Florida Keys Vacation Rentals | Since 1955, The Most Trusted Name in Florida Keys Real Estate, Property Management, and Vacation Rentals!

Florida Keys Vacation Rentals

Florida Keys Vacation Rentals is one of the largest and most trusted vacation rental management companies in the Florida Keys, dedicated to helping guests find the perfect vacation home or condo for their island getaway. From luxurious waterfront estates to budget-friendly condos, we offer a wide selection of professionally managed vacation rentals throughout the Florida Keys. Our goal is to make your vacation planning simple and stress-free so you can spend more time enjoying everything the Keys have to offer.

As the only vacation rental company with offices stretching from Key Largo to Key West, Florida Keys Vacation Rentals provides unmatched local expertise and personalized service across more than 100 miles of tropical islands. Our experienced vacation rental specialists can help recommend the ideal property based on your travel plans, interests, and preferred location. We proudly serve destinations throughout the Florida Keys including Key Largo, Tavernier, Islamorada, Duck Key, Marathon, Big Pine Key, Ramrod Key, Summerland Key, Cudjoe Key, Sugarloaf Key, and Key West.

At Florida Keys Vacation Rentals, we are committed to delivering exceptional customer service before, during, and after your stay. Once you arrive, our local team is available to provide prompt assistance and personalized recommendations to help make your vacation truly memorable. Contact Florida Keys Vacation Rentals today and start planning your perfect Florida Keys vacation experience.

Company Overview

Florida Keys Vacation Rentals
In Business Since 1955
11100 Overseas Highway
Marathon Florida 33050

* Trusted Find Rentals Member Since November 2011

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Vacation Rentals from Florida Keys Vacation Rentals

Island Living
$22,000/month
Home in Islamorada Florida
7 Beds • 6 Full Baths • Sleeps 14
Florida Keys Vacation Rentals
Way to Go
$707/night
Home in Marathon Florida
6 Beds • 7 Full Baths • Sleeps 14
Florida Keys Vacation Rentals
The Pelican's Lagoon
$1,143/night
Home in Marathon Florida
6 Beds • 7 Full Baths • Sleeps 14
Florida Keys Vacation Rentals

We are here to consistently provide value to your vacation rental experience in the Florida Keys. It is essential for us to maintain our reputation as the “Most Trusted Name in Florida Keys Real Estate” since 1955.

The Florida Keys are known for world-class fishing, boating, snorkeling, scuba diving, waterfront dining, and breathtaking turquoise waters. Visitors can enjoy sun-soaked beaches, incredible sunsets, fresh seafood, and endless outdoor adventures in this tropical paradise off the southern coast of Florida. Whether you are planning a romantic getaway, family vacation, group retreat, or fishing trip, the Florida Keys offer something for every traveler.

Florida Keys Vacation Rentals Vacation Rental Management Company

Property Management from Florida Keys Vacation Rentals

Our fully integrated reservation and accounting system connects all five Florida Keys offices, with a dedicated full-time accountant overseeing owner accounts and financial reporting. Unlike automated booking platforms, every reservation inquiry is personally reviewed and qualified by our experienced property managers to help protect your investment and ensure quality guests.

All guests are personally checked in and out through our offices, and security deposits are collected to cover potential damages. Properties are carefully inspected after each stay, and our trusted local vendors handle any needed repairs or maintenance. We also manage written rental agreements, long-term tenant screening, credit checks, owner notifications, monthly statements, weekly rent collections, monthly owner payments, and annual 1099 reporting. Our offices are open seven days a week throughout the Florida Keys to provide reliable support for both owners and guests.

Florida Keys Vacation Rentals | Property Management Difference

Florida Keys Vacation Rentals Rental Properties throughout Key West and Upper Keys


Need a Company to Manage Your Vacation Property?

Looking to have your vacation property managed by a professional rental management company? You have come to the right place.

If you own a vacation property in Key West, Marathon, Old Town Key West, Key Colony Beach, Key Largo, Islamorada, Long Key, Cudjoe Key, Summerland Key, Sugarloaf Key, Ramrod Key, Duck Key, Grassy Key, Big Pine Key or the surrounding areas and are interested in hiring a professional management company, you can contact Florida Keys Vacation Rentals to help you.

Looking to Buy a Vacation Property?

Owning a home in a great location is a great investment opportunity. Whether you're buying your first rental property or adding to your fleet, Florida Keys Vacation Rentals has what you're looking for.

If you're in the market to purchase a vacation property in Key West, Marathon, Old Town Key West, Key Colony Beach, Key Largo, Islamorada, Long Key, Cudjoe Key, Summerland Key, Sugarloaf Key, Ramrod Key, Duck Key, Grassy Key, Big Pine Key or the surrounding areas, contact Florida Keys Vacation Rentals using the button below.

Want to Sell Your Vacation Property?

Selling your vacation property is a big decision. Why not sell it to a professional property management company like Florida Keys Vacation Rentals?

If you own a vacation property in Key West, Marathon, Old Town Key West, Key Colony Beach, Key Largo, Islamorada, Long Key, Cudjoe Key, Summerland Key, Sugarloaf Key, Ramrod Key, Duck Key, Grassy Key, Big Pine Key or the surrounding areas and are looking to sell it to a reputable property management company, please contact Florida Keys Vacation Rentals by clicking the button below.

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