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

    Chesapeake Beach Resort

    Chesapeake Beach Resort

    83409 Overseas Hwy Islamorada FL
    $230 nightly
    The price is $258 total per night from Jun 18 to Jun 19
    $258 total
    Jun 18 - Jun 19
    Total with taxes and fees
    9.2/10 Wonderful! (1,754 reviews)
    Cheeca Lodge & Spa

    Cheeca Lodge & Spa

    81801 Overseas Highway, Mile Marker 82 Islamorada FL
    $266 nightly
    The price is $299 total per night from Jun 15 to Jun 16
    $299 total
    Jun 15 - Jun 16
    Total with taxes and fees
    9.2/10 Wonderful! (1,330 reviews)
    Islander Resort

    Islander Resort

    82100 Overseas Highway Islamorada FL
    $316 nightly
    The price is $356 total per night from Jun 21 to Jun 22
    $356 total
    Jun 21 - Jun 22
    Total with taxes and fees
    9.4/10 Exceptional! (1,052 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.

Islamorada Vacation Homes essential information

Accommodation
668 Vacation Homes
Lowest Price
$258
Highest Price
$872
Popular accommodation
NEW! OCEANFRONT SHOWHOUSE CASA MAR • NO RESORT OR MANAGMENT FEES • 2 KING SUITES, Bungalow #4 - 2 Bed/1 Bath & Pool in Islamorada, Waterfront - Private Lagoon - in Park on the Ocean side -beach, pool, Overlooking Salt-water Lagoon- Free Golf Cart + 2 Kayaks, VOTED BEST KEY LARGO VACATION RENTAL, Newly decorated townhouse, saltwater lagoon views, 2 pools, tennis courts, 907 Mariners Club - Elegant townhome with 3 bedrooms, Villa hermosa, Private Oceanfront: Heated Pool, Paddleboards & Kayaks - 180 degree ocean views

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