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Top Fishing Florida Keys Hotels

Islander Resort

82100 Overseas Highway Islamorada FL

3 hours drive from Florida Keys Beaches

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. ...

9.4/10 Exceptional! (1,059 reviews)

"Nice property, great location, enjoyed the pools!"

Reviewed on Jun 22, 2026

Cheeca Lodge & Spa

81801 Overseas Highway, Mile Marker 82 Islamorada FL

3 hours drive from Florida Keys Beaches

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! (1,329 reviews)

"The decor was updated a bit but then dated in other areas. The balcony cushions had stains and the carpet needed to be replaced."

Reviewed on Jun 23, 2026

Captain Pips Marina & Hideaway

1480 Overseas Hwy Marathon FL

1 hour drive from Florida Keys Beaches

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! (1,006 reviews)

"Check in staff extremely rude. In asking questions about parking, where room located, ice, etc acted like I was bothering them."

Reviewed on Jun 22, 2026

See all 8,301 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.