Stock Island Vacation Homes

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Featured Vacation Homes in Stock Island

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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 Stock Island

    Oceans Edge Key West Resort, Hotel & Marina

    Oceans Edge Key West Resort, Hotel & Marina

    5950 Peninsular Avenue Key West FL
    $307 nightly
    The price is $345 total per night from Jan 11 to Jan 12
    $345 total
    Jan 11 - Jan 12, 2026
    Total with taxes and fees
    8.8/10 Excellent! (1,751 reviews)
    The Perry Hotel & Marina Key West

    The Perry Hotel & Marina Key West

    7001 Shrimp Road Key West FL
    $315 nightly
    The price is $354 total per night from Jan 8 to Jan 9
    $354 total
    Jan 8 - Jan 9, 2026
    Total with taxes and fees
    9.4/10 Exceptional! (1,175 reviews)
    Aqua Lodges at Hurricane Hole Marina

    Aqua Lodges at Hurricane Hole Marina

    5130 Overseas Hwy Key West FL
    $382 nightly
    The price is $430 total per night from Jan 5 to Jan 6
    $430 total
    Jan 5 - Jan 6, 2026
    Total with taxes and fees
    8.8/10 Excellent! (170 reviews)

Stock Island Vacation Homes

Book vacation homes in Stock Island
Next time you take a group getaway top Stock Island, 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 Stock Island vacation homes for rent that are ideal for you. Your perfect pad is only a few clicks away.

Homes for every Stock Island 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 Stock Island; 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 Stock Island 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 Stock Island is sure to be a winner.

Stock Island Vacation Homes essential information

Accommodation
828 Vacation Homes
Lowest Price
$345
Highest Price
$2,592
Popular accommodation
Hemingway Caribbean Townhome/Private Pool by Beach,Key West charm,free parking, New 4BR/4BA Sleeps 12+ minutes to Beach & Duval St. Private backyard pool oasis, NEW listing!! Luxurious Island Pearl, 2 Bed/2 Bath Home near Duval - Pool, CAPTAIN'S QUARTERS ~ A Vintage Key West Retreat that is full of Charm!!, Perfect Location, Private Heated Pool, Pristine Luxury Home!, TROPICAL RETREAT ~ 3 Bedroom/3.5 Bath 1/2 Block from Duval w/ Heated Pool!, OFF CALL ~ Rustic, Nautical Decor With King Primary Suite & Heated Pool!, Private Secluded Ocean View & Pool Near Key West, Cudjoe Cottages, swimming pool, just 20 miles from Key West

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