Southwest Florida Fishing Holidays 2026

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Top Fishing Southwest Florida Hotels

South Seas Resort

5400 South Seas Plantation Rd Captiva FL

2 hours drive from Siesta Key Beach

Stay at this beach resort in Captiva. Enjoy 3 outdoor pools, 7 restaurants and a private beach. Popular attractions Jungle Drums and McCarthy's Marina are located ...

8.4/10 Very Good! (1,000 reviews)

Our unit need a lot of attention. The property has much more construction going on still - more that they explained when I called to check. Somehow we got checked in before we even arrived, which was concerning. The app for activities gives very little info and the employees don’t have any knowledge ...

Reviewed on 24 Mar 2026

Tween Waters Island Resort & Spa

15951 Captiva Drive Captiva FL

2 hours drive from Siesta Key Beach

Stay at this beach resort in Captiva. Enjoy free parking, 2 outdoor pools and a full-service spa. Popular attractions Captiva Beach and Captiva Chapel By the ...

8.6/10 Excellent! (1,002 reviews)

peaceful and quiet!

Reviewed on 25 Mar 2026

Hilton Vacation Club Charter Club Naples Bay

1000 10th Ave S Naples FL

3 hours drive from Siesta Key Beach

Stay at this resort in Naples. Enjoy free Wi-Fi, a marina and laundry facilities. Our guests praise the helpful staff in their reviews. Popular attractions Fifth ...

9.2/10 Wonderful! (498 reviews)

The stairs were outrageous for a 65 year old person with arthritis.

Reviewed on 26 Jan 2026

See all 46,913 properties in Southwest Florida

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.