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Top Fishing Florida Keys Hotels

Islander Resort

82100 Overseas Highway Islamorada FL

3 hours drive from Duval Street

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! (1,009 reviews)

The resort is truly a tropical paradise.

Reviewed on May 8, 2026

Cheeca Lodge & Spa

81801 Overseas Highway, Mile Marker 82 Islamorada FL

3 hours drive from Duval Street

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! (1,327 reviews)

Beautiful!!!

Reviewed on May 7, 2026

Captain Pips Marina & Hideaway

1480 Overseas Hwy Marathon FL

2 hours drive from Duval Street

Stay at this hotel in Marathon. Enjoy free WiFi, a marina, and free bicycles on site. Our guests praise the helpful staff and the clean rooms in our reviews. ...

9/10 Wonderful! (1,007 reviews)

the room was dated there were holes in the walls from air conditioning repairs some of the paneling was coming off the wall shower valve was hard to use it didn't always work parking not assigned so sometimes I had to park in front of the next building

Reviewed on May 8, 2026

See all 8,334 properties in Florida Keys

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.