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, Marker 82, Islamorada, FL
    $159 nightly
    The price is $179 total per night from Oct 5 to Oct 6
    $179 total
    Oct 5 - Oct 6
    Total with taxes and fees
    9/10 Wonderful! (1,221 reviews)
    Chesapeake Beach Resort

    Chesapeake Beach Resort

    83409 Overseas Hwy, Islamorada, FL
    $182 nightly
    The price is $205 total per night from Oct 5 to Oct 6
    $205 total
    Oct 5 - Oct 6
    Total with taxes and fees
    9.2/10 Wonderful! (1,529 reviews)
    Amara Cay Resort

    Amara Cay Resort

    80001 Overseas Hwy, Islamorada, FL
    $208 nightly
    The price is $234 total per night from Oct 7 to Oct 8
    $234 total
    Oct 7 - Oct 8
    Total with taxes and fees
    8.8/10 Excellent! (1,251 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
732 Vacation Homes
Lowest Price
$179
Highest Price
$234
Popular accommodation
Waterfront - Private Lagoon - in Park on the Ocean side -beach, pool, Fall Deals & Spring Openings - Cozy 4BR Key Largo Escape in Mariners Club!, Oceanfront 165ft Beach-Dock-Pool-4K sq.ft 4 bed-5 bath - Islamorada, OCEAN VIEW ANGLERS REEF - POOL, DOCK, BEACH. Walk or Bike to local food + bars, Mariners Club Townhouse, Epic Amenities, Tennis & Indoor Pickleball, Resort-Style Living at Mariner's Club – Steps from Pools, Marina, & Ocean Views!, Kawama L4 - Upscale Oceanside Villa with Marina, Beautiful Oceanside Mariner's 3 Bedroom Townhome, BRAND NEW! KEYS BEACH RETREAT! CAPTIVATING WATERVIEW VILLA! WIFI! FREE GOLF CART

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