Summerland Key Vacation Homes

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Featured Vacation Homes in Summerland Key

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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 Summerland Key

    Parmer's Resort

    Parmer's Resort

    565 Barry Avenue, Summerland Key, FL
    The price is $234 per night from May 6 to May 7
    $234
    includes taxes & fees
    $208 per night
    May 6 - May 7
    8.8/10 Excellent! (1,000 reviews)
    Looe Key Reef Resort

    Looe Key Reef Resort

    27340 Overseas Highway, Summerland Key, FL
    The price is $168 per night from Jun 1 to Jun 2
    $168
    includes taxes & fees
    $149 per night
    Jun 1 - Jun 2
    7.4/10 Good! (1,000 reviews)
    Sugar Loaf Lodge

    Sugar Loaf Lodge

    17001 Overseas Hwy, Summerland Key, FL
    The price is $179 per night from May 4 to May 5
    $179
    includes taxes & fees
    $159 per night
    May 4 - May 5
    8/10 Very Good! (998 reviews)

Summerland Key Vacation Homes

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

Homes for every Summerland Key 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 Summerland Key; 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 Summerland Key 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 Summerland Key is sure to be a winner.

Summerland Key Vacation Homes essential information

Accommodation
355 Vacation Homes
Lowest Price
$168
Highest Price
$1,328
Popular accommodation
Direct Oceanfront-Atlantic Side-Dockage-Pool and 20 miles from Key West, Cudjoe Cottages, swimming pool, just 20 miles from Key West, Private Secluded Ocean View & Pool Near Key West, JUDY'S PLACE ~ 2 Bedroom, 1 Bathroom Home in Venture Out Community!, COCONUT TELEGRAPH ~ Waterfront 2 BR/2Ba in Cudjoe Key w/ Dockage & Parking!, Old Florida Style, wrap around porch, boat basin for dockage, open water, One of the very few beach houses with a daily, rental license in the Keys., Just 20 miles from Key West! Oceanfront, dockage, swimming pool, Oceanside Paradise in the FL Keys Free Kayaks Bikes Wifi Outdoor BBQ Grill