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
    $190 nightly
    The price is $214 total per night from Sep 23 to Sep 24
    $214 total
    Sep 23 - Sep 24
    Total with taxes and fees
    Chesapeake Beach Resort

    Chesapeake Beach Resort

    83409 Overseas Hwy Islamorada FL
    $197 nightly
    The price is $221 total per night from Sep 29 to Sep 30
    $221 total
    Sep 29 - Sep 30
    Total with taxes and fees
    9.2/10 Wonderful! (1,782 reviews)
    Waterside Suites & Marina

    Waterside Suites & Marina

    201 Ocean Drive Key Largo FL
    $133 nightly
    The price is $150 total per night from Sep 27 to Sep 28
    $150 total
    Sep 27 - Sep 28
    Total with taxes and fees
    9/10 Wonderful! (1,489 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
1048 Vacation Homes
Lowest Price
$150
Highest Price
$820
Popular accommodation
Sugarloaf Key RV Resort & Cottages, Escape To Marathon in Large 4BR 3BA Canal Front Home Sleep 10 with Heated Pool, Charming 3-bedroom house featuring a heated private pool., Bluegreen Vacations Hammocks at Marathon, Ascend Collection Resort, Ocean Dream, Family friendly, Direct Ocean, Pool/spa, Kayaks, Giant chess, bocci, 7 Bedroom with Dockage, Pool, Firepit, Paddle Boards & Kayaks , Oceanside Paradise Free Kayaks Bikes Pool & Hot Tub Tennis & Pickle ball, Waterfront 2BR w/ Dock, Hot Tub & Easy Ocean Access – Boaters Welcome!, Luxurious 3-bedroom house perfect for relaxing in the heart of Key Largo.