Islamorada Fishing Holidays

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Top Fishing 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! (1,009 reviews)
"Amazing hotel and experience in the Florida Key! Islamorada."

Reviewed on 25 Aug 2025

Islander Resort
Cheeca Lodge & Spa

Cheeca Lodge & Spa

5 out of 5
81801 Overseas Highway, Mile Marker 82, Marker 82, Islamorada, FL
  • 8 min drive from Theater of the Sea
Stay at this 5-star luxury resort in Islamorada. Enjoy free parking, 3 outdoor pools and a full-service spa. Our guests praise the pool and the helpful staff ...
9/10 Wonderful! (1,159 reviews)
"Truly amazing with the best staff you could ask for."

Reviewed on 24 Aug 2025

Cheeca Lodge & Spa
Creekside Inn Islamorada

Creekside Inn Islamorada

2.5 out of 5
90611 Old Highway, Tavernier, FL
  • 15 min drive from Theater of the Sea
Stay at this motel in Tavernier. Enjoy free Wi-Fi, free parking and 2 outdoor pools. Our guests praise the helpful staff and the clean rooms in their reviews. ...
7.8/10 Good! (1,002 reviews)
"This property provided amazing views of the boat channel. Provided fishing if guests wanted to. Property management was friendly. Within a 2 min or less walking distance, there was paddle boarding or kayaking available. My son and I had gone kayaking through this company when we stayed in key largo, ..."

Reviewed on 23 Aug 2025

Creekside Inn Islamorada
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.