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

    Cheeca Lodge & Spa

    Cheeca Lodge & Spa

    81801 Overseas Highway, Mile Marker 82 Islamorada FL
    $234 nightly
    The price is $263 total per night from Dec 2 to Dec 3
    $263 total
    Dec 2 - Dec 3
    Total with taxes and fees
    9.2/10 Wonderful! (1,511 reviews)
    Chesapeake Beach Resort

    Chesapeake Beach Resort

    83409 Overseas Hwy Islamorada FL
    $190 nightly
    The price is $214 total per night from Nov 10 to Nov 11
    $214 total
    Nov 10 - Nov 11
    Total with taxes and fees
    Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort

    Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort

    84001 Overseas Hwy Islamorada FL
    $272 nightly
    The price is $306 total per night from Nov 29 to Nov 30
    $306 total
    Nov 29 - Nov 30
    Total with taxes and fees

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.

Islamorada Vacation Homes essential information

Accommodation
573 Vacation Homes
Lowest Price
$214
Highest Price
$306
Popular accommodation
VOTED BEST KEY LARGO VACATION RENTAL, Completely Remodeled 3/3 in the heart of Key Largo (Oceanside), Key Largo Oceanfront Villa and Marina, Luxurious 3-bedroom house perfect for relaxing in the heart of Key Largo., BRAND NEW! KEYS BEACH RETREAT! CAPTIVATING WATERVIEW VILLA! WIFI! FREE GOLF CART, Beautiful Islamorada Home In Angler's Reef. Amazing Views. Boatslip Included., Refined. Safe. Clean. Waterfront. Golf cart , courtesy to our guests, 7 Bedroom with Dockage, Pool, Firepit, Paddle Boards & Kayaks , NEW! Casa Azul - NO HIDDEN FEES! Golf Cart, 2 Kings, Pool, Beach, Tennis, Kayaks

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