"Windley Cottage"in Anglers Reef, Islamorada, is a pristine private home. This coveted oceanfront and gated community consists of 52 single-family homes.... Read More
Come enjoy Islamorada for some sun & fun in this multi story, bay- front condo. Summer Sea Condominium is a gated, residential community located at MM88.5 in the... Read More
Beautiful Gated Oceanfront 1.8 Acre Estate located in Islamorada featuring amazing ocean views. 5 Bedrooms, 4 Baths, Winding Staircase, Expansive Ocean Views,... Read More
Beautiful New Pool Home located in a gated community in the Heart of Islamorada. This home, designed and owned by a prominent Chicago designer, is located in one... Read More
Summary:brThis truly is a Hidden Gem in the heart of Islamorada. This duplex is nestled in the trees just a few steps from one of the most amazing sunsets in the... Read More
Welcome to paradise! Completely remodeled and immaculately maintained... Bungalow Blue is nestled away in the quiet quaint Shady Palms community of Islamorada... Read More
Welcome to Blue Haven!brbr This immaculate 3 bedroom / 2.5 bathroom home provides the perfect home base for your next Florida Keys vacation! Tucked away from the... Read More
CHARMING WATERFRONT located on the oceanside 76 mile marker. Sea Lane offers immediate access to the Atlantic and a short run to the Bay. Enjoy all the offshore... Read More
Come and relax at this secluded condo. Within the unit you can enjoy the beautiful ocean views. Each of the bedrooms are spacious and both have king beds. The... Read More
Enjoy breathtaking sunsets from your very own private beach in this Florida Keys Chic townhome!!! Beautiful 3 bedroom 2 bath located in Islamorada, Florida Keys.... Read More
RENOVATED November 2021!brbrPalm La Mar, a luxury vacation rental located in the exclusive oceanfront gated community of Anglers Reef in Islamorada, Florida, "The... Read More
Your Islamorada Winter Vacation dream just became a reality! Brand new to the market, this Venetian Shores Pool home is waiting for you! This amazing 4 bedroom... Read More
Located in prestigious Venetian Shores, Islamorada. Come and relax in this luxurious bayside waterfront home on a wide canal with easy access to ocean for deep... Read More
Paradise BeachbrbrOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book... Read More
Lazy Daze Beach House is a piece of paradise literally on the Beach! Gorgeous and all new! One King plus set of Full/Twin bunk beds, spacious gourmet kitchen... Read More
The Bay View Cottage is one of three homes in Mermaid's Bay Boutique Estate. This private waterfront oasis sprawls 3.5 acres in the heart of Islamorada, just... Read More
Beautiful 2 bedroom, 1.5 bath townhouse in Plantation by the Sea located in Islamorada. Enjoy the ocean view from your balcony in this completely updated unit.... Read More
Newly updated 2 story home in prime location next to The Moorrings Village. Large living and family room. Huge kitchen with SS appliances. Good size guest... Read More
Summary:brParadise Beach Villa! Endless open water views surround this lovely Key West style concrete block construction ocean front estate.brbrEnjoy your natural... Read More
RESERVE YOUR WINTER GETAWAY TODAY! Spectacular 3/bed 2/bath waterfront home. Located in Lower Matecumbe Key, a part of Islamorada Island. Walk to private beach.... Read More
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