Islamorada Vacation Homes

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Featured Vacation Homes in Islamorada

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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Hotel Options in Islamorada

    Amara Cay Resort

    Amara Cay Resort

    80001 Overseas Hwy, Islamorada, FL, 33036
    The price is $366 per night from Feb 6 to Feb 7
    $366
    per night
    Feb 6 - Feb 7
    4.4/5 Wonderful! (1,103 reviews)
    Postcard Inn Beach Resort & Marina

    Postcard Inn Beach Resort & Marina

    84001 Overseas Hwy, Islamorada, FL, 33036
    The price is $359 per night from Feb 5 to Feb 6
    $359
    per night
    Feb 5 - Feb 6
    4.2/5 Very Good! (1,291 reviews)
    Chesapeake Beach Resort

    Chesapeake Beach Resort

    83409 Overseas Hwy, Islamorada, FL, 33036
    The price is $259 per night from Feb 5 to Feb 6
    $259
    per night
    Feb 5 - Feb 6
    4/5 Very Good! (1,049 reviews)

Islamorada Vacation Homes

Book vacation homes in Islamorada
Next time you take a group getaway top Islamorada, don’t confine your friends and family to one or two hotel rooms. Instead, snag a deal on a full-sized house and get the best of both worlds. Vacation home rentals are perfect for families and large groups that want to live like locals on vacation. Whether you are searching for a villa that pulls out all the stops or a four-bedroom house to host the best summer vacation ever, Orbitz has a variety of Islamorada vacation homes for rent that are ideal for you. Your perfect pad is only a few clicks away.

Homes for every Islamorada vacation
If you’re planning a vacation with a lot of people, you’ll want room to stretch out, and a rental home has plenty of space. Many vacation homes also come with everything you’ll need for a proper getaway, like kitchens with every gadget you can think of, along with updated furnishings, fancy spa tubs and balconies. You may even wind up in a rental home that has a sprawling backyard for barbecues, games and general relaxation. These rentals offer the added bonus of putting you right in the thick of things in Islamorada; instead of going to a small hotel room at the end of a busy day, you’re going home.

Vacations are all about creating lasting memories, and a Islamorada rental home makes it easy to create good ones. Whether you’re getting the college crowd back together or bringing along your folks and your kids, a trip to Islamorada is sure to be a winner.