Why Gertrude Rentals

Smaller + Smarter = Better Performance

Smaller

Faster response to market indicators and new technologies. Transparent, reliable access to the expert focussed on maximizing your income - Owner references available to qualified candidates.

Smarter

Unmatched experience with processes and beliefs grown over 15 years of Siesta Key experience, 15000 reservations booked, and 70000 hours worked.

Better

Not just a manager, a vacation rental owner who operates properties the way we want ours operated - maximize income, control expense, represent properties you are proud of.

Results

Outperform other managers by 50% to 800% - from studio apartments to hotels. Existing owners made tenfold increases in units owned. We've never lost an owner.

Guarantees

Trusting a manager isn’t easy. That’s why our fee packages include standard, income target based, and fully guaranteed income. Guaranteed options are owner-to-manager leases with guaranteed increases of 20% or greater.

Personalized

You won't just be a number. We will customize the fit and adapt when needed. Descriptions, photos, pricing, and market position will all be detailed in ways that minimize your risk and maximize your earnings.

Test our capabilities now, it’s fast easy and free -

If your ready to discuss property management call now! Still having doubts? See for yourself who’s better and send rental inquiries to Gertrude and your current manager. Then call us both, but don't make it too easy. For a real test, make us work for it by asking questions and reaching out after hours. Next compare your property reviews to our reviews. Units aren’t created equal, but you'll see that no manager gets more traveler shoutouts on the quality of their services than we do.

How much could your property make?

The market is constantly changing. While pricing services use a cookie-cutter approach, we have 10,000 first-hand data points from real bookings combined with 20 years of income analysis experience. Income for most properties can be estimated in just a few minutes. Call or email for a free estimate today.

Free Rental Evaluation

Recent Owner Reviews

Rose W. (Sarasota) -

I’ve been with Gertrude 15-years. It gives me peace of mind knowing they are managing our properties. I have 15 bedrooms with them and can sit back and relax knowing they will take care of whatever comes up! Thanks Dan.

Kade H. (Cedar Falls) -

Working with Gertrude has been a very positive experience. I own STRs in Phoenix and Siesta Key. I started with one Siesta 3BR and now have 16BR with Danny. They are quick to respond to concerns I have, take care of emergencies so I don't have to, and have creative marketing solutions for my not so mainstream units. Best of all, they generate much more income than anyone else does.

Phillip M. (NYC) -

I've bought and sold properties with Dan and currently have 13 bedrooms with him. They generate much more income than anyone else has. Year after year they hit the projections and its 100% passive for me. I would definitely recommend their services to anyone looking for a property manager.

Shawn H. (Milwaukee) -

We hired Dan to replace another big company. Its been game-changing. Signing was fast, they guided us through everything and quickly increased our monthly income by more than 100%.

Brandon C. (Phoenix) -

In 2020, I partnered with Gertrude Rentals to focus on growing my portfolio. With Daniel's energy, expertise, and the income generated I added seven Siesta Key units. He's responsive, flexible, and relieves the property management stress!

Kreg H. (Waterloo) -

I picked Dan’s group before buying my first Siesta Key property. I went so well I added a second and am looking for a third. I won’t do anything on Siesta Key without the Dan and the Gertrude Rentals team.