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

    Chesapeake Beach Resort

    Chesapeake Beach Resort

    83409 Overseas Hwy Islamorada FL
    $178 nightly
    The price is $201 total per night from Dec 2 to Dec 3
    $201 total
    Dec 2 - Dec 3
    Total with taxes and fees
    9.2/10 Wonderful! (1,582 reviews)
    Cheeca Lodge & Spa

    Cheeca Lodge & Spa

    81801 Overseas Highway, Mile Marker 82 Islamorada FL
    $265 nightly
    The price is $299 total per night from Dec 9 to Dec 10
    $299 total
    Dec 9 - Dec 10
    Total with taxes and fees
    9/10 Wonderful! (1,274 reviews)
    Waterside Suites & Marina

    Waterside Suites & Marina

    201 Ocean Drive Key Largo FL
    $125 nightly
    The price is $141 total per night from Dec 4 to Dec 5
    $141 total
    Dec 4 - Dec 5
    Total with taxes and fees
    8.8/10 Excellent! (1,123 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
971 Vacation Homes
Lowest Price
$141
Highest Price
$604
Popular accommodation
The Hammocks at Marathon, Charming 3-bedroom house in Big Pine Key near Beach and Key West, Perla Blanca 4 Bed 5 Bath kayaks pool boat dock, Restful waterfront townhome with deck, great water views & washer/dryer, Outstanding pool and outdoor area 5 minute walk to beach!, Charming townhome with ocean views, an open porch & steps from the water, Coral Lagoon Single Family Home 3bed/2.5bath with 40' Boat Slip w/ Power + Water, Waterfront 2BR w/ Dock, Hot Tub & Easy Ocean Access – Boaters Welcome!, New Tiny Home- Paddle Boards, Kayaks, Pool, Marina