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Top Fishing Islamorada Hotels

Islander Resort

82100 Overseas Highway Islamorada FL

7 min drive from Theater of the Sea

Book a stay at this beach hotel in Islamorada. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the pool and the helpful staff in our reviews. ...

9.2/10 Wonderful! (1,002 reviews)

The rooms were nice, clean, staff was friendly. It was noisy, there was no screened porch or way to sleep with the door open. Ocean view was a stretch, it’s a tiny sliver of ocean in one spot on the patio. Restaurants were extremely expensive in comparison.

Reviewed on 2025/12/13

Cheeca Lodge & Spa

81801 Overseas Highway, Mile Marker 82 Islamorada FL

8 min drive from Theater of the Sea

Book a stay at this luxury resort in Islamorada. Enjoy free parking, 3 outdoor pools, and a full-service spa. Our guests praise the pool and the helpful staff ...

9.2/10 Wonderful! (1,268 reviews)

Everything was awsome

Reviewed on 2025/12/7

Creekside Inn

90611 Old Highway Tavernier FL

15 min drive from Theater of the Sea

Stay at this motel in Tavernier. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the helpful staff and the clean rooms in our reviews. ...

7.8/10 Good! (1,002 reviews)

Slightly shabby but inexpensive. Good staff

Reviewed on 2025/12/11

See all 2,223 properties in 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.