Florida Keys Fishing Holidays 2026

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Top flight + Fishing hotel deals in Florida Keys

Price found within the past 48 hours. Click for updated prices.

Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort

NZ$7,801

per person

26 Dec - 2 Jan

found 1 day ago

Return direct flight included

Auckland (AKL) to Miami (MIA)

9/10 Wonderful! (281 reviews)

Islander Resort

Matecumbe

NZ$8,601

per person

26 Dec - 2 Jan

found 1 day ago

Return direct flight included

Auckland (AKL) to Miami (MIA)

9.4/10 Exceptional! (1,132 reviews)

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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. ...

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 ...

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! (1,001 reviews)

"Anna, Katelyn and Penny at the front desk are ALWAYS helpful! This keeps us coming back! Beautiful facility on the Bayside. Big rooms, Great fishing, Great Kayaks in Lagoon.Great location! They are great on the little things too that matter. Greatest and Cheapest boat rentals !"

Reviewed on 10 Oct 2026

See all 8,242 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.