Explore Islamorada from Your Luxury Lodging

Luxury rental homes are available in Islamorada, Florida, with up to five bedrooms that will accommodate a dozen people in comfort and style. Many of these residences are oceanfront, and you can even find one that includes your own private fishing pier and swimming pool. Linens are provided, and each dwelling includes a washer and dryer. The homes are beautifully furnished and come with completely outfitted kitchens.

Eco-tours

Tour companies in Islamorada offer a variety of walking and boating tours. An eco-tour will give you a chance to see the gorgeous natural scenery of the Florida Keys up close. The Indian Key walking tour combines land and sea, with a twenty-minute kayak ride to the beautiful and unspoiled island of Indian Key. The tour includes a narrated description of the rich history of this unique island.

Water Sports

There are a lot of options when it comes to water sports in Islamorada. Jets ski and boat rentals are available, and there are plenty of guided boat tours. Fishing, diving and snorkeling gear can be rented, along with transportation to locations like Alligator Reef, a marine sanctuary filled with sea life. Reservations are recommended to make sure that the equipment you need will be available.

Sport Fishing

Islamorada has the largest sport fishing fleet in the Florida Keys. Fishing tournaments are held there every year, with bonefish and sailfish being the main objects of pursuit. Fishing excursions are offered for visitors, and some restaurants will even cook your catch for a small fee.

Dining and Nightlife

Local Restaurants

No matter what kind of food you prefer, you can find it at one of the many popular restaurants on Islamorada. Naturally, seafood is the specialty, but restaurants like the M.E.A.T. Eatery and Taproom also offer delicious burgers and steaks along with pulled pork. Chef Michael's offers upscale dining for lunch or dinner, and their ceviche is one of the house specialties. The menu also offers delicious crab soup and lobster tempura.

Local Music Scene

The nightlife on Islamorada is low-key and laid-back, with a tropical vibe. Florida Keys Brewing Company and Islamorada Fishing Club are two of the popular spots for kicking back with a craft brew or a frozen drink. Lazy Days Restaurant and Sharkey's Pub and Galley offer live, local music in the evening.

Weather

Islamorada is sunny and warm just about year-round. Temperatures in the winter range from the mid-sixties to the high seventies, and the thermometer rarely tops ninety degrees in the summer. Spring and fall are the best times to visit because it's warm enough to lie on the beach but not too hot to enjoy outdoor activities. From the beginning of October to the end of May, there are very few rainy days.

How to Get There

To reach Islamorada by plane, it's best to fly into the Miami or Ft. Lauderdale airport. Once you arrive, there are several car and van rental companies to choose from. Shuttles also operate from the airport to Islamorada and other locations in the Florida Keys. Some of them provide luxuries like mini-bars, and all of them are air-conditioned.

If you are driving, take Exit 4 from the Florida Turnpike. This will connect you to Route U.S. 1, a highway that extends all the way through the Keys. But be careful, because speed limits are enforced in the area. Greyhound Bus also provides a shuttle to the Keys, and this is a picturesque way to see the sights along the way.

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Islamorada: Houses, Condos & More (502)

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                                                              Recent Islamorada Reviews

                                                              Amazing Vacation in Windley Cottage!!!

                                                              5 of 5
                                                              I wish there were more stars to give this property and owners! We had the best time ever and their place is amazing. Roger and Linda are very intuned to their home and get back to you right away if there is an issue. They are very organized and give you all the information you need for your stay prior to your arrival. The place is beautifully decorated and very clean. The location to the pool and beach area is great. It is one of the nicest units in Angler's Reef. Our family of 5 had tons of room and wanted for nothing! This was our first time visiting Islanmorada and we hope to be back. Part of the reason we had such a fabulous vacation was "our home" for the week. Thank you Roger and Linda for all you did!
                                                              • Submitted: May 1, 2016
                                                              • Stayed: Apr 2016

                                                              Lovely property located in a quiet, manicured enclave.

                                                              5 of 5
                                                              House was a perfect size...two en suite bedrooms and a large kitchen. We enjoyed cooking here as well as spending a lot of time at the warm pool. Totally a pleasure. Thanks Susie!
                                                              • Submitted: Apr 20, 2016
                                                              • Stayed: Apr 2016

                                                              The house was great. It was up to date and roomy. It was more beautiful than the pictures.

                                                              5 of 5
                                                              Chely was awesome! She would get back to you in minutes. The house was perfect and we had a wonderful time. My husband would fish off the deck while I sat in the hot tub. Everything was clean and neat and the kitchen was well stocked. The house was near the end of the canal so it was not far to go to get to open water. Chely even gave me the number of a close by marina so we could rent a boat. This house was perfect for us in that it was easy to get to and Winn-Dixie was just down the street. It had plenty of great restaraunts near by and the Bass Pro shop was close too. We drove down to Key West and enjoyed seeing the sights there. We are not partiers so we were very glad to be able to enjoy the activities of Key West without having to stay in the middle of it. The neighborhood was nice and quiet. All the neighbor waved as we rode the bikes Chely had at the house. It was a great, peaceful and relaxing trip.
                                                              • Submitted: Apr 18, 2016
                                                              • Stayed: Apr 2016