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Compare Islamorada holiday rentals from 11 rental sites including HomeAway, TripAdvisor, and more, from $66 a night.

Information about Islamorada

About Islamorada

Islamorada, Florida is a beach town located in the Florida Keys south of the Florida mainland. It’s known as the “Sport Fishing Capital of the World” and is also very popular for scuba diving, snorkeling, and other ocean activities. Come for the beach and stay for the friendly locals and relaxing atmosphere.

Things to do in Islamorada

Islamorada is a very popular spot in the Florida Keys and you’ll never be bored. It is known as the “Sport Fishing Capital of the World” for a reason - the fishing here is excellent. If you want to go fishing, but don’t have your own boat, check out fishing charter companies in the area, such as A Pirates Choice Deep Sea Fishing Charters. There are also charters available at Robbie’s Marina, where you can purchase buckets of bait to feed the tarpon off the marina dock. You can also rent kayaking, snorkeling and scuba gear there. Scuba diving has become huge in Islamorada with wide variety of shallow coral reefs, mini walls and shipwrecks. Some of the best diving areas include The Eagle Shipwreck, Davis Reef, Alligator Reef and Crocker Wall, among others. When in Islamorada, check out the 11-acre Indian Key Historic State Park and view the remains of a shipwreck salvage community from the 1830s. There are also several hundred yards of well-maintained trails that line the interior of the island. Experience one of the world’s largest collections of historic dive equipment and trace 3,000 years of diving at the Florida Keys History of Diving Museum.

Another one of Islamorada’s top attractions is Theater of the Sea, the second oldest marine mammal facility in the world, where you can view dolphin and sea lion shows and even get in the water and swim with them. For beer lovers, there are two great island breweries in Islamorada to check out: head to Florida Keys Brewing Company and the Islamorada Beer Company Brewery to sample the beers and enjoy the friendly environment. There are many small beaches to check out in Islamorada including Anne’s Beach, Sea Oats Beach and Kite Beach, which are all great for relaxing and taking in the beautiful sunsets.

Day trips from Islamorada

There are some great day trips you can take from Islamorada despite its location in the secluded Florida Keys. For a quick trip, just a 15-minute drive from Islamorada is Key Largo, one of the most popular areas in the Florida Keys. You can easily spend a day in Key Largo, which is one of the most popular scuba diving cities in the world. There are many fun classes and instruction courses to take in Key Largo and the sites that you’ll dive in mostly fall in the 25-40-foot depth range in warm water that doesn’t have currents that could bother you. The Molasses Reef is a great place to dive in Key Largo, where you’ll see great wildlife with different types of fish and maybe even turtles in the sandy area. Enjoy a unique experience swimming with dolphins at Dolphins Plus, and check out more great boat and fishing tours out on the water. You can also get out of the keys and take a 1.5-hour drive north to Miami, Florida, one of the most popular tourist destinations in the country. Once you’re there, you can experience great beaches in Miami as well as the cultural vibrance of Florida with salsa dancing, delicious restaurants throughout the city, and art like the famous Wynwood Walls. You can also visit Zoo Miami or you can catch a concert or Miami Heat basketball game at the American Airlines Arena.

Islamorada Accommodations

There are great vacation rentals throughout the Florida Keys, and Islamorada is no exception. You can’t really go wrong on choosing where to stay, considering that mostly everything is on the water. The Overseas Highway is what runs through the keys and anything off of that will put you in a good spot for your vacation in Islamorada.

Transportation in Islamorada

You’ll definitely need a car in order to get around whether you drive down from the Florida mainland or you rent one at the airport. There is also Islamorada Taxi to help get you around if you don’t feel like driving. Consider renting a bike and riding it around the flat, scenic beach areas!

Vacation Rentals in Islamorada

Looking for a vacation rental in Islamorada? has 944 vacation rental homes available in Islamorada. You'll find 3 studios, 216 1-bedroom, 387 2-bedroom and 338 rentals with 3 or more bedrooms ranging from $66 a night. For extra convenience, many of these vacation homes can be booked directly online.

The average price of a nightly rental in Islamorada is $346 while the average price of a weekly rental is $2035. For those looking for more than a short term rental such as corporate rentals, extended stays or long term rentals, the average monthly price of a Islamorada home is $7058.

Wondering if you can bring your dog or cat along with you? There are 152 pet-friendly vacation rentals available in Islamorada. In addition to accommodating pets, Islamorada rentals offer a variety of amenities. In particular, 746 rentals have Internet and WiFi, 714 have TV and/or cable and 556 have a pool or hot tub.

Search properties from 11 vacation rental sites in Islamorada where the top providers in that area are HomeAway, TripAdvisor, and There are 435 HomeAway rentals, 297 TripAdvisor short term rentals and 102 vacation rentals.