Property Type
Search by Property name

Islamorada Florida USA
Vacation Rentals

View Local Vacation Rental Companies

Islamorada is known as the “Village of Islands,” an incorporated community of four lush islands along the Florida Keys offering breathtaking views and tropical climates in a year-round retreat. Known to vacation enthusiasts and generations of tourists as Islamorada resort, the popular islands are home to major sports fishing, historic sites, entertainment, fine dining and stellar coastal views. An Islamorada vacation provides some of the most diverse offerings in the Keys, and the four-island community has gained a best in class reputation for luxury accommodations, diverse shopping and exciting nightlife.

Sports Fishing Fans Choose Islamorada Rentals

For the sports fishing enthusiast, an Islamorada vacation offers the largest selection of chartered fishing boats throughout the Keys. Fishing tournaments are held throughout the year along with catch-and-release tournaments and other year-round Gulf, reef and wreck fishing. Your condominium in Islamorada will put you in the middle of a myriad of oceanic opportunities, including the chance to explore the wreckage of the Dutch built ship San Pedro or to navigate the breathtaking Underwater Coral Gardens. You can even take your fresh catch home to your condominium in Islamorada and provide a tasty trophy for family and friends.

Islamorada Rentals Provide Home Base for Tropical Exploration

Whether it’s your annual Islamorada house rental or your first luxury condominium in Islamorada, you will have direct access to the area’s purple hued coastline, a natural wonder that inspired early Spanish explorers to name the area “isles moradas,” Spanish for purple isles. On your Islamorada vacation, you have an exciting opportunity for natural exploration in one of the many state parks throughout the four-island village. From Indian Key to Lignum Vitae Key, there are Islamorada condominiums adjacent to every major park and tourist attraction.

State Parks and Water Sports Near Islamorada Condo Rentals

An Islamorada vacation also offers unique experiences for the entire family such as the opportunity to swim with dolphins at Theater of the Sea, one of the nation’s oldest marine wildlife parks. If you simply want to relax outside of your vacation house in Islamorada or take a stroll from your Islamorada rental, there are plenty of sunny stretches of sand, including Anne’s Beach with its raised boardwalk, public restrooms and picnic areas. Or you may prefer an Islamorada vacation rental near Founders Park Beach with the chance to examine marine species before releasing them back into the sea. Beyond sport fishing, your Islamorada vacation rental is not complete without taking advantage of the other exciting and thrilling water sports options that include parasailing, kiteboarding, paddleboarding and wave runners.

Islamorada House Rentals and Islamorada Condos Provide Perfect Romantic Getaways

An Islamorada resort trip is also perfect for couples and newlyweds, with chartered boat tours, eco tours and romantic dining among the many options to bring loved ones together. One of the many reasons that couples return time and time again is the diverse accommodation on the four-island paradise. No matter what your budget, there is an Islamorada condo or vacation house in Islamorada that will fit your particular need. Your Islamorada condo rental or Islamorada house rental will be a place where you make lifelong memories of romantic walks to waterfront restaurants and where tropical breezes greet you at every corner.

Islamorada House Rentals Provide Tropical Retreat

With the sunning colors, lush landscapes, and seaside majesty that surround your vacation house in Islamorada (and every Islamorada vacation rental!) tourists often seek to take a bit of the islands home with them—and fortunately they can thanks to the amazing selection of art galleries and studios on Islamorada. Home to artists, painters, photographers and sculptors who are inspired by the natural beauty of the Keys, Islamorada artists create one of a kind works that will forever remind you of your visit to the Florida Keys and make your home feel like a vacation house in Islamorada.

Paradise Begins in Your Condominium in Islamorada

Whether it’s a romantic getaway or a family vacation, your Islamorada condo rental will provide you the perfect home base to explore one of the most scenic parts of America and to rest, relax and refresh yourself in the Florida Keys.