Last Key Realty… The Accidental Business

It’s no secret Last Key Realty has set the standard for luxury vacation rentals in Key West.  The thousands of guests that have stayed with us over the years, along with our happy homeowners, will be the first to tell you that.  But few know the story of how this titan of real estate came to be.  Until now.

Founder Chris Santry & COO Alex O’Donnell celebrating Alex’s 3rd (!!!) baby on the way

A Retirement Cut Short

If you ask our founder Chris Santry how Last Key came into being he’ll tell you just like he told me in my job interview, it was completely by accident.  He had no intention of creating a vacation rental company, the island demanded it of him.

Chris and his wife Sharon retired to Key West in 1999 and planned on renting out several properties they’d acquired… doing little more than floating in their pool and hanging out at La Te Da.  After dealing with another vacation rental company in Key West for a couple of years, Chris decided he would be better off renting his homes himself.  So that’s exactly what he did.

Conch Casa Grande – One of the 1st homes under the Last Key umbrella, and still with us!

Last Key Realty is Born

Over the next few years, Chris and Sharon did so well with their homes that other homeowners asked if they could be a part of the program. By 2008, they were managing a dozen homes, and the couple decided they needed to actually be a company. Thus, Last Key Realty was born.

The next decade was a period of steady growth and expansion. And we’re happy to report that many of those original owners are still part of Last Key Realty’s rental program.

The view from the living room at Noona’s Mansion, a long time Last Key favorite

Key West Awesomeness

So what sets LKR apart?  There are plenty of vacation rental companies in Key West, either locally based or part of a world-wide conglomerates.  With so much competition how have we grown so steadily?  The answer is simple – we care about our guest’s experience, that’s what it’s always been about.

We do everything we can to ensure our guests get a taste of the Key West Awesomeness we’ve grown to love.

Last Key Realty has the largest vacation rental staff, at least triple any competitor in Key West. Each member of our staff is dedicated to enhancing our guest’s experience.  We love Key West and want to show off the Key West Awesomeness that keeps drawing people to our little island year after year.  And we do everything in our power to ensure our guests find that awesomeness, whatever their idea of it may be.

The Polynesian House is a great representation of Key West Awesomeness…

It’s no coincidence the most notable luxury vacation homes in Key West are with Last Key.  We have a strict set of standards for our homes and we ensure those standards are met for every single guest staying with us.  You read that correctly, we check our properties before every stay to make sure everything is top notch for you.  One of the most common phrases guests use in their reviews is “nicer than the photos.”

Buy Key West

We’ve even helped a bunch of our guests become locals.  The reason our guests trust us in the search for their own vacation home is because we don’t simply sell them a house… We act as consultants to help them find their dream home. 

Whether you’re looking to stay for a week, or a month… or the rest of your days, look no further than Last Key Realty to ensure you find that Key West awesomeness you’ve always desired.

What to Expect in Key West – Spring 2021 Vacation Rentals

The more things change, the more they stay the same.  The biggest question we’ve been asked over the past year is ‘What’s Key West like right now with COVID-19 restrictions?’  It’s the same lovely weather, terrific food and fantastic live music you’ve come to expect.  So what’s changed?  The city has implemented a mask mandate that we take seriously and folks stay a bit further apart.  What’s that mean for you?  Probably nothing you aren’t already used to where you are from.

The Royal Compound – Located at 101 Admirals Lane – Available Nightly (6 night minimum)

Renting Properties in Key West

Key West was actually pretty busy during 2020 as most people learned that ‘work from home’ is a whole lot more fun when your home is in Key West.  We’ve helped many guests come stay for a month or two, a few even decided not to leave.  All of our Key West house rentals include high-speed WiFi so when you open your Zoom call everyone can see your stunning view.  And you can rest easy, all of our reservations are 100% refundable outside of 21 days of your arrival.  We understand how quickly things can change and we’re here to help you in any way we can.

Bird of Paradise – Located at 1514 Patricia St – Available for Monthly Rentals

The Atmosphere in Key West

One of the reasons people have been flocking to Key West (even more than usual!) is because businesses of all kinds, from the bars & restaurants to public transportation to your friendly neighborhood vacation rental agency, have taken steps to ensure our guests feel comfortable, safe and healthy while enjoying the much-needed reprieve Key West provides.  Don’t worry, Duval St is open, musicians are still playing, the restaurants & bars are still serving (dine-in or take-out) and there’s never been a better time to get out on the water.

Avalynn House – Located at 522 Emma St – Available Nightly (6 night minimum)

Here at Last Key we’ve gone above and beyond to ensure you have a safe and healthy stay.  We’ve implemented extra cleaning of our properties, we have contactless check-in, grocery delivery if need be, and a full concierge service that can assist with any special request you may have.  To see all of the steps Last Key has taken to make sure you have a safe trip, click here:  https://www.lastkeyrealty.com/vacation-key-west-covid19

As the vaccine rolls out, the demand for Key West is climbing even higher.  Lots of travelers are looking to escape to our island, so if you’re thinking of joining us start planning your trip early.  Give us a call at 305-292-6266 or search for vacation rentals to see what we have to offer.  Whether you just need to get away or are looking for a new locale to work from home, Key West has what you’re searching for.