Islamorada Beach Vacations

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Top Beach Islamorada Hotels

Islander Resort

Islander Resort

4 out of 5
82100 Overseas Highway Islamorada FL
  • 7 min drive from Theater of the Sea
Make the most of this fantastic location, as you'll be within walking distance of a private beach when booking a stay at this hotel. Amenities at Islander Resort ...
9.2/10 Wonderful! (1,009 reviews)

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

Travelers say...
Great boutique type hotel with good amenities. Excellent landscaping, lighting and access to amenities.

Reviewed on Mar 2, 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
You will love your stay at this resort and get ready to walk along the waves in Islamorada, as you'll be a short walk from a private beach. Amenities at Amara ...
8.8/10 Excellent! (1,259 reviews)

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

Travelers say...
We enjoy the amenities but the rooms air-conditioned is not working, we call the front desk twice to get it fix.

Reviewed on Mar 2, 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
Make the most of this fantastic location, as you'll be within walking distance of a private beach with a holiday at this resort. Amenities at Three Waters Resort ...
9/10 Wonderful! (161 reviews)

Travelers like: on the beach, sun loungers, beach bars, beach towels

Travelers say...
i paid over 7 thousand dollars for 2 rooms for 4 nights..800 a night to get a view of a parking lot. i am a gold member of Marriott. The room was so small, no latch on door and the drawers were broken. HIGHLY DISAPPOINTED

Reviewed on Mar 2, 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.