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! (1,011 reviews)

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

Travelers say...
Lush, tropical paradise! Resort was beautiful, room was tropical modern and perfectly clean, bed and pillows were comfortable, food and drinks were great, pools and amenities were wonderful. Highly recommend!!

Reviewed on 2026/4/28

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! (1,268 reviews)

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

Travelers say...
We had the most amazing stay at Amara Cay in Islamorada for our honeymoon! From the moment we arrived, everything felt effortless, relaxing, and truly special. The property is absolutely beautiful—clean, modern, and perfectly captures that laid-back luxury island vibe. The rooms were comfortable ...

Reviewed on 2026/4/29

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! (192 reviews)

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

Travelers say...
Clean updated room, great view and balcony! Loved the property and amenities.

Reviewed on 2026/4/25

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.