Where to stay around Summerland Key, FL?

Our 2019 property listings offer a large selection of 288 vacation rentals near Summerland Key. From 231 Houses to 27 Bungalows, find a unique house rental for you to enjoy a memorable stay with your family and friends. The best places to stay near Summerland Key for a holiday or a weekend are on VRBO.

Can I rent Houses in Summerland Key?

Yes, of course. VRBO has 231 Houses in Summerland Key. Our other popular types of vacation rentals in Summerland Key include:

  • Bungalows: 27 rentals available
  • Cabins: 27 rentals available
  • Cottages: 27 rentals available

But you can also enjoy a great stay in one of our other vacation rentals including Caravans and more.

Can I find a vacation rental with pool in Summerland Key?

Yes, you can select your prefered vacation rental with pool among our 177 vacation rentals with pool available in Summerland Key. Please use our search bar to access the selection of vacation rentals available.

    The Key to your perfect vacation rental

    Few places in the world have a reputation like the Florida Keys, and Summerland Key is one of the most chilled-out of them all. It's a place to leave your worries behind and settle down on the porch with a beer. Somewhere you'll want to slink out of bed nice and early so you can watch the sun rise. You're within easy reach of hubs like Marathon and Key West, but chances are you probably won't want to leave your Summerland Key vacation rental. Kick back and carve yourself a slice of key lime pie.

    The easiest Marathon you'll ever encounter

    For such a laid-back place, a Summerland Key vacation rental gives you a lot of options. Fishermen can head over to the nearby sport-fishing capital of Marathon, or you could just stroll down to the water's edge and drop a line in. If you prefer to watch fish from a distance, then the snorkeling possibilities round here are immense. Try Looe Key marine sanctuary for something a bit special. Wildlife-watchers want to drive the 10 minutes to Big Pine Key, home to the dog-sized Key deer, or you could head a bit further out to the Dolphin Research Center.

    Where the cats have too many toes

    Pick a key, any key. Summerland Key is a quiet, residential kinda place, so excursions might be on the menu. It's towards the western end of the Keys, meaning larger towns like Marathon and Key West are both around a half hour drive away. Macho literature aficionados will want to visit the Ernest Hemingway House in Key West, and see if they can count the toes on his resident mutant cats. While you're out that way, tour Harry S. Truman's Little White House, or take in some art at the Gallery on Greene and the Key West Historical Society.

    Well they don't call it "Winterland," do they?

    How does that saying go? Wherever you are in the world, the weather is probably better in the Keys. A Summerland Key vacation rental dishes up weather that you can only describe as tropical. The winter runs between November and May, though all "winter" means in the Florida Keys is that it doesn't rain as much. Otherwise it's still going to be balmy. You won't see a flake of snow, and in fact the temperature hasn't dropped below freezing since records began. As for summer, it'll be hot, and it'll pour with rain each afternoon. Bring a raincoat.

    There's a reason those Key deer never leave

    The Florida Keys are an archipelago off the coast of Florida, between the Gulf of Mexico and the Atlantic Ocean. They're actually the above-water bits of a massive coral reef that started forming more than a 100,000 years ago. Because the climate's so mild, all kinds of stuff thrives here that doesn't exist further north. Hell, some of it doesn't even exist outside the Keys, like Key deer and the Key Largo woodrat. And then there are the creatures that live in the water. Marine life is bountiful, but the crocodiles and the dolphins are the real celebrities.