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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! (1,014 reviews)

Everything about this property was excellent, from the wonderful staff to the kid-friendly atmosphere. We loved the breakfast brunch and the overall vibe of the place. However, dinner at The Drift was a letdown. For the price, the quality just wasn't there. I’d highly recommend the stay, but I suggest ...

Reviewed on 2026/5/10

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! (1,330 reviews)

Exelente service but the room need more clean and attention

Reviewed on 2026/5/11

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! (1,000 reviews)

Clean and everything was great!

Reviewed on 2026/5/12

See all 2,200 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.