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

    Cheeca Lodge & Spa

    Cheeca Lodge & Spa

    81801 Overseas Highway, Mile Marker 82 Islamorada FL
    $218 nightly
    The price is $245 total per night from Oct 13 to Oct 14
    $245 total
    Oct 13 - Oct 14
    Total with taxes and fees
    9.2/10 Wonderful! (1,473 reviews)
    Waterside Suites & Marina

    Waterside Suites & Marina

    201 Ocean Drive Key Largo FL
    $134 nightly
    The price is $151 total per night from Oct 22 to Oct 23
    $151 total
    Oct 22 - Oct 23
    Total with taxes and fees
    9/10 Wonderful! (1,500 reviews)
    Isla Bella Beach Resort & Spa

    Isla Bella Beach Resort & Spa

    1 Knights Key Boulevard Marathon FL
    $355 nightly
    The price is $399 total per night from Oct 19 to Oct 20
    $399 total
    Oct 19 - Oct 20
    Total with taxes and fees
    9.2/10 Wonderful! (1,288 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
1044 Vacation Homes
Lowest Price
$151
Highest Price
$399
Popular accommodation
Sugarloaf Key RV Resort & Cottages, Bluegreen Vacations Hammocks at Marathon, Ascend Collection Resort, Oceanside Paradise Free Kayaks Bikes Pool & Hot Tub Tennis & Pickle ball, Ocean Dream, Family friendly, Direct Ocean, Pool/spa, Kayaks, Giant chess, bocci, Views ~ Pool~Private Hot Tub~FREE Boat Slip~Heaven!!!, Waterfront Keys Retreat Private Heated Pool + Dock Near Sombrero Beach Sleeps 10, Tipsy Turtle: Luxurious Waterfront Villa on Duck Key with Stunning Views and Modern Upgrades!, Manatee Bay | Private Dip Pool, Water Views & Tropical Duck Key Escape, Bungalow #4 - 2 Bed/1 Bath & Pool in Islamorada