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, Marker 82, Islamorada, FL
    $179 nightly
    The price is $201 total per night from Oct 16 to Oct 17
    $201 total
    Oct 16 - Oct 17
    Total with taxes and fees
    9/10 Wonderful! (1,214 reviews)
    Baker's Cay Resort Key Largo, Curio Collection by Hilton

    Baker's Cay Resort Key Largo, Curio Collection by Hilton

    97000 Overseas Hwy, Key Largo, FL
    $346 nightly
    The price is $389 total per night from Oct 26 to Oct 27
    $389 total
    Oct 26 - Oct 27
    Total with taxes and fees
    8.6/10 Excellent! (1,003 reviews)
    Chesapeake Beach Resort

    Chesapeake Beach Resort

    83409 Overseas Hwy, Islamorada, FL
    $201 nightly
    The price is $226 total per night from Oct 13 to Oct 14
    $226 total
    Oct 13 - Oct 14
    Total with taxes and fees
    9.2/10 Wonderful! (1,534 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
1040 Vacation Homes
Lowest Price
$201
Highest Price
$389
Popular accommodation
The Hammocks at Marathon, Perla Blanca – 4 BR, 5 BA Oasis w/ Pool, hot tub, dock, kayaks near beach., Best Deals in Duck Key . 2 Bedroom /2 Bath w/40' 'Dock, Trailer Storage Incl,, Restful waterfront townhome with deck, great water views & washer/dryer, Piece of Paradise located at Hawks Cay in Duck Key, ✨️ Ocean access w/Dock, 4 bed/4 bath. Inquire for any special requests ✨️ , Finest location in Coral Lagoon. End unit with bay views and boat slip! , Waterfront - Private Lagoon - in Park on the Ocean side -beach, pool, Fall Deals & Spring Openings - Cozy 4BR Key Largo Escape in Mariners Club!