Florida Keys Vacation Homes

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Featured Vacation Homes in Florida Keys

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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 Florida Keys

    Chesapeake Beach Resort

    Chesapeake Beach Resort

    83409 Overseas Hwy, Islamorada, FL
    The price is $199 per night from May 5 to May 6
    $199
    per night
    May 5 - May 6
    8.8/10 Excellent! (1,301 reviews)
    Cheeca Lodge & Spa

    Cheeca Lodge & Spa

    81801 Overseas Highway, Mile Marker 82, Marker 82, Islamorada, FL
    The price is $309 per night from Jun 2 to Jun 3
    $309
    per night
    Jun 2 - Jun 3
    8.8/10 Excellent! (1,006 reviews)
    Hawks Cay Resort

    Hawks Cay Resort

    61 Hawks Cay Blvd, Marathon, FL
    The price is $269 per night from May 22 to May 23
    $269
    per night
    May 22 - May 23
    7.8/10 Good! (1,003 reviews)

Florida Keys Vacation Homes

Book vacation homes in Florida Keys
Next time you take a group getaway top Florida Keys, 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 Florida Keys vacation homes for rent that are ideal for you. Your perfect pad is only a few clicks away.

Homes for every Florida Keys 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 Florida Keys; 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 Florida Keys 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 Florida Keys is sure to be a winner.

Florida Keys Vacation Homes essential information

Accommodation
691 Vacation Homes
Lowest Price
$199
Highest Price
$350
Popular accommodation
Aqua Lodge Rentals At Coconut Cay, Old Florida Style, wrap around porch, boat basin for dockage, open water, Amazing 2 beds 2 baths With Private Pool. Lush backyard. Tiki & Outdoor Bar. , Gated Community on Open Water with Dock, Heated Pool, Kayaks, Bikes, P98 - 2698 Sombrero Blvd, Beautiful Family-Friendly, Dock, Marina, Heated Pool, near Key West, MM21.5, Blue Paradise 5bed/5bath Brand New Build with Private Pool, Great Water Front 2 Story Townhouse, BRAND NEW! KEYS BEACH RETREAT! CAPTIVATING WATERVIEW VILLA! WIFI! FREE GOLF CART