Islamorada Holidays from AU$3,980

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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.
Flow Miami Hotel
Park Central South Beach
Bentley Hotel South Beach
EAST Miami
President Hotel

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, Marker 82, Islamorada, FL
Fully refundableReserve now, pay when you stay
The price is AU$309 per night from 15 Oct to 16 Oct
AU$309
15 Oct - 16 Oct
includes taxes & fees
9/10 Wonderful! (1,222 reviews)
"I went there this weekend to celebrate my birthday. Great place, well kept, nice service, rooms are pretty and clean. The pools are nice. Loved the resort. Hope to come back soon. They had a room for me right away. Check in was very pleasant. The paddle boarding, and canoes are free with the stay. ..."

Reviewed on 12 Oct 2025

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$334 per night from 19 Oct to 20 Oct
AU$334
19 Oct - 20 Oct
includes taxes & fees
9.2/10 Wonderful! (1,536 reviews)
"I had a wonderful stay here with my pet! The hotel is super pet-friendly, which made our trip so easy and enjoyable. There’s plenty of parking, and the view from our room was amazing. I also loved that my favorite buffet was right in the parking lot next door — total bonus! Perfect spot for anyone ..."

Reviewed on 9 Oct 2025

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$320 per night from 19 Oct to 20 Oct
AU$320
19 Oct - 20 Oct
includes taxes & fees
8.8/10 Excellent! (1,254 reviews)
"Room was spacious, clean with a great balcony."

Reviewed on 7 Oct 2025

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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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.