Why Islamorada?

Additional Information

Islamorada Florida is known as the Sports Fishing Capital of the Florida Keys. Our vacation rental properties are located in the Villages of Islamorada half way between Key West and mainland Florida. The Historic Overseas Highway follows Henry Flagler’s famous railroad to Key West that was destroyed in the deadly Labor Day hurricane of 1935. Miami International Airport is a 90 minute drive without rush hour traffic. Fort Lauderdale International Airport is a 2 hour drive without rush hour traffic. From Islamorada a visit to Key West is an easy 80 mile, 95 minute drive. “Downtown Islamorada” is home to a number of great restaurants for casual waterside dining or more upscale seafood, chop or steak dinners. Whether you are coming to the Keys for a restful break from cold weather, to catch lobster and stone crabs, to go scuba diving, to spend your time fishing the back country for snook, redfish, bonefish and tarpon or to go off shore fishing for dolphin, wahoo, snapper and grouper our vacation rental properties in Islamorada can be your comfortable home away from home.


Three amazing vacation rental properties


Sunset Reef

Looking for a  private gated estate with four bedrooms, 4 and a half bathrooms on the calm bayside of Islamorada?  Sunset Reef is a weekly rental with deep water dockage, pool and hot tub.  Watch the ever-changing sunsets and possibly see a "green flash" as the sun goes into the bay.  Available as a wedding or event venue.


Snapper House

Want a perfect monthly rental with four bedrooms and four and a half bathrooms on the bayside of Islamorada?  Includes private pool and hot tub with community beach.  Gather for sunset at the Adirondacks and fire pit on the beach.


Sunrise Haven

Enjoy your morning coffee or tea watching the sunrise over the Atlantic Ocean from one of the two balconies or the white sand beach.  Three bedrooms and three bathrooms in a gated condominium complex.

Featured Listings

Sunset Reef


Four bedrooms, four and a half baths.  Private single family bayside home.  Pool, hot tub, deep water dock.  One and a quarter acre gated estate.  Weekly rental.

Snapper House


 Four bedrooms, four and a half baths.  Private single family bayside home.  Private pool and hot tub.  White sand beach for kayaking or paddle boarding.  One of twelve homes in a gated community.  Monthly rental.

Sunrise Haven


Three bedrooms, three bathrooms.  Multilevel condominium on the Atlantic with white sand beach.  Large community pool and hot tub.  Weekly rental.

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Islamorada Florida Vacation Homes

75806 Overseas Highway, Islamorada, Florida 33036, United States

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