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Top Rated Summerland Key Hotels

Kelly's Kabin Private Cottage on Summerland Key
Kelly's Kabin Private Cottage on Summerland Key
Summerland Key, FL
$250
This cottage is a smoke-free cottage.
Acreage Multi-million Dollar Beach Mansion w/ Pool & Billiards
Acreage Multi-million Dollar Beach Mansion w/ Pool & Billiards
Summerland Key, FL
$329
Guests of this vacation home have access to billiards.
Weekly Oceanfront Home-pool, Dock-available Weekly or Monthly
Weekly Oceanfront Home-pool, Dock-available Weekly or Monthly
Summerland Key, FL
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This vacation home is a smoke-free vacation home.
Florida Keys Waterfront House W/pool & Spectacular Ocean Views/minimum 28 Nights
Florida Keys Waterfront House W/pool & Spectacular Ocean Views/minimum 28 Nights
Summerland Key, FL
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Situated in Summerland Key, this vacation home is within 9 mi (15 km) of National Key Deer Refuge Visitor Center, Upper Sugarloaf Key, and No Name Key. Lower ...
Verano Villa Villa 3
Verano Villa Villa 3
3.5 out of 5.0 321 Caribbean Drive E, Unit 3, Summerland Key, FL
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Guests of this vacation home enjoy features like free WiFi in public areas. Friendly staff can provide front-desk service during limited hours, and also offer ...
Boating, Fishing, Relaxation Paradise
Boating, Fishing, Relaxation Paradise
Summerland Key, FL
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At this vacation home, guests have access to a garden.
Summerland Retreat - Oceanfront With Pool, Tiki and hot Tub-reduced for 2019!
Summerland Retreat - Oceanfront With Pool, Tiki and hot Tub-reduced for 2019!
Summerland Key, FL
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This vacation home features a spa tub and a garden.
Mariner's Cove In The Florida Keys
Mariner's Cove In The Florida Keys
Summerland Key, FL
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This vacation home is a smoke-free vacation home.
Pool Home on Tranquil Private Cruikshank Island Summerland Key Florida
Pool Home on Tranquil Private Cruikshank Island Summerland Key Florida
Summerland Key, FL
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At this vacation home, guests have access to a spa tub.

Finding a Hotel in Summerland Key


So you're thinking about a trip to Summerland Key? If you want a place to call home that's located close to Summerland Key attractions, use Orbitz to pick your travel dates, and then presto! Look through the list of hotels and other accommodations to identify those that are near everything you want to see.


There are 158 accommodations to pick from within the larger area if you can't find a good place to stay in Summerland Key. Search by filters such as price, neighborhood, guest rating, or popular locations, depending on what's most important to you.


We make it easy to find a convenient flight into Key West, FL (EYW-Key West Intl.), which is 20.7 mi (33.3 km) from the heart of the city. Find the ideal flight quickly by using the filters on our site to narrow down your search.


Accommodations in Summerland Key


There might be just a few hotels and accommodations to choose from in Summerland Key, but here are more options located close by so you have some choices.

  • 5 hotels in Ramrod Key
  • 46 hotels in Cudjoe Key
  • 12 hotels in Little Torch Key

What's the Weather Like in Summerland Key?


If you want to know whether to pack an umbrella or your shades for your trip to Summerland Key, the weather info below may be helpful. Summerland Key is typically warmest in August and July, while it’s usually the chilliest in January and December. The rainiest months are September and August, while the driest months are normally February and January. Here's a summary of rain and seasonal temperatures so you're ready for all that Mother Nature can throw at you:


  • January to March: average temp during the day is 80°F and 64°F at night
  • April to June: average temp during the day is 89°F and 70°F at night
  • July to September: average temp during the day is 90°F and 78°F at night
  • October to December: average temp during the day is 87°F and 65°F at night
  • Annual average rainfall: 39.76 inches

Recent Reviews

*Price based on the lowest price found within past 24 hours and based upon one night stay for two adults over the next thirty days. Prices and availability subject to change. Additional terms may apply.