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

    Hawks Cay Resort

    Hawks Cay Resort

    61 Hawks Cay Blvd, Marathon, FL
    $368 nightly
    The price is $413 total per night from Jul 20 to Jul 21
    $413 total
    Jul 20 - Jul 21
    Total includes taxes and fees
    8/10 Very Good! (1,011 reviews)
    Cheeca Lodge & Spa

    Cheeca Lodge & Spa

    81801 Overseas Highway, Mile Marker 82, Marker 82, Islamorada, FL
    $259 nightly
    The price is $291 total per night from Aug 12 to Aug 13
    $291 total
    Aug 12 - Aug 13
    Total includes taxes and fees
    9/10 Wonderful! (1,128 reviews)
    Chesapeake Beach Resort

    Chesapeake Beach Resort

    83409 Overseas Hwy, Islamorada, FL
    $199 nightly
    The price is $224 total per night from Aug 11 to Aug 12
    $224 total
    Aug 11 - Aug 12
    Total includes taxes and fees
    9/10 Wonderful! (1,488 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
1043 Vacation Homes
Lowest Price
$224
Highest Price
$413
Popular accommodation
The Hammocks at Marathon, 5 bedrooms, pool/spa heated, bikes, kayaks, game room, elevator, deep 75' dock., Perla Blanca 4 Bed 5 Bath kayaks pool boat dock, Villa Coral, brand new, spectacular outdoor area!, "Your own private resort" - Mockingbird Pointe - Waterfront, pool and dockage, JUDY'S PLACE ~ 2 Bedroom, 1 Bathroom Home in Venture Out Community!, Direct Oceanfront-Atlantic Side-Dockage-Pool and 20 miles from Key West, Old Florida Style, wrap around porch, boat basin for dockage, open water, Anchor's Away: Discover Charm on the Canal, Swift Atlantic Access, Dockage & Above Ground Pool Await