Islamorada Fishing Holidays

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    Packages with flights are ATOL protected

Top flight + Fishing hotel deals in Islamorada

Price found within the past 48 hours. Click for updated prices.
La Siesta Resort & Villas
Cheeca Lodge & Spa
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
Islander Resort
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5* Fishing holidays in Islamorada

Price found within the past 48 hours. Click for updated prices.
Cheeca Lodge & Spa
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Top Fishing Islamorada Hotels

Islander Resort

Islander Resort

4 out of 5
82100 Overseas Highway Islamorada FL
  • 7 min drive from Theater of the Sea
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! (1,012 reviews)
Nice size room, beautiful grounds

Reviewed on 10 Feb 2026

Islander Resort
Cheeca Lodge & Spa

Cheeca Lodge & Spa

5 out of 5
81801 Overseas Highway, Mile Marker 82 Islamorada FL
  • 8 min drive from Theater of the Sea
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! (1,305 reviews)
Wonderful Greeting. Perfectly beautiful room. Dinner was divine listening to Live music. We want to return!

Reviewed on 11 Feb 2026

Cheeca Lodge & Spa
Creekside Inn

Creekside Inn

2.5 out of 5
90611 Old Highway Tavernier FL
  • 15 min drive from Theater of the Sea
Stay at this motel in Tavernier. Enjoy free Wi-Fi, free parking and 2 outdoor pools. Our guests praise the helpful staff and the clean rooms in their reviews. ...
7.8/10 Good! (1,000 reviews)
Clean and comfortable room. Beautiful view of creek.

Reviewed on 9 Feb 2026

Creekside Inn
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.

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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected.