Choose from more than 8,000 properties, ideal house rentals for families, groups and couples. Pine Island Road continues west through Matlacha for a few miles to an intersection with Stringfellow Road known as Pine Island Center. Pine Island and its sub-tropical year-round climate are celebrated by tropical fruit lovers, commercial fishermen, anglers, bird-watchers, artists and approximately 6,000 year-round residents. The 17-mile-long island is a 15-minute drive from Cape Coral and 30 minutes from Fort Myers. Explore an array of Pine Island, US vacation rentals, including houses, cottages & more bookable online. Rent a whole home for your next weekend or holiday. View 4512 homes for sale in Pine Island, FL at a median listing price of $417,000. See pricing and listing details of Pine Island real estate for sale. Best Beaches in Pine Island, FL - Captiva Beach (14 reviews), Cayo Costa State Park (26 reviews), Boca Grande (18 reviews), Bowman's Beach (113 reviews), Gulfside Beach (8 reviews), Silver Key Beach (1 reviews), Blind Pass Beach (20 reviews), Fort Myers Beach (89 reviews), Lovers Key State Park (85 reviews), Vanderbilt Beach (62 reviews) Stringfellow is the main road forming a two lane north-south spine connecting the north and south ends of the island. Greater Pine Island Chamber of Commerce is proud to represent over 100 businesses in our little corner of paradise; and would like to introduce you to our island and the businesses that call it home.. Pine Island is the largest island (18 miles long, 2 miles wide with five unique communities) off Florida’s Southwestern Gulf coast.

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