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Islamorada Condos & Vacation Rentals

Islamorada Travel Guide

Known for its beautiful beaches, vibrant coral reefs, and colorful marine life, Islamorada is a pleasant coastal village that encompasses six of the Florida keys. It has plenty to offer visitors to Florida.

Things to Do in Islamorada

As a coastal village, of course one of the best things to do in Islamorada is to relax on one of the numerous beaches in the area. Anne’s Beach is a picturesque spot perfect for relaxation and popular for kitesurfers. Nearby, the Theater of the Sea allows visitors to witness and interact with marine life, including dolphins and manatees.

Best Time to Visit Islamorada

The spring months of March to May are the best time to visit Islamorada in order to experience hot weather without the humidity of the summer.

A Local's Guide to Islamorada Vacation Rentals

Islamorada is truly paradise. More commonly known as Islamorada village, the group of islands in the sunny Florida Keys that are known as the sport fishing capital of the world. The tranquil Islamorada Village is comprised of a group of tropical islands spanning eighteen miles off the southern tip of Florida.

Vacation Homes

Travelers renting a vacation home in Islamorada, FL can enjoy the community’s tennis courts and will feel the warm welcome of the islands up-scale small town atmosphere. While in Islamorada, vacationers can rent a boat or hire a guide for a one of a kind, world class fishing, diving, or snorkeling experience.

See & Do

A perfect day in Islamorada begins with coffee in your vacation rental, while enjoying a stunning ocean view. Then head to the beach to relax, head out to fish, or explore Windley Key Fossil Reef Geological State Park, where visitors will learn the history of the region and explore unique fossilized coral reefs. Experience marine life first-hand at Islamorada’s Theater of the Sea, where guests can swim with Sea Lions. End the day with the Islamorada. treasured seafood.


Superb Seafood is the hallmark of the Islamorada food scene. Enjoy your own fresh catch, or head to one of the excellent eateries to enjoy all the islands have to offer.

Condos in Islamorada

The colorful city of Islamorada, known as the sport-fishing capital of the world, is surrounded by beautiful beaches, encompassing six of the Florida Keys, including the beautiful Plantation Key and Windley Key. Although the biggest draws to the area are the stunning coast, condo rentals, and many coral reefs, people also come looking for an Islamorada condo rental due to the many things to do and see in the area.

Windley Key Fossil Reef Geological State Park offers plenty of outside adventure, and the History of Diving Museum gives a good insight into the world below the waves. If that’s not enough, Bud N’ Mary’s is a world-famous fishing marina, while visitors can even swim with dolphins at the Theatre of the Sea.

Vacation homes in town are especially impressive, partly because the majority come with stunning panoramic views of the ocean and beyond. Oceanfront vacation rentals are plentiful, and many come with a swimming pool, full kitchens, and a washer dryer. No matter your party size, there will be rentals in Islamorada perfect for your needs, be it a 1 bedroom 1 bathroom home, or something much bigger. Waterfront homes with ocean views are also not uncommon in the Florida Bay area.

Price and Availability Index in Islamorada

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The most expensive month to stay in a vacation rental in Islamorada is in February, while the cheapest month is in May. The most popular time to book a vacation rental in Islamorada is in the high season in July. Islamorada has its low season in September, when less people are visiting and the vacation home occupancy rate drops.
The cheapest day to stay at a vacation rental in Islamorada tends to be Friday, while the most expensive day tends to be Sunday. Vacation homes in Islamorada tend to be busiest on Saturdays, while it tends to be much quieter on Mondays.

The Weather in Islamorada

88º 57º
91º 67º
89º 73º
82º 32º
97º 74º
92º 74º
93º 74º
91º 70º
88º 56º
88º 56º
82º 49º
85º 65º
Rainy days
This climate histogram shows you the weather patterns in Islamorada. The warmest months in Islamorada are June and April, when temperatures reach 97 ˚F. The coolest month is June, when temperatures drop to 32 ˚F. The wettest month in Islamorada is May with 9.7 inches of rain, while the driest month is February with 0.05 inches of rain.

What Expert Travelers Think

Vacation Rentals in Islamorada

Choose the perfect accommodation for your trip at AllTheRooms.com. We aggregate Airbnb, VRBO, Homeaway and more. AllTheRooms has 1,351 vacation rentals, hotels and other great places to stay during your time in Islamorada, with everything from cheap hostels and homestays to luxury Airbnbs and hotels. The average price of accommodation in is $773 per night.

If you want to stay connected during your trip, then you can choose from over 452 accommodations in Islamorada that have WiFi. 17 places to stay include a breakfast. Choose from 48 places to stay that provide gym facilities, so you won't miss a single workout. If you are driving to Islamorada, you'll want to pick from 463 places to stay that provide parking. 147 hotels and vacation rentals have a pool or jacuzzi.

If you're traveling with a furry friend, then be sure to choose one of the 118 pet-friendly accommodations available.

AllTheRooms aggregates vacation rentals, hotels and other unique accommodation types from 7 providers in Islamorada, including 218 places to stay from Airbnb, 134 accommodations from VRBO and 106 places to stay from Homeaway

517 accommodations in Islamorada have been reviewed: 39% are rated excellent or good. 333 accommodations allow instant booking.

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