Plan, book, travel with confidence
Better together
Save up to NZ$616 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 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 ...

8.2/10 Very Good! (1,005 reviews)

We stayed several days at a bayside building 1 BR unit not far from reception. Everything was new and it was well fit out for using the kitchen and generally well supplied in the baths. There were two full bathrooms and full sized applicances. A full sized mirror was one missing thing. The resort ...

Reviewed on 24 Nov 2025

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! (999 reviews)

The staff was very corteous. The amenities were closeby and exactly what was needed for our stay. The restaurants served good food and delicious drinks.

Reviewed on 24 Nov 2025

Port of the Islands Everglades Adventure Resort

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! (1,000 reviews)

Although the Hotel was old the staff was amazing! Helped us with our bags to the 2nd floor and brought us a breakfast meal (the night before) because the kirchen was closed for the Thanksgiving holidays.

Reviewed on 27 Nov 2025

See all 46,122 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.