Southwest Coast Florida Fishing Holidays

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to NZ$2,400 when you book a flight and hotel together*
  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
  • Rest easy

    Plan, book, and manage your trip all in one place

Top Fishing Southwest Coast Florida Hotels

South Seas

South Seas

3.5 out of 5
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, 5 restaurants and a private beach. Popular attractions Captiva Beach and Jungle Drums are located ...
8.4/10 Very Good! (1,004 reviews)
"Felt like they weren’t fully staffed. There wasn’t a lot of vibes of merriment even though they have great amenities to do so. Allison at Flippers was very nice and enjoyable. Gigi at Beach House was very sweet and we enjoyed her service but have to say we had told the restaurant that it was our ..."

Reviewed on 10 June 2026

South Seas
Tween Waters Island Resort & Spa

Tween Waters Island Resort & Spa

3 out of 5
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! (1,008 reviews)
"Such a fun place and location"

Reviewed on 8 June 2026

Tween Waters Island Resort & Spa
Port of the Islands Everglades Adventure Resort

Port of the Islands Everglades Adventure Resort

2.5 out of 5
Naples FL
  • 3 hours drive from Siesta Key Beach
Stay at this business-friendly hotel in Naples. Enjoy free Wi-Fi, free parking and a marina. Our guests praise the helpful staff in their reviews. Popular attractions ...
7.6/10 Good! (1,001 reviews)
"Pool was not available to use. It was green"

Reviewed on 7 June 2026

Port of the Islands Everglades Adventure Resort
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.