Islamorada, a village of six islands 90 minutes south of Miami, is famous as the "Sportfishing Capital of the World," making it an ideal destination for fishers. However, if you're planning a stay, fishing is far from the only way to pass the time.

Top vacation rentals in Islamorada

Welcome to the Florida Keys!
5.0
Outstanding(158 Reviews)
House
 in Islamorada
Islamorada home in Anglers Reef with Ocean Views, Dock, Com Pool & Private Beach
6 guests · 2 bedrooms · 3 baths
Pool · Kitchen / Kitchenette · Air conditioner

Soak up the beauty of Islamorada in our House, Islamorada home in Anglers Reef with Ocean Views, Dock, Com Pool & Private Beach. With a range of amenities such as Air conditioner, Dishwasher and Internet / Wifi, you'll feel right at home.

$$$$
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Sunrise over the ocean from downstairs porch
5.0
Outstanding(161 Reviews)
House
 in Islamorada
OCEAN VIEW ANGLERS REEF - POOL, DOCK, BEACH. Walk or Bike to local food + bars
4 guests · 2 bedrooms · 3 baths
Pool · Kitchen / Kitchenette · Air conditioner

Indulge in a peaceful retreat at OCEAN VIEW ANGLERS REEF - POOL, DOCK, BEACH. Walk or Bike to local food + bars, our elegant House in Islamorada. Enjoy amenities including Air conditioner, Dishwasher and Internet / Wifi, and more.

$$$$
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Beachfront
Property view
4.3
Excellent(1,442 Reviews)
Resort
 in Islamorada
Islander Resort
Garden · Pool · Pets allowed

Indulge in a peaceful retreat at Islander Resort, our elegant Resort in Islamorada. Enjoy amenities including Air conditioner, Internet / Wifi and Laundry, and more.

$$$$
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Beachfront
Property view
4.3
Excellent(320 Reviews)
Apartment hotel
 in Islamorada
Matecumbe Resort
Garden · Pool · Kitchen / Kitchenette

Soak up the beauty of Islamorada in our Apartment hotel, Matecumbe Resort. With a range of amenities such as Air conditioner, Internet / Wifi and Balcony / Patio, you'll feel right at home.

$$$$
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Vacation rentals with air conditioning in Islamorada

129 Anglers Way, Angler's Reef, Islamorada Village of Islands, Florida Keys
5.0
Outstanding(158 Reviews)
House
 in Islamorada
OCEANFRONT ANGLERS REEF LUXURY HOME- Pool, Dock, Beach, Kayaks, Paddle Boards
6 guests · 2 bedrooms · 3 baths
Garden · Pool · Kitchen / Kitchenette

Discover the beauty of Islamorada with a stay at OCEANFRONT ANGLERS REEF LUXURY HOME- Pool, Dock, Beach, Kayaks, Paddle Boards, a top rated House with amenities such as Air conditioner, Dishwasher and Fireplace, and more.

$$$$
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View from upstairs where Old Tavernier Restaurant
4.8
Outstanding(158 Reviews)
Docked boat
 in Tavernier
Clean Fully Remodeled House Boat w/ Great Wifi! Luxury on the Water
4 guests · 2 bedrooms · 1 bath
Garden · Pool · Pets allowed

Looking for the perfect place to call home during your trip to Islamorada? This Docked boat offers a comfort and style with top-notch amenities, including Air conditioner, Internet / Wifi and Pets allowed, and more.

$$$$
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Beachfront
Property view
4.1
Excellent(1,353 Reviews)
Resort
 in Islamorada
Postcard Inn Beach Resort & Marina
Garden · Pool · Pets allowed

Looking for a Resort in Islamorada, this Resort for $192 per night for your business stay, family stay, couples stay, getaway vacation, on your next trip.

$$$$
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Beachfront
Property view
4.5
Excellent(764 Reviews)
Resort
 in Islamorada
Pines & Palms Resort
Garden · Pool · Kitchen / Kitchenette

Discover the beauty of Islamorada with a stay at Pines & Palms Resort, a top rated Resort with amenities such as Air conditioner, Dishwasher and Internet / Wifi, and more.

$$$$
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Islamorada

Islamorada travel guide

Let us help you plan your perfect Islamorada vacation. Our travel guide highlights things to do, places to see, favorite vacation rental amenities in Islamorada, and more.

Frequently asked questions

What is the price range for rentals in Islamorada?

