws is non-negotiable. Cities like New York have specific regulations, such as Chapter 31 NYC, which places restrictions on short-term rentals. For example, in NYC, renting out an entire apartment for less than 30 days is not allowed unless the host is present. This is similar to laws in other cities, designed to manage the impact of short-term rentals on local housing markets.

Before you start, you’ll need to:
– Check zoning laws in your area
– Obtain a Short-term Rental Business License if required
– Make sure your property has a Certificate of Occupancy that allows for short-term renting

Failing to comply can result in hefty fines and legal headaches, so it’s worth doing your homework or consulting with a legal expert.

Tax Implications

Now, let’s talk taxes. The IRS has its own way of looking at short-term rentals.

  • IRS Treatment: If you rent out your property for less than 15 days a year, you’re in luck – you don’t need to report this income. However, for anything beyond that, you need to report your earnings.
  • Tax Benefits: There are numerous deductions available for short-term rental hosts, including expenses for repairs, maintenance, utilities, and even property depreciation. These can significantly reduce your taxable income.
  • Reporting Income: For rentals over 14 days, platforms like Airbnb may report your earnings to the IRS on Form 1099-K. It’s your responsibility to include this income in your tax return, but remember, you can also deduct related expenses.

In certain areas, like California, short-term rental operators are also required to collect Transient Occupancy Tax (TOT) from guests, similar to a hotel tax, and remit it to the city. This adds another layer to the financial management of your rental.

Tax laws and regulations can change, so it’s crucial to stay updated or consult with a tax professional specializing in real estate or short-term rentals. They can help ensure you’re taking advantage of all available tax benefits and staying compliant with IRS rules.

Navigating the legal and tax landscape may seem daunting at first, but with the right preparation and knowledge, it’s entirely manageable. By ensuring you’re compliant with local regulations and understanding the tax implications, you can set your short-term rental business up for success.

In the next section, we’ll explore how to market your short-term rental effectively, attracting guests and maximizing your earnings.

Marketing Your Short-Term Rental

After setting up your short-term rental and navigating the legal and tax maze, it’s time to focus on attracting guests. The way you market your rental can make a huge difference in how quickly you fill your calendar. Let’s dive into how to create an attractive listing and leverage social media to boost your visibility.

Crafting an Attractive Listing

High-quality Photos: The first rule of thumb is to invest in professional photography. Pictures are the first thing potential guests will notice. High-resolution images featuring clean, well-lit rooms can significantly increase your booking rate. Airbnb reports that hosts with professional photos tend to earn up to 40% more.

Detailed Descriptions: When writing your listing, be clear and detailed about what guests can expect. Highlight unique features of your property, whether it’s a cozy fireplace, a breathtaking view, or a fully stocked kitchen. Use simple language but be persuasive.

Amenities and Features: Don’t forget to list all the amenities and features your property offers. Free parking, Netflix access, high-quality towels, and a stocked kitchen are just a few amenities that can make your listing stand out. If your rental is near the beach, mentioning free beach chairs and toys can be a big plus.

professional Airbnb photography - how to do short term rentals

Leveraging Social Media

Instagram Accounts: Create a dedicated Instagram account for your property. Use it to share high-quality images of your rental, updates, and local attractions. Instagram is a visual platform, making it perfect for showcasing the beauty and appeal of your property.

Influencer Partnerships: Partnering with influencers can help you reach a wider audience. Look for influencers whose followers match your target demographic. A single post from an influencer can significantly increase your visibility and bookings.

Engagement: Engage with your audience by responding to comments and messages. Also, consider running promotions or contests to create buzz around your property. Engagement not only helps in building a community around your rental but also boosts your social media presence.

Positive Reviews: Encourage your guests to leave positive reviews by providing an exceptional stay experience. Respond to all reviews, both positive and negative, in a professional manner. Positive reviews can greatly influence potential guests’ decision-making.

By focusing on creating an attractive listing and effectively leveraging social media, you can significantly increase your short-term rental’s visibility and appeal. The goal is to make potential guests envision themselves enjoying a fantastic stay at your property. With high-quality photos, detailed descriptions, and a strong social media strategy, you’ll be well on your way to maximizing your earnings.

In the next section, we’ll discuss how to manage your property efficiently to ensure guests have the best experience possible.

Managing Your Property Efficiently

Efficient property management is crucial in ensuring that guests have a memorable stay, which in turn, can lead to positive reviews and repeat bookings. Whether you decide to hire a property manager or take on the management tasks yourself, there are several key areas to focus on: property management, maintenance, guest communication, booking management, and cleaning services.

Hiring a Property Manager

For those who prefer a hands-off approach or have multiple properties, hiring a property management company can be a wise decision. Companies like Vacasa, Turnkey, and Weekender Management offer comprehensive services that cover everything from marketing your rental to handling guest inquiries and managing maintenance issues.

  • Vacasa is known for its extensive property management services, handling everything from guest screening to 24/7 guest support.
  • Turnkey offers a similar full-service management solution, focusing on maximizing rental income while ensuring guests have a high-quality stay.
  • Weekender Management specializes in creating strong relationships with property owners and ensuring every aspect of the rental process runs smoothly.

While these services can take a significant load off your shoulders, it’s important to consider the costs involved. Property management fees can range from 30%-50% of your rental income, depending on the level of service you choose.

