Come stay with us in Marathon, FL, the heart of the Florida Keys! The city of Marathon is nestled in the center of the Florida Keys Island chain - just one hour from Key West and Key Largo. This collection of keys offers white sand beaches and beautiful, warm weather for the ultimate in relaxation. Our Marathon vacation rentals are situated just minutes from the best the city has to offer - many even have private docks, pools and gulf views!

  • Sombrero Beach Vacation Home
  • Why Island Breeze Vacations...

    Regardless of the size or makeup of your group, we have a rental property to meet all your needs and desires in every price range. We offer weekly vacation rentals, monthly vacation rentals and seasonal rental properties. Planning to bring your dog along? We have gorgeous pet friendly homes in the Florida Keys for you and your family to enjoy with your furry friend!

    Prime Locations

    Our rentals put you right in the heart of the Keys. Whether it’s fishing, diving, or day-tripping to Key West, everything is within easy reach.

    Comforts of Home With Resort-Style Perks

    Each property is designed with modern amenities, private pools, and fully equipped kitchens so guests can relax in style. 

    Locally Owned & Trusted

    As Marathon locals, we know the Keys inside and out and love sharing insider tips to make your trip unforgettable.

    FIND OUT WHAT OUR RECENT GUESTS THINK

    Guest Testimonials

    What a stay!! We had a great couple of weeks, the house was exactly as described. We've already booked for next year. Island Breeze vacations is great to work with and quickly responded the couple times I had to reach out.

    Kim W.

    We had a great family vacation!!! Thank you to the staff at island breeze. They were helpful and friendly. Easy check in directions and a great property. We couldn’t ask for more.

    Greg M.

    We have used Island Breeze for 6 years. Unbelievable service, spectacular advice and guidance on everything Keys related. Properties are expertly maintained.

    Todd E.

    Let Us Care For Your Vacation Home


    List your Marathon property with us and benefit from local expertise, proven marketing strategies, and personalized care. We maximize bookings with dynamic pricing, maintain your home with trusted vendors, and deliver exceptional guest experiences. Partner with us to earn more while knowing your property is in expert hands.

    START THE CONVERSATION

    Blog

    Island Time Travels

    From Sombrero Beach to Bahia Honda, Marathon is a true Florida Keys playground. Swim with dolphins, tour the Turtle Hospital, fish offshore, or snorkel reefs at Dry Tortugas. With watersports, eco-tours, and fresh local dining, adventure is always close by.

    DISCOVER YOUR NEXT ADVENTURE
    November 14, 2025
    Discover the Florida Keys’ most Instagram-worthy locations, from stunning beaches and sunsets to colorful streets and hidden gems — perfect for your next photo adventure.
    By undefined October 18, 2025
    When Is Lobster Season in Marathon? Lobster season in the Florida Keys happens twice each year: Mini-Season: A two-day event typically held the last Wednesday and Thursday of July, designed to give recreational divers an early crack at catching lobster before the commercial traps go in. Regular Season: Runs from August 6 through March 31, offering months of opportunity to enjoy the chase—and the feast. Both seasons are hugely popular, so be sure to plan your stay and boat rental early!
    santa sitting on the beach
    By floridakeysaficiando September 13, 2025
    Spend the holidays in Marathon & enjoy warm weather, unique festivities, and tranquil relaxation. Book your unforgettable holiday experience!