Islamorada was where back country sport fishing and salt water fly fishing first burst onto the scene. The 'fishing capital of the world' also has the world's highest density of professional offshore charter boats. Islamorada, which means "purple isles," is also a popular wedding destination, thanks to its raw beauty and crystal blue waters. There's much happening here, from exciting fishing activities to art walks and romantic seaside cafés. Book your Islamorada vacation rental to see what's in store.

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Popular Rental Amenities in Islamorada
You will have a large selection of vacation homes to compare and choose from if you are looking for a rental with a pool in Islamorada. Interestingly, our data shows that more hotel room offer a pool than condo. In addition, they can welcome 6 people, on average, while condo with pools can accommodate an average of 5 guests. You can also find and book a vacation rental providing a pool near the water, which is the case for nearly half of the rentals there.
Price and Availability Index in Islamorada
Vacation Rental Price Information in Islamorada
The graph shows the average rental prices for the next twelve months in Islamorada. The week with the highest average prices is in December (12/27 – 1/3). During this week, a night will cost on average $938. The week with the lowest average prices is in September (9/13 – 9/20).
Rental availability information in Islamorada
Have a look at the above graph to see the global availability of vacation rentals in Islamorada. The week with the lowest percentage of available vacation rentals is in April (4/11 – 4/18). Conversely, it is in September (9/6 – 9/13) that the highest percentage of vacation homes are available.
Art and culture on Islamorada
The Coral Shores Performing Arts Center delights audiences with its top-notch productions. Meanwhile the monthly Third Thursday Art Walk organized by the Morada Way Arts & Cultural District is a great way to get acquainted with the town's art spaces and boutiques. The event brings together artisans, sculptors, jewelers, photographers and travelers who enjoy the artist receptions, music, sunsets and other fun activities.
The Jannette De Llanos Art Gallery showcases oil paintings and graphic art of the Florida Keys & beyond, while the Pasta Pantaleo Signature Gallery houses Pasta's sportfish paintings that are vivid and rich in their color schemes. For a look at the artworks of local photographers, painters, sculptors, and mixed media artists, visit Gallery at Ocean Sotheby's International Realty. Lastly, there's Crane Point Museum & Nature Center which regales visitors with its interpretative displays of marine life, local wildlife and exhibits.
The must-see sights of Islamorada
Most people come to Islamorada for its scenery and sunsets. The sea facing restaurants are perfectly aligned to allow diners gorgeous views of the sun sinking into the ocean. From the Islamorada Fist Company restaurant, you can watch sharks being fed while you enjoy your evening meal, as the event usually takes place around sunset. It's also quite possible to enjoy the sunset from the privacy of your sea-facing vacation rental on Islamorada.
Enjoy tropical evenings with relaxed music at the waterfront ICE Amphitheater, housed inside Islamorada Founders Park. This pet-friendly park also features an Olympic-sized pool, ball fields, a shallow water beach, water sports rentals and a skate park. Casa Mar Village meanwhile, is recommended for its local fish market, waterfront shopping and outdoor adventure sports activities. The kids will enjoy hand-feeding giant silver tarpons at Robbie's Marina. Then take them to a fun dolphin, sea lion and parrot show at Theater of the Sea marine mammal park.
Excursions and day trips beyond Islamorada
Islamorada boasts rare and extraordinary brimming patch reefs, which is good news for divers. An hour south from your vacation home on Islamorada, lies the Bahia Honda State Park where oceanside camping is possible. Enjoy kayaking, fishing, biking, and snorkeling among other great activities. Take time off to explore Islamorada's colorful shallow coral reefs, its shipwrecks, and an interesting underwater hub for scientific research, called the Aquarius.
Pickles Reef is perfect to spot flamingo tongue cowries and banded coral shrimps. Bud n' Mary's is another popular marina known for its sportfishing shows, chartered fishing expeditions, pontoon boats, and deli's serving excellent coffee by the sea. End the day by retiring back at your sea facing Islamorada vacation rental.
Legendary authors such as Ernest Hemingway have been inspired right here in Islamorada! Come over with the family and book your vacation rental on Islamorada today. The isles are waiting.
Incredible Islamorada
Lobster Trap Art Gallery
The vivid artworks at this exciting gallery will ensnare your gaze just like the lobsters in the traps outside its doors.
The Rain Barrel Artisan Village
The perfect day out involves exploring this picturesque artists' village, where there are any number of craft workshops to get involved in, plus exquisite art to discover and take home. Jewellery, sculpture and fine art are just the start.
Florida Keys Brewing Company
This family run microbrewery is a delight, and is ideally situated in the arts and cultural district of town. Enjoy tours, talks and of course, tastings.
History of Diving Museum
A trip to Florida isn't complete without exploring the ocean. Learn about the technical and historical aspects of this pastime through oral exhibits and artefacts found beneath the waves.
Theater of the Sea
Live the dream and swim with Flipper at this incredible center, dedicated to marine life. Seals, dolphins and parrots perform in mesmerising sealife shows.
Information about vacation rentals in Islamorada
🏡 Vacation rentals available | 2,471 rentals |
---|---|
🌙 Nightly prices starting at | $242 |
⭐ Popular amenities | Pool, Internet and Pets allowed |
🐾 Pet friendly homes | 890 homes |
🏊 Vacation rentals with pools | 1,779 homes |
Frequently Asked Questions
What is the typical availability of vacation rentals in Islamorada?
At the moment, there are 2,471 vacation homes from 16 different providers in Islamorada.
What are the most popular vacation home amenities in Islamorada?
When looking to book a vacation home in Islamorada, the most requested amenities include Pool, Internet, and Pets allowed.
Are there pet-friendly vacation rentals in Islamorada?
If you're travelling with a dog, over 36% of vacation rentals in Islamorada are pet-friendly.
What's the best month to visit Islamorada?
When booking a vacation rental in Islamorada, remember that the rainiest months are usually September and August, with February often being the sunniest.
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