Travelzoo offers stays at the Captiva Island Inn in Captiva, FL, bundled with a room upgrade, daily breakfast, bottle of wine, and bike rental with prices starting from $99 per night. (We found this rate on July 2.) That's the lowest nightly rate we could find by $51. This hotel has an Expedia rating of 75% based on 53 reviews. Book this travel deal by April 29 for stays from May 10 through December 21.
Of note: Book a 2-night stay and get an additional $25 resort credit.