Southwest Florida Adventure Vacations 2026

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 Adventure Southwest Florida Hotels

Sundial Beach Resort & Spa

1451 Middle Gulf Drive Sanibel FL

2 hours drive from Siesta Key Beach

Book a stay at this luxury aparthotel in Sanibel. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the property condition in our reviews. ...

Pink Shell Beach Resort and Marina

275 Estero Blvd Fort Myers Beach FL

2 hours drive from Siesta Key Beach

Book a stay at this beach resort in Fort Myers Beach. Enjoy free breakfast, 3 outdoor pools, and a full-service spa. Our guests praise the breakfast and the ...

9.4/10 Exceptional! (1,442 reviews)

"Me encantó sin duda lo repetiré, el personal súper atento, las habitaciones muy limpias y muy cómodas con todo lo necesario para no pasar trabajo, la cocinita con todo tipo de utensilios si estás pensando cocinar algo o vas con niños como yo.el desayuno muy bueno y variado. Y la playa excelente"

Reviewed on Sep 1, 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 Bowman's Beach and Captiva Beach ...

8.6/10 Excellent! (1,000 reviews)

"So nice to have the benefit of being able to enjoy both the beach side and bay side."

Reviewed on Aug 31, 2026

See all 47,470 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.