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Top Fishing Islamorada Hotels

Islander Resort

82100 Overseas Highway Islamorada FL

7 min drive from Theater of the Sea

Stay at this 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 reviews. ...

9.2/10 Wonderful! (1,005 reviews)

Breakfast was amazing at the restaurant! This resort is fabulous and it truly feels like you are on a tropical private island! We will definitely be back!

Reviewed on 27 Mar 2026

Cheeca Lodge & Spa

81801 Overseas Highway, Mile Marker 82 Islamorada FL

8 min drive from Theater of the Sea

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 in their ...

9.2/10 Wonderful! (1,299 reviews)

The staff was friendly and laid back. The resort was absolutely beautiful!

Reviewed on 27 Mar 2026

Creekside Inn

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! (1,005 reviews)

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Reviewed on 26 Mar 2026

See all 2,220 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.