Where to stay around Islamorada?

Our 2018 property listings offer a large selection of 1,035 vacation rentals near Islamorada. From 431 houses to 257 condos, find a unique house rental for you to enjoy a memorable stay with your family and friends. The best places to stay near Islamorada for a holiday or a weekend are on HomeAway.

What is the best area to stay when traveling to Islamorada?

Whether you're traveling with family or friends, here are the areas with the largest selection of vacation rentals for a holiday trip or just for a weekend in Islamorada:

  • Venetian Shores: 78 vacation rentals
  • White Marlin Beach: 84 vacation rentals
  • Bonefish Bay: 41 vacation rentals
  • Seabreeze Trailer Park: 50 vacation rentals
  • Plantation by the Sea: 64 vacation rentals

For other neighborhoods, please use our search bar to access the selection of vacation rentals available.

What are the popular points of interest near where I can stay when traveling to Islamorada?

HomeAway offers a large selection of vacation rentals near lovely places in Islamorada. From HomeAway travelers, the most popular points of interest to stay for a holiday trip or just for a weekend are:

  • Anne's Beach: 929 vacation rentals
  • Windley Key Fossil Reef Geological State Park: 1,202 vacation rentals
  • Bud n' Mary's Dive Center: 1,091 vacation rentals
  • Theater of the Sea on Islamorada: 1,192 vacation rentals
  • Founders Park: 1,254 vacation rentals

But there are many other points of interest around Islamorada listed on HomeAway where you can find your place to stay. Please use our search bar to access the selection of vacation rentals available near the point of interest of your choice.

Can I rent houses in Islamorada?

Yes, of course. HomeAway has 431 houses in Islamorada. Our other popular types of vacation rentals in Islamorada include:

  • Condos: 257 rentals available
  • Townhomes: 139 rentals available
  • Apartments: 77 rentals available

But you can also enjoy a great stay in one of our other vacation rentals including villas and more.

Can I rent near the ocean rentals in Islamorada?

Absolutely, HomeAway has 634 near the ocean rentals in Islamorada. You have also many other possibilities in Islamorada area, including:

  • Waterfront rentals: 613 rentals
  • Beach rentals: 342 rentals
  • Golf resort rentals: 213 rentals

Please use our search bar to access the selection of vacation rentals.

Can I find a vacation rental with pool in Islamorada?

Yes, you can select your preferred vacation rental with pool among our 732 vacation rentals with pool available in Islamorada. Please use our search bar to access the selection of vacation rentals available.

    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.


    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.


    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.