Islamorada Beach Holidays

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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
Stay at this 4-star 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 ...
9/10 Wonderful! (1,001 reviews)

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

Travellers say...
"We loved the resort atmosphere. It was peaceful and relaxing--just what we were looking for. The drinks are pretty expensive, but that was literally the only downside to the whole trip. It is close to anything you want to do in the Keys."

Reviewed on 22 Aug 2025

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 4-star beach resort in Islamorada. Enjoy 2 restaurants, a private beach and 3 bars/lounges. Our guests praise the pool and the bar in their reviews. ...
8.8/10 Excellent! (1,237 reviews)

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

Travellers say...
"Not the best hotel in the Florida Keys, but it’s OK for cooling off for a couple of days. For me the pool by the ocean and the tiki bar were the stars of the show. Rooms were meh"

Reviewed on 22 Aug 2025

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
  • 10 min walk from Theater of the Sea
Stay at this 3.5-star beach resort in Islamorada. Enjoy free Wi-Fi, 3 outdoor pools and 4 restaurants. Our guests praise the helpful staff and the clean rooms ...
9/10 Wonderful! (63 reviews)

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

Travellers say...
"It is a beautiful facility with everything you could wish for. We parked the car and for the 6 days stay just enjoyed al the wonderful amenities."

Reviewed on 24 Aug 2025

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.