Owning a second home in a picturesque tourist destination sounds like a dream, but it can also be a smart business move. Whether a cabin in the mountains, a beachside bungalow on a big island luxury real estate, or a loft in a vibrant city, your vacation home can generate substantial income if leveraged properly. Instead of letting it sit idle most of the year, why not turn that beautiful property into a money-making machine? Here’s how to make the most of your second home while still keeping your getaway dreams intact.
1. List It on Short-Term Rental Platforms
Let’s start with the obvious: platforms like Airbnb and VRBO have completely transformed how travelers book accommodations. Short-term rentals can fetch significantly higher nightly rates than traditional long-term leases, especially in popular tourist areas. The key is to stand out—high-quality photos, detailed descriptions, competitive pricing, and stellar reviews make all the difference.
Pro tip: Invest in professional photography and a few homey touches like local art or a welcome basket. Guests will feel more connected to the area, and more inclined to leave glowing feedback.
2. Get Smart with Pricing Strategies
Tourist destinations typically experience seasonal highs and lows. Understanding these trends can help you optimize your rental income. Tools like Wheelhouse or Beyond Pricing can automate dynamic pricing based on demand, events, and local trends. Don’t undervalue your property during peak seasons—summer, holidays, festivals—and consider offering discounts during off-peak times to maintain occupancy.
Bonus idea: Create bundled offers like “Stay 4 nights, get the 5th free” or partner with local attractions to offer package deals.
3. Offer Unique Experiences
Today’s travelers aren’t just looking for a place to sleep—they want experiences. Think about what makes your home and location special. Could you offer paddleboard rentals, cooking classes, or guided hiking tours? Even something as simple as a custom local guidebook or a cozy fire pit setup can enhance the guest experience and justify a higher nightly rate.
Think local: Partner with nearby restaurants or adventure companies. You earn affiliate commissions or discounts, and your guests get a curated local experience.
4. Long-Term or Seasonal Rentals
Consider seasonal rentals or long-term leases if you prefer less turnover or don’t want to manage frequent guest bookings. This approach offers stability and minimal hassle, especially during off-seasons when short-term travel demand dips. Snowbirds, remote workers, or retirees often seek 3- to 6-month rentals in scenic areas.
Important: Make sure local regulations allow long-term or seasonal rentals and review tax implications in your jurisdiction.
5. Host Special Events
Got a scenic backyard, deck, or open-concept living area on your big island luxury real estate property? You might be sitting on the perfect venue for intimate weddings, photoshoots, or retreats. Event rentals can be incredibly lucrative, especially if your property has a “wow” factor, like a panoramic view or rustic charm.
Be prepared: You may need additional insurance and permits, so check local laws and homeowner’s association (HOA) rules before booking your first event.
6. Maximize Tax Deductions
Monetizing your second home comes with responsibilities—but also potential rewards. If you rent your property for more than 14 days a year, it’s considered a business by the IRS, which means many expenses—like repairs, cleaning fees, utilities, and even depreciation—may be tax-deductible.
Consult a pro: Work with an accountant familiar with vacation rentals to help you navigate deductions, depreciation schedules, and filing requirements. It could save you thousands.
7. Hire a Property Manager (or Go Hybrid)
Managing a vacation rental can be time-consuming, especially if you live far from the property. Hiring a local property manager can be a game-changer—they handle bookings, cleanings, maintenance, and guest issues. Of course, it comes at a cost (typically 20–30% of your rental income), but it can be worth it for peace of mind.
Hybrid idea: Some owners manage bookings and guest communication themselves but outsource cleaning and maintenance to local pros—saving on fees while keeping things running smoothly.
Wrap-Up: Your Slice of Paradise Can Pay for Itself
Turning your second home into a profitable venture is more accessible than ever, thanks to modern platforms and a growing appetite for unique travel experiences. With the right strategy, your vacation retreat can evolve into a flexible, revenue-generating asset—all while leaving space for your getaways. It’s not just about renting out a house—it’s about sharing an experience and creating a sustainable income stream from a place you love.