Vacation rentals in Islamorada have a price range between $72-$9,000. The average price for rentals in Islamorada is $405 per night.

What do I need to know before visiting Islamorada, FL?

Islamorada, located in the Florida Keys, is a picturesque tropical paradise. Before visiting, consider the following:
  • The weather in Islamorada is humid and hot year-round.
  • The town is known for its incredible fishing, boating, and watersports.
  • Plan to bring your own transportation, as public transportation is limited.
Be prepared for a laid-back, island vibe and enjoy the warm waters and white sand beaches of Islamorada.

What are the top things to do in Islamorada, FL?

Islamorada, FL is a great place to visit and explore. Here are the top four things to do in Islamorada:

Islamorada, FL is a great place to visit and explore. Here are the top four things to do in Islamorada:

  • Visit the Florida Keys National Marine Sanctuary
  • Go fishing in the Florida Keys
  • Explore the History of Islamorada
  • Take a boat tour to the nearby islands

Where is Islamorada, FL?

Islamorada, FL is located in the Florida Keys, an archipelago of islands off the southern coast of Florida. It is known for its fishing, diving, and outdoor activities, as well as its white sand beaches and clear blue waters. It is also a popular destination for tourists looking to relax and enjoy the tropical climate.

What are the popular shopping destinations in Islamorada, FL?

Popular shopping destinations in Islamorada, FL include:

  • Islamorada Fish Company
  • Island Silver & Spice
  • Islamorada Trading Company

These stores offer a variety of items, such as souvenirs, clothing, jewelry, and more.

Is Islamorada, FL safe to travel to?

Is Islamorada, FL safe to travel to? Yes, Islamorada, FL is a safe place to travel to. Here are some reasons why:

  • Low crime rate
  • Plenty of outdoor activities
  • Well-maintained roads

What is the culture like in Islamorada, FL?

Islamorada, FL is a picturesque village located along the Overseas Highway in the Florida Keys. This town is known for its laid-back atmosphere, stunning beaches, and unique culture.

  • The locals have an appreciation for nature and the outdoors, and they are passionate about preserving the unique beauty of the area.
  • The locals have a strong sense of community, and are fiercely loyal to one another.
  • The culture in Islamorada is heavily influenced by its Caribbean roots, and the locals are known for their laid-back attitude.
  • The locals are friendly and welcoming to visitors, and there is a thriving tourist industry in the area.
  • Islamorada is known for its diverse array of restaurants, bars, and entertainment venues, offering a variety of experiences for visitors.

Where can I find affordable accommodation in Islamorada, FL?

Islamorada, FL is a great destination for a tropical getaway. There are plenty of affordable accommodations to choose from. Here are four of the most popular options:

  • Cheeca Lodge & Spa: a luxurious resort with a variety of amenities.
  • Islander Resort: a great value for a beachfront location.
  • Postcard Inn Beach Resort & Marina: an affordable spot with an on-site pool.
  • Lime Tree Bay Resort: a tranquil setting with nearby fishing spots.

How can I get around in Islamorada, FL?

You can get around in Islamorada, FL by:

  • Renting a car
  • Using public transportation
  • Using a taxi service
  • Renting a bicycle

What are the must-visit tourist attractions in Islamorada, FL?

Islamorada, FL is a great place to visit for tourists. Here are some of the must-visit attractions:

  • Theater of the Sea
  • Indian Key Historic State Park
  • Robbie's Marina
  • Rainbow Bend Fishing Resort

Theater of the Sea is a great place to watch dolphin shows, feed tropical birds, and swim with sea lions. Indian Key Historic State Park is a great place to explore the history of the area and take a guided tour. Robbie's Marina is a great place to go fishing and take a boat tour. Rainbow Bend Fishing Resort is a great place to go fishing and take a kayak tour.

About Islamorada

The island-spanning village of Islamorada, FL, has an incredibly diverse range of fishing opportunities, which is a big lure of anyone looking to reel in a prize-winning catch; and there's always something to do on, in and around the water.
  • Theater of the Sea: The marine mammal park is home to dolphins, sea lions, turtles and much more.
  • History of Diving Museum: This non-profit educational institution offers a great family day out.
  • Indian Key Historic State Park: This tiny island is the perfect spot for launching a kayak or for hiking through the historic setting of the first county seat of Dade County.

What are the most popular vacation rental amenities in Islamorada?

  • Air conditioner
  • Internet / Wifi
  • Kitchen / Kitchenette

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