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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! (1,001 reviews)

This resort is beautiful and the rooms are decorated so tastefully. I highly recommend The Islander Resort for family fun and couples get aways alike.

Reviewed on 3 Dec 2025

Cheeca Lodge & Spa

81801 Overseas Highway, Mile 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 ...

9.2/10 Wonderful! (1,261 reviews)

Summary great location, great vibes just a little older so be prepared for less than perfect. Great location, great view of the sunrise. Property gives a feeling that a lot of people are regulars and have been going there for a long time with extended family holiday vibes. The property itself is ...

Reviewed on 4 Dec 2025

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! (1,004 reviews)

Very comfortable stay Local dining walking distance many amenities close by Room was very clean and AC worked great

Reviewed on 6 Dec 2025

See all 2,186 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.