Relax on Florida's Lower Keys

The Florida Keys – approximately 1700 islands – lie along the Florida Straits, dividing the Atlantic Ocean from the Gulf of Mexico. They begin at the southeastern tip of the Florida peninsula, and extend southwest to Key West, the last habitable island of the chain. Of the 45 inhabited islands, 43 link to the mainland by bridges.

The Keys are the only frost-free spots in Florida. The climate is tropical wet-and-dry. There are two main seasons on the Keys: hot, wet, and humid from June through October, and slightly drier and cooler from November through May.

Life on the Keys, often referred to as the “Conch Republic” (reflecting the population’s somewhat separatist attitude towards the rest of the country), is easygoing. Major industries include fishing and tourism.

In contrast to their neighbors to the north and south, the Lower Keys (including Big Pine, Sugarloaf, and Summerland) are largely free of rowdy late-night crowds and boisterous spring breakers. In this regard, they make an ideal place to enjoy the great outdoors and the region’s rich wildlife.

The Keys are home to unique animal species, including the Key deer (protected by the National Key Deer Refuge), and the American crocodile. About 70 miles west of Key West is Dry Tortugas National Park, one of the smallest and most remote national parks in the U.S. It is comprised of seven small islands, coral reefs, and nesting areas for a variety of wild birds, and is well worth a visit.

If you enjoy the outdoors, don’t miss the 524-acre Bahia State Park on Big Pine Key. Widely believed to have the most stunning coastline in South Florida, Bahia Honda is an ideal place for hiking, bird watching, swimming, fishing, and snorkeling (the park has relatively deep waters close to shore).

Also, be sure to check out the beautiful reefs at Looe Key, where the coral and fish are considered to be the most vibrant in the U.S. Snorkeling trips leave from Biahia Honda to Looe Key National Marine Sanctuary twice daily from March through September.

Finally, don’t travel to the Lower Keys without a visit to Key West, only 90 miles from Havana. With an average temperature of 79 degrees, storied 19th century architecture, funky galleries, shops and museums, and a large number of festivals and artistic events, few islands offer the array of culture and diversity that defines Key West.

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Live Like the Locals
VRBO Owners Share Details about their Homes in the Lower Florida Keys

Tropical Key West Getaway – Property 140617

  • Enjoy the tropical color, comfortable surroundings and ocean view that make our property the perfect vacation getaway.

  • Experience the Florida Keys with family and friends, then return to your private pool, hot tub and the palm tree serenade.

  • Experience sunrises in paradise that bring peace and joy to each and every day.


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Enjoy America's Caribbean with Style and Comfort – Property 103426

Key West and Villa Soleil, the perfect chemistry for a laid back getaway to a luxurious tropical paradise.

  • Stroll to Duval Street, two blocks' distance or to some of the lovely tree lined neighborhoods so close by.
  • Mallory Square and several other "more serene" vantage points for viewing breathtaking Caribbean sunsets are only steps from Villa Soleil.
  • Our location in the beautiful community of Truman Annex is perfect for enjoying Old Town Key West-have fun and return to the quiet comfort of Villa Soleil and the Annex. No need to drive!

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Beautiful Bay View Florida Keys Home – Property 107389

  • This house is an ideal property for fishermen and divers, as they can moor their own boat in front of the house and have excellent access to both the Gulf of Mexico and the Atlantic Ocean.

  • The house is conveniently located 5 miles from Bahia Honda State Park,15 miles from Marathon, and 32 miles from Key West.

From the perspective of a person who has spent the last thirty years vacationing in the Lower Keys over the holidays, I think that the ideal ways to celebrate include:

  • Spend the day at Bahia Honda State Park, which has one of the most beautiful beaches in the lower keys. Other great beaches are Anne's beach in Marathon and Smathers beach in Key West.

  • Take a historic tour of Key West on the Conch Tour train.

  • Take a day trip to the Dry Tortugas by boat or plane. This is the site of Fort Jefferson where John Wilkes Booth was imprisoned, and it is surrounded by waters that are excellent for snorkeling.

  • Go scuba diving or snorkeling at Looe Key National Marine Sanctuary.

  • Charter a deep sea fishing trip. 

  • Swim with the dolphins at the Dolphin Research Center in Marathon.

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Almost Southernmost, Heart of Key West – Property 117596

If  you’re considering spending your next vacation in Key West, check out our two-bedroom cottage. It is located on Truman Avenue, which is a half block off of Duval. It is walking distance to all the hot spots and restaurants in Key West including:

  • Blue Heaven & Pepe's which are great for breakfast/brunch.

  • As far as lunch, we love to spend an afternoon at Schooner Wharf enjoying their Buffalo Shrimp and the acoustic entertainment.

  • If martinis are your choice of drink, the cosmos and espresso martinis are great at Lateda. One of my favorite bartenders – “Sassy” works Wednesday to Saturday nights there. Stop in and say "Hi." Tell him Big Daddy & Danette sent you.

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"Old Town Oasis," a Spacious Oceanfront Condo –
Property 71538

What if you could stay right on the dock in Old Town but with the quiet and solitude of an exclusive gated community?

  • That is exactly what you will have when you stay at this beautiful condominium home in the Truman Annex.

  • The Green Parrot (oldest blues bar in America) is just two blocks away, and yet the peace and quiet of this home will make you think you're out in mangrove country.

  • Fort Zachery Taylor Park with its beautiful beach is just a short walk, or even shorter bike ride, from your front door.

  • This home has been elegantly decorated to reflect tropical living at its finest. All of the rooms are over-sized, with 10-foot ceilings and overhead fans. And best of all, you can sit on the living room balcony and watch the sun set on the Gulf of Mexico.

  • The private pool is right downstairs, and right on the oceanfront. You'll have your own keys that will give you direct access to and from the waterfront via private gates.

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Ocean Gem – Property 51608

Relax and Enjoy. This is the best of Keys living.

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Key West's Crown Jewel – Property 45706

Our completely renovated oceanfront penthouse condo has an incredible view of the ocean and the colors of the sunset, which can be seen from every room in the condo, as well as from its 35-foot balcony.

  • 1800 Atlantic Condominiums features the largest pool on Key West and a 12 person hot tub, both of which our condo overlooks.

  • The condo complex is located directly adjacent to Smather's Beach, the largest beach in Key West, where one can parasail, sail, kayak, play volleyball, swim, lounge under palm trees and stroll along the water's edge. The possibilities are endless.

  • Key West is a wonderful place to spend the holidays. Spending Christmas in Key West is very popular with families.

  • Key West hosts one of the largest New Year's Eve celebrations in the country. Where else can you see not one but three "drops" at midnight - a giant Conch shell, a giant red glittered slipper holding the famous Sushi, and a Wench atop a Schooner?


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Fishing Heaven in 5-Star Gated Park
Property 76867

Waterfront Canal Home on the Ocean Side - Property 117192

Luxury Beachfront Condo
Property 133090

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