Plan, book, travel with confidence
Better together
Save up to ￥109,000 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

5400 South Seas Plantation Rd Captiva FL

2 hours drive from Siesta Key Beach

Book a 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 ...

8.4/10 Very Good! (1,002 reviews)

"We recently stayed at this resort and overall had a pleasant experience. The beachfront location is beautiful, and the water park was definitely one of the highlights of our trip. The staff throughout the resort were friendly, helpful, and always willing to assist when needed. That said, there were ..."

Reviewed on May 31, 2026

Tween Waters Island Resort & Spa

15951 Captiva Drive Captiva FL

2 hours drive from Siesta Key Beach

Book a 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 ...

8.6/10 Excellent! (1,002 reviews)

"Beautiful place to stay. Would stay again. Loved it"

Reviewed on Jun 4, 2026

Port of the Islands Everglades Adventure Resort

Naples FL

3 hours drive from Siesta Key Beach

Book a stay at this business-friendly hotel in Naples. Enjoy free WiFi, free parking, and a marina. Our guests praise the helpful staff in our reviews. Popular ...

7.6/10 Good! (1,001 reviews)

"Great staff"

Reviewed on Jun 2, 2026

See all 46,891 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.