Islamorada Holidays from AU$2,910

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Your Islamorada Holiday

With one of our holiday packages to Islamorada, you'll have infinite opportunities for fun and excitement. There's a lot to enjoy, including its laid-back lifestyle and spectacular views. If sightseeing is part of the plan during your trip to Islamorada, visit well-known attractions like Theatre of the Sea, Bud n Marys Dive Centre and Founders Park. Stop dreaming and start adventuring. Explore the many options on Expedia today and finally put your Islamorada holiday plans in motion!

The Latest Islamorada Holiday Deals

Price found within the past 48 hours. Click for updated prices.
Miami International Airport Hotel
The Shelborne By Proper, a Member of Design Hotels
Nobu Hotel Miami Beach
Gale Miami Hotel and Residences
Residence at the Four Seasons

Our guide on where to stay in Islamorada

Find the best Islamorada areas and neighborhoods for the activities you enjoy most. Learn more about Islamorada

Islamorada Holiday

Islamorada Beach Holiday

Relax along the shoreline and feel the wind through your hair during your Islamorada holiday. If it's your first time, why not collect some unique seashells as a souvenir of your trip to Islamorada? Spend your nights near Anne's Beach, a popular stretch of coast just 14 kilometres from the town centre. We also offer fantastic Islamorada packages closer to Sunset Drive Beach, another great nearby option.

Things You Should Know About Islamorada

  • Escape the daily grind at one of our Islamorada beach hotels. The sound of the waves and seagulls cawing high in the sky are just a few clicks away.
  • If you're searching for lots of room to spread out and relax, Islamorada private holiday homes are a great choice. After a much-needed family getaway or a few nights escape with your best friends? Treasure Harbour and Bud N' Mary's Fishing Marina will fit the bill.
  • Roughly 7,100 people reside in Islamorada. If you're after a few helpful tips on what to see and do during your stay, have a chat to some of the friendly locals or have a look at our Islamorada things to do page.

Islamorada Essential Information

Language
English
Currency
U.S dollars
Population
7,100
Max Temp Winter
24ºC
Max Temp Summer
29ºC
Top Sights
Theatre of the Sea, Annes Beach and Windley Key Fossil Reef Geological State Park

Our pick of the best Islamorada Hotel Deals

Cheeca Lodge & Spa

Cheeca Lodge & Spa

5 out of 5
81801 Overseas Highway, Mile Marker 82 Islamorada FL
Fully refundableReserve now, pay when you stay
The price is AU$515 per night from 29 Apr to 30 Apr
AU$515
29 Apr - 30 Apr
includes taxes & fees
9.2/10 Wonderful! (1,317 reviews)
The rooms we were in were definitely tired with thin walls. You could hear everything in the room next door. The golf course lodging probably needs to be torn down and rebuilt. The property/location was great and the staff were super friendly.

Reviewed on 12 Apr 2026

Cheeca Lodge & Spa
Chesapeake Beach Resort

Chesapeake Beach Resort

3.5 out of 5
83409 Overseas Hwy Islamorada FL
Fully refundableReserve now, pay when you stay
The price is AU$369 per night from 14 May to 15 May
AU$369
14 May - 15 May
includes taxes & fees
9.2/10 Wonderful! (1,702 reviews)
We enjoyed our stay. Nice staff, nice looking property, nice room, very good breakfast which was included and the omelette chef worked very hard to accommodate us and the other guests. Walked to a restaurant for dinner at Wahoos Seafood Bar and Grill, very good, about 200 yards from the resort.

Reviewed on 13 Apr 2026

Chesapeake Beach Resort
Amara Cay Resort

Amara Cay Resort

4 out of 5
80001 Overseas Hwy Islamorada FL
Fully refundableReserve now, pay when you stay
The price is AU$452 per night from 22 Apr to 23 Apr
AU$452
22 Apr - 23 Apr
includes taxes & fees
8.8/10 Excellent! (1,276 reviews)
Great location. Eat at Lazy Days next door and Flagler Station if you want more upscale. They have a water taxi that unfortunately we didn’t get to go on because it was so windy but hope to go again and get on it next time.

Reviewed on 12 Apr 2026

Amara Cay Resort
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Discover the most popular places to visit in Islamorada

What to do in Islamorada

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