DIY Management Tips

For those who prefer to manage their properties themselves, leveraging online tools and platforms can streamline the process significantly. Here are some tips for effective DIY management:

  • Online Listings: Ensure your property is listed on multiple platforms like Airbnb, VRBO, and to maximize visibility. Keep your listings up-to-date with high-quality photos and detailed descriptions.

  • Scheduling Cleanings: Develop a reliable cleaning schedule that ensures your property is spotless for each new guest. Consider using apps or software that allow you to schedule and communicate with cleaning services efficiently.

  • Guest Services: Providing excellent guest communication is key to a successful short-term rental. Be responsive to inquiries and proactive in addressing any issues that arise during their stay. Creating a comprehensive guestbook with information about the property and local area can enhance the guest experience.

  • Maintenance: Regular maintenance checks are essential to keep your property in top condition. Create a checklist of tasks to be completed regularly and after each guest’s stay. Having a list of trusted local professionals for repair and maintenance work can save time and ensure issues are addressed promptly.

By taking a systematic approach to managing your property, you can ensure that guests have a seamless and enjoyable experience, which is crucial for the success of your short-term rental business. Whether you choose to hire a property management company or manage the property yourself, staying organized and attentive to guests’ needs will help you maximize your rental income and keep your property booked throughout the year.

In the next section, we’ll answer some frequently asked questions about short-term rentals, providing further insights into making your investment a success.

Frequently Asked Questions about Short-Term Rentals

Entering short-term rentals can feel like navigating a maze with both treasures and traps. Below, we address some of the most pressing questions you might have about how to do short-term rentals successfully.

Can you really make money with short-term rentals?

Absolutely. Short-term rentals can be a lucrative investment, often yielding higher returns than traditional long-term rentals. This is primarily because you can charge more per night, akin to a hotel. However, success isn’t guaranteed. Your earnings depend on factors like location, property type, guest experience, and how well you market your rental. For instance, properties in high-demand tourist destinations or those offering unique experiences tend to fetch higher rates.

Is buying a short-term rental a good investment?

It can be, but it’s not a one-size-fits-all answer. Buying a short-term rental is a good investment if you’ve done your homework. This means understanding the market demand, local regulations, and your financial readiness. Properties in locations with a steady influx of tourists or business travelers tend to perform well. However, the initial costs can be high, as you’ll need to furnish the property and possibly make it stand out. Plus, ongoing expenses like maintenance, utilities, and platform fees can add up. But, with the right strategy, the return on investment can be significant.

How does IRS treat short-term rentals?

The Internal Revenue Service (IRS) has specific guidelines for short-term rentals. Generally, income from rentals that last less than 30 days is considered taxable income. However, there are tax benefits, such as deductions for expenses related to your rental activity (e.g., mortgage interest, property taxes, maintenance, and utilities). The key is to keep meticulous records of all income and expenses. If you rent out your property for more than 14 days a year, you must report the income. But, if you rent it out for 14 days or fewer, you don’t report the income (though this rule has specific conditions). It’s advisable to consult with a tax professional to navigate these waters effectively.

In sum, short-term rentals offer a promising avenue for investors willing to put in the effort to research, prepare, and manage their properties diligently. Success in this arena requires more than just owning a property; it demands an understanding of the market, strategic pricing, and compliance with legal and tax obligations. With careful planning and execution, short-term rentals can indeed be a profitable venture.

Remember that the journey into short-term rentals, while potentially rewarding, is also complex and filled with considerations ranging from guest satisfaction to legal compliance.


Embarking on the journey of short-term rentals is more than just an investment; it’s a commitment to creating memorable experiences for guests while maximizing your earnings. At Weekender Management, we understand the nuances of this commitment. Our approach is tailored to not only meet, but exceed the expectations of both property owners and guests, ensuring a seamless and profitable venture in the short-term rental market.

Investment potential in short-term rentals is significant. With the right property in the right location, investors can see returns that outpace traditional long-term rental or even stock market investments. However, maximizing these earnings requires a deep understanding of market dynamics, including pricing strategies, guest expectations, and effective marketing.

At Weekender Management, we specialize in turning these challenges into opportunities. Our expertise in the short-term rental market allows us to navigate the complexities of local regulations, optimize listings for maximum visibility, and manage properties efficiently to ensure high occupancy rates and stellar guest reviews.

Maximizing earnings is at the core of what we do. Through dynamic pricing models, strategic marketing, and meticulous property management, we ensure your investment works as hard as you do. Our use of cutting-edge technology and data analysis tools allows us to stay ahead of market trends, ensuring your property remains competitive and profitable year-round.

Individualized service sets us apart. We believe every property and every owner is unique. That’s why we offer customized management plans tailored to your specific goals and needs. Whether you’re looking to maximize income, preserve your property for future use, or a combination of both, we work closely with you to develop a strategy that meets your objectives.

In conclusion, the path to success in short-term rentals requires more than just owning a property; it demands a strategic approach to every aspect of the rental process, from marketing to maintenance to guest services. With Weekender Management by your side, you can rest assured that your investment is in good hands, leaving you free to enjoy the rewards of your investment without the day-to-day hassles.

Embark on your short-term rental journey with confidence. Let Weekender Management help you unlock the full potential of your investment. Discover how we can transform your property into a thriving short-term rental today.

Leave a Reply

Your email address will not be published. Required fields are marked *