Islamorada Beach Holidays

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Top Beach Islamorada Hotels

Islander Resort

Islander Resort

4 out of 5
82100 Overseas Highway Islamorada FL
  • 22 min drive from Anne's Beach
Stay at this beach hotel in Islamorada. Enjoy free Wi-Fi, free parking and 2 outdoor pools. Our guests praise the pool and the helpful staff in their reviews. ...
9.2/10 Wonderful! (1,000 reviews)

Travellers like: on the beach, cabanas, beach bars, beach umbrellas

Travellers say...
This place is great. A must stay. Everyone is so friendly. Place is spotless clean

Reviewed on 22 Jan 2026

Islander Resort
Amara Cay Resort

Amara Cay Resort

4 out of 5
80001 Overseas Hwy Islamorada FL
  • 16 min drive from Anne's Beach
Stay at this beach resort in Islamorada. Enjoy 2 restaurants, a private beach and 3 bars/lounges. Our guests praise the pool and the helpful staff in their reviews. ...
8.8/10 Excellent! (1,276 reviews)

Travellers like: on the beach, beach towels, outdoor pool

Travellers say...
We enjoyed our stay and found the staff to be courteous and responsive. Our room was a generous size, clean and well appointed (as is often the case we wouldn’t have said no to a couple of more outlets lol). The beach and pool areas had plenty of seating and multiple things to do—ping pong, cornhole, ...

Reviewed on 26 Jan 2026

Amara Cay Resort
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort

Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort

3.5 out of 5
84001 Overseas Hwy Islamorada FL
  • 27 min drive from Anne's Beach
Stay at this beach resort in Islamorada. Enjoy free Wi-Fi, 3 outdoor pools and 4 restaurants. Our guests praise the helpful staff and the clean rooms in their ...
9/10 Wonderful! (136 reviews)

Travellers like: on the beach, sunloungers, beach bars, beach towels

Travellers say...
Very clean nice location friendly staff wish the bar stayed open last 11:00 pm but was great

Reviewed on 25 Jan 2026

Three Waters Resort and Marina, Islamorada, a Tribute Portfolio 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.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.