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

    Reefhouse Resort & Marina

    Reefhouse Resort & Marina

    103800 Overseas Hwy Key Largo FL
    $239 nightly
    The price is $264 total per night from Jun 21 to Jun 22
    $264 total
    Jun 21 - Jun 22
    Total with taxes and fees
    9.4/10 Exceptional! (1,489 reviews)
    Chesapeake Beach Resort

    Chesapeake Beach Resort

    83409 Overseas Hwy Islamorada FL
    $239 nightly
    The price is $269 total per night from Jun 18 to Jun 19
    $269 total
    Jun 18 - Jun 19
    Total with taxes and fees
    9.2/10 Wonderful! (1,759 reviews)
    Cheeca Lodge & Spa

    Cheeca Lodge & Spa

    81801 Overseas Highway, Mile Marker 82 Islamorada FL
    $276 nightly
    The price is $310 total per night from Jul 16 to Jul 17
    $310 total
    Jul 16 - Jul 17
    Total with taxes and fees
    9.2/10 Wonderful! (1,333 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
1074 Vacation Homes
Lowest Price
$247
Highest Price
$310
Popular accommodation
Sugarloaf Key RV Resort & Cottages, Bluegreen Vacations Hammocks at Marathon, Ascend Collection Resort, Waterfront 2BR Home w/ Dock + Golf Cart, Open Water Views in Venture Out, Oceanfront, Pool, Tiki, Amazing Views, Near Vaca, Great Dockage, Kayaks, Bikes, NEW! OCEANFRONT SHOWHOUSE CASA MAR • NO RESORT OR MANAGMENT FEES • 2 KING SUITES, Dog-Friendly, Water Front Home with Tiki Hut and 40 Ft Dock and Launch, Bungalow #4 - 2 Bed/1 Bath & Pool in Islamorada, Waterfront - Private Lagoon - in Park on the Ocean side -beach, pool, Open Water View from porch , golf cart, dock, bikes, kayaks, trailer parking