Islamorada Holidays

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Where to stay in Islamorada

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

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.

Top hotels in Islamorada

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 Rp5.114.096 per night from 3 May to 4 May
Rp5.114.096
Rp7.004.259 total
3 May - 4 May
includes taxes & fees
9.2/10 Wonderful! (1,313 reviews)
Ok so couple issues! We luv Checca but this time was just meh! 1)So not huge issue but while fishing hook came off only had use one rod for more than half of time. When returned we advised situation and personnel clearly to bust to be bothered. It’s not about the cost issue it comes down to basic ...

Reviewed on 10 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 Rp3.558.487 per night from 7 May to 8 May
Rp3.558.487
Rp4.965.397 total
7 May - 8 May
includes taxes & fees
9.2/10 Wonderful! (1,694 reviews)
It was okay

Reviewed on 10 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 Rp5.372.366 per night from 20 Apr to 21 Apr
Rp5.372.366
Rp7.294.728 total
20 Apr - 21 Apr
includes taxes & fees
8.8/10 Excellent! (1,272 reviews)
This was absolutely horrible! Amara Cay overbooked us, tried to blame Expedia, ruined our trip and moved us to their sister site even though our friends were staying there.

Reviewed on 9 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.

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What to do in Islamorada

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