Islamorada Beach Holidays

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Islander Resort

Islander Resort

4 out of 5
82100 Overseas Highway Islamorada FL
  • 7 min drive from Theater of the Sea
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. ...
9.4/10 Exceptional! (1,006 reviews)

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

Travellers say...
Breakfast was amazing at the restaurant! This resort is fabulous and it truly feels like you are on a tropical private island! We will definitely be back!

Reviewed on 27 Mar 2026

Islander Resort
Amara Cay Resort

Amara Cay Resort

4 out of 5
80001 Overseas Hwy Islamorada FL
  • 12 min drive from Theater of the Sea
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! (1,263 reviews)

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

Travellers say...
Property was truly beautiful with friendly staff and amazing amenities. The free shuttle to the other resorts was a great surprise as well. We took the Rum Runner for breakfast (shout out to Captain Dave and Bruce for being amazing). In my opinion, Amara Cay was the nicest of the three resorts if ...

Reviewed on 28 Mar 2026

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

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

4 out of 5
84001 Overseas Hwy Islamorada FL
  • 10 min walk from Theater of the Sea
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! (179 reviews)

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

Travellers say...
No breakfast bar at this resort. Many onsite options for purchase. I did miss having a microwave.

Reviewed on 27 Mar 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.