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Top Fishing Florida Keys Hotels

Islander Resort

82100 Overseas Highway Islamorada FL

3 hours drive from Duval Street

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. ...

9.4/10 Exceptional! (1,017 reviews)

"Absolutely beautiful property, clean and well maintained. Staff was super friendly and there was lots of complimentary activities for the whole family. 10/10 we will absolutely be back."

Reviewed on 24 May 2026

Cheeca Lodge & Spa

81801 Overseas Highway, Mile Marker 82 Islamorada FL

3 hours drive from Duval Street

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! (1,314 reviews)

"amenities were great, clean hotel, lots of fun."

Reviewed on 24 May 2026

Captain Pips Marina & Hideaway

1480 Overseas Hwy Marathon FL

2 hours drive from Duval Street

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

9/10 Wonderful! (1,004 reviews)

"Penny and her staff were so helpful."

Reviewed on 24 May 2026

See all 8,364 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.