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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! (1,007 reviews)

Clean room and resort. So much to do. Absolutely beautiful

Reviewed on Dec 28, 2025

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! (1,284 reviews)

Fantastic resort, will definitely be heading back!

Reviewed on Jan 4, 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. ...

8.8/10 Excellent! (1,008 reviews)

Yes ... the room was perfect for our needs

Reviewed on Jan 5, 2026

See all 8,398 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.