Florida Keys Fishing Holidays

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Top flight + Fishing hotel deals in Florida Keys

Price found within the past 48 hours. Click for updated prices.
Hyatt Centric Key West Resort and Spa
Casa Marina Key West, Curio Collection by Hilton
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Top Fishing Florida Keys Hotels

Islander Resort

Islander Resort

4 out of 5
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. ...
9.2/10 Wonderful! (1,005 reviews)
My husband and I stayed 3 nights and we absolutely loved the resort. Beautiful, quiet and serene and with so many amenities. Our room was amazing with a wonderful huge patio that had a path right out to the beach. Breakfast and dinner at the two restaurants was fabulous with excellent food and great ...

Reviewed on 30 Jan 2026

Islander Resort
Cheeca Lodge & Spa

Cheeca Lodge & Spa

5 out of 5
81801 Overseas Highway, Mile Marker 82 Islamorada FL
  • 3 hours drive from Duval Street
Stay at this 5-star 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! (1,296 reviews)
Paradise away from Home!! Thank you!

Reviewed on 7 Feb 2026

Cheeca Lodge & Spa
Captain Pips Marina & Hideaway

Captain Pips Marina & Hideaway

3 out of 5
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. ...
8.8/10 Excellent! (1,014 reviews)
Overall nice stay. Good location. Mini golf, 7 mile bridge etc nearby. Free bikes available. The marina area is dirty, dead fish, old chair, a tire, it was gross to kayak in. Room outdated. Just a new chair, dresser and painting cabinets would help.

Reviewed on 4 Feb 2026

Captain Pips Marina & Hideaway
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.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.