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our story

Your Perfect Vacation Getaway, Managed With Care.

At Flip Flop Vacation Rentals, we specialize in offering exceptional vacation rental experiences across the beautiful state of Florida as well as many other states. With an extensive portfolio of carefully curated properties, we take pride in providing guests with a diverse selection of homes that meet the highest standards of quality and comfort. Whether you’re looking for a beachfront escape or a cozy getaway near Florida’s top attractions, we’ve got the perfect spot for you to unwind and enjoy all that the sunshine has to offer.

We are passionate about ensuring every guest has a seamless and memorable stay. From the moment you book with us until you check out, we focus on providing outstanding service that exceeds expectations. Our team is dedicated to addressing every need, whether it's providing personalized recommendations, arranging special requests, or offering support during your stay. We believe that a great vacation begins with exceptional service, and we strive to make each visit as enjoyable and stress-free as possible.

Our commitment to excellence extends beyond just service; we are also deeply committed to maintaining our properties at the highest level. Every rental is meticulously maintained, ensuring guests have access to well-kept, clean, and fully equipped homes. With regular inspections, updates, and attention to detail, we guarantee that each property is ready to provide an impeccable stay. At Flip Flop Vacation Rentals, your satisfaction is our top priority, and we work tirelessly to ensure your stay is nothing short of perfect.

About The Owners

Adam Froisland, co-founder of Flip Flop Vaction Rental Management Company

Adam

Welcome to Flip Flop Vacation Rentals! My name is Adam, and I bring a wealth of experience and a passion for adventure to ensure you have the best stay possible. 


With over two decades of dedicated service in the U.S. Army as a Senior Human Resources Manager, I've developed an eye for detail and a commitment to excellence. My journey also led me to NATO, where I served as an Executive Assistant, gaining valuable experience working in diverse international settings. Beyond my military career, I have been a passionate real estate investor for the past 12 years and a proud Texas Realtor for the last four years. 


On the personal side, I am happily married to the love of my life with two wonderful teenage children. We cherish our family road trips, camping adventures, and exploring new destinations around the globe. This love for travel and discovery inspired me to offer unique and comfortable short-term rental experiences for fellow travelers. 


At our rentals, you can expect a welcoming atmosphere, meticulous attention to detail, and a host who genuinely cares about your comfort and enjoyment. Whether you're here for a quick getaway or a longer stay, I’m here to make your visit memorable.


Dylan Hagen, co-founder of Flip Flop Vaction Rental Management Company

Dylan

Dylan Hagen is a dedicated husband, proud father of three adventurous boys, and the co-founder of Flip Flop Vacation Rentals.


Based in Wichita, Kansas, Dylan has a deep appreciation for travel and knows firsthand how meaningful a great vacation can be. After being diagnosed with an “incurable cancer,” he’s made it his mission to help others create unforgettable memories with the people they love.


With a background in real estate and entrepreneurship, Dylan combines his love for hospitality with a sharp eye for detail, ensuring each property managed by Flip Flop Vacation Rentals offers a clean, comfortable, and enjoyable experience for every guest.


Whether it’s a family beach trip or a weekend getaway, Dylan believes every traveler deserves a stay that’s both relaxing and memorable.



When he’s not managing properties or helping guests plan their perfect stay, you’ll likely find Dylan exploring new places with his wife and boys, coaching youth sports, or sharing stories with friends over good food and sunshine.


Tim Ryan, co-founder of Flip Flop Vaction Rental Management Company

Tim

Tim is father of three, grandfather of two and an ornery husband to his wife, Meg. Tim is a seasoned entrepreneur and a co-founder of Flip Flop Vacation Rentals.

Tim, a former Iowan, now Floridian, loves the beach and the Florida weather!


With business ventures in a variety of industries over the last 20 years, Tim brings his experience in hospitality, real estate, and marketing together to ensure that every guest has an excellent stay and feels not just like a number, but a truly valued guest.


In addition, he has a love for traveling, trying new restaurants, and enjoying the outdoors. This allows him to see through the "eye of the guest" when it comes to hospitality and serving clients and guests of Flip Flop Vacation Rentals.



Testimonials

Hear from our guests...

5 star review property management company in Florida

Everything was great.   Adam was very responsive when we needed something.     Would definitely stay here again.

Review for Flip Flop Vacation Rentals

Garon

March 2025
5 satars

The place was great. Having a bathroom off every bedroom was very convenient. Property was as described. Hosts were very responsive and accommodating. Would definitely rent again.

Brad

January 2025
Review for Flip Flop Vacation Rentals
5 star review property management company in Florida

Very responsive to our needs from the second we booked. During our stay we wanted the spa temperature turned up and he responded very promptly with a solution and instructions!

Review for Flip Flop Vacation Rentals

Katie

February 2025
5 star review property management company in Florida

Adam was incredibly responsive, receptive and welcoming.  I would definitely feel comfortable staying in any of his properties knowing that it was safe, secure, well decorated with all the amenities.  Comfortable beds, TV's in every bedroom, newly renovated -- gold star!

Review for Flip Flop Vacation Rentals

Gretchen

March 